Discover the magic of Boston Harbor Islands National and State Park, where rich American history meets breathtaking coastal beauty. Embark on an unforgettable maritime adventure with scenic boat cruises, guided walking tours, and relaxing sunset sails across the Atlantic. Whether you are exploring historic landmarks, seeking nature escapes, or enjoying family-friendly activities, our curated experiences offer the perfect island getaway. From tranquil nature walks to immersive cultural tours, uncover the hidden gems of Boston's stunning archipelago and create lasting memories on the water.
$46–$86 typical
Full price range is $35–$106
4.59★ average
Based on 1,327 pooled reviews with ~88% positive sentiment
1.5–2 hours typical
Median duration is 2 hours
Cruise and Sailing
89% of available options use boats to get around
Book in advance
56% of tours are flagged likely to sell out
Free cancellation available
67% of tours offer this feature
9 Products
Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner Adirondack sailboats! These classic boats are reminiscent of the sailboats from the 1890s. Sail past the seaport district, Castle Island, Fort Independence, Spectacle Island, and Long Island with Lon...
For a full refund, cancel at least 24 hours before the scheduled departure time.
Experience a beautiful Boston Harbor sunset sail on the water and see some of the city's waterfront landmarks as the sun dips below the horizon. This elegant sailing experience will be aboard either Schooner Adirondack III or Adirondack IV. Both sailboats are classically styled schooners and offer a...
For a full refund, cancel at least 24 hours before the scheduled departure time.
Getting started Meet your crew at the boarding point mentioned on your ticket. After a quick security scan, head to the high-speed catamaran. Departure is from One Long Wharf, located between the Long Wharf Marriott Hotel and the New England Aquarium. What to expect Enjoy the luxuries of the boat—sp...
Enjoy a delicious 2-hour brunch cruise and take in historic sights along the water including Castle and Deer Island, Spectacle Island, Long Island, Lovells Island, Georges Island, Independence Fort, Bunker Hill Monument, USS Cassin Young, USS Constitution, Old North Church, Boston’s Seaport District...
For a full refund, cancel at least 24 hours before the scheduled departure time.
Cruise around Boston Harbor on classic 1920s-style Yacht Northern Lights. Relax in the indoor grand salon area or venture to the top, outdoor deck for more sweeping views of the Harbor. Some notable sites include great views of Boston's skyline, Old North Church, Bunker Hill Monument, USS Cassin You...
For a full refund, cancel at least 24 hours before the scheduled departure time.
Our afternoon Boston Premier Brunch Cruise is ideal for group celebrations, couples, or just capping off an incredible weekend with someone special. Enjoy a delicious menu, stocked with breakfast and lunch favorites, full-bar service, onboard entertainment, and City Cruises' distinctive hospitality ...
For a full refund, cancel at least 24 hours before the scheduled departure time.
Join the captain and crew of Yacht Northern Lights for a relaxing Boston Harbor cruise featuring the colorful trees of Fall. New England has been known for the vibrant foliage that people are drawn to every year. A gourmet buffet lunch consisting of a selection of entrees and sides is included with ...
For a full refund, cancel at least 24 hours before the scheduled departure time.
The Boston Harbor Islands National and State Park is the largest recreation area in metro Boston, with an ocean of things to see, do, and discover.
Getting started Meet your crew at the boarding point mentioned on your ticket. After a quick voucher and security scan, head to the boat. Departure is from One Long Wharf, located between the Long Wharf Marriott Hotel and the New England Aquarium. What to expect Enjoy the comforts of the boat—spacio...