Event Dates
From: Sunday, July 13, 2025
To: Sunday, July 13, 2025
Provincetown Bear Week
Sunset Cruise 2025
The Provincetown Bear Week Sunset Cruise is one of the highlights of the annual Provincetown Bear events which takes place each year in early July.
Provincetown Bear Week Sunset Cruise 2025
The Provincetown Bear Week Sunset Cruise is one of the highlights of the annual Provincetown Bear events which takes place each year in early July.
- Provincetown is the fastest selling destination out of 200+ cities on our site. The pride weekend is especially popular, book your hotel as soon as possible.
The Event
- Next sailing: Sunday July 13th, 2025 from 4 pm to 8 pm.
- Typically the sailing takes place on the first Saturday of the PTown Bear Week Celebrations.
- Anchoring the wonderful week of events during Bear Week in Provincetown, this boat ride is the golden honey pot of dancing, cruising, and fun.
- Plan to join 1000 of your closest friends aboard the enormous open-air top deck of The Provincetown II, Boston’s biggest passenger cruise ship.
- With music by guest DJ Brian Kent.
Cruise Details
- This sells out every year, so register early!
- Boarding is from 5 pm.
- The sailing is from 5 pm to 8 pm, rain or shine.
- The cruise leaves from Provincetown II Ferry end of Macmillan Pier.
- There’s a CASH bar and food on board and it is a great way to meet bears and admirers from around the world!
- Produced by David Flower Productions Inc. and Kiki Herold
Where to stay?
- Finding the right place to stay can sometimes be difficult as the beat places book out fast, especially the ones close to the gay bars and clubs.
Here are the hotels we recommend that have good reviews and keep you close to all the action:
Recommended Hotels
Where to stay close to all the gay bars.
Our top 4 selections with the best rates.
Where we stay!
The Carpe Diem is our home from
home when we are in Provincetown.
Official Website
For more information and advice on
Bear Week Sunset Cruise visit The Website
Gay Map of Provincetown
Provincetown itself has two main drags, Commercial Street and Bradford Street. P’town can be divided into three sections, the quiet and peaceful West End, the bustling downtown center, and the East End, which has a number of galleries and guesthouses.
7 Cook St, Provincetown, MA 02657
Located in the heart of Provincetown’s art gallery district, the historic Inn at Cook Street was originally built in 1836. It features unique, individually decorated guest rooms and serves a daily hot breakfast.
Each guest room is decorated with original local artwork and offers antique furnishings. A flat-screen TV and en suite bathroom are included.
12 Winthrop Street Provincetown, MA 02657
This Cape Cod Bed and Breakfast is centrally located in the heart of Provincetown and boasts 3 outdoor decks. Whale watching from the pier is less than 10 minutes’ walk away.
The Beaconlight Guest House features rooms with an en suite bathroom, a flat-screen TV with DVD player, and a refrigerator. The rooms are furnished with bright colors and inviting décor, and offer plush bathrobes.
102 Bradford Street Provincetown, MA 02657
This historic Provincetown hotel, located in the heart of Provincetown, Massachussets, boasts a large courtyard and gardens as well as free WiFi access. Pilgrim Monument is 290 m away.
Every room at The Provincetown Hotel at Gabriel’s features a a cable TV. Many rooms have a fireplace. They are uniquely decorated in warm colours, plush bedding, and wood furnishings. Select rooms offer a private balcony.
176 Commercial St Provincetown, MA 02657
This Provincetown property features rooms equipped with refrigerators and free Wi-Fi. The Pilgrim Monument and Park are within a 10-minute walk of the property.
Rooms are uniquely decorated and with large windows and balconies at the Anchor Inn Beach House. The rooms have antique-style furnishings and white bedding.
Provincetown, MA
This apartment will provide you with a satellite TV and DVD player, air conditioning and a living room. The kitchenette has a microwave, a fridge and an oven, as well as coffee machine. A patio and free WiFi.
Provincetown, MA
All units have a satellite TV. There is also a kitchen, equipped with a dishwasher, microwave and fridge are also offered, as well as a coffee machine. There is a private bathroom with free toiletries in every unit.
Provincetown, MA
The holiday home has 4 bedrooms, a TV with satellite channels, an equipped kitchen with a dishwasher and a microwave, a washing machine, and 4 bathrooms with a bath. Private parking and free WiFi.
Provincetown, MA
This home offers it all! Just steps to the best spots downtown and direct access to a beautiful bay beach. This air-conditioned holiday home has 4 bedrooms, a cable TV, and a kitchen with a microwave and a fridge.
6 Masonic Place Provincetown, MA 02657
Provincetown's Oldest and Most Popular Gay Bar in Town Featuring The Little Bar, a jukebox bar with fireplace, The Macho Bar, a leather cruise bar, and The Dance Club
Historic District, 186 Commercial St, Provincetown, MA 02657
Gay bar with Friendly staff, great company and good music with shows
359 Commercial St, Provincetown, MA 02657, United States
Walk through a long courtyard and pass some stores to find this modern, minimalist gay bar overlooking the beach, the place to be for the sunset
293 Commercial St, Provincetown, MA 02657, United States
Fun gay bar with lots to do like Pool Tables, Ping Pong, Air Hockey, Darts
161 Commercial St Provincetown, MA 02657
Internationally renowned destination for LGBTQ+ travelers and home to the world famous Tea Dance. Located on the water in the West End of town on Commercial Street
247 Commercial St Provincetown, MA 02657
The Crown & Anchor features six unique bar venues including the town's largest nightclub (Paramount), the town's only video bar (Wave), a cabaret venue, a poolside bar with heated pool, a piano bar and an ever-popular leather bar (The Vault). The Crown also features the Central House at the Crown—a year-round restaurant offering lunch and dinner
9 Carver St, Provincetown, MA 02657
The Porchside Lounge is the friendliest meeting place in Provincetown! Join friends for a game of pool, challenge yourself to a video game or relax at one of the indoor lounge areas or outdoor porch bars. Enjoy good conversation, renew old acquaintances and make new friends!
10 Carver Street Provincetown, MA 02657
Chill Lounge located on the corner of Carver Street Upscale and sophisticated gay bar
177 Commercial St Provincetown, MA 02657
Per dinner drinks are always good here, so is the food
Amazing waterfront outdoor deck dinning with a 180 degree view of Provincetown Harbor. Fresh seafood, American continental, weekly specials, late nigh bar
207 Commercial Street Provincetown, MA 02657
Gay bar with a beautiful waterfront deck bar boasts magnificent views, creative cocktails, and an exceedingly comfortable atmosphere.and with a nice patio overlooking the water
149 Commercial Street Provincetown, MA 02657
A relaxed little gay bar mixed ages
Recommended Hotels in Provincetown By Booking
Book with confidence. Get the best Prices from our partner Booking.com
We have chosen hotels in Provincetown that keep you close to all the shops, restaurants & bars
Anchor Inn Beach
4 Star, Luxury
- 4 Star – Unique Decor, Large Windows and Balconies
- Close to the gay district
- Refrigerators, antique-style
- Provincetown property with uniquely decorated rooms, refrigerators, Wi-Fi, close to Pilgrim Monument and Park.
Beaconlight House
4 Star, Readers Choice
- 4 Star – Outdoor Hot Tub, Flower Gardens
- Close to the gay district
- En suite bathroom, flat-screen TV
- Features en suite bathrooms, flat-screen TVs with DVD players, refrigerators, outdoor hot tub, and flower gardens.
Inn at Cook Street
4 Star, Great Value
- 4 Star – In The Heart of Art Gallery District
- Close to the gay district
- Unique decorations, flat-screen TV
- In Provincetown’s art gallery district, historic inn with individually decorated rooms, daily hot breakfast.
Hotel at Gabriel’s
4 Star, Location
- 4 Star – Large Courtyard and Gardens
- Close to the gay district
- Cable TV, fireplace, balcony
- In central Provincetown, offers free WiFi, rooms with cable TVs, fireplaces, warm colors, and plush bedding.
Video Of Bear Week Provincetown
Bear Week 2019 – Droning Provincetown
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