Life is all about traditions – built one by one.

And VACAYA is thrilled to build our newest tradition with you…

Starting in 2021 and hopefully continuing for many years to come, VACAYA is returning to Provincetown for a first-of-its-kind Summer Jamboree! This fabulous 6-night “Best of Ptown” 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 in these #AdaptToLive times!


Included in our June 14-20, 2021 Summer Jamboree are the following:

  • 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 New England Lobster & Clam Bake @ Crown & Anchor
  • VIP Access to 3 Tea Dances @ Boatslip (safety protocols may be in place)
  • A VACAYA Beach Day at Herring Cove, 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! Of course this particular event depends on the state’s regulations at the time, so we’ll adapt this evening to any protocols that may be in place.
  • 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



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!



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.



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!



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.



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. Of course we’ll follow all safety protocols in place at the time of this event.


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 many of your purchases will be donated to a local Provincetown nonprofit! What could be better?


Don’t miss out on the campiest Summer Jamboree of your life!

You know what to do…

Book Now

<p>You Belong Here!</p>

You Belong Here!