It’s Seaport Season: Head to the Southie Waterfront and Explore

Warmer temps and sunny skies make it the perfect time to explore the South Boston Waterfront aka the Seaport District!  With museums, restaurants, shopping, fitness studios, a luxury movie theater, an outdoor concert pavilion, and a gorgeous harborwalk, we say take advantage of our own backyard and make a plan to have some fun by the sea!

Make sure to check out our Guide to the Seaport District filled with helpful information!

We’ve got the inside scoop on where to eat and drinknew workouts to try, shoppingspecial events and showswhere to park and how to get here!  We’ve even included our picks on where to stay and our favorite spots for nightlife!

Upcoming events:

Bike Seaport:
Seaport TMA and Landry’s Bicycles join forces to offer a free bike check-up every other Wednesday from 7:30-9:30am.  While you’re there enjoy a complimentary LaColmbe Coffee draft latte.  For more information visit here!

Seaport Sweats:
This free outdoor workout series kicks off on Tuesday, May 29th!Featuring fitness classes (did we mention they’re free?) from local experts like Kick It by Eliza Founder, Eliza Shirazi, Burpees to Bubbly’s Monique Magno, and yoga by Jenna Hill Yoga,  with live music by DJ Mark Sprino. The Seaport Sweat Series takes place on Seaport Common from Tuesday, May 29th – Friday, October 12th. There are 9 classes a week for 20 weeks,  The Saturday schedule will include classes from Booty By Brabants, Equinox, Gronk Fitness, lululemon, and JP Pilates Stroller Bootcamp. For more information visit here! 

The Institute of Contemporary Art is located right on the water and features contemporary art in all media, including visual art exhibitions, music, film, video, and performance! On Thursday evenings, the ICA Admission is free! For kids under 17, admission is always free! The ICA features fun events like First Friday featuring beer/wine, music and more! 

Farmers Market:
Boston Public Market  is coming to Seaport for this summer’s farmers market in Courthouse Square every Wednesday, 11:30am-6:30pm, June through October. Enjoy fresh, seasonal food from local vendors featuring produce, meat, seafood, bread, prepared food, and more.   To see a list of vendors, visit here!


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About the Author

Maureen Dahill

Maureen Dahill is the editor of Caught in Southie and a lifelong resident of South Boston sometimes mistaken for a yuppie. Hockey mom, yoga enthusiast, lover of red wine and binge watching TV series. Mrs. Peter G. Follow her @MaureenCaught.


  1. Your ancestors are rolling in their grave to the notion of how synonymously you refer to the “Seaport” & “Southie”. “Southie Waterfront”….cmon, that’s M street beach and castle island. Not the ICA, Pier 4, or the VIA/Benjamin.

    Oldtime southie wouldn’t be caught dead within 100 yards of those establishments.

    • I beg to differ! It’s always been the South Boston Waterfront! Us locals just refer to the beaches as the beaches i.e. Carson, M Street. We used to go to Jimmy’s Harborside “down the the waterfront.” And I think you’re selling us short. I see plenty of lifelong residents down the Seaport District enjoying all it has to offer. ; )