August 2019

Immigration Equality by the Sea
August 18, 2019 from 1:00 pm – 5:00 pm
Join the second annual cocktail party to raise funds for LGBTQ and HIV-positive immigrants. All proceeds benefit Immigration Equality, a nonprofit providing free legal services for queer immigrants fleeing persecution and seeking safety in the U.S. Open bar, hors d’oeuvres, and hot tub will be provided! Have fun and support lesbian, gay, bisexual, transgender, and queer asylum seekers.

Carnival Week
Thursday, August 15—Saturday, August 24
Provincetown’s Carnival is one of the largest outdoor celebrations in Massachusetts with a week of revelry, costumes, and a parade on the 22nd. This year’s theme is The Enchanted Forest.

Provincetown Jazz Festival
Friday, August 15 & August 19
Since 2005, the Provincetown Jazz Festival™ has been held in Provincetown, home of the nation’s oldest art colony.

White Party
Saturday, August 31
Friends enjoying friends and celebrating this magical place we call home.

September 2019

Great Provincetown Schooner Regatta
Monday, September 2—Thursday, September 5
A celebration of the role of the Great Atlantic fishing bank schooner in Provincetown’s maritime history, while providing educational opportunities for residents and visitors to experience these historic vessels both in port and at sea through a series of races.

Castle Hill Paints the Race
Thursday, September 5
This event is in conjunction with the Provincetown Schooner Regatta. An artist boat will follow the regatta and participants can paint, sketch, and photograph the race and the scenic views of Cape Cod Bay from the boat. 

Celebration of Life Concert
Friday, September 6
For the 24th consecutive year the free Celebration of Life concert at the UU Meeting House will feature about two dozen musicians. It’s the prelude to the next morning’s Swim for Life event and is everything Provincetown. The event begins at 8:00 pm.

Swim for Life
Saturday, September 7
For three decades in the world’s second-largest natural harbor in the world, thousands of swimmers have braved its unpredictable waters—chilly currents, surging tides, and their own deep fears—raising millions of dollars for AIDS research and treatment, women’s health, and the community. On the night before the Swim for Life a concert is held at the Unitarian Universalist Meeting House.

Afterglow Festival
Tuesday, September 10, – Saturday, September 14
A gathering in Provincetown of both renowned and under-the-radar innovative stage artists evolving the world of live performance.

Gay Pilots Cape Cod Classic
Thursday, September 12, – Sunday, September 15
The Cape Cod Classic provides an intimate opportunity to experience Provincetown while bonding over our common love of aviation. The event features breakout sessions, a general aviation-themed keynote address, fly-in, and formal dinner banquet, among other activities.

Rose Dorothea Award Ceremony
Friday, September 13
The award seeks to recognize excellence among writers with a unique connection to the Outer Cape. The ceremony is free and donations will be accepted. 

Yankee Lambda Car Club
Friday, September 13, – Sunday, September 15
The Yankee Lambda Car Club is in town with the coolest cars ever! Event includes car show, parade through town, banquet and awards, and a tour of Heritage Museum car collection (Sandwich).

Provincetown Book Festival
Friday, September 13, – Sunday, September 15 
The Provincetown Book Festival draws authors and readers from all over the country to spend three days in conversation about literature. Events include author readings and presentations, panel discussions, book signings, workshops, and gatherings and conversations.

Harbor to the Bay Bike Ride
Saturday, September 14
Launched in 2003, Harbor to the Bay (H2B) has raised over $5 million for four local HIV/AIDS organizations; Fenway Health Center, AIDS Support Group of Cape Cod, Community Research Initiative (CRI), and AIDS Action Committee of Massachusetts (AAC). 

TEDx Provincetown
Saturday, September 14
Amazing speakers and performers exploring the theme of Step Up.

Classic Women’s Flag Football Tournament
Friday, September 20 – Monday, September 23
It’s the 14^th annual women flag football tournament with Saturday and Sunday games at Motta Field in Provincetown.

PAAM Consignment Auction
Saturday, September 21
Held annually in September, PAAM’s Consignment Auction features artwork by deceased artists who lived, studied, or worked on Cape Cod.

CASAS Pet Appreciation Week
Monday, September 22, – Sunday, September 29 
A pet parade, dog show, and other activities all to benefit the Carrie A. Seamen Animal Shelter in Provincetown.

Provincetown Tennessee Williams Theater Festival
Thursday, September 26, – Sunday, September 29 
The festival honors Tennessee Williams by presenting his classic and undiscovered plays, the work of his peers, and new work inspired by Williams’ creative vision worldwide.

October 2019

Mates Leather Weekend
Thursday, October 3, – Monday, October 6
A weekend of fun and frolic in Provincetown for men who like leather, rubber, and uniforms, but that also has a serious side: raising serious money for the AIDS Support Group.

Inspiration Weekend
Friday, October 4 – Sunday, October 6
This is a weekend about self-reflection and spiritual development with the assistance of music, lyrics, and spoken word.

Annual PAAM Gala
Saturday, October 5
The PAAM party is an annual celebration of art and artists. PAAM has always championed the advancement of art and encouraged artists to explore its boundaries.

Women’s Week
Monday, October 14 – Sunday, October 20
This is a celebration of women hosted by women (the Women Innkeepers of Provincetown to be exact) with more than 150 diverse events.

Wellfleet Oyster Festival
Saturday, October 19 and Sunday, October 20
Not technically in Provincetown, the Wellfleet Oysterfest is an annual celebration of local fishing traditions and delicious food.

Fantasia Fair
Sunday, October 20 and Sunday, October 27
This event is the longest standing transgender event. It is part-conference and part social gathering with a fashion show, banquets, and lots of speakers.

Provincetown Roundup: Serenity by the Sea
Sunday, October 23 and Sunday, October 27
An amazing five days of 12-step meetings, workshops, and activities. It’s an exciting, friendly, and diverse weekend full of recovery, growth and spirituality.

Halloween Week Provincetown
Friday, October 25 and Sunday, November 3
An amazing five days of 12-step meetings, workshops, and activities. It’s an exciting, friendly, and diverse weekend full of recovery, growth and spirituality.

Spooky Bear Weekend
Thursday, October 31 and Sunday, November 3
Spooky Bear is an opportunity to “do” Halloween right—Bear style!

NOVEMBER 2019

Day of the Dead Festival
Saturday, October 19 — Saturday, November 2
This annual event honors life and death with art, music, a procession, workshops, and a public offrande; you can even make your own.

Provincetown Men’s Weekend
Friday, November 8 — Sunday, November 10
This weekend brings all men together in Ptown, regardless of relationship status, with lots of parties and dances.

Mr. New England Leather Weekend
Friday, November 22 — Sunday, November 24
A regional section of the International Mister Leather competition to be held in Chicago.

Pilgrim Monument Lighting
Wednesday, November 27
Every year the distinctive Pilgrim Monument is beautifully lit to commemorate the Pilgrim’s first landing in the New World. There are speeches, entertainment, food, and more; everyone comes to it, so make sure to join us!

Thanksgiving
Thursday, November 28
Many restaurants open their doors on Thanksgiving to present a hot delicious meal (often with a special Provincetown twist) for this holiday.

Lobster Pot Tree Lighting
Saturday, November 30
To really welcome in the holiday season, we light a lobster-pot Christmas tree in a special ceremony at Lopes Square. These are real lobster traps on loan from local fishermen, and the tradition has been a gift to the town from the Popko family for over a decade.

DECEMBER 2019

World Aids Day
Sunday, December 1
Join ASGCC for a candlelight vigil in observance of the 31st World AIDS Day Commemoration at the ASGCC Drop in Center.

Holly Folly
Friday, December 6 — Sunday, December 8 
Holly Folly is a weekend of shopping, partying, and revelry! Come get all your Christmas shopping done, sample soups at a special bene t lunch, and enjoy Provincetown in the offseason!

Outer Cape Chorale Concerts
Friday, December 13 & Saturday, December 14
The 2019 winter concert features a plethora of different versions of the Magnificat, called Magnificent Magnificats.

First Light
Friday, December 27 — Friday, January 3
An exciting weekend of celebrating a new year with festivities that include fireworks, the Canteen Holiday Market, parties, the annual Polar Bear Plunge, drag bingo, concerts, the Lite Brite bike ride, champagne brunch, and more!