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2025 GAY SAILING Cruises Events are ordered by date, click on the Event title below to view details |
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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 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 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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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 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.
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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.
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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!
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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.
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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!
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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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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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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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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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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 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 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.
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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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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.
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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.
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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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Turkey (Bodrum) Luxury Gay Gulet Cruise June 14 – 21, 2025 - 7 Nights Bodrum, Turkish Riviera, Gocek, and more! This fully catered relaxing and enjoyable clothing optional Gay Gulet cruise is along the beautiful Turkish coast, visiting all the highlights between (gay friendly) Bodrum and Gocek, visiting the Datca markets, the Knidos castle, the mudbaths on the Dalyan river, turtle beach and the stunning and pleasant cruising area between the isalnds of the Gocek bay. On the way are plenty of beaches and unspoiled bays to enjoy the sun and sea fully naked. Our fully catered Saltyboys all-gay cruise with amazing food 3 times a day.
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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 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.
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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.
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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.
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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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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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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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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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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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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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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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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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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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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 Islands Au Naturel Nude Gay Sailing Cruise July 12 – 19, 2025 - 7 Nights Split, Brac, Hvar, Korcula, Vis, Lastovo, and more! Relaxing, fun and enjoyable nude gay sailing cruise between the stunning medieval town of Split, the islands of Brac, Hvar, Korcula, Vis and Lastovo. Great combination of wonderful bays, stunning nature (blue caves) and visits to the picturesque Dalmatian harbour villages such as the mondaine Hvar with it's gay party scene and the Jerolim gay nude beaches.
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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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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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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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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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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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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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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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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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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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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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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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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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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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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 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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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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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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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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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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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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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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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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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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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.
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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 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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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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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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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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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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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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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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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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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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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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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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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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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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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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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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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 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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2026 GAY SAILING Cruises Events are ordered by date, click on the Event title below to view details |
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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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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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Turkey Turquoise Coast Gay Cruise September 13 - 20, 2026 - 8 Days Bodrum, Etrim, Orak, Palamutbükü, Bencik, Selimiye, Datça, Inceburun, Knidos, Poyraz, and more! Tersane 8 - 32 passengers From/To Bodrum, Turkey Breathtaking coastlines and centuries of history converge on our gay cruise to the Mediterranean Sea’s most beautiful corner. Set a course for adventure on a boutique, double-masted yacht designed to be the pride and joy of the Turquoise Coast. Sail into secluded bays, dive into crystal-clear waters, and discover centuries-old seaside villages that bore witness to the ebb-and-flow of civilizations.
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