Location: South Boston
Top Things to do in South Boston
Countries
Top 10 Things to do in South Boston, Massachusetts (MA)
Walk the Freedom Trail the first time you visit Boston and you'll quickly get a sense of this coastal city's revolutionary spirit and history. But make sure you also explore some of Boston's fine museums (try the Isabella Stewart Gardner, featuring masterpieces displayed in their collector's mansion) and old neighborhoods (like the North End, Boston's Little Italy). You can't claim to have experienced real Boston culture, though, until you've watched a Red Sox game from the bleachers.
Restaurants in Boston
1. Yummy Walks
Overall Ratings
5.0 based on 196 reviews
Yummy Walks offers fun and delicious walking, food tasting, and discovery tours. We highlight off the beaten path "mom and pop" establishments that locals frequent as well as iconic eateries and restaurants. Throughout, we incorporate unique and delicious food tastings. Besides the great food, our guests learn the history, culture, architecture, and entertainment offerings of a specific neighborhood.Our tours include: Foods of the Freedom Trail, North End/Little Italy Food Tour, and the Chowda/Seafood Tour.
2. GrandTen Distilling
Overall Ratings
5.0 based on 25 reviews
GrandTen Distilling is an urban distillery and cocktail bar located in South Boston.
3. Rock Spot Climbing
4. Dorchester Heights National Historic Site
Overall Ratings
4.5 based on 27 reviews
A cannon placement on the monument's hill forced the British evacuation from Boston in 1776.
Reviewed By Southiebob - Boston, United States
Always a great place to visit year round... yes even in a snow storm. History behind it is fascinating to picture a group of colonists dragging canons to this place, setting them up, and watch the British decide to leave our harbor. A historic moment to witness the beginning of our freedom sends chills up my spine.
5. Castle Island
Overall Ratings
4.5 based on 525 reviews
The site of a fort erected in 1634, Castle Island is a great place to walk, jog or just unwind and enjoy the view.
Reviewed By Northern_Traveler00 - Boston, United States
12 months a year you can find us at Castle Island, enjoying the breezes (and winter winds) taking the approx 2 mile walk around Pleasure Bay and the old fort. Lunch (or breakfast) at Sullivan's is a great and inexpensive stop to enjoy a meal watching the planes and boats and people
6. The Old Town Trolley Chocolate Tour
Overall Ratings
4.5 based on 2 reviews
Experience decadence on The Original Boston Chocolate Tour! Hear the mouthwatering history of chocolate, explore the local legends of our famous desserts and laugh with our chefs as we indulge in the best chocolate creations from Top of the Hub, Ghirardelli's and Langham Hotel's Cafe Fleuri!
7. South Boston
8. The Playwright Bar & Restaurant
Overall Ratings
4.0 based on 1 reviews
The Punk & Poet is an energetic celebration of wordsmiths. Located in South Boston, this cozy lil' hole-in-the-wall looks to pay tribute to words well said by the outspoken artists of our time. Stop by for a pint and chat.
9. Medal of Honor Park
Overall Ratings
4.0 based on 1 reviews
10. Thomas J Butler Memorial Park
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