Your Boston date night dilemma SOLVED πŸ’‹πŸŒΉ

Everything dating in Boston: where to meet your love, things to do together in Boston, and spots you need to take them this weekend! (May 27th to June 2nd, 2024)

Your Boston date night dilemma SOLVED πŸ’‹πŸŒΉ

Get ready to ignite your love life because Boston just got a whole lot steamier with the arrival of Lola, a Boston-based dating app 😍 Lola matches couples based on their mutual availability and schedule. You can talk to 5 people at once within a 75-mile radius from Boston. Say goodbye to long distance and hello to local connections πŸ€

In one of the nation's rattiest city, your soul-rat is definitely out there πŸ€πŸŒ·

If you're tired of the same old date night routine, we've got you covered with these free events that will for sure spice things up 🌢️


πŸ›οΈ Fenway Flea

Every Sunday, till October | 12pm-5pm

The Fenway Flea is an open market event in Boston featuring products from local businesses, such as art, vintage clothing, artisan goods, and more.

The Station, 1400 Boylston St

πŸ₯‘ Union Square Farmer's Market

Ever Saturday, till October | 9am-11am

Fruits, veggies, and other things your body needs.

Union Square Plaza, Somerville

πŸ–ΌοΈ Harvard Art Museum at Night

Saturday, June 8th

Harvard Art Museums at Night takes place the last Thursday of every month. Gather with friends and mingle inside the Italian-inspired courtyard while enjoying a new mix of local talent and vendors each night. Wander the galleries to take in a world-class art collectionsβ€”over 50 galleries to explore!

32 Quincy Street, Cambridge

πŸ’ƒπŸ½ Free Salsa & Bachata Dance Classes

Every Monday | 6pm-9pm

Saborcito is a dance class and party hosted at The Anchor. You can enjoy free lessons in the open-air, courtyard patio with comfortable lounge seating, free standing tables, and bar. All with views of Boston from the Charlestown Naval Yard.

The Anchor, 1 Shipyard Park, Charlestown


The Tall Ship Boston

Monday to Thursday | 4pm-11pm

Friday to Sunday | 11am-11pm

East Pier Drive, East Boston

The tall ship is a 245-foot vessel turned oyster bar permanently docked on Pier One in East Boston. βš“οΈ This ship has 3 custom built mahogany bars and gives you the best view of the city skyline and harbor. πŸ™οΈ

This is the perfect spot for seafood-lovers as the ship offers fresh local oysters and shellfish, as well as charcuterie boards. 🍀 You can spend your time here dancing, playing games, and enjoying live entertainment. πŸͺ© You can also watch the Celtics and Bruins games here!


πŸ³οΈβ€πŸŒˆ Small Mart Pride Market

Saturday, June 1st | 11am-3pm

Curated market featuring 40+ local and queer artisans, makers allies and merch! This venue has a full bar, ready to serve any drink of your choosing.

Crystal Ballroom, 55 Davis Square

πŸŽ‰ Nubian Block Party

Saturday, June 1st | 12pm to 4pm

The event is a start-of-summer activation in Roxbury that celebrates with family fun, health and wellness, foods of the African diaspora, and more!

2565 Washington St

🎢 Somerville Nepali Fest

Saturday, June 1st | 4pm to 9pm

Your opportunity to explore the food, live music, art, and culture of Nepal via an exciting array of vendors from Somerville’s local Nepali community.

Union Square Plaza

πŸ³οΈβ€πŸŒˆ Time Out Pride Market

Sunday, June 2nd | 12pm to 5pm

Celebrate Pride Month and the entrepreneurial spirit of LGBTQ+ owned small businesses through this creative selection of products.

Time Out, 401 Park Drive

πŸ•ΊπŸ» SomerStreets Carnaval

Sunday, June 2nd | 2pm-6pm

For the 14th year, enjoy a parade, delicious food, family activities, live music, and explore over 30 vendors, restaurants, and artisans!

McGrath Highway to Pennsylvania Ave, East Somerville

πŸ‘— Curated Vintage Market

Sunday, June 2nd | 12pm-8pm

For the 8th year, 70+ vintage vendors from New England and beyond gather to bring the best & baddest vintage finds. 

Bow Market, Somerville

We give away $100 every month to readers!

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Everything Boston

For the busy people of Boston, Everything Boston is your free weekly dose of inspiration amidst the city's culture, events, and hidden gems. Carefully curated by our local team, we find you the best of what our city has to offer. This is your ultimate guide to living and vibing in Boston.

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