10 things to do in boston after visiting fenway

The cheers fade, “Sweet Caroline” echoes off the Green Monster, and you join the crowd spilling onto Lansdowne Street. The sun is still high, and the city feels wide open—almost daring you to keep the day alive. Whether you want one more local brew, a slice of history, or a bird’s‑eye view of the skyline, Boston delivers. Here are ten low‑stress ideas you can fit into a single afternoon or mix and match across a weekend.

1. Book a Sam Adams Brewery Tour in Jamaica Plain

Hop the Orange Line to the original Samuel Adams Boston Brewery. The 45‑minute Signature Experience costs $15 and includes test‑batch pours you can’t find anywhere else—tours often sell out, so reserve online before game day.

2. Trace Freedom on a 2.5‑Mile Walk

The Freedom Trail links sixteen historic sites from Boston Common to Charlestown. More than 4 million people follow the red‑brick path each year, so starting early (or late) keeps your pace relaxed.

3. Eat Your Way Down Hanover Street

Little Italy lives on in the North End. Grab a warm loaf of garlic bread, share a plate of fresh pasta, then choose between rival cannoli shops—locals debate Mike’s vs. Modern like it’s a playoff series.

4. Step Aboard “Old Ironsides”

Launched in 1797, the USS Constitution is the world’s oldest commissioned warship still afloat. A free visit lets you walk the deck that once battled British frigates and see sailors in period uniform.

5. Hunt for Missing Masterpieces at the Isabella Stewart Gardner Museum

Thirteen frames hang empty after a $500 million art heist in 1990, the largest unsolved theft of its kind. Watch the Netflix doc This Is a Robbery before you go, then study the blank spaces yourself.

6. Rise 52 Stories at View Boston

A fast elevator lifts you to the 52nd‑floor deck atop the Prudential Tower. The 360‑degree panorama reaches from Fenway’s lights to the Harbor Islands and makes the city map click into place.

7. Wander the Museum of Fine Arts

The MFA houses nearly 500,000 works and welcomed about 849,000 visitors in 2023. Even an hour lets you see American masterpieces and Egyptian mummies under one roof.

8. Ferry Out to the Boston Harbor Islands

Just minutes from downtown, 34 islands and peninsulas promise sandy beaches, hiking trails, and a Civil War fort. Spectacle Island’s summit shows off one of the best skyline views.

9. Try Your Luck at Encore Boston Harbor

This waterfront resort opened in 2019 after a $2.6 billion build. Table games, riverfront gardens, and celebrity‑chef restaurants give it a Vegas feel—grab the free harbor shuttle from Long Wharf.

10. Window‑Shop Down Newbury Street

Eight blocks of brownstones hide vintage shops, indie book nooks, and patio cafés perfect for people‑watching. It’s easy to see why Boston draws roughly 20 million visitors each year.

Need a Full Weekend Plan?

Keep checking for ready‑made itineraries, hotel picks, and local tips at www.getvacationhigh.com.

Boston mixes old bricks and bright lights like no other city in the league. Which adventure will you add to your post‑Fenway lineup?