Boston Waterfront
Nature & Adventure

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Our most recommended Boston Waterfront Nature & Adventure

Boston: 90-Minute Historical Sightseeing Cruise

1. Boston: 90-Minute Historical Sightseeing Cruise

Bring history to life as you take to the open sea for a fully narrated 90-minute tour around Boston Harbor. Cruise past the oldest commissioned ship in the US Navy, the USS Constitution, marvel at the Tea Party ships, and catch a glimpse of the Old North End Church. Listen to heroic tales and local legends from the Revolutionary War, and learn about the oldest continuously manned lighthouse in the nation, the Boston Light. Cruise past Boston's working port and marvel at examples of extravagant waterfront living.

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Boston: Hop-on Hop-off Trolley Tour

2. Boston: Hop-on Hop-off Trolley Tour

Climb aboard Boston’s charming orange and green Old Town Trolley and visit more than 100 points of interest in the city at your own pace. Enjoy the freedom to hop on or off all day and discover the Cradle of Liberty’s many sights and attractions. From December to March, choose between the 1-day (silver), 2-day (gold), or 3-day (platinum) ticket options. From April until November, choose between the 1-day (silver), 1-day with harbor tour (gold) or 2-day with harbor tour (platinum) options. What better way to see Boston than by both land and sea? The Boston Trolley tour covers all the major areas including downtown, Beacon Hill, Back Bay, the theater district, and the waterfront. Friendly conductors narrate the tour, offering a fun mix of trivia and humorous stories. There are 18 stops conveniently located close to over 100 points of interest in Boston, these are: • New England Aquarium/Faneuil Hall Marketplace • Historic North End • USS Constitution/Charlestown Navy Yard • North Station/TD Banknorth Garden • Trolley Stop Store/ Theater District • Cheers 'The Original' • Copley Square/ Newbury St. Boutiques • Christian Science Plaza/ Symphony Hall • Copley Place Shopping Galleries • Back Bay and Hynes Convention Center • Charles Street/ Antique Row • Boston State House/ Boston Common • South Station/Boston Tea Party • Boston Convention and Exposition Center • Liberty Wharf • Seaport District All ticket options include discounted admission to the Boston Tea Party Ships and Museum.

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Boston Harbor Champagne Sunset Sail from Rowes Wharf

3. Boston Harbor Champagne Sunset Sail from Rowes Wharf

A perfect way to wind down after work or begin a night of romance...    Experience a beautiful Boston harbor sunset on the water and see some of the city's waterfront landmarks as the sun dips below the horizon. You will be aboard the most elegant sailing yacht in town, Adirondack III - a classic 80 foot pilot schooner.     She is a smooth, gentle sailing vessel with some speediness to boot, the Adirondack III offers a comfortable ride for you and your loved ones.  Within minutes of leaving the dock, you'll forget the distractions of life on land, as you experience the ambiance of a sunset sailing cruise aboard a stellar vessel.  Enjoy the historic scenery of Boston Harbor:  The Boston Fish Pier The Moakley Federal Courthouse at Fan Pier Castle Island and the Donald McKay monument Inner Harbor Islands Charleston Navy Yard Waterfront Park The New England Aquarium Your knowledgeable captain and crew are always ready to answer your questions about the sights and history of Boston Harbor and its surrounding areas. From interesting facts to old-time legends, the maritime world of Boston has many great stories to offer. Ask them anything you'd like to know. Come enjoy the ride, see the sights and have a drink with us!

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Boston: Downtown Harbor Sailing Cruise

4. Boston: Downtown Harbor Sailing Cruise

Experience Boston like never before on board the 80-foot pilot schooner Adirondack III, and enjoy a smooth sailing, with some invigorating speed to boot. Within minutes of leaving dock, you’ll forget the distractions of life on land as you experience the joy of a sailing adventure. Cruise past landmark attractions, such as the Boston Fish Pier, Moakley Federal Courthouse at Fan Pier, and Castle Island. Drift past the Inner Harbor Islands and see the historic Charleston Navy Yard. Look out for the green oasis of Waterfront Park and the home to hundreds of marine critters, including sharks and sea turtles, at New England Aquarium. Your knowledgeable captain and crew will be on hand to answer questions about the sights and history of Boston Harbor and its surrounds, from interesting facts to old-time legends. Wines and local micro beers are available to purchase on board, while complimentary soda and water will keep you hydrated along the way.

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Boston: Champagne City Lights Cruise 1920s Commuter Yacht

5. Boston: Champagne City Lights Cruise 1920s Commuter Yacht

Sit back and relax with a loved one for a romantic cruise or enjoy the evening with a group of friends and experience the twinkling lights of downtown Boston. Cruise by the North End and catch a glimpse of the Old North Church made famous by the midnight ride of Paul Revere. Enjoy the buildings of downtown Boston such as the Custom House Tower, International Place, Independence Wharf and the New England Aquarium. Pass by the U.S.S. Constitution and hear how she got the nickname "Ironsides." View the Bunker Hill Monument, which sits behind the U.S.S Constitution. Marvel at the construction of the Leonard B. Zakim Bridge. Check out the colorful lights on the buildings in Boston’s Seaport District such as the new Vertex Building, World Trade Center and the Institute of Contemporary Art. The Northern Lights offers bench seating outside on the top deck as well as a climate controlled interior cabin. Adult beverages, soda, water and snacks are available for purchase by credit card only.

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Other Sightseeing Options in Boston Waterfront

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What people are saying about Boston Waterfront

Overall rating

4.7 / 5

based on 90 reviews

We decided to stay on the bus for the whole tour to get a better sense of the city and then once we’d seen it all, decide what we would want to investigate further. We went back to tour the USS Constitution and the Tea Party Museum and they were great.

Great history and tour. Very informative. Parents did not control their children. They were screaming and running around and I could not hear the guide.

Easy to book. Cancellation policy generous. Tour was enjoyed by all even though we went out on a rainy December afternoon.

First time in Boston and this cruise was a perfect intro to the city! Definitely worth it!

Magoo was our favorite driver, super knowledgeable and very personable.