Pride in Provincetown
About This Trip
Experience the very best of Provincetown on this unforgettable LGBTQ+ group travel tour to one of the most iconic coastal destinations in the United States. This 5-day Provincetown vacation package blends scenic beauty, vibrant nightlife, and curated experiences designed for travelers who want connection, fun, and a little fabulous energy along the way.
Your journey begins with a seamless transfer from Boston to Provincetown, followed by a festive welcome cocktail reception. During your stay, enjoy a whale watching cruise at Stellwagen Bank, explore charming waterfront streets filled with shops, art galleries, and restaurants, and experience the breathtaking Provincelands Dunes tour, a must-see Cape Cod highlight.
This guided group tour to Provincetown also includes signature experiences like the legendary Tea Dance overlooking the harbor and a private drag show packed with entertainment and personality. With built-in free time, you’ll have plenty of opportunities to enjoy Provincetown at your own pace while still benefiting from a professionally planned itinerary.
This trip is perfect for travelers looking for an inclusive, social, and stress-free vacation experience with a fun and welcoming group.
Day One – September 23 | Arrival in Boston & Journey to Provincetown
Arrive at Boston Logan International Airport, where you’ll be warmly welcomed by a friendly, knowledgeable local Tour Director who sets the tone for an unforgettable LGBTQ+ escape. Board a luxury motorcoach and relax as you travel toward Cape Cod, enjoying engaging commentary highlighting the history, culture, and coastal charm of the region along the way. Upon arrival in Provincetown, check into your hotel and immerse yourself in the colorful, inclusive atmosphere that has made P-Town an international LGBTQ+ icon. This evening begins with a festive welcome cocktail - perfect for mingling, making new friends, and kicking off a fabulous getaway. Dinner is on your own to explore Provincetown’s eclectic and lively dining scene.
Included Meals: Welcome Cocktail
Day Two – September 24 | Whales & Waterfront Wonders
After an included breakfast, enjoy a spectacular three-hour Whale Watch Cruise into the nutrient-rich waters of Stellwagen Bank, one of the world’s premier whale-watching destinations. Watch for humpback, finback, and minke whales as they surface and feed, while experts provide fascinating narration along the way. The remainder of the day is yours to explore Provincetown at your leisure - browse art galleries, stroll along Commercial Street, relax on the beach, or take in the vibrant harbor views. Dinner is on your own this evening.
Included Meals: Breakfast
Day Three – September 25 | Provincelands Dunes & Legendary Tea Dance
Enjoy breakfast before heading out on a guided two-hour Provincelands Dunes tour via Suburbans. Travel through sweeping dunes and pristine coastal landscapes that have inspired artists, writers, and free spirits for generations while learning about the area’s unique ecology and history. Later this afternoon, experience one of Provincetown’s most iconic traditions - the legendary Tea Dance at the Boat Slip. Overlooking the harbor, this beloved gathering combines music, dancing, and joyful celebration in true P-Town style. Dinner is on your own tonight.
Included Meals: Breakfast
Day Four – September 26 | Drag, Dazzle & Provincetown Pride
After breakfast, enjoy a private drag show at one of Provincetown’s celebrated venues. Expect glamour, comedy, creativity, and show-stopping performances that capture the heart and soul of this inclusive destination. The rest of the day is free to explore however you wish - shop, beach-hop, people-watch, or revisit your favorite spots around town. Dinner is on your own, with endless fabulous options to choose from.
Included Meals: Breakfast
Day Five – September 27 | Farewell Provincetown & Return to Boston
Following breakfast, check out of the hotel and board the luxury motorcoach for the return transfer to Boston Logan International Airport. Depart with wonderful memories, new friendships, and a heart full of Provincetown pride.
Included Meals: Breakfast
Included in Your Trip
Roundtrip motorcoach transportation from Boston Logan International Airport
4 nights hotel accommodations in Provincetown
All scheduled sightseeing, admissions, and entrance fees
Most gratuities and applicable taxes
What’s Included
4 nights accommodations in Provincetown
Professional local tour director (arrival day)
Welcome cocktail reception
4 included breakfasts
3-hour whale watching excursion at Stellwagen Bank
Guided Provincelands Dunes tour
Admission to Provincetown’s famous Tea Dance
Private drag show performance
Luxury motorcoach transportation throughout the tour
Important Information
We always strive to deliver a seamless and memorable travel experience. While all planned inclusions are carefully arranged, schedules and attractions may occasionally change due to circumstances beyond our control. In the event of any adjustments, comparable experiences will be provided whenever possible to maintain the quality and enjoyment of your trip.
