SINGLE WOMEN’S WEEKEND 2026 DETAILED SCHEDULE 

Something Unique ~ Real people making authentic connections with one another.



 

FLIRTATIOUS FRIDAY, MAY 15

3-6PM | REGISTRATION & TICKET PURCHASE
  Pilgrim House, 336 Commercial Street

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5-6PM | WELCOME MEET UP!
  Pilgrim House, 336 Commercial Street

Meet and mingle with the other solos who have come to enjoy Singles Weekend in Provincetown. Unless you’re Beyonce, you’re probably feeling shy. Don't worry; we've got you covered. Don’t miss the kickoff to the weekend and remember, meeting someone could actually be as simple as "Hello." We’re here to help.

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6PM | DINNER DATE
Post Office Cafe, 303 Commercial Street 
What better way to get to know someone than over a meal. We're taking over one of our favorite restaurants for solos to meet and eat.    

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7:30Ish | CHEMISTRY LAB: WHERE CONNECTIONS BEGIN!  
Location: Post Office Cafe, 303 Commercial Street 
Or call it Speed Meeting; whatever makes you more likely to show up! Just Do it. Low pressure; no pressure. Get to know the other women of the weekend, easily. And, we mean easily.

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 9PM | FLIRT- HANG OUT & DANCE PARTY AT VIXEN!!
 PILGRIM HOUSE, 336 Commercial Street • No Cover tonight

Pining for a pal? First you have to show up, because as we say: “You won’t get anywhere sitting alone in your hotel room.” Who knows, you may get lucky, but you'll definitely have fun - IF you come to the party.

 DJ SAM SEWALL on deck!
 Seating available at the party.

SATURDAY, MAY 16, 2026  

10AM | PTOWN WALK & TALK 
meet in front of Town Hall, 260 Commercial Street

It's going to be a beautiful day! Start the morning with fresh sea air, easy conversation, and new connections as we stroll through Provincetown together. Whether you’re getting to know someone new or simply enjoying the beauty of Ptown with other women, this relaxed group walk at your own pace.

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11AM | COFFEE & CONNECTIONS
 Cafe Maria, 277 Commercial Street • Across from the Lobster Pot Express

 A welcoming, low-key, outdoor space to start your day and meet new faces.

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NOON | LET'S HAVE LUNCH TOGETHER @ GABRIEL'S HOTEL
102 Bradford Street  SOLD OUT

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1-4PM | UN PETIT PIQUETTE WINE BAR POP-UP & FUNDRAISER FOR BABES & BOIS  
Ali Gray Gallery, 338 Commercial Street 
                                             

Stop by the newly opened, femme-owned Ali Gray Gallery. Un Petit Piquette Wine Bar Pop-Up will take over the gallery for one day only as a fundraiser insupport of Babes & Bois (@babesandbois) and their year round, locally-produced events for the "queer and sapphically-inclined" in Provincetown. Queers, femmes, theys and thems and allies are ALL welcome to sip, taste and enjoy a personally curated menu of fun and flirty selections by local wine aficionado Carmen da Silva. Non-alcoholic options and beer available as well.  

 

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2PM | THE FIRST MOVES: FLIRTING & CONNECTION WORKSHOP w/ MATCHMAKER AMY REICHBACH
 Post Office Cabaret (Upstairs), 303 Commercial Street • Free with Weekend Registration  

Discover. Learn. Transform. A fun, interactive session to help you start conversations, read signals, and make meaningful connections with confidence! 

 

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4PM | TEA DANCE 
@The Boatslip 

Experience the legendary Tea Dance at Boatslip in Provincetown with cocktails, DJ Maryalice, and historic gay vibes. Join us for an unforgettable afternoon! 

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7PM | FEATURED SHOW - VEXED: A SAPPHIC STORY OF OZ!
PILGRIM HOUSE, 336 Commercial Street • $35 for special Reserved Preferred Seating at registration, otherwise $40 for General admission Get tixs!

Don't miss this wickedly funny, glitter-drenched queer parody musical that reimagines the untold romance between Elphaba and Glinda. Packed with powerhouse vocals, camp, heart, and sapphic magic, this bold new take on Oz celebrates love, identity, and defying more than just gravity. Starring our friend, Tori McClain - Singer. Lover of Life. Surprisingly friendly. :)      

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9PM | STOP LIGHT PARTY
GROTTA BAR, 186 Commercial Street (Downstairs)

One of Single Women’s Weekend’s favorite late-night traditions returns — and this year, DJ KT is turning up the heat at Grotta Bar. Your glow bracelet says it all: Green = single and ready to mingle. Yellow = Maybe, or open to possibilities. Red = just here for the vibe. Whether you’re hoping for sparks, new friends, or simply a wildly fun night out, this playful party is all about connection, chemistry, and being together. And for the adventurous, Janie hosts (an optional) Spin The Bottle!

Please note: Grotta is an intimate venue with limited capacity, and this party is expected to fill up quickly. Single Women’s Weekend registrants will receive priority entrance before 9:30PM. After that time, admission will be based on capacity.

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 Afterward | PIZZA MEET-UP at Spiritus Pizza (practically next door) THE late-night Provincetown Tradition

Post. Party. Pizza. It is a Ptown tradition. When the parties are over, everyone gathers for a slice. Time to talk and chill. 

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SAPPHIC SUNDAY, MAY 19

11AM | SAPPHIC SINGLES BRUNCH
The Pointe Restaurant at Crowne Pointe, 82 Bradford Street 

Wrap up the weekend with delicious food, good conversation, and one more chance to connect before heading home. Whether you arrived solo, made new friends, found a spark, or simply loved being surrounded by community, this relaxed Sunday brunch is the perfect final meet-up to be together and savor a few last Provincetown moments together.