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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.

  • Event Dates

    From: Sunday, July 12, 2026
    To: Sunday, July 12, 2026

  • Key Higlights

    • Cruise Ship
    • Dancing
    • Cruising

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.

The Event

  • Next sailing: Sunday 13th July, 2026
  • 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! Music by guest DJ Brian Kent.
  • 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?

Here are the hotels we recommend that have good reviews and keep you close to all the action:

Gabriel’s,    Anchor Inne,    Beaconlight,   Inn at Cook Street

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
  • Facebook

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
  • Facebook

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
  • Facebook

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

Anchor Inn Beach House
Booking.com
  • 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

Booking.com
  • 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

Booking.com
  • 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

Booking.com
  • 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 Gay Provincetown

GAY PTOWN – Everything You Need To Know

Carpe Diem Guesthouse Provincetown

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