Plan a trip to see Sturdivant Island

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Boston Harbor Hotel

North End

per person

Sep 18 - Sep 21

found 1 day ago

Roundtrip flight included

Buffalo (BUF) to Boston (BOS)

9.8/10 Exceptional! (1,001 reviews)

Wonderful high end hotel in a fantastic area. Loved being able to walk to the north end!

Reviewed on Aug. 3, 2025

Four Seasons Hotel Boston

Bay Village

per person

Sep 6 - Sep 9

found 9 hours ago

Roundtrip flight included

Toronto (YTZ) to Boston (BOS)

9.4/10 Exceptional! (435 reviews)

Not my favorite Four Seasons. I requested that they remove any alcohol from my room and they didn’t accommodate that simple request. They seemed hurried. B-

Reviewed on Jun. 22, 2025

Raffles Boston

Back Bay

per person

Sep 18 - Sep 21

found 1 day ago

Roundtrip flight included

Buffalo (BUF) to Boston (BOS)

9.6/10 Exceptional! (132 reviews)

Raffles is the most service oriented hotel we have ever stayed at. This place is amazing!!

Reviewed on Aug. 2, 2025

Tours & day trips

See all 62 activities

Portland: Best of Maine Lighthouse Scenic Cruise

Free cancellation available

Water activities

See all 14 activities

Portland: Best of Maine Lighthouse Scenic Cruise

Free cancellation available

Food, drink & nightlife

See all 13 activities

Portland: Casco Bay Sunset and Lighthouse Cruise

Free cancellation available

Private & custom tours

See all 9 activities

City centre Golden Adventure Quest Experience in Portland

Free cancellation available

Adventure & outdoor

See all 5 activities

Around The Peninsula Bike Tour

Free cancellation available

Popular places to visit

East End Beach

Swim in the Atlantic Ocean, stroll along the sand-and-pebble shoreline or enjoy a picnic with unbeatable views at Portland’s public beach.

Eastern Promenade

Built on an old rail corridor along the easternmost portion of Portland’s peninsula, this waterfront trail offers stunning views of the harbor and Atlantic Ocean.

East Prom Trail

Former rail beds are often turned into trails. At this one you can walk, run, bike or swim for active relaxation within the city.

Little John Island Preserve

Explore the great outdoors at Little John Island Preserve, a lovely green space in Yarmouth. Stroll along the area's waterfront or experience its entertainment choices.

Gilsland Farm Audubon Center

Enjoy a stop at Gilsland Farm Audubon Center, an entertaining place to visit in Falmouth. Stroll along the area's waterfront or experience its great live music.

Twin Brook Recreation Area

Explore the great outdoors at Twin Brook Recreation Area, a lovely green space in Cumberland Center. Stroll along the area's waterfront, or simply savor its top-notch restaurants.