Plan a trip to see South Portland Historical Society Museum

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An English Garden Bed & Breakfast

per person

19 Sept - 26 Sept

found 9 hours ago

Return flight included

Sydney (SYD) to Boston (BOS)

9/10 Wonderful! (43 reviews)

Excellent! Enjoyed our stay

Reviewed on 21 Jul. 2025

The Brant

Nantucket Town

Save 100% on your flight

per person

19 Sept - 26 Sept

found 9 hours ago

Return flight included

Sydney (SYD) to Boston (BOS)

10/10 Exceptional! (44 reviews)

Sydney, Simone, and Alex were warm hosts to engage with and extremely helpful. We loved breakfast every morning, spacious room to feel at home, and the location was convenient. We would definitely stay again!

Reviewed on 14 Jun. 2025

Centerboard

Nantucket Town

per person

19 Sept - 26 Sept

found 9 hours ago

Return flight included

Sydney (SYD) to Boston (BOS)

9.6/10 Exceptional! (67 reviews)

Great locations; easy walk to everything: shops, restaurants, beaches, ferry and bus stop. This is a small guest house with 4 rooms, nice sitting area large table in dinning room and small porch. Very clean. One maid present during the day otherwise no staff. Would definitely stay here again.

Reviewed on 25 Jul. 2025

Tours & day trips

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Portland: Best of Maine Lighthouse Scenic Cruise

Free cancellation available

Food, drink & nightlife

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Portland: Casco Bay Sunset and Lighthouse Cruise

Free cancellation available

Private & custom tours

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City centre Golden Adventure Quest Experience in Portland

Free cancellation available

Adventure & outdoor

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Around The Peninsula Bike Tour

Free cancellation available

Holiday & seasonal tours

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Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks

Free cancellation available

Popular places to visit

Bug Light

You can find out about the history of South Portland with a trip to Bug Light. Experience the area's great live music and acclaimed theatre scene.

Fort Preble

On the South Portland waterfront, survey the scene of the Battle of Portland Harbor, which is the only known Civil War conflict fought in Maine.

Southern Maine Community College

Walk around the campus at Southern Maine Community College during your visit to South Portland. Amble around this family-friendly area's waterfront and enjoy its top-notch restaurants.

Spring Point Ledge Lighthouse

Find out about the history of South Portland when you take a trip to Spring Point Ledge Lighthouse. Experience the area's great live music and acclaimed theatre scene.

Maine Jewish Museum

Located in the immigrant-era Etz Chaim Synagogue, this museum tells the stories of Maine’s Jewish families and showcases Jewish artists from the area.

Portland Observatory

4/5(1 review)

You can find out about the history of Portland with a stop at Portland Observatory. Stroll along the area's seaside or experience its acclaimed theatre scene.