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Ptown Summer Jamboree
All-Gay Holidays Event 2021

7 days in Provincetown, Massachusetts, USA

June 14 – 20, 2021

 

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Vacaya Ptown Summer Jamboree Gay Holidays 2021VACAYA is taking over Provincetown’s most famous and historic inns June 14-20, 2021 for our “Best of Ptown” All-Gay Summer Jamboree – a first in what we hope will be an annual summer event. This fabulous 6-night experience has been crafted for both seasoned Ptown travelers and newbies alike – each and every moment carefully curated by VACAYA to build memories that’ll last a lifetime! VACAYA’s taking over multiple hotels, theaters, nightclubs, beaches, and the city’s world-famous Tea Dances to deliver a VIP package you won’t want to miss!

You will always feel welcome when you visit Provincetown, but visiting during VACAYA’s Summer Jamboree adds a layer of excitement you won’t find at any other time of year! Plan your VACAYA adventure in Provincetown by first selecting your hotel and get ready to explore the breathtaking beaches, historic town, and world famous Tea Dances. Then, relax in your own room or suite provided by Ptown’s finest and most experienced hosts.

Quote or Reservation

 

Gay Provincetown

 

Ptown Summer Jamboree Package Includes:

• Accommodations for 6 Nights at Ptown’s most iconic LGBT-owned and operated B&Bs – The Crown & Anchor Inn, Pilgrim House, Boatslip Resort & Beach Club, and Crowne Pointe Inn & Spa. The hotels are all ours and breakfast is included daily!

• Welcome Hosted Cocktail Reception Monday, June 14

• 4 Exclusive Tours: The very best of Ptown from Whale Watching and Dune Tours to everything in between

• 2 Nights of Entertainment @ Crown & Anchor and Pilgrim House

• Traditional Beachfront Clam Bake

• Lobster Dinner

• VIP Access to 3 Tea Dances @ Boatslip

• A VACAYA Beach Day at Race Point, with bicycle rental for easy transportation

• Ptown Bar Crawl, led by The Vacayans with stops at A-House, Aqua Bar, Porchside Bar, and more. For those so inclined, this night will end at the iconic Vault, where your darkest leather fantasies come alive!

• Friday Night Art Walk to Ptown’s most iconic Town Center galleries, including Cortile, Cusp, Frederick Studio, Julie Heller, Bowersock, Adam Peck, and more.

• Closing Night Hosted Cocktail Reception Saturday, June 19

• VVIP (VACAYA Very Important Person) Card with discounts to local retailers and restaurants

 

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The World’s Premier LGBT+ Travel Destination

Boatslip Resort & Beach Club<
Led by VACAYA Resort Director Danny, The Boatslip will be one of the communal gathering spaces for all VACAYA guests. Located on Commercial Street in the West End of town, all of the included Tea Dances will take place here.

The Crown & Anchor Inn
The Crown & Anchor Inn also offers accommodations right in the heart of all the action. Dine easily at The Crown’s on-site restaurant and lounge by the heated pool with its perfect waterfront beach location.

Crowne Pointe Inn & Spa
Crowne Pointe Inn & Spa is one of the highest rated hotels in Ptown and features spacious rooms and luxury suites wrapped around a beautifully landscaped courtyard with pool and the full-service Shui Spa. If you prefer the pampered luxe life, this hotel’s for you!

Pilgrim House
Pilgrim House is Cape Cod’s gathering place for foodies, art enthusiasts, and conscious travelers who desire a high level of service and comfort. The staff’s commitment to preserving the environment and Ptown’s history is felt throughout the property.

 

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Race Point Beach
This beach has a wide swath of sand stretching far off into the distance around the point and Coast Guard station. It’s known for the dunes that stretch behind it and is a spectacular beach for sunbathers. This will be the site of many VACAYA shenanigans!

Cabaret Room
The Crown & Anchor’s Cabaret Room presents diverse and exciting entertainment by America’s most acclaimed performers at one of Provincetown’s premiere performance venues. This will be the site of one of VACAYA’s exciting evening performances.

Pilgrim House Showroom
A premier entertainment venue located in the heart of downtown Provincetown offering the best of Broadway and Drag. This will one of the exciting sites for VACAYA’s Summer Jamboree evening extravaganzas!

Pub Crawl
Led by The Vacayans with stops at some of Ptown’s most iconic bars, this pub crawl will be the best you’ve ever experienced – because you’ll be with friends, old and new. The night will end at the iconic Vault, where your darkest fantasies come alive!

 

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The Value

ACCOMODATIONS FROM AFFORDABLE TO LUXE. INCLUDED.
Provincetown’s accommodations are designed with your comfort in mind and are inspired by the sun, sand, and sea. VACAYA has curated a group of inns and hotels in close proximity to each other and to all of the Ptown action so LGBT+ travelers of every taste and budget can join us.

You’ll always feel welcome when you visit gay Provincetown, but visiting during VACAYA’s Summer Jamboree adds a layer of excitement you won’t find at any other time of year!

 

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SIGNATURE ACTIVITIES & EXCURSIONS. INCLUDED.
With VACAYA, you’re in complete control of your own schedule. You can hop from one activity to the next or simply relax at one of multiple pools and beaches.

Our activities include excursions, welcoming receptions, bar crawls, pool games, and more. You’ll experience Cape Cod’s natural beauty on our whale watching and dune tours, and you’ll step into the cultural heritage of Ptown as you join us on an Art Walk.

 

Vacaya Provincetown gay entertainment

 

DRAG & BROADWAY STYLE ENTERTAINMENT. INCLUDED.
Provincetown is THE gay and lesbian arts and entertainment mecca featuring some of the nation’s most celebrated artists, writers, LGBT+ advocates, and creative thinkers. Today, Provincetown is the oldest continuing art colony in the United States, home to more than 60 art galleries and dozens of live entertainment venues, bars and nightclubs, museums, and the Pilgrim Monument, the tallest all-granite structure in the country.

Every season, gay, lesbian, and transgender travelers flock here to sing, dance, and revel their way through a truly unforgettable vacation!

 

Vacaya Provincetown gay pool deck

 

SUMMER JAMBOREE POOL DECK. YEP, INCLUDED!
Whether the inn or hotel you choose from VACAYA’s curated list has a pool or not, don’t fret about having a place to lay your towel and watch the sun-kissed people.

VACAYA has thought of everything you’ll need and one thing that’s included in our vacation package is a daily VIP pass to Boatslip’s famous pool deck. Here, you’ll be able to meet and connect with all VACAYA guests while lounging in the sun or socializing at a Tea Dance.

 

Vacaya Provincetown gay tea dances

 

WORLD FAMOUS TEA DANCES. INCLUDED.
It’s 4pm and time for Tea! Portable bars replace lounge chairs, and people gather in front of Boatslip’s Resident DJ as she drops the needle on the first song of a supercharged 3-hour set. Come as you are and expect the unexpected at Provincetown’s biggest outdoor dance party. Brimming with spontaneous excitement, you never know who you might meet and connect with.

An historically important and revered institution for almost 50 years, the legendary Boatslip Tea Dance is a “must do” event for first timers and seasoned visitors alike. Join us and discover why.

 

Vacaya Provincetown VIP Card

 

VVIP Card (VACAYA Very Important Person)
The VACAYA Very Important Person Card saves you money when you patronize participating local businesses. And when you do, a portion of the purchase price will be donated to local Provincetown nonprofits!

What could be better?

 

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The Best of Ptown's Iconic Inns

Provincetown’s accommodations are designed with your comfort in mind and inspired by the sun, sand, and sea. VACAYA has curated a group of inns and hotels in close proximity to each other and to all the Ptown action so LGBT+ travelers of every taste and budget can join us.

The Inns of Ptown are some of the most charming in the world. Each inn is entirely ours and you’ll be surrounded by other VACAYA travelers for your stay. But don’t worry… you’ll have myriad opportunities to connect with locals and other travelers over the course of our week together.

We’re so honored to partner with the following award-winning properties for our Summer Jamboree…

 

The Crown & Anchor Inn Provincetown

The Crown & Anchor Inn

The Crown & Anchor Inn offers the best in accommodations right in the heart of all the action. Whether you choose a standard room or a fabulous oceanfront suite, you’re sure to enjoy all The Crown has to offer. Dine easily at The Crown’s on-site restaurant, lounge by the heated pool with its perfect waterfront beach location, and revel in the inn’s easy access to all Provincetown has to offer.

 

The Crown & Anchor Inn pool deck

UNIQUE FEATURES:

"House of Delight", hosted by VACAYA Co-founder Patrick Gunn

• Waterfront Pool Deck

 

Pilgrim House Provincetown

Pilgrim House

Pilgrim House is Cape Cod’s gathering place for foodies, art enthusiasts, and conscious travelers who desire a high level of service and comfort. The staff and the owners’ commitment to preserving the environment and supporting Provincetown’s history and artistic heritage is felt throughout all aspects of the property. Although Pilgrim House doesn’t have an on-site pool, the beach is just a couple blocks away and of course you have included weeklong use of The Boatslip’s pool deck.

 

Pilgrim House Provincetown room

UNIQUE FEATURES:

"House of Queens", hosted by Vacayans Johanna Pscodna and Jennifer Eaglin

• Pet Friendly

• Limited Complimentary Parking (first come first served)

 

Boatslip Resort Provincetown

Boatslip Resort & Beach Club

Beloved for its free-wheeling fun and welcoming staff, Boatslip Resort & Beach Club is your home away from home. Whether you’re looking to kick back and enjoy some down time or throw on some heels and let loose, The Boatslip has you covered. Located on Commercial Street in the West End of town, The Boatslip is just steps away from shops, cafes, art galleries, and historic Provincetown Harbor.

 

Boatslip Resort Provincetown room

UNIQUE FEATURES:

"House of Pleasure", hosted by Resort Director Danny Lee Cabrera

• Waterfront Pool Deck (for all VACAYA guests, no matter which hotel you choose)

• Location of VACAYA Tea Dances

 

Crowne Pointe Inn & Spa Provincetown

Crowne Pointe Inn & Spa

Crowne Pointe Inn & Spa is located in the very heart of Ptown in a beautifully restored Cape Cod Sea Captain’s Estate. It’s the perfect setting for those looking for romance or a rejuvenating escape. Comprised of six meticulously restored historic buildings and the main mansion, the Inn features spacious guest rooms and luxury suites wrapped around a beautifully landscaped courtyard and a full-service, in-house spa – the Kiehl’s exclusive Shui Spa. In addition, The Pointe Restaurant is ready to welcome you with its award-winning cuisine and service.

 

Crowne Pointe Inn sauna

UNIQUE FEATURES:

"House of Splendor", hosted by VACAYA Co-founder Randle Roper

• Complimentary Daily Wine and Cheese Hour

• Complimentary use of Shui Spa’s steam room, sauna, and soaking tub from 9am-5pm daily

• Limited Complimentary Parking (first come first served)

 

Vacaya fur babies

Fur Babies Also Welcome

Year after year Provincetown has been named one of the most pet-friendly towns in the US and VACAYA knows how important your fur babies are to your family. So we’re pleased to be able to welcome them along for this all-new adventure. Several of the hotels we’ve selected make special accommodations for VACAYA guests traveling with their pets. Please check each hotel’s policy below and plan to add your furry friend to your reservation about 60 days prior to the event. We’ll send out an email when it’s time and you’ll pay the hotel directly.

Pilgrim House - First come first served: 2 Classic and 3 Premium rooms. $35/dog/day.

The Boatslip – Service Animals Only with $500 security deposit.

Crowne Pointe Hotel & Spa – First come first served: Superior King Room 201. The charge is $40/night+tax.

Crown & Anchor Inn (Info Coming Soon)

 

Provincetown gay summer holidays

 

Quote or Reservation

 

Ptown Summer Jamboree 2021 Prices

Room Category Image Description
Double
$ (USD)
Single
$ (USD)
Availability
CROWN & ANCHOR INN

Crown & Anchor
Standard Room
King Bed

Crown & Anchor Standard King

The Crown & Anchor Inn offers accommodations right in the heart of all the action. Dine easily at The Crown’s on-site restaurant (extra charge) and lounge by the heated pool with its perfect waterfront beach location.

$ 1,547

$ 2,197

Crown & Anchor
Standard Room
2 Queen Beds

Crown & Anchor Standard Queens

The Crown & Anchor Inn offers accommodations right in the heart of all the action. Dine easily at The Crown’s on-site restaurant (extra charge) and lounge by the heated pool with its perfect waterfront beach location.

$ 1,547

$ 2,197

Crown & Anchor
Waterfront Room
King Bed

Crown & Anchor Waterfront King

The Crown & Anchor Inn offers accommodations right in the heart of all the action. Dine easily at The Crown’s on-site restaurant (extra charge) and lounge by the heated pool with its perfect waterfront beach location.

$ 1,797

$ 2,697

Crown & Anchor
Waterfront Room
2 Queen Beds

Crown & Anchor Waterfront King

The Crown & Anchor Inn offers accommodations right in the heart of all the action. Dine easily at The Crown’s on-site restaurant (extra charge) and lounge by the heated pool with its perfect waterfront beach location.

$ 1,797

$ 2,697

Crown & Anchor
Suite
King Bed & Sofa

Crown & Anchor Suite

The Crown & Anchor Inn offers accommodations right in the heart of all the action. Dine easily at The Crown’s on-site restaurant (extra charge) and lounge by the heated pool with its perfect waterfront beach location. Sleep up to 4.

$ 1,997

$ 3,097

PILGRIM HOUSE

Pilgrim House
Classic Room
Queen Bed

Pilgrim House Classic Queen

Pilgrim House is Cape Cod’s gathering place for foodies, art enthusiasts, and conscious travelers who desire a high level of service and comfort. The staff and the owners’ commitment to preserving the environment and supporting Provincetown’s history and artistic heritage is felt throughout all aspects of the property.

$ 1,547

$ 2,197

Pilgrim House
Premium Room
King Bed

Pilgrim House Premium king room

Pilgrim House is Cape Cod’s gathering place for foodies, art enthusiasts, and conscious travelers who desire a high level of service and comfort. The staff and the owners’ commitment to preserving the environment and supporting Provincetown’s history and artistic heritage is felt throughout all aspects of the property.

$ 1,597

$ 2,297

Pilgrim House
Deluxe Room
King Bed

Pilgrim House Deluxe King

Pilgrim House is Cape Cod’s gathering place for foodies, art enthusiasts, and conscious travelers who desire a high level of service and comfort. The staff and the owners’ commitment to preserving the environment and supporting Provincetown’s history and artistic heritage is felt throughout all aspects of the property.

$ 1,797

$ 2,697

Pilgrim House
2 Bedroom Suite
King & Queen

Pilgrim House Suite

Pilgrim House is Cape Cod’s gathering place for foodies, art enthusiasts, and conscious travelers who desire a high level of service and comfort. The staff and the owners’ commitment to preserving the environment and supporting Provincetown’s history and artistic heritage is felt throughout all aspects of the property. Sleep up to 4.

$ 1,997

$ 3,097

BOATSLIP RESORT

Boatslip Resort
Town View Room
2 Double Beds

Boatslip Resort Town View

The Boatslip will be one of our communal gathering spaces for all VACAYA guests and will provide overnight accommodations for a select number of guests for the week. Located beachfront on Commercial Street in the West End of town, all of the included Tea Dances will take place on the pool deck of this beloved Ptown establishment.

$ 1,597

$ 2,297

Boatslip Resort
Waterfront Room
Queen Bed

Boatslip Resort Waterfront Queen

The Boatslip will be one of our communal gathering spaces for all VACAYA guests and will provide overnight accommodations for a select number of guests for the week. Located beachfront on Commercial Street in the West End of town, all of the included Tea Dances will take place on the pool deck of this beloved Ptown establishment.

$ 1,597

$ 2,297

Boatslip Resort
Waterfront Room
King Bed

Boatslip Resort Waterfront King

The Boatslip will be one of our communal gathering spaces for all VACAYA guests and will provide overnight accommodations for a select number of guests for the week. Located beachfront on Commercial Street in the West End of town, all of the included Tea Dances will take place on the pool deck of this beloved Ptown establishment.

$ 1,697

$ 2,497

Boatslip Resort
Waterfront Room
2 Double Beds

Boatslip Resort Double

The Boatslip will be one of our communal gathering spaces for all VACAYA guests and will provide overnight accommodations for a select number of guests for the week. Located beachfront on Commercial Street in the West End of town, all of the included Tea Dances will take place on the pool deck of this beloved Ptown establishment.

$ 1,697

$ 2,497

CROWNE POINTE INN

Crowne Pointe
Classic Room
Queen Bed

Crowne Pointe Classic Queen

Crowne Pointe Inn & Spa is one of the highest rated hotels in Ptown and features spacious guest rooms and luxury suites wrapped around a beautifully landscaped courtyard with pool and a full-service, in-house spa. If you prefer the pampered luxe life, this hotel’s for you!

$ 1,797

$ 2,697

Crowne Pointe
Standard Room
Queen Bed

Crowne Pointe Standard Queen

Crowne Pointe Inn & Spa is one of the highest rated hotels in Ptown and features spacious guest rooms and luxury suites wrapped around a beautifully landscaped courtyard with pool and a full-service, in-house spa. If you prefer the pampered luxe life, this hotel’s for you!

$ 1,847

$ 2,797

Crowne Pointe
Standard Room
King Bed

Crowne Pointe Classic Queen

Crowne Pointe Inn & Spa is one of the highest rated hotels in Ptown and features spacious guest rooms and luxury suites wrapped around a beautifully landscaped courtyard with pool and a full-service, in-house spa. If you prefer the pampered luxe life, this hotel’s for you!

$ 1,997

$ 3,097

Crowne Pointe
Deluxe Room
King Bed

Crowne Pointe Deluxe King

Crowne Pointe Inn & Spa is one of the highest rated hotels in Ptown and features spacious guest rooms and luxury suites wrapped around a beautifully landscaped courtyard with pool and a full-service, in-house spa. If you prefer the pampered luxe life, this hotel’s for you!

$ 2,297

$ 3,697

Crowne Pointe
2 Floor Suite
Queen & Pull Out

Crowne Pointe 2 Floor Suite

Crowne Pointe Inn & Spa is one of the highest rated hotels in Ptown and features spacious guest rooms and luxury suites wrapped around a beautifully landscaped courtyard with pool and a full-service, in-house spa. If you prefer the pampered luxe life, this hotel’s for you! Sleep up to 4.

$ 2,397

$ 3,897

Crowne Pointe
2 Floor Penthouse
King & Queen

Crowne Pointe 2 Floor Suite

Crowne Pointe Inn & Spa is one of the highest rated hotels in Ptown and features spacious guest rooms and luxury suites wrapped around a beautifully landscaped courtyard with pool and a full-service, in-house spa. If you prefer the pampered luxe life, this hotel’s for you! Sleep up to 4.

$ 3,097

$ 5,297

Quote or Reservation

 


Download Ptown Summer Jamboree Map

All prices are per person in $ USD.

Rates are per person based on occupancy listed.

Due to government regulations, Mexican citizens are charged a Value Added Tax upon check-in.

Resort and admin fees are additional:
$277 USD per person for Boatslip reservations.
$307 USD per person for Crown & Anchor and Pilgrim House reservations.
$347 USD per person for Crowne Pointe reservations.

Minimum Payment Schedule
25% First deposit per person is required upon booking,
Second deposit of 25% is due January 15, 2021,
Third deposit of 25% is due February 15, 2021,
Full payment is due March 15, 2021.

BONUS OFFER: Paid-in-Full Reservations made through December 31, 2020 will receive $50 off per person/$100 off for solo travelers in their own room.

Cancellation Penalties (% of total):
25% of trip total, including Taxes, Service, & Admin Fees, through January 14, 2021
50% from January 15, 2021 through February 14, 2021
75% from February 15, 2021 through March 14, 2021
100% from March 15, 2021 through June 14, 2021

If pandemic regulations prevent our hotels from filling all contracted rooms, VACAYA, at its sole discretion, may accommodate guests at nearby equivalent hotels or refund all funds paid for the 2021 Ptown Summer Jamboree.

 

 

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