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Gay Sailing Cruises Hot Deals

Caribbean Nude Gay Sailing CruiseSt. Martin Caribbean Nude Gay Sailing Cruise
A luxury Nude gay sailing cruise that starts and ends in St. Martin. A vibrant blend of French sophistication and Dutch Caribbean warmth, St. Martin / Sint Maarten is a tropical paradise not to be missed. This tiny verdant jewel amidst the Caribbean’s turquoise expanse features the fusion of two diverse European cultures that are innately gay friendly in nature. White sandy beaches with palm trees and tropical sun. Snorkeling and diving between coral reefs and exhilarating sailing between tropical islands. Let our Gay skipper guide you over the Caribbean seas, and discover the beautiful Islands of St. Martin, St. Barth and Anguilla! More


The Leader in all-gay vacations
All-Gay Cruises
Spartacus Gay CruiseMediterranean European Gay Cruise
Spartacus All-Gay Cruise 2024
Join European All-Gay Mediterranean Cruise 2024. Embark on all-gay cruise odyssey to Greek islands and the Pyramids.
October 9 – 16, 2024
Transcend Gay CruiseBavarian Christmas Gay Cruise
Rhine Christmas Gay Cruise 2024
Celebrate the holidays with our Christmas Markets All-Gay & Bears Cruise, filled with festive charm and luxurious comfort!
December 07 – 13, 2024
Atlantis Gay CruiseAllure Caribbean Gay Cruise 2025
Caribbean Gay Cruise 2025
Get onboard Atlantis’ legendary Caribbean gay cruise for new adventure in 2025! World’s largest all-gay cruise onboard the Allure of the Seas.
February 3 – 10, 2025
Vacaya Gay CruiseVacaya Caribbean All-Gay Cruise
Vacaya Caribbean All-Gay Cruise 2025
We’ll sail 7 magical nights roundtrip from The Big Easy, returning to New Orleans just in time for New Orleans Mardi Gras 2025!
February 22 – March 01, 2025
Brand G Gay CruiseIreland & Scotland All-Gay Cruise
Ireland & Scotland Gay Cruise
Embark on a once-in-a-lifetime journey designed to offer extraordinary experiences in remote England, Ireland & Scotland destinations.
June 6 - 17, 2025
Source Gay CruiseMalta to Naples All-Gay Cruise 2025
Malta Gay Cruise 2025
Six UNESCO World Heritage Sites…Seven Legendary Ports…One Epic Luxury All-Gay Voyage from Malta to Naples.
July 5 – 12, 2025
Cruise 4 BearsDouro River Portugal All-Gay Cruise
Douro River All-Gay Cruise
Join us on All-Gay & Bears Douro River cruise! After Madrid Pride, taste the Douro river, the cradle of Port wine
July 07 – 14, 2025
Outbound Gay CruiseAmsterdam Pride Rhine Gay Cruise
Amsterdam Gay Pride Cruise 2025
Join us cruising to one of our favorite cities in the world for one of the biggest parties in Europe... Pride Amsterdam!
July 25 – August 04, 2025
Sail in Greece Gay CruiseCorfu Greek Islands All-Gay Cruise
Corfu Greece All-Gay Cruise
Discover the myths that are hidden behind the history of every Greek island. Have your holidays in Greece on our Corfu all-gay cruise.
July 19 – 26, 2025
Outbound Gay CruiseGreek Isles Gay Cruise 2025
Greek Isles Gay Cruise 2025
Join us on luxury Azamara Pursuit as we sail to the Greek Islands during this incredible 8-day itinerary.
August 31 - September 7, 2025
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All-Gay Resorts
Go Thai Be FreePhuket Thailand Nude Gay Holidays
Phuket Thailand Holidays
One week in Phuket, Thailand with men naked, everywhere. A dazzling array of activities, from the most famous, to things off-the-beaten-path.
January 28 – February 03, 2025
Cancun LogoClub Atlantis at Club Med Cancun
Gay Club Atlantis Cancun
Exhilirating, active, and more fun than you ever imagined. Atlantis all-gay resort week at Cancun continues to be nothing short of sensational!
April 26 – May 3, 2025
Visit FranceFrench Villa Naked Gay Holidays
France Naked Gay Villa Holidays
One week in Southern France with men naked, everywhere. A dazzling array of activities, from the most famous, to things off-the-beaten-path.
September 1 – 7, 2025
  More Resorts...
All-Gay Tours
Amazing Thailand Gay TourThailand Temples & Beaches
Thailand Temples & Beaches Gay Luxury Tour
The Land of Smiles awaits on this exquisite journey. We begin in Bangkok, vsit Chiang Mai elephants, and hit the island of Phuket
February 07 – 16, 2025
  More Tours...

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Gay Sailing Cruise

Gay Sailing - your ultimate Gay holiday experience
Gay Sail & Gay Nude Sail Gay Sailing Cruises
Gay Sail & Gay Nude Sail organize sailing cruises for gay guys of all ages. We sail throughout the historical islands of Greece, along beautiful island of Ibiza, among the ancient cities of Croatia, off the white beaches of Saint Martin & Saint Barth and the British Virgin Islands in the Caribbean, around the great Bahamas, in exotic Brazil and in tropical Thailand.

Our experienced gay skippers will take you safely on this great gay only vacation experience! With over twenty-seven years of experience, we would love to take you on one of our gay cruises, together with our gay skippers and gay cooks. We know the nice itineraries, the lovely spots, the quiet bays and the cozy restaurants. We sail with 1-3 sailing yachts or catamarans together, which can host 10-14 people on each yacht. We'll make your trip a unique holiday experience!

Gay Sail & Gay Nude Sail are The # 1 worldwide, market leader and specialist in Gay Sailing Cruises. Each year we offer over 40 gay sailing cruises and about 15 private cruises, together accounting for more than 450 gay costumers, whose satisfaction scores 8,2 out of 10.

We have several labels for our GaySail cruises:
GaySail: Include the service of a gay skipper and accommodation on board.

GaySail Special: Include the service of a gay skipper and gay cook, accommodation on board, breakfast, lunch, harbor fees, taxes, gasoline and end cleaning.

GaySail Exclusive: Include the service of a gay skipper and gay cook, accommodation on board on a new exclusive luxury sailing yacht or -catamaran, breakfast, lunch, snacks, nonalcoholic drinks, harbor fees, gasoline and end cleaning.

 

Gay sail

Saltyboys gay sailing cruises
Saltyboys Cruises - Fun & relaxing gay sailing holidays for single gay guys, male couples and groups of friends, roughly between 20 and 50 y/o. Sailing experience is not needed!

Saltyboys welcomes both first-timers and more experienced sailors on board. Whether it be on the helm keeping track, adjusting the sails for perfect speed, sunbathing on deck, playing some fine tunes, or finally reading that good book with a cold drink in your hand.. Sailing makes you experience a kind of relaxation that's hard to find anywhere else.

 

Nude gay sail

Nude gay sailing is an experience!
Gay Nude Sail We sail throughout the historical islands of Greece, along the rugged coast of Turkey, among the ancient cities of Croatia, off the white beaches of Saint Martin and the British Virgin Islands in the Caribbean, along the hundreds of Islands in the Bahamas and in tropical Thailand (clothes optional only). You can swim and stay in the sun nude on all our cruises (all are clothes optional), but GayNudeSail cruises are specially designed for those guys who like to stay nude all day! Our experienced gay skippers will take you safely on this great vacation experience!

 

Gay Sailing Cruise holidays

 

2024 GAY SAILING Cruises
Events are ordered by date, click on the Event title below to view details

Gay Sailing Cruise

 

St Martin - Friendly Island French Caribbean

 

Saint Martin & St.Barth Gay Catamaran Cruise Saint Martin & St.Barth Gay Catamaran Cruise
October 05 – 12, 2024 - 7 Nights
St. Martin, Anguilla, St. Barth, and more!

A luxury clothing optional gay sailing cruise that starts and ends in St. Martin. White sandy beaches with palm trees and tropical sun. Snorkeling and diving between coral reefs and exhilarating sailing between tropical islands. An unique Gay Sailing vacation with 20 gay guys. Let our Gay skipper guide you over the Caribbean seas, and discover the beautiful Islands of St. Martin, St. Barth and Anguilla!

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Saint Martin Gay Sailing Cruise

Gay Nude Sailing Cruise

 

St Martin - Friendly Island French Caribbean

 

St. Martin & St. Barth Gay Nude Catamaran Cruise St. Martin & St. Barth Gay Nude Catamaran Cruise
October 12 - 19, 2024 - 7 Nights
St. Martin, Anguilla, St. Barth, and more!

A luxury nude gay sailing cruise that starts and ends in St. Martin. White sandy beaches with palm trees and tropical sun. Snorkeling and diving between coral reefs and exhilarating sailing between tropical islands. An unique Gay Sailing vacation with 20 naked gay guys. Let our Gay skipper guide you over the Caribbean seas, and discover the beautiful Islands of St. Martin, St. Barth and Anguilla!

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Saint Martin Gay Nude Sailing Cruise

Visit Indonesia

Explore the extraordinary Flores

 

Flores, Komodo & Padar Indonesia Gay Cruise Flores, Komodo & Padar
7 Days Indonesia Clothing Optional Gay Cruise

October 14 - 20, 2024 - 6 Nights
Flores, Komodo, Namo, Padar, and more!

Guys, paradise, sailing on a traditional wooden vessel through the Flores Sea. Free, and honest, and fun. True camaraderie. A once-in-a-lifetime experience, this is. A dream that can be fulfilled. Or maybe just something that’ll make great memories... Amongst literally thousands of islands – Indonesia’s archipelago boasts nearly 17,000 pieces of land surrounded by water. Glancing around, you can see craggy rocks, sensuous hills, and mountains – all surrounded by a mix of seas.

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Flores, Komodo & Padar Nude Gay Cruise

Gay Sailing Cruise

 

The Islands of Tahiti

 

Tahiti gay sailing cruise Tahiti, French Polynesia Gay Sailing Cruise
November 16 – 23, 2024 - 7 Nights
Raiatea, Tahaa, Bora Bora, Huahine, and more!

Welcome to Gay Tahiti, which sits within a cruising ground of five groups of islands bursting with exciting marine life, emerald volcanic peaks and vivid exotic flowers. This area boasts some of the most famous, spectacular landscapes in the world, including the idyllic Bora Bora for romantics, as well as Raiatea, Tupai, Maupiti and Moorea. Join us on a great one week luxury GaySail Exclusive Gay Catamaran cruise. We will sail along the beautiful Tahiti Islands on a luxury 52 feet catamaran which gives room to 14 gay guys.

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Tahiti, French Polynesia Gay Sailing Cruise

Gay Nude Sailing Cruise

 

The Islands of Tahiti

 

Tahiti nude gay sailing cruise Tahiti, French Polynesia Nude Gay Sailing Cruise
November 23 – 30, 2024 - 7 Nights
Raiatea, Tahaa, Bora Bora, Huahine, and more!

Welcome to Nude Gay Tahiti, which sits within a cruising ground of five groups of islands bursting with exciting marine life, emerald volcanic peaks and vivid exotic flowers. This area boasts some of the most famous, spectacular landscapes in the world, including the idyllic Bora Bora for romantics, as well as Raiatea, Tupai, Maupiti and Moorea. Join us on luxury GayNudeSail Exclusive Gay Catamaran cruise. We will sail along the beautiful Tahiti Islands on a luxury catamaran which gives room to 14 naked gay guys.

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Tahiti, French Polynesia Naked Gay Sailing Cruise

Saltyboys Gay Sailing Cruise

 

Guadeloupe Islands

 

Naked Caribbean Gay Sailing Cruise Guadeloupe Caribbean Nude Gay Sailing Cruise
November 30 - December 07, 2024 - 7 Nights
Guadeloupe, Iles des Saintes, La Desirade, Marie Galante, and more!

Relaxing, fun and enjoyable nude gay sailing cruise between the stunning French Caribbean islands Guadeloupe, Iles des Saintes, La Desirade and Marie Galante. Guadeloupe offers many stunning beaches for sunning and swimming naked (we drop anchor in front Pointe Tarare gay nude beach). Les Iles des Saintes offer lush unspoiled nature and here we'll taste some fresh fish and lobster from the grill in the relaxed Caribbean harbour villages.

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Naked Caribbean Gay Sailing Cruise

2025 GAY SAILING Cruises
Events are ordered by date, click on the Event title below to view details

Saltyboys Gay Sailing Cruise

 

Phuket Gay Travel

 

New!

 

Thailand Naked Gay Sailing Cruise Thailand Phuket Au Naturel Naked Gay Sailing Cruise
February 01 - 08, 2025 - 7 Nights
Phuket, Phang Nga Bay, James Bond Island, Koh Hong, Railay Beach, Krabi, Koh Phi Phi, Phi Phi Don, and more!

Relaxing, fun and enjoyable naked gay sailing cruise between the scenic islands of Phang Nga bay, James Bond Island, Koh Hong, Railay beach, picturesque Krabi and Koh Phi Phi with of course 'The Beach' on Phi Phi Don. Combination of great sailings, beautiful beaches, wonderful bays, emerald lighted caves for swimming and snorkeling and of course amazing Thai food.

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Thailand Au Naturel Naked Gay Sailing Cruise

Gay Nude Sail Cruise

 

Phuket Gay Travel

 

New!

 

Thailand Gay Catamaran Sailing Cruise Thailand Nude Gay Catamaran Sailing Cruise: Phuket - Ko Phi Phi - Patong
March 8 – 15, 2025 - 7 Nights
Phuket, Koh Yao Yai, Krabi, Koh Puh, Koh Phi Phi Don, Ko Rancha Yai, Patong, and more!

The cruising grounds off the east coast of the island of Phuket are among the finest anywhere. The famous Phi Phi Islands, Krabi and lots of secure anchorages, pristine white-sand beaches, rugged uninhabited islands, and lively gay nightlife and gay resorts. This week is a Gay Nude Sail Exclusive Sailing Cruise on a luxury 40 feet Lagoon Catamaran.

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Thailand Nude Gay Sailing Cruise

Pride Gay Sailing Holidays

 

Phuket Gay Travel

 

New!

 

Thailand Gay Sailing Cruise Thailand Phuket Gay Pride Sailing Holidays
March 15 - 22, 2025 - 7 Nights
Phuket, Ao Phang Nga, Koh Roi, Kho Hong, Railey, Phi Phi, Koh Rang Yai, and more!

Sail Gay Thailand and savor the varied delights of its emerald-colored waters, limestone pinnacles, anchorages, pristine beaches, traditional fishing villages, and some of the best snorkeling and scuba diving in the world. Sail through the idyllic islands of Thailand and kick back on the perfect tropical getaway. It doesn't get much better than clothing optional (nude) all-gay sailing adventure through Thailand’s best islands.

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Phuket Thailand gay cruise

Gay Sail Cruise

 

Phuket Gay Travel

 

New!

 

Thailand Gay Christmas Catamaran Sailing Cruise Thailand Clothing Optional Gay Sailing Cruise: Patong - Koh Hong - Phuket
March 15 – 22, 2025 - 7 Nights
Patong, Nai Harn, Phi Phi Island, Koh Rang Yai, Koh Hong, Ko Chang Lat, Koh Pan Yi, Phuket, and more!

A Phuket gay sailing vacation offers a multitude of scenic and secure anchorages, pristine white-sand beaches, rugged uninhabited islands, and lively gay nightlife and gay resorts.The warm, hospitable people of Thailand enhance the enjoyment of an Clothing Optional Gay sailing cruise, making the sailing adventure all the more memorable in a nation often called the Land of Smiles.

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Thailand Gay Catamaran Sailing Cruise

Pride Gay Sailing Holidays

 

Phuket Gay Travel

 

New!

 

Thailand Gay Sailing Cruise Thailand Phuket Gay Pride Sailing Holidays
March 22 - 29, 2025 - 7 Nights
Phuket, Ao Phang Nga, Koh Roi, Kho Hong, Railey, Phi Phi, Koh Rang Yai, and more!

Sail Gay Thailand and savor the varied delights of its emerald-colored waters, limestone pinnacles, anchorages, pristine beaches, traditional fishing villages, and some of the best snorkeling and scuba diving in the world. Sail through the idyllic islands of Thailand and kick back on the perfect tropical getaway. It doesn't get much better than clothing optional (nude) all-gay sailing adventure through Thailand’s best islands.

Quote or Reservation
Phuket Thailand gay cruise

Pride Gay Sailing Holidays

 

Phuket Gay Travel

 

New!

 

Thailand Gay Sailing Cruise Thailand Phuket Gay Pride Sailing Holidays
March 29 - April 05, 2025 - 7 Nights
Phuket, Ao Phang Nga, Koh Roi, Kho Hong, Railey, Phi Phi, Koh Rang Yai, and more!

Sail Gay Thailand and savor the varied delights of its emerald-colored waters, limestone pinnacles, anchorages, pristine beaches, traditional fishing villages, and some of the best snorkeling and scuba diving in the world. Sail through the idyllic islands of Thailand and kick back on the perfect tropical getaway. It doesn't get much better than clothing optional (nude) all-gay sailing adventure through Thailand’s best islands.

Quote or Reservation
Phuket Thailand gay cruise

Gay Sailing Cruise

 

St Martin - Friendly Island French Caribbean

 

New!

 

Saint Martin & St.Barth Gay Catamaran Cruise Saint Martin & St.Barth Gay Catamaran Cruise
May 10 – 17, 2025 - 7 Nights
St. Martin, Anguilla, St. Barth, and more!

A luxury clothing optional gay sailing cruise that starts and ends in St. Martin. White sandy beaches with palm trees and tropical sun. Snorkeling and diving between coral reefs and exhilarating sailing between tropical islands. An unique Gay Sailing vacation with 20 gay guys. Let our Gay skipper guide you over the Caribbean seas, and discover the beautiful Islands of St. Martin, St. Barth and Anguilla!

Quote or Reservation
Saint Martin Gay Sailing Cruise

Visit Indonesia

Explore the extraordinary Flores

 

 

Flores, Komodo & Padar Indonesia Gay Cruise Flores, Komodo & Padar
7 Days Indonesia Clothing Optional Gay Cruise

May 16 - 22, 2025 - 6 Nights
Flores, Komodo, Namo, Padar, and more!

Paradise, guys, sailing on a traditional wooden vessel through the Flores Sea. Free, and honest, and fun. True camaraderie. A once-in-a-lifetime experience, this is. A dream that can be fulfilled. Or maybe just something that’ll make great memories... Amongst literally thousands of islands – Indonesia’s archipelago boasts nearly 17,000 pieces of land surrounded by water. Glancing around, you can see craggy rocks, sensuous hills, and mountains – all surrounded by a mix of seas.

Quote or Reservation
Flores, Komodo & Padar Nude Gay Cruise

Gay Nude Sailing Cruise

 

St Martin - Friendly Island French Caribbean

 

 

St. Martin & St. Barth Gay Nude Catamaran Cruise St. Martin & St. Barth Gay Nude Catamaran Cruise
May 17 - 24, 2025 - 7 Nights
St. Martin, Anguilla, St. Barth, and more!

A luxury nude gay sailing cruise that starts and ends in St. Martin. White sandy beaches with palm trees and tropical sun. Snorkeling and diving between coral reefs and exhilarating sailing between tropical islands. An unique Gay Sailing vacation with 20 naked gay guys. Let our Gay skipper guide you over the Caribbean seas, and discover the beautiful Islands of St. Martin, St. Barth and Anguilla!

Quote or Reservation
Saint Martin Gay Nude Sailing Cruise

Greece - The True Experience

 

New!

 

Greece Gay Sailing Trip Greece Peloponnese Gay Sailing Cruise
May 17 – 24, 2025 - 7 Nights
Athens, Aegina, Spetses, Ermioni, Hydra, Poros, Agistri, and more!

Discover the land of gods and heroes as you explore the legendary Peloponnese on an unforgettable gay sailing trip. Sail past ancient temples and amphitheatres aboard a yacht, enjoy countless hours of sunshine and ultimate relaxation on deck or swimming in the crystal-clear waters of secluded bays in the Saronic Gulf – all the while being caressed by the refreshing Mediterranean breeze.

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Greece Peloponnese Gay Sailing

La Paz Mexico

 

New!

 

Mexico Nude Gay Sailing Cruise Mexico Baja La Paz Au Naturel Nude Gay Sailing Cruise
May 19 – 26, 2025 - 7 Nights
La Paz, Isla Espirito, Isla San Jose, Isla Ceralvo, Parque Nacional Bahia de Loreto, and more!

A new and stunning destination in our Pacific nude gay sailing cruises program this year is the wonderful protected sailing area in the Gulf of California, just North of Baja La Paz in Mexico. We will sail by stunning rock formations, empty sandy beaches (to run around butt naked) and will also visit some cute Mexican villages. Come join the Saltyboys and combine stunning desert vistas with world-class sailing in the Sea of Cortez!

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Baja La Paz Au Naturel Mexico Nude Gay Sailing Cruise

Pride Gay Sailing Holidays

 

Croatia Full of Life

 

Croatia Gay Sailing Cruise Croatia Pride Sailing Holidays from Split
May 31 – June 07, 2025 - 7 Nights
Dubrovnik, Mljet, Korcula, Vis, Hvar, Brac, Split, and more!

Gay Sailing Holidays in Croatia. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast. During the day you’ll enjoy the sun, water, music with your new friends, then by night you can dance, drink and eat as we take you to the local wineries, organic restaurants and hot-spots.

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Gay Croatia Sailing Holidays

Pride Gay Sailing Holidays

 

Greece - The True Experience

 

New!

 

Gay Greece Sailing Cruise Athens Greece Pride Sailing Holidays
May 31 - June 07, 2025 - 7 Nights
Agistri, Hydra, Spetses, Porto Heli, Ermioni, Poros, Athens

Gay Sailing Holidays in Greece. Join us on our exclusive clothing optional Gay Sailing holiday between the beautiful Greek islands, a round trip, starting and ending in Athens & stopping in the party island. On your gay sailing holiday in the beautiful Greek Islands, you can enjoy nude gay sailing while we’re underway sailing the gorgeous Greece waters or just sit back and enjoy. Discover local culture, classical architecture & the best of Greek cuisine, all while enjoying breathtaking islands, ports and local hospitality.

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Greece naked gay cruise

Croatia Full of Life

 

New!

 

Discover Croatia Gay Sailing Cruise Discover Croatia Gay Sailing Cruise
May 31 – June 07, 2025 - 7 Nights
Trogir, Vis, Biševo, Lastovo, Korcula, Hvar, Brac, and more!

Sail the southern route to the beautiful islands of the Kornati archipelago on an epic gay sailing trip in Croatia. Jump from a sailing yacht directly into the crystal-clear, turquoise-blue waters of the Adriatic and doze off in the warmth of the Mediterranean sun on magical beaches and secluded bays – far away from the tourist hotspots and everyday life. Experience an adventurous sailing trip exclusively for gays on modern yacht.

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Croatia Gay Sailing Vacation

GaySail Exclusive Cruise

 

Croatia Full of Life

 

 

Croatia Luxury Nude Gay Sailing Cruise Croatia Luxury Clothing Optional Gay Sailing Cruise from Dubrovnik to Split
June 07 - 14, 2025 - 7 Nights
Dubrovnik, Mljet, Korcula, Lastavo, Vis, Brac, Split, and more!

This Gay Sail Exclusive luxury all-inclusive clothing optional gay sailing cruise let you discover the most beautiful islands and ancient picturesque villages of Croatia and of course the World Heritage cities of Dubrovnik and Split (Trogir). During your gay sailing adventure you are taken care by our X-clusive Gay Sailing hosting team on a large and very luxurious 40 ft Lagoon catamaran with all comforts.

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Croatia Luxury Gay Sailing Cruise

Pride Gay Sailing Holidays

 

Croatia Full of Life

 

Croatia Gay Sailing Holidays Croatia Pride Sailing Holidays from Dubrovnik
June 07 – 14, 2025 - 7 Nights
Dubrovnik, Mljet, Korcula, Vis, Hvar, Brac, Split, and more!

Gay Sailing Holidays in Croatia. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast. During the day you’ll enjoy the sun, water, music with your new friends, then by night you can dance, drink and eat as we take you to the local wineries, organic restaurants and hot-spots.

Quote or Reservation
Gay Croatia Sailing Holidays

Pride Gay Sailing Holidays

 

Greece - The True Experience

 

New!

 

Athens Greece Pride Sailing Holidays Athens Greece Pride Sailing Holidays
June 07 - 14, 2025 - 7 Nights
Agistri, Hydra, Spetses, Porto Heli, Ermioni, Poros, Athens

Gay Sailing Holidays in Greece. Join us on our exclusive clothing optional Gay Sailing holiday between the beautiful Greek islands, a round trip, starting and ending in Athens & stopping in the party island. On your gay sailing holiday in the beautiful Greek Islands, you can enjoy nude gay sailing while we’re underway sailing the gorgeous Greece waters or just sit back and enjoy. We have the most exciting itinerary, theme days, host to prepare your onboard meals and Friday and Saturday night in Athens!

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Athens Nude Gay Sailing Holidays

Gay Nude Sail Exclusive Cruise

 

Croatia Full of Life

 

New!

 

Croatia Luxury Nude Gay Sailing Cruise Croatia Luxury Nude Gay Sailing Cruise from Split to Dubrovnik
June 14 - 21, 2025 - 7 Nights
Split, Hvar, Vis, Korcula, Lastavo, Miljet, Dubrovnik, and more!

This Gay Nude Sail Exclusive all-inclusive naked gay cruise let you discover the most beautiful islands and ancient picturesque villages of Croatia and of course the World Heritage cities of Dubrovnik and Split (Trogir). During your nude gay sailing adventure you are taken care by our X-clusive Gay Sailing hosting team on a large and very luxurious 40 ft Lagoon catamaran with all comforts.

Quote or Reservation
Croatia Dubrovnik Luxury Nude Gay Sailing Cruise

Pride Gay Sailing Holidays

 

Croatia Full of Life

 

Croatia nude gay cruise Croatia Pride Sailing Holidays from Split
June 14 - 21, 2025 - 7 Nights
Split, Brac, Hvar, Vis, Korcula, Mljet, Dubrovnik, and more!

Gay Sailing Holidays in Croatia. We offer exclusive clothing optional gay island hopping vacations. We sail you on your private all-gay yacht from island to island, stopping at nude/gay nude beaches for your afternoon dip and escort you to the local gay bars and clubs. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast.

Quote or Reservation
Gay Croatia Sailing Cruise

Pride Gay Sailing Holidays

 

Greece - The True Experience

 

New!

 

Two Bad Tourists Gay sailing cruise Athens Greece Pride Gay Sailing Holidays
June 14 - 21, 2025 - 7 Nights
Agistri, Hydra, Spetses, Porto Heli, Ermioni, Poros, Athens

Gay Sailing Holidays in Greece Saronic Islands. Join us on our exclusive clothing optional Gay Sailing holiday between the beautiful Greek islands, a round trip, starting and ending in Athens & stopping in the party island. On your gay sailing holiday in the beautiful Greek Islands, you can enjoy nude gay sailing while we’re underway sailing the gorgeous Greece waters or just sit back and enjoy. Discover local culture, classical architecture & the best of Greek cuisine, breathtaking islands, ports and local hospitality.

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Two Bad Tourists Greek Islands Gay Sailing cruise

Gay Sailing Cruise

 

Croatia Full of Life

 

New!

 

Gay Croatia cruise from Dubrovnik to Split Croatia Exclusive Clothing Optional Gay Sailing Cruise: Dubrovnik - Brac - Split
June 21 - 28, 2025 - 7 Nights
Dubrovnik, Mljet, Korcula, Scedro, Hvar, Brac, Split, and more!

This Gay Sail Exclusive clothing optional gay cruise let you discover the most beautiful islands and ancient picturesque villages of Croatia and of course the World Heritage cities of Dubrovnik and Split (Trogir). During your gay sailing adventure you are taken care by our X-clusive Gay Sailing hosting team on a large and luxurious catamaran (Lagoon 40) with all comforts.

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Croatia gay only cruise from Dubrovnik to Split

Pride Gay Sailing Holidays

 

Croatia Full of Life

 

New!

 

Croatia Gay Pride Gay Sailing Holidays Croatia Pride Sailing Holidays from Dubrovnik
June 21 – 28, 2025 - 7 Nights
Dubrovnik, Mljet, Korcula, Vis, Hvar, Brac, Split, and more!

Gay Sailing Holidays in Croatia. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast. During the day you’ll enjoy the sun, water, music with your new friends, then by night you can dance, drink and eat as we take you to the local wineries, organic restaurants and hot-spots.

Quote or Reservation
Gay Croatia Sailing Cruise Holidays

Pride Gay Sailing Holidays

 

Greece - The True Experience

 

New!

 

Greece Nude Gay Sailing Cruise Athens Greece Pride Sailing Holidays
June 21 - 28, 2025 - 7 Nights
Agistri, Hydra, Spetses, Porto Heli, Ermioni, Poros, Athens

Gay Sailing Holidays in Greece. Join us on our exclusive clothing optional Gay Sailing holiday between the beautiful Greek islands, a round trip, starting and ending in Athens & stopping in the party island. On your gay sailing holiday in the beautiful Greek Islands, you can enjoy nude gay sailing while we’re underway sailing the gorgeous Greece waters or just sit back and enjoy. Discover local culture, classical architecture & the best of Greek cuisine, all while enjoying breathtaking islands, ports and local hospitality.

Quote or Reservation
Gay Greece Sailing Holidays

Gay Sailing Cruise

 

Croatia Full of Life

 

New!

 

Croatia gay sailing cruise from Split to Dubrovnik Croatia Luxury Nude Gay Sailing Cruise from Split to Dubrovnik
June 28 – July 05, 2025 - 7 Nights
Split, Hvar, Vis, Korcula, Lastavo, Miljet, Dubrovnik

This Gay Nude Sail Exclusive all-inclusive luxury gay cruise let you discover the most beautiful islands and ancient picturesque villages of Croatia and of course the World Heritage cities of Dubrovnik and Split (Trogir). During your gay sailing adventure you are taken care by our X-clusive Nude Gay Sailing hosting team on a large and very luxurious 40 ft Lagoon catamaran with all comforts.

Quote or Reservation
Croatia nude gay sailing cruise holidays

Pride Gay Sailing Holidays

 

Croatia Full of Life

 

Croatia Gay Sailing Holidays Croatia Pride Sailing Holidays from Split
June 28 – July 05, 2025 - 7 Nights
Dubrovnik, Mljet, Korcula, Vis, Hvar, Brac, Split, and more!

Gay Sailing Holidays in Croatia. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast. During the day you’ll enjoy the sun, water, music with your new friends, then by night you can dance, drink and eat as we take you to the local wineries, organic restaurants and hot-spots.

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Gay Croatia Sailing Holidays

Pride Gay Sailing Holidays

 

Greece - The True Experience

 

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Greece Gay Sailing Cruise Athens Greece Pride Sailing Holidays
June 28 - July 05, 2025 - 7 Nights
Agistri, Hydra, Spetses, Porto Heli, Ermioni, Poros, Athens

Gay Sailing Holidays in Greece. Join us on our exclusive clothing optional Gay Sailing holiday between the beautiful Greek islands, a round trip, starting and ending in Athens & stopping in the party island. On your gay sailing holiday in the beautiful Greek Islands, you can enjoy nude gay sailing while we’re underway sailing the gorgeous Greece waters or just sit back and enjoy. Discover local culture, classical architecture & the best of Greek cuisine, all while enjoying breathtaking islands, ports and local hospitality.

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Greece nude gay sailing cruise

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Croatia Full of Life

 

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Croatia Pride Gay Sailing Holidays Croatia Pride Sailing Holidays from Dubrovnik
July 05 – 12, 2025 - 7 Nights
Dubrovnik, Mljet, Korcula, Vis, Hvar, Brac, Split, and more!

Gay Sailing Holidays in Croatia. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast. During the day you’ll enjoy the sun, water, music with your new friends, then by night you can dance, drink and eat as we take you to the local wineries, organic restaurants and hot-spots.

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Gay Croatia Sailing Holidays

Gay Sail in Greece

 

Greece - The True Experience

 

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Greek Islands Hopping gay cruise Athens Harmony Greek Islands All-Gay Cruise
July 05 – 12, 2025 - 7 Nights
Athens, Salamina, Epidaurus, Poros, Hydra, Ermioni, Aegina, and more!

Sail in Greece M/S Artemis - 46 passengers
From/To Athens (Salamina), Greece

Our Harmony Greek Islands All-Gay Cruise is a perfect option for those looking for a blend of on-shore cultural and historical sightseeing, coastal relaxation, on-deck sea-view unwinding and the friendly atmosphere of a small ship gay cruise. This all-gay sailing trip is a fun Greek Isles Cruise focusing on experiencing the true beauty of Greece while still offering fun socialisation options in the evenings in line with the renowned Greek hospitality.

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Greek Islands Gay Cruise

Pride Gay Sailing Holidays

 

Greece - The True Experience

 

New!

 

Greece Naked Gay Sailing Cruise Athens Greece Pride Sailing Holidays
July 05 - 12, 2025 - 7 Nights
Agistri, Hydra, Spetses, Porto Heli, Ermioni, Poros, Athens

Gay Sailing Holidays in Greece. Join us on our exclusive clothing optional Gay Sailing holiday between the beautiful Greek islands, a round trip, starting and ending in Athens & stopping in the party island. On your gay sailing holiday in the beautiful Greek Islands, you can enjoy nude gay sailing while we’re underway sailing the gorgeous Greece waters or just sit back and enjoy. Discover local culture, classical architecture & the best of Greek cuisine, all while enjoying breathtaking islands, ports and local hospitality.

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Greece gay sailing cruise

Gay Sail Exclusive Cruise

 

Croatia Full of Life

 

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Croatia Luxury Gay Sailing Cruise from Dubrovnik to Split Croatia Luxury Clothing Optional Gay Sailing Cruise from Dubrovnik to Split
July 05 - 12, 2025 - 7 Nights
Dubrovnik, Mljet, Korcula, Lastavo, Vis, Brac, Split, and more!

This Gay Sail Exclusive luxury all-inclusive clothing optional gay sailing cruise let you discover the most beautiful islands and ancient picturesque villages of Croatia and of course the World Heritage cities of Dubrovnik and Split (Trogir). During your gay sailing adventure you are taken care by our X-clusive Gay Sailing hosting team on a large and very luxurious 40 ft Lagoon catamaran with all comforts.

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Dubrovnik Croatia Luxury Gay Sailing Cruise

Pride Gay Sailing Holidays

 

Croatia Full of Life

 

Croatia Gay Sailing Cruise Croatia Pride Sailing Holidays from Split
July 12 – 19, 2025 - 7 Nights
Dubrovnik, Mljet, Korcula, Vis, Hvar, Brac, Split, and more!

Gay Sailing Holidays in Croatia. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast. During the day you’ll enjoy the sun, water, music with your new friends, then by night you can dance, drink and eat as we take you to the local wineries, organic restaurants and hot-spots.

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Gay Croatia Sailing Holidays

Gay Sail in Greece

 

Greece - The True Experience

 

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Zante Greece gay cruise Zante Greece Ionian Islands All-Gay Gulet Cruise
July 12 – 19, 2025 - 7 Nights
Zante, Agios Nikolaos, Agia Efimia, Ithaca, Meganisi, Fiskardo, Poros, and more!

Sail in Greece M/S Aphrodite - 20 passengers
From/To Zante (Zakynthos), Greece

A cruise in the Ionian islands means admiring the magnificent landscapes between white cliffs and turquoise waters while disconnecting and enjoying a relaxing holiday, rocked by the sun. The region is famed for pristine beaches, the unforgettable blue of the sea, and the lush Mediterranean landscape. Several lesser-known smaller islands make up this paradise cluster.

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Greek Islands All-Gay Cruise

Pride Gay Sailing Holidays

 

Greece - The True Experience

 

New!

 

Greece Gay Sailing Cruise Athens Greece Pride Sailing Holidays
July 12 - 19, 2025 - 7 Nights
Agistri, Hydra, Spetses, Porto Heli, Ermioni, Poros, Athens

Gay Sailing Holidays in Greece. Join us on our exclusive clothing optional Gay Sailing holiday between the beautiful Greek islands, a round trip, starting and ending in Athens & stopping in the party island. On your gay sailing holiday in the beautiful Greek Islands, you can enjoy nude gay sailing while we’re underway sailing the gorgeous Greece waters or just sit back and enjoy. Discover local culture, classical architecture & the best of Greek cuisine, all while enjoying breathtaking islands, ports and local hospitality.

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Greece nude gay sailing cruise

Gay Sail Exclusive Cruise

 

New!

 

Croatia Full of Life

 

Naked Gay Croatia Cruise Croatia Luxury Clothing Optional Gay Sailing Cruise from Split to Dubrovnik
July 12 – 19, 2025 - 7 Nights
Split, Hvar, Vis, Korcula, Lastavo, Miljet, Dubrovnik, and more!

This Gay Sail Exclusive all-inclusive clothing optional gay cruise let you discover the most beautiful islands and ancient picturesque villages of Croatia and of course the World Heritage cities of Dubrovnik and Split (Trogir). During your nude gay sailing adventure you are taken care by our X-clusive Gay Sailing hosting team on a large and very luxurious 40 ft Lagoon catamaran with all comforts.

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Croatia Luxury Clothing Optional Gay Sailing Cruise from Split to Dubrovnik

Italy Gay Travels

 

Sicily Gay Travel

 

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Sicily Gay Sailing Cruise Sicily Aeolian Islands Gay Sailing Cruise
July 12 - 19, 2025 - 8 Days
From/to Milazzo (Catania), Sicily - Alicudi, Filicudi, Lipari, Vulcano, Panarea, and more!

Gay Sailing Week in the Aeolian islands! On your marks, get set, SAIL! Yes Christopher Columbus and his gay entourage have a gay sailing cruise! Okay minus Chris :) This is gay sailing like no other. From the moment you step on board Italy Gay Travels will float your boat! (Spritz anyone?). Discover the amazing Aeolian islands, off Sicily, and its crystaline waters: Alicudi, Filicudi, Lipari, Vulcano, Panarea to name a few.


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Aeolian Islands Sicily Gay Sailing Cruise

Pride Gay Sailing Holidays

 

Croatia Full of Life

 

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Croatia Gay Sailing Holidays Croatia Pride Sailing Holidays from Dubrovnik
July 19 – 26, 2025 - 7 Nights
Dubrovnik, Mljet, Korcula, Vis, Hvar, Brac, Split, and more!

Gay Sailing Holidays in Croatia. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast. During the day you’ll enjoy the sun, water, music with your new friends, then by night you can dance, drink and eat as we take you to the local wineries, organic restaurants and hot-spots.

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Gay Croatia Sailing Holidays

Gay Sail in Greece

 

Greece - The True Experience

 

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Corfu Greece gay cruise Corfu Greece Ionian Islands All-Gay Gulet Cruise
July 19 – 26, 2025 - 7 Nights
Corfu, Kassiopi, Sivota, Moutos, Parga, Antipaxos, Gaios, Paxos, Lakka, and more!

Sail in Greece M/S Harmonia - 16 passengers
From/To Corfu, Greece

Discover the myths that are hidden behind the history of every Greek island, by having your holidays in Greece combined with our breathtaking Corfu all-gay cruise. A gay cruise in the Ionian islands means admiring the magnificent landscapes between white cliffs and turquoise waters while disconnecting and enjoying a relaxing holiday, rocked by the sun.

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Corfu Greece Gay Cruise

Pride Gay Sailing Holidays

 

Greece - The True Experience

 

New!

 

Greece Gay Sailing Cruise Athens Greece Pride Sailing Holidays
July 19 - 26, 2025 - 7 Nights
Agistri, Hydra, Spetses, Porto Heli, Ermioni, Poros, Athens

Gay Sailing Holidays in Greece. Join us on our exclusive clothing optional Gay Sailing holiday between the beautiful Greek islands, a round trip, starting and ending in Athens & stopping in the party island. On your gay sailing holiday in the beautiful Greek Islands, you can enjoy nude gay sailing while we’re underway sailing the gorgeous Greece waters or just sit back and enjoy. Discover local culture, classical architecture & the best of Greek cuisine, all while enjoying breathtaking islands, ports and local hospitality.

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Greece nude gay sailing cruise

Italy Gay Travels

 

Sardinia Gay Travel

 

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Sardinia Gay Sailing Cruise Sardinia Italy Gay Sailing Cruise
July 19 - 26, 2025 - 8 Days
From/to Olbia, Sardinia - Olbia, Tavolora, Golfo degli Aranci, Caprera, Palau, Porto Cervo, and more!

Gay Sail Week in Sardinia! Discover the amazing blue Mediterranean Sea, off the island of Sardinia, and its unique sea life! Our Gay Sail Week starts and ends in Olbia, conveniently served by an international airport, so you won’t have to waste time with inconvenient connections. Sardinia boasts a territory of 24,000 square kilometers wide, and is the second largest island in the Mediterranean after Sicily. This is gay sailing like no other.


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Gay Sardinia Sailing Cruise

Pride Gay Sailing Holidays

 

Croatia Full of Life

 

Croatia Pride Sailing Holidays Croatia Pride Sailing Holidays from Split
July 26 - August 02, 2025 - 7 Nights
Split, Brac, Hvar, Vis, Korcula, Mljet, Dubrovnik, and more!

Gay Sailing Holidays in Croatia. We offer exclusive gay island hopping vacations. We sail you on your private yacht from island to island, stopping at nude/gay nude beaches for your afternoon dip and escort you to the local gay bars and clubs. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast.

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Croatia Gay Sailing Holidays

Pride Gay Sailing Holidays

 

Greece - The True Experience

 

New!

 

Athens Greece Pride Sailing Holidays Athens Greece Pride Sailing Holidays
July 26 - August 02, 2025 - 7 Nights
Agistri, Hydra, Spetses, Porto Heli, Ermioni, Poros, Athens

Gay Sailing Holidays in Greece. Join us on our exclusive clothing optional Gay Sailing holiday between the beautiful Greek islands, a round trip, starting and ending in Athens & stopping in the party island. On your gay sailing holiday in the beautiful Greek Islands, you can enjoy nude gay sailing while we’re underway sailing the gorgeous Greece waters or just sit back and enjoy. We have the most exciting itinerary, theme days, host to prepare your onboard meals and Friday and Saturday night in Athens!

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Athens Nude Gay Sailing Holidays

Pride Gay Sailing Holidays

 

Croatia Full of Life

 

New!

 

Croatia Pride Sailing Holidays Croatia Pride Sailing Holidays from Dubrovnik
August 02 - 09, 2025 - 7 Nights
Dubrovnik, Mljet, Korcula, Vis, Hvar, Brac, Split, and more!

Gay Sailing Holidays in Croatia. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast. During the day you’ll enjoy the sun, water, music with your new friends, then by night you can dance, drink and eat as we take you to the local wineries, organic restaurants and hot-spots.

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Hvar, Croatia Gay Sailing Holidays

Italy Gay Travels

 

Greece - The True Experience

 

New!

 

Mykonos Gay Sailing Cruise Mykonos Greece Gay Sailing Cruise
August 02 - 09, 2025 - 8 Days
From/to Mykonos, Greece - Mykonos, Amorgos, Naxos, Santorini, and more!

Join our Exclusive Gay Sail Greece Experience: Discover Mykonos Gay Mecca and Much More! We start exploring Mykonos Gay Capital of this beautiful part of the world! Yes, in the middle of the hot season of August we have organized an exclusive all gay sail holiday around Mykonos Gay island. Set the sails to the wind and explore the exclusive beauties of Mykonos and the islands surrounding it: Amorgos, Naxos, Santorini to name a few.


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Mykonos Greece Gay Sailing Cruise

Pride Gay Sailing Holidays

 

Greece - The True Experience

 

New!

 

Athens Greece Pride Sailing Holidays Athens Greece Pride Sailing Holidays
August 02 - 09, 2025 - 7 Nights
Agistri, Hydra, Spetses, Porto Heli, Ermioni, Poros, Athens

Gay Sailing Holidays in Greece. Join us on our exclusive clothing optional Gay Sailing holiday between the beautiful Greek islands, a round trip, starting and ending in Athens & stopping in the party island. On your gay sailing holiday in the beautiful Greek Islands, you can enjoy nude gay sailing while we’re underway sailing the gorgeous Greece waters or just sit back and enjoy. We have the most exciting itinerary, theme days, host to prepare your onboard meals and Friday and Saturday night in Athens!

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Athens Nude Gay Sailing Holidays

Pride Gay Sailing Holidays

 

Croatia Full of Life

 

Croatia gay sailing cruise Croatia Pride Sailing Holidays from Split
August 09 - 16, 2025 - 7 Nights
Split, Brac, Hvar, Vis, Korcula, Mljet, Dubrovnik, and more!

Gay Sailing Holidays in Croatia. We offer exclusive clothing optional gay island hopping vacations. We sail you on your private all-gay yacht from island to island, stopping at nude/gay nude beaches for your afternoon dip and escort you to the local gay bars and clubs. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast.

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Gay Croatia Sailing Cruise

Pride Gay Sailing Holidays

 

Greece - The True Experience

 

New!

 

Athens Greece Gay Sailing Holidays Athens Greece Pride Sailing Holidays
August 09 - 16, 2025 - 7 Nights
Agistri, Hydra, Spetses, Porto Heli, Ermioni, Poros, Athens

Gay Sailing Holidays in Greece. Join us on our exclusive clothing optional Gay Sailing holiday between the beautiful Greek islands, a round trip, starting and ending in Athens & stopping in the party island. On your gay sailing holiday in the beautiful Greek Islands, you can enjoy nude gay sailing while we’re underway sailing the gorgeous Greece waters or just sit back and enjoy. We have the most exciting itinerary, theme days, host to prepare your onboard meals and Friday and Saturday night in Athens!

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Athens Greece Gay Sailing Holidays

Pride Gay Sailing Holidays

 

Croatia Full of Life

 

New!

 

Croatia Gay Pride Sailing Holidays Croatia Pride Sailing Holidays from Dubrovnik
August 16 – 23, 2025 - 7 Nights
Dubrovnik, Mljet, Korcula, Vis, Hvar, Brac, Split, and more!

Gay Sailing Holidays in Croatia. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast. During the day you’ll enjoy the sun, water, music with your new friends, then by night you can dance, drink and eat as we take you to the local wineries, organic restaurants and hot-spots.

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Gay Croatia Sailing Cruise

Pride Gay Sailing Holidays

 

Greece - The True Experience

 

New!

 

Greece Nude Gay Sailing Cruise Athens Greece Pride Sailing Holidays
August 16 - 23, 2025 - 7 Nights
Agistri, Hydra, Spetses, Porto Heli, Ermioni, Poros, Athens

Gay Sailing Holidays in Greece. Join us on our exclusive clothing optional Gay Sailing holiday between the beautiful Greek islands, a round trip, starting and ending in Athens & stopping in the party island. On your gay sailing holiday in the beautiful Greek Islands, you can enjoy nude gay sailing while we’re underway sailing the gorgeous Greece waters or just sit back and enjoy. Discover local culture, classical architecture & the best of Greek cuisine, all while enjoying breathtaking islands, ports and local hospitality.

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Gay Greece Sailing Holidays

Gay Sail Cruise

 

Greece - The True Experience

 

New!

 

Saronic Greece gay cruise Gay Greece Clothing Optional Sailing Cruise: Athens - Hydra - Spetses (Porto Heli)
August 23 – 30, 2025 - 7 Nights
Athens, Poros, Hydra, Leonidon, Monemvasia, Kiparesi, Spetses, and more!

A wonderful Clothing Optional Gay Sailing Cruise in Greece in the Saronic Gulf of Greece. If you are looking for a gay sailing vacation that's packed with terrific conditions, beautiful landscapes, historically significant ancient ruins, secluded islands, vibrant nightlife, a warm culture and terrific cuisine, this is the one! We sail with two similar sailing yachts, so all together a group of 22 nude gay guys!

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Naked Gay Greece Sailing Cruise

Pride Gay Sailing Holidays

 

Croatia Full of Life

 

Croatia nude gay cruise Croatia Pride Sailing Holidays from Split
August 23 - 30, 2025 - 7 Nights
Split, Brac, Hvar, Vis, Korcula, Mljet, Dubrovnik, and more!

Gay Sailing Holidays in Croatia. We offer exclusive clothing optional gay island hopping vacations. We sail you on your private all-gay yacht from island to island, stopping at nude/gay nude beaches for your afternoon dip and escort you to the local gay bars and clubs. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast.

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Gay Croatia Sailing Cruise

Pride Gay Sailing Holidays

 

Greece - The True Experience

 

New!

 

Gay Greece Sailing Cruise Athens Greece Pride Sailing Holidays
August 23 - 30, 2025 - 7 Nights
Agistri, Hydra, Spetses, Porto Heli, Ermioni, Poros, Athens

Gay Sailing Holidays in Greece. Join us on our exclusive clothing optional Gay Sailing holiday between the beautiful Greek islands, a round trip, starting and ending in Athens & stopping in the party island. On your gay sailing holiday in the beautiful Greek Islands, you can enjoy nude gay sailing while we’re underway sailing the gorgeous Greece waters or just sit back and enjoy. Discover local culture, classical architecture & the best of Greek cuisine, all while enjoying breathtaking islands, ports and local hospitality.

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Greece naked gay cruise

Gay Sail in Greece

 

Greece - The True Experience

 

New!

 

Rhodes Greece gay cruise Rhodes Greece Dodecanese Islands All-Gay Cruise
August 23 – 30, 2025 - 7 Nights
Rhodes, Nanou, Symi, St George, Panormitis, Pedi, Akrogiali, Tilos, Trakhia, Chalki, Anthony Quinn, Kalithea, and more!

Sail in Greece M/S Aurora - 25 passengers
From/To Rhodes, Greece

Take a trip back to ancient times as you explore Rhodes beaches, palaces, and everything in-between on this island. Explore the stunning Greek Islands – Rhodes, Symi, Chalki, Tilos, and other lesser-known gems of the Dodecanese Island group. Join our Gulet Aurora all-gay cruise, a comfy gulet with 9 cabins for up to 25 passengers.

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Greece Rhodes Gay Cruise

Gay Sail Cruise

 

Greece - The True Experience

 

 

Nude Gay Greece Sailing Cruise from Spetses to Athens Gay Greece Sailing Cruise: Spetses (Porto Heli) - Epidaurus - Athens
August 30 – September 6, 2025 - 7 Nights
Spetses, Navplion, Astrous, Ernioni, Perdika (Aegina), Epidavros, Athens, and more!

This clothing optional gay sailing holiday we sail from Spetses Island, visiting the great city of Navplion, the Island of Aegina with is famous temple and the world famous Epidaurus amphitheater on our way back to Athens. Let our Gay skipper guide you over the Greek seas. We sail with two similar sailing yachts, so all together a group of 22 naked gay guys!

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Nude Gay Greece Sailing Cruise from Spetses to Athens

Pride Gay Sailing Holidays

 

Croatia Full of Life

 

New!

 

Croatia Gay Sailing Cruise Croatia Pride Sailing Holidays from Dubrovnik
August 30 – September 06, 2025 - 7 Nights
Dubrovnik, Mljet, Korcula, Vis, Hvar, Brac, Split, and more!

Gay Sailing Holidays in Croatia. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast. During the day you’ll enjoy the sun, water, music with your new friends, then by night you can dance, drink and eat as we take you to the local wineries, organic restaurants and hot-spots.

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Gay Croatia Sailing Holidays

Gay Sail in Greece

 

Greece - The True Experience

 

New!

 

Mykonos gay cruise Mykonos Greece Cyclades Islands All-Gay Cruise
August 30 - September 06, 2025 - 7 Nights
Athens, Kea, Syros, Mykonos, Kythnos, and more!

Sail in Greece M/S Artemis - 46 passengers
From/To Athens (Lavrion), Greece

Our Mykonos Greek Islands Gay Cruise is a perfect option for those looking for a blend of on-shore cultural and historical sightseeing, coastal relaxation, on-deck sea-view unwinding and the friendly atmosphere of a small ship all-gay cruise. Exclusive gay parties at pop-star Mykonos, breathtaking sunsets at Syros, great local Greek seafood at Kythnos and even donkey rides at your service!

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Mykonos Greece Gay Cruise

Pride Gay Sailing Holidays

 

Greece - The True Experience

 

New!

 

Greece Gay Sailing Cruise Athens Greece Pride Sailing Holidays
August 30 - September 06, 2025 - 7 Nights
Agistri, Hydra, Spetses, Porto Heli, Ermioni, Poros, Athens

Gay Sailing Holidays in Greece. Join us on our exclusive clothing optional Gay Sailing holiday between the beautiful Greek islands, a round trip, starting and ending in Athens & stopping in the party island. On your gay sailing holiday in the beautiful Greek Islands, you can enjoy nude gay sailing while we’re underway sailing the gorgeous Greece waters or just sit back and enjoy. Discover local culture, classical architecture & the best of Greek cuisine, all while enjoying breathtaking islands, ports and local hospitality.

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Greece nude gay sailing cruise

Pride Gay Sailing Holidays

 

Croatia Full of Life

 

Croatia Gay Sailing Holidays Croatia Pride Sailing Holidays from Split
September 06 – 13, 2025 - 7 Nights
Dubrovnik, Mljet, Korcula, Vis, Hvar, Brac, Split, and more!

Gay Sailing Holidays in Croatia. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast. During the day you’ll enjoy the sun, water, music with your new friends, then by night you can dance, drink and eat as we take you to the local wineries, organic restaurants and hot-spots.

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Gay Croatia Sailing Holidays

Pride Gay Sailing Holidays

 

Greece - The True Experience

 

New!

 

Greece Naked Gay Sailing Cruise Athens Greece Pride Sailing Holidays
September 06 - 13, 2025 - 7 Nights
Agistri, Hydra, Spetses, Porto Heli, Ermioni, Poros, Athens

Gay Sailing Holidays in Greece. Join us on our exclusive clothing optional Gay Sailing holiday between the beautiful Greek islands, a round trip, starting and ending in Athens & stopping in the party island. On your gay sailing holiday in the beautiful Greek Islands, you can enjoy nude gay sailing while we’re underway sailing the gorgeous Greece waters or just sit back and enjoy. Discover local culture, classical architecture & the best of Greek cuisine, all while enjoying breathtaking islands, ports and local hospitality.

Quote or Reservation
Greece gay sailing cruise

Gay Nude Sail Cruise

 

Greece - The True Experience

 

New!

 

Greece gay sailing cruise Gay Greece Nude Gay Sailing Cruise: Athens - Hydra - Spetses (Porto Heli)
September 06 – 13, 2025 - 7 Nights
Athens, Poros, Hydra, Leonidon, Monemvasia, Kiparesi, Spetses, and more!

A wonderful Gay Nude Sailing Cruise in Greece in the Saronic Gulf of Greece. If you are looking for a gay sailing vacation that’s packed with terrific conditions, beautiful landscapes, historically significant ancient ruins, secluded islands, vibrant nightlife, a warm culture and terrific cuisine, this is the one! You will be surrounded by the beautiful bays and coves of the Saronic Gulf, with quiet villages and busy tourist destinations, historic sites and scenic beaches.

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Greece Nude Gay Sailing Cruise

Greece - The True Experience

 

New!

 

Saronic Greece Gay Sailing Greece Peloponnese Gay Sailing Cruise
September 06 – 13, 2025 - 7 Nights
Athens, Aegina, Spetses, Ermioni, Hydra, Poros, Agistri, and more!

Discover the land of gods and heroes as you explore the legendary Peloponnese on an unforgettable gay sailing trip. Sail past ancient temples and amphitheatres aboard a yacht, enjoy countless hours of sunshine and ultimate relaxation on deck or swimming in the crystal-clear waters of secluded bays in the Saronic Gulf – all the while being caressed by the refreshing Mediterranean breeze.

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Greece Peloponnese Gay Sailing

Pride Gay Sailing Holidays

 

Croatia Full of Life

 

New!

 

Croatia nude gay cruise Croatia Pride Sailing Holidays from Dubrovnik
September 13 - 20, 2025 - 7 Nights
Split, Brac, Hvar, Vis, Korcula, Mljet, Dubrovnik, and more!

Gay Sailing Holidays in Croatia. We offer exclusive clothing optional gay island hopping vacations. We sail you on your private all-gay yacht from island to island, stopping at nude/gay nude beaches for your afternoon dip and escort you to the local gay bars and clubs. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast.

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Gay Croatia Sailing Cruise

Pride Gay Sailing Holidays

 

Greece - The True Experience

 

New!

 

Greece Gay Sailing Cruise Athens Greece Pride Sailing Holidays
September 13 - 20, 2025 - 7 Nights
Agistri, Hydra, Spetses, Porto Heli, Ermioni, Poros, Athens

Gay Sailing Holidays in Greece. Join us on our exclusive clothing optional Gay Sailing holiday between the beautiful Greek islands, a round trip, starting and ending in Athens & stopping in the party island. On your gay sailing holiday in the beautiful Greek Islands, you can enjoy nude gay sailing while we’re underway sailing the gorgeous Greece waters or just sit back and enjoy. Discover local culture, classical architecture & the best of Greek cuisine, all while enjoying breathtaking islands, ports and local hospitality.

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Greece nude gay sailing cruise

Gay Nude Sailing Cruise

 

Visit Cote d'Azur

 

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French Riviera Nude Gay Cruise French Riviera Côte d'Azur Nude Gay Cruise
September 13 - 20, 2025 - 7 Nights
Toulon, Port Pin Rolland, Cassis, Porquerolles, Saint Tropez, Ile du Levant, Cape Benat, and more!

French Riviera nude gay sailing cruise. An exclusive nude gay catamaran sailing vacation that starts and finish in Port Pin Rolland, next to Toulon. Sail along the beautiful Côte d'Azur, visiting the famous Saint Tropez and sail to the paradise of Porquerolles, where cars are forbidden, and of course we visit the famous nude Island: Ile du Levant. Let our Gay skipper guide you over Mediteranean sea.

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Nude Gay French Riviera Cruise

Gay Nude Sail Cruise

 

Greece - The True Experience

 

 

Naked Gay Greece Sailing Cruise from Spetses to Athens Gay Greece Sailing Cruise: Spetses (Porto Heli) - Epidaurus - Athens
September 13 – 20, 2025 - 7 Nights
Spetses, Navplion, Astrous, Ernioni, Perdika (Aegina), Epidavros, Athens, and more!

A wonderful Gay Nude Sailing Cruise in Greece in the Saronic Gulf of Greece. If you are looking for a nude gay sailing vacation that’s packed with terrific conditions, beautiful landscapes, historically significant ancient ruins, secluded islands, vibrant nightlife, a warm culture and terrific cuisine, this is the one! Enjoy beautiful bays and coves of the Saronic Gulf, with quiet villages and busy tourist destinations, historic sites and scenic beaches.

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Greece Nude Gay Sailing Cruise from Spetses to Athens

Saltyboys Gay Sailing Cruise

 

Greece - The True Experience

 

New!

 

Kos Greece Nude Gay Sailing Cruise Kos Greece (Dodecanese Islands) Au Naturel Nude Gay Sailing Cruise
September 13 – 20, 2025 - 7 Nights
Kos, Nisiros, Tilos, Chalki, Symi, and more!

Easy, enjoyable relaxed nude gay sailing cruise on the wonderful Dodecanese Sea, starting and finishing on Kos island. Highlights on this program are the stunning bays and idyllic harbour villages of Kos, Nisiros, Tilos, Chalki and last but not least Symi. If you like fairly calm waters but enough wind to have a good sail, relaxed nude sun tanning on deck, plenty of naked swim time and strolling through scenic villages, this is your cruise.

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Kos Greece naked gay sailing cruise

Pride Gay Sailing Holidays

 

Croatia Full of Life

 

Croatia Gay Pride Gay Sailing Holidays Croatia Pride Sailing Holidays from Split
September 20 – 27, 2025 - 7 Nights
Dubrovnik, Mljet, Korcula, Vis, Hvar, Brac, Split, and more!

Gay Sailing Holidays in Croatia. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast. During the day you’ll enjoy the sun, water, music with your new friends, then by night you can dance, drink and eat as we take you to the local wineries, organic restaurants and hot-spots.

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Gay Croatia Sailing Cruise Holidays

Pride Gay Sailing Holidays

 

Greece - The True Experience

 

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Athens Greece Pride Sailing Holidays Athens Greece Pride Sailing Holidays
September 20 - 27, 2025 - 7 Nights
Agistri, Hydra, Spetses, Porto Heli, Ermioni, Poros, Athens

Gay Sailing Holidays in Greece. Join us on our exclusive clothing optional Gay Sailing holiday between the beautiful Greek islands, a round trip, starting and ending in Athens & stopping in the party island. On your gay sailing holiday in the beautiful Greek Islands, you can enjoy nude gay sailing while we’re underway sailing the gorgeous Greece waters or just sit back and enjoy. We have the most exciting itinerary, theme days, host to prepare your onboard meals and Friday and Saturday night in Athens!

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Athens Nude Gay Sailing Holidays

Gay Sailing Cruise

 

Visit Cote d'Azur

 

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French Riviera Gay Sailing Cruise French Riviera Côte d'Azur Gay Sailing Cruise
September 20 - 27, 2025 - 7 Nights
Toulon, Port Pin Rolland, Cassis, Porquerolles, Saint Tropez, Ile du Levant, Cape Benat, and more!

French Riviera clothing optional gay sailing cruise. An exclusive gay catamaran sailing vacation that starts and finish in Port Pin Rolland, next to Toulon. Sail along the beautiful Côte d'Azur, visiting the famous Saint Tropez and sail to the paradise of Porquerolles, where cars are forbidden, and of course we visit the famous nude Island: Ile du Levant. Let our Gay skipper guide you over Mediteranean!

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French Riviera Cothing Optional Gay Cruise

Croatia Full of Life

 

New!

 

Discover Croatia Gay Sailing Cruise Discover Croatia Gay Sailing Cruise
September 20 – 27, 2025 - 7 Nights
Trogir, Vis, Biševo, Lastovo, Korcula, Hvar, Brac, and more!

Sail the southern route to the beautiful islands of the Kornati archipelago on an epic gay sailing trip in Croatia. Jump from a sailing yacht directly into the crystal-clear, turquoise-blue waters of the Adriatic and doze off in the warmth of the Mediterranean sun on magical beaches and secluded bays – far away from the tourist hotspots and everyday life. Experience an adventurous sailing trip exclusively for gays on modern yacht.

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Croatia Gay Sailing Vacation

Visit Indonesia

Explore the extraordinary Flores

 

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Flores Indonesia Naked Gay Cruise Flores Indonesia 7 Days Deluxe Gay Cruise
September 27 - October 03, 2025 - 6 Nights
Flores, Komodo, Namo, Padar, and more!

Clothing-optional deluxe cruise for gay men on an all-wood traditional vessel, sailing amongst islands in Indonesia’s Flores Sea. Guys, paradise, sailing on a traditional wooden vessel through the Flores Sea. Free, and honest, and fun. True camaraderie. A once-in-a-lifetime experience, this is. A dream that can be fulfilled. Or maybe just something that’ll make great memories... Sailing the Flores Sea aboard a traditional hardwood pinisi boat is an unusual, unbeatable experience. The trip begins on the island of Flores - a short 45 minute flight east of Bali.

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Flores Indonesia Nude Gay Cruise

Pride Gay Sailing Holidays

 

Croatia Full of Life

 

New!

 

Croatia Gay Sailing Holidays Croatia Pride Sailing Holidays from Dubrovnik
September 27 – October 04, 2025 - 7 Nights
Dubrovnik, Mljet, Korcula, Vis, Hvar, Brac, Split, and more!

Gay Sailing Holidays in Croatia. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast. During the day you’ll enjoy the sun, water, music with your new friends, then by night you can dance, drink and eat as we take you to the local wineries, organic restaurants and hot-spots.

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Gay Croatia Sailing Holidays

Pride Gay Sailing Holidays

 

Greece - The True Experience

 

New!

 

Greece Gay Sailing Cruise Athens Greece Pride Sailing Holidays
September 27 - October 04, 2025 - 7 Nights
Agistri, Hydra, Spetses, Porto Heli, Ermioni, Poros, Athens

Gay Sailing Holidays in Greece. Join us on our exclusive clothing optional Gay Sailing holiday between the beautiful Greek islands, a round trip, starting and ending in Athens & stopping in the party island. On your gay sailing holiday in the beautiful Greek Islands, you can enjoy nude gay sailing while we’re underway sailing the gorgeous Greece waters or just sit back and enjoy. Discover local culture, classical architecture & the best of Greek cuisine, all while enjoying breathtaking islands, ports and local hospitality.

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Greece nude gay sailing cruise

Saltyboys Gay Sailing Cruise

 

The Seychelles Islands - Another World

 

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Seychelles Naked Gay Sailing Cruise Seychelles Au Naturel Naked Gay Sailing Cruise
October 11 - 18, 2025 - 7 Nights
Mahe, Praslin, Silhouette, La Digue, Curieuse, Therese, Grand Soeur, and more!

Relaxing, fun and enjoyable nude gay sailing cruise in one of the most stunning sailing areas worldwide: The Seychelles! Relaxing combination of great sailings, lovely bays to swim and snorkel in the buff (scenery is as stunning below as above sea level..) Also there will be enough time to visit the laid back picturesque island villages on Mahe, Praslin, Silhouette and La Digue.

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Seychelles Nude Gay Sailing Cruise

Visit Indonesia

Explore the extraordinary Flores

 

New!

 

Flores, Komodo & Padar Indonesia Gay Cruise Flores, Komodo & Padar
7 Days Indonesia Clothing Optional Gay Cruise

October 14 - 20, 2025 - 6 Nights
Flores, Komodo, Namo, Padar, and more!

Guys, paradise, sailing on a traditional wooden vessel through the Flores Sea. Free, and honest, and fun. True camaraderie. A once-in-a-lifetime experience, this is. A dream that can be fulfilled. Or maybe just something that’ll make great memories... Amongst literally thousands of islands – Indonesia’s archipelago boasts nearly 17,000 pieces of land surrounded by water. Glancing around, you can see craggy rocks, sensuous hills, and mountains – all surrounded by a mix of seas.

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Flores, Komodo & Padar Nude Gay Cruise

Gay Sailing Cruise

 

The Islands of Tahiti

 

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Tahiti gay sailing cruise Tahiti, French Polynesia Gay Sailing Cruise
November 15 – 22, 2025 - 7 Nights
Raiatea, Tahaa, Bora Bora, Huahine, and more!

Welcome to Gay Tahiti, which sits within a cruising ground of five groups of islands bursting with exciting marine life, emerald volcanic peaks and vivid exotic flowers. This area boasts some of the most famous, spectacular landscapes in the world, including the idyllic Bora Bora for romantics, as well as Raiatea, Tupai, Maupiti and Moorea. Join us on a great one week luxury GaySail Exclusive Gay Catamaran cruise. We will sail along the beautiful Tahiti Islands on a luxury 52 feet catamaran which gives room to 14 gay guys.

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Tahiti, French Polynesia Gay Sailing Cruise

Gay Nude Sailing Cruise

 

The Islands of Tahiti

 

New!

 

Tahiti nude gay sailing cruise Tahiti, French Polynesia Nude Gay Sailing Cruise
November 22 – 29, 2025 - 7 Nights
Raiatea, Tahaa, Bora Bora, Huahine, and more!

Welcome to Nude Gay Tahiti, which sits within a cruising ground of five groups of islands bursting with exciting marine life, emerald volcanic peaks and vivid exotic flowers. This area boasts some of the most famous, spectacular landscapes in the world, including the idyllic Bora Bora for romantics, as well as Raiatea, Tupai, Maupiti and Moorea. Join us on luxury GayNudeSail Exclusive Gay Catamaran cruise. We will sail along the beautiful Tahiti Islands on a luxury catamaran which gives room to 14 naked gay guys.

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Tahiti, French Polynesia Naked Gay Sailing Cruise

2026 GAY SAILING Cruises
Events are ordered by date, click on the Event title below to view details

Italy Gay Travels

 

Sardinia Gay Travel

 

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Sardinia Gay Sailing Cruise Sardinia Italy Gay Sailing Cruise
June 27 - July 04, 2026 - 8 Days
From/to Olbia, Sardinia - Olbia, Tavolora, Golfo degli Aranci, Caprera, Palau, Porto Cervo, and more!

Gay Sail Week in Sardinia! Discover the amazing blue Mediterranean Sea, off the island of Sardinia, and its unique sea life! Our Gay Sail Week starts and ends in Olbia, conveniently served by an international airport, so you won’t have to waste time with inconvenient connections. Sardinia boasts a territory of 24,000 square kilometers wide, and is the second largest island in the Mediterranean after Sicily. This is gay sailing like no other.


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Gay Sardinia Sailing Cruise

Italy Gay Travels

 

Sicily Gay Travel

 

New!

 

Sicily Gay Sailing Cruise Sicily Aeolian Islands Gay Sailing Cruise
July 04 - 11, 2026 - 8 Days
From/to Milazzo (Catania), Sicily - Alicudi, Filicudi, Lipari, Vulcano, Panarea, and more!

Gay Sailing Week in the Aeolian islands! On your marks, get set, SAIL! Yes Christopher Columbus and his gay entourage have a gay sailing cruise! Okay minus Chris :) This is gay sailing like no other. From the moment you step on board Italy Gay Travels will float your boat! (Spritz anyone?). Discover the amazing Aeolian islands, off Sicily, and its crystaline waters: Alicudi, Filicudi, Lipari, Vulcano, Panarea to name a few.


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Aeolian Islands Sicily Gay Sailing Cruise

Gay Group Cruises All-Gay Cruises

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