Things to Do in South Boston

South Boston, the site of the Dorchester Heights National Historic Site and Castle Island, was once a predominantly Irish Catholic neighborhood. With the development of hotels, restaurants, and shopping surrounding the Boston Convention & Exhibition Center (BCEC), the community is now attracting families and young professionals. Once considered a part of the South Boston neighborhood, the breathtaking South Boston waterfront has emerged as its own neighborhood, the Seaport District.

South Boston is home to the famed St. Patrick's Day Parade, drawing leprechauns and revelers to the neighborhood from the city and beyond. It's not unusual to see a movie crew set up along the streets shooting a Hollywood blockbuster the likes of The Departed or Good Will Hunting.

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Explore South Boston or as the locals say "Southie"

  • 170 W Broadway
  • (617) 865-7100

Cozy Italian restaurant with a bar, featuring fresh pastas, and Sardinian specialties.

  • 10 Old Colony Avenue
  • (781) 951-2029

Join us at Castle Island Brewing where beer is fun! Castle Island Brewing is located in South Boston and offering Castle Island beer, wine, and food from Bardo’s Bar Pizza. Host your friends, attend family-friendly festivities, join us for a bite and socialize with a 21+ crowd in…

  • 63R Boston Street
  • (617) 436-8200

The Courtyard Marriott South Boston features inviting, flexible spaces to relax in with free high-speed Wi-Fi throughout the hotel. Located in “Southie”, the hotel sits directly behind the South Bay Shopping Center with retail shops and restaurants within walking distance. Our…

  • 15 Jan Karsi Way
  • (617) 297-5393

We are about two miles from the Boston Convention and Exhibition Center, Medical Center, and Seaport District. Shop at the South Bay Center shopping center or visit Carson Beach and Joe Moakley Park, all less than a mile away. University of Massachusetts Boston is seven minutes…

  • 425 W Broadway
  • (617) 765-8636

Modern American comfort dishes plus spirits & craft cocktails in a public atmosphere.

  • 412 W Broadway
  • (617) 917-5626

We are a funky, neighborhood taco shop serving a variety of Mexican fare, fresh oysters and creative cocktails. Conveniently located near the seaport district. Our multiple semi-private and private spaces provide a unique backdrop for corporate and social events of any kind.

  • 246 W Broadway Boston, MA
  • (617) 420-4070

Lulu Green is an award-winning neighborhood plant-based restaurant and craft cocktail bar located in South Boston. We offer 100% vegan, globally-inspired food + drink for lunch, dinner, and weekend brunch served in a modern setting. Our dishes are made-from-scratch using the…

  • 379r Dorchester Avenue
  • (617) 668-6000

Boston’s premier indoor pickleball club featuring 21 state-of-the-art pickleball courts at 2 convenient locations in South Boston and Charlestown.

  • 64 C Street
  • (617) 315-7265

PKL is a premium pickleball parlor paired with an award-winning BBQ restaurant, Pig Beach.

  • 135 Emerson Street
  • (617) 505-2140

The Point Clothing Lounge is a high-quality retail lounge offering our customers an exclusive shopping experience carrying the top clothing, shoes & accessory brands in Men’s fashion.

Spend a Day at Castle Island

Enjoy a day of recreation and history at Castle Island, where you can tour Fort Independence, stroll Pleasure Bay and watch planes flying in and out of Logan.

Great Deals

Our Great Deals offer specials, discounts, and savings on attractions, tours, family fun, and dining. 

Our Free Things To Do page includes free live music and theater, outdoor festivals, tours, family activities, and more.