Event Dates
From: Awaiting dates
To: Awaiting dates
Provincetown Bear Week
Sunset Cruise 2026
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 2026
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: Awaiting dates
- Typically the sailing takes place on the first Sunday 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 DJs.
- BOOK TICKETS
Cruise Details
- This sells out every year, so register early!
- Boarding is from 4 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.
Address: 7 Cook St, Provincetown, MA 02657
- Historic East End inn with serene gardens.
- Tasteful rooms; some with porches or views.
- Hearty homemade breakfast each morning.
- Steps to galleries; walkable to the scene.
- Website
Address: 12 Winthrop Street Provincetown, MA 02657
- Boutique inn steps from Commercial Street.
- Calm rooms, comfy beds, strong showers.
- Courtyard fire pits and porch hangouts.
- Easy walk to bars, galleries, and harbor.
- Website
Address: 102 Bradford Street Provincetown, MA 02657
- Steps from Town Hall; peaceful garden setting.
- Suites with fireplaces, decks, kitchenettes.
- Hearty homemade breakfast; pet-friendly.
- Central stay, quiet once inside the gates.
- Website
Address: 176 Commercial St Provincetown, MA 02657
- Waterfront stay with wide Provincetown Bay views.
- Rooms with decks and gas fireplaces.
- Light breakfast; sunset porch is the highlight.
- Steps to Commercial St fun; calm at night.
- Website
Address: 6 Masonic Place Provincetown, MA 02657
- P-town’s classic three-room gay club.
- Pop, throwbacks, and house till late.
- Courtyard breathers; fast, friendly team.
- Busy weekends; cover on peak nights.
- Open: Daily 4pm-1am, Friday Saturday Sunday 12pm-1am
Address: 186 Commercial St, Provincetown, MA 02657
- Cave-style lounge just off Commercial Street.
- Classic cocktails with a coastal twist.
- Warm late-night mood; mixed friendly crowd.
- Great pre-club stop or end-of-night sip.
- Open: Daily 12pm-1am
- Website
Address: 359 Commercial St, Provincetown, MA 02657
- Waterfront lounge with sweeping bay views.
- Soft seating, low light, easy mood.
- Martinis, spritzes, and steady pours.
- Sunset hotspot with a friendly team.
- Open: Thursday 3pm-9pm, Friday 3pm-11pm, Saturday 1pm-11pm,
Sunday 1pm-9pm
Address: 161 Commercial St Provincetown, MA 02657
- Iconic bayfront tea dance with sunset views.
- Pop and house, big crowd, high energy.
- Cover charge, wristbands, fast-moving line.
- Perfect launch pad for a P-town night.
- Open: 4pm–7pm (in season, daily)
- Website
Address: 258 Commercial St, Provincetown, MA 02657
- Modern club at the Gifford House.
- DJ nights, live shows, drag and guests.
- Strong sound, quick bars, clear sightlines.
- Late crowd; cover on busy weekends.
- No fixed daily hours.
- Opens for shows and parties.
- Typical shows run 4–9 pm.
- Club nights run late. Check the calendar for your date.
- Website
Address: 247 Commercial St Provincetown, MA 02657
- Central hotel-venue with bars, stages, and pool.
- Drag, cabaret, DJs, and live music nightly.
- Modern rooms; pro staff; smooth operations.
- Right on Commercial St; walk to everything.
- Open: Bar/restaurant 11am–1am daily.
- Wave Bar 4pm–1am daily.
- Shows: start times vary; many begin 7pm–9pm
- Pool bar (summer): afternoons to early evening.
- Website
Address: 11 Carver St, Provincetown, MA 02657, United States
- Basement late-night club with a cruisy vibe.
- Pop and house; busiest after 11 pm.
- Theme nights: underwear, gear, leather.
- Fast bar, tight room, big weekend energy.
- Open: Daily 10pm-1am
- Website
Address: 9 Carver St, Provincetown, MA 02657
- Front-porch cocktails on Commercial Street.
- Calm early, lively later; great people-watching.
- Classics done well, fast friendly service.
- Perfect warm-up before a night out.
- Open: Daily 5pm–1am
- Website
Address: 10 Carver Street Provincetown, MA 02657
- Intimate lounge at the Brass Key.
- Low light, fireplace, leather seating.
- Classic cocktails mixed with care.
- Courtyard sips near Commercial Street.
- Open: Daily 5pm-1am
Address: 207 Commercial Street Provincetown, MA 02657
- Waterfront deck with wide harbor views.
- Drinks from the bar, food from mall vendors.
- Chill vibe, sunset is the main event.
- Steps from Commercial St—great meet-up spot.
- Open: Tue–Thu & Sun 11am–7pm Fri–Sat 11am–9pm Closed Monday
- Website
Address: 177 Commercial St Provincetown, MA 02657
- Waterfront spot with big bay views.
- Chowder, lobster rolls, hearty plates.
- Busy brunch; fast, friendly service.
- Deck and window tables are the prize.
- Open: Sun–Thu: 8am–8pm Fri–Sat 8am–12am
- Breakfast/Brunch 8:00–13:00; Lunch 13:00–16:00
- Website
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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