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Events

Yearly Monthly Weekly Daily List
September 2026

Outer Cape + Cape Cod Chambers + CCYP Business After Hours

  Outer Cape Chambers, CCYP and Cape Cod Chamber Business After Hours Name: Outer Cape Chambers, CCYP and Cape Cod Chamber Business After Hours Date: September 8, 2026 Time: 5:30 PM – 7:30 PM EDT Register Now Event Description: The four Outer Cape Chambers of Commerce, and the CCYP in partnership with the Cape Cod Chamber, […]
08 Sep
5:30 pm
Pilgrim Monument and Provincetown
One High Pole Hill Rd
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Provincetown Swim for Life and Paddler Floatilla

39th Swim for Life & Paddler Flotilla Saturday, September 12, 2026, Provincetown Harbor and Wellfleet Great Pond The Swim for Life’s essence embodies Provincetown as a place of healing and compassion. We celebrate our community as one that not only cares about our local health and well-being, but also about Planet Earth. Swim4Life.org
12 Sep
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National Gay Pilots Association Cape Cod Classic

The Cape Cod Classic From humble beginnings over 30 years ago, the Cape Cod Classic, held annually in Provincetown, MA, has grown to become NGPA’s flagship East Coast event. This beautiful and intimate setting provides the perfect backdrop to catch up with old friends, meet new ones, and bond over our common love of aviation. […]
17 - 20 Sep
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International Women’s Flag Football Tournament

Women’s Flag Football Tournament in Provincetown! Friday-Monday, September 18-21, 2026 IWFFA – the International Women’s Flag Football Association is an opportunity for local women and traveling teams to compete in the annual IWFFA-Ptown Classic Women Flag Football Tournament. All skill levels are welcome! IWFFA.com
18 - 21 Sep
8:00 am
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Pet Blessing, Parade & T-dance

Pet Appreciation Weekend with Blessing, Parade & T-dance! Saturday, September 26, 2026 Registration for Pet Parade, Blessing of the Animals at St. Mary of the Harbor, 517 Commercial Street. Pet Parade: Commercial Street to the Boatslip, 161 Commercial Street. Pet T-Dance at the Boatslip. And don’t forget Grand Prize Raffle Drawing at CASAS on Sunday, […]
26 - 27 Sep
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Provincetown Book Festival

Celebrating the power of words to change the world and literacy to change lives. Sunday-Tuesday, September 27-29, 2026 The Provincetown Book Festival is an annual weekend of programs that support the culture of books, writing and reading in Provincetown. Most of the programs are presented by invited authors who have recently published a book of […]
27 - 29 Sep
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October 2026

Mates Leather Weekend XXVIII

Provincetown wears leather, rubber or uniform! Join us! Thursday-Monday, October 1-5, 2026 Provincetown is a gay-friendly oceanside community. Generally the weather is cool in the fall, making it ideal to wear your leather, rubber or uniform. You can feel comfortable shopping, walking the streets day or night, dining, hiking on the beach and touring the […]
01 - 05 Oct
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Fall Monumental Yard Sale

Come and see what surprises Ptown has in-stores or in closets! Happy shopping! Saturday-Monday, October 10-12, 2026 Fall is a great time for cleaning house before the winter chill! Provincetown businesses are welcome to market their offerings curbside and residents are encouraged to organize yard sales as part of the Monumental Yard Sale. Ptown.org
10 - 12 Oct
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Women’s Week

Women, Our Culture & Our Community Join us! Monday-Sunday, October 12-18, 2026 Whether it’s getting to see the best performers and comics in LGBTQ+ culture today, or just walking down Commercial Street holding hands with the woman in your life, basking in the sunlight and taking in the natural beauty of Provincetown, there is no […]
12 - 18 Oct
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TransWeek

Fantasia Fair Fashion Show and the Follies… and so much more! Come! Sunday-Sunday, October 18-25, 2026 The first Fair was held in 1975; this makes TransWeek (Fantasia Fair) the longest-running transgender event in the world. It has been and continues to be a model for other transgender conferences. Part learning experience, part social gathering, and […]
18 - 25 Oct
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