Things to Do in Southeast Massachusetts in 2026

Explore activities
Explore thousands of experiences from activities and attractions to day tours and transfer.
Book with ease
Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities.
Treat yourself
Members save % or more when you book activities.

Most popular activities in Southeast Massachusetts

Tours & day trips

See all 356 activities

Boston Old Town Trolley Hop-on Hop-Off City Tour

Free cancellation available

Behind Boston’s Lobster Scene: Small Group Seaport Seafood Experience

Free cancellation available

Private & custom tours

See all 87 activities

Boston: Helicopter Skyline Tour

Free cancellation available

Food, drink & nightlife

See all 49 activities

Boston to Martha's Vineyard with Optional Island Tour

Free cancellation available

Behind Boston’s Lobster Scene: Small Group Seaport Seafood Experience

Free cancellation available

Classes & workshops

See all 18 activities

Italian Dinner with Tiramisu Finale in Boston

Adventure & outdoor

See all 15 activities

Go City: Boston Explorer Pass - Choose 2 to 5 Attractions

Free cancellation available

What to do in Southeast Massachusetts

Discover the most popular places to visit in Southeast Massachusetts

Gillette Stadium

Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's acclaimed theater scene and great live music.

Cape Cod National Seashore

Covering over miles of shoreline around Cape Cod, this national park offers endless things to see and do regardless of the season.

Hyannis Harbor

See the Cape Cod peninsula from a different perspective by riding a boat out of this picturesque harbor or wandering along its docks and jetties.

Inkwell Beach

If a restful vacation is part of your travel plans, Inkwell Beach might be the perfect place to seek out during your trip to Oak Bluffs. Stroll along this relaxing area's waterfront, or simply enjoy its wineries.

Mayflower Beach

Why not spend a carefree afternoon at Mayflower Beach during your travels in Dennis? While you're in the area, stroll along the waterfront.

Commercial Street

Enjoy a stop at Commercial Street, an entertaining place to visit in Provincetown. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Main Street Hyannis

After visiting Main Street Hyannis, make a plan to see the other sights and activities in Hyannis. Check out the shops and top-notch restaurants in this walkable area.

Plymouth Harbor

Visit the place where the Mayflower dropped anchor and the Pilgrims first touched the New World, a focal point of any visit to Plymouth.

Plymouth Rock

No American historical tour is complete without a personal encounter with this symbol of national identity and origins.

Discover the most popular landmarks and neighborhoods in Southeast Massachusetts

Nantucket Town

5/5(51 area reviews)

Discover the charm of Nantucket, a historic New England seaport town, with its museums like the Nantucket Whaling Museum and picturesque landscapes. Enjoy local shops, restaurants, and explore key localities such as Surfside and Siasconset.

Bass River

4.5/5(118 area reviews)

Estuary village Bass River offers kiteboarding at West Dennis Beach, windsurfing at Kalmus Beach, and attractions like Marsh Island and Windmill Beach. Enjoy a round at Bass River Golf Course too!