Deer Island HarborWalk
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The Charles Hotel
Reviewed on Dec 14, 2025
Boston Harbor Hotel
Reviewed on Dec 17, 2025
Raffles Boston
Reviewed on Dec 7, 2025
Browse tours and tickets to explore Deer Island HarborWalk
Tours & day trips
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Boston Old Town Trolley Hop-on Hop-Off City Tour
Private & custom tours
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Boston: Helicopter Skyline Tour
Food, drink & nightlife
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City Cruises Boston: Premier Elegant Dinner Cruise
Attractions
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Boston CityPASS®: Admission to Top 4 Attractions
Classes & workshops
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Italian Dinner with Tiramisu Finale in Boston
Popular places to visit
Winthrop Shore Reservation
You can take time to visit Winthrop Shore Reservation during your travels to Winthrop. Stroll along this family-friendly area's beaches, or simply enjoy its restaurants.
Winthrop Beach
Why not spend a lazy afternoon at Winthrop Beach during your trip to Winthrop? Wander the beaches and seaside in this family-friendly area.
Castle Island
The ancient Fort Independence finds its home on this impressive harbor peninsula, a beautiful place to walk and relax along the waterfront.
Thompson Island
You can learn about the history of Boston with a stop at Thompson Island. Stroll along the waterfront or experience the fascinating museums in this vibrant area.
Boston Harbor Islands State Park
Discover the hiking trails, historic forts and majestic lighthouses that are sprinkled across this group of 34 islands located just off the coast of Boston.
Deer Island Park
Explore the great outdoors at Deer Island Park, a lovely green space in Boston. Amble around this vibrant area's waterfront or experience its fascinating museums.