Top Boston Cruises & Sailing

Experience the best of New England’s marine wildlife on this guided whale-watching cruise around the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed catamaran that gets to and from the whales in the least amount of time possible. See humpback and fin whales, plus Atlantic white-sided dolphins with the help of a naturalist guide. The on-board galley offers food and beverages for purchase during the trip.

Enjoy views of beautiful Boston with this 90-minute sunset cruise. Watch the sun sink over the sparkling water as your guides point out the USS Constitution and other historic sights. Once the sun goes down, you’ll have a chance to see the city skyline illuminated. There is a full bar on every boat, with snacks and other beverages available for purchase.

See some of the top attractions in Boston from the waterfront on this narrated sightseeing cruise. Explore Boston Harbor and see the city’s historic sites while listening to live commentary on board. Pass landmarks like the Boston Tea Party ships, USS Constitution, and Boston Light—the oldest continuously manned lighthouse in the United States.

Explore the best that Boston has to offer on this hop-on hop-off tour of the city. See Boston’s top attractions—like the USS ‘Constitution’ and the Boston Tea Party Ships and Museum, to name a few—on the loop. Enjoy discounted admission to attractions like the Boston Tea Party Ships and Museum with the purchase of your tour.

Take an evening cruise on Boston Harbor to watch the sunset from the water. Glide out to the Old North Church and Historic Site, the Charlestown Navy Yard, Leonard P. Zakim Bunker Hill Memorial Bridge, and the USS Cassin Young. As a bonus, listen to the cannon fire of the USS Constitution, which marks the sunset each night.

Experience a fast and furious thrill ride across Boston Harbor on Codzilla. This boat has been described as a “water coaster” for its exciting spins and turns at up to 40 miles per hour. The wet and wild ride features lots of loud music and an adventure that’s fun for the entire family.

See Boston Harbor’s sights from the water on this day sail aboard a replica of a pilot schooner. Step aboard the boat and sail off through the harbor, bound for Spectacle Island, Fort Independence, Castle Island, and Long Island. Snap photos of Boston's coast from the water and feel free to ask the captain or crew questions about the passing landmarks.

Enjoy Boston from the water while dining on a delicious buffet lunch on this cruise. See an array of top landmarks including Bunker Hill, the World Trade Center, and the site of the 1773 Boston Tea Party. After lunch, head up to the top deck—the largest outdoor patio deck in town.

Try a unique alternative to a typical night out in downtown Boston on an exciting dinner cruise along the city’s waterfront. This expedition on Boston Harbor features an all-you-can-eat buffet meal with live entertainment and dancing. Watch the sunset, then take a stroll under the stars and enjoy the view of the illuminated Boston skyline at night or head to the dance floor for music and fun inside the ship’s nightclub. Bring that special someone or a whole group of friends for a night to remember.

See the landmarks and highlights of Boston from the water on this sightseeing cruise in Boston Harbor. Snap photos and enjoy a unique perspective of the harbor, very different than a typical walking or driving tour through Boston. Highlights include Nixes Mate, Lovell's Island, Spectacle Island, and Fort Independence.

Enjoy a gourmet brunch on this scenic cruise of the Boston Harbor. Set sail aboard the Northern Lights at Rowes Wharf and settle in for a buffet filled with quiche, bacon, fresh fruit, and more. View popular Boston highlights such as Bunker Hill Monument, the USS Constitution, Old North Church, and Sea Castle Island. This brunch cruise offers a great overview of Boston and a lovely morning on the water.

Disembark your ship and take a short walk from Cruiseport Boston to explore the best the city has to offer—a hop-on hop-off tour of Beantown. Visit Boston’s top attractions on a loop around town. Get to know the city, on your own, with live onboard commentary from a professional tour conductor.

Try a unique alternative to a typical night out in downtown Boston with an exciting dinner cruise along the city’s waterfront. This 2-hour expedition on Boston Harbor features a three-course meal with live entertainment and dancing. Watch the sun set, then take a stroll under the stars and enjoy the view of the illuminated Boston skyline at night or head to the dance floor for music and fun in the ship’s nightclub. Bring that special someone or a whole group of friends for a night to remember.

Cruise Boston Harbor aboard a luxury yacht, complete with superb city views and a buffet brunch featuring both breakfast and lunch offerings. For 2-hours you'll explore the waters from Rowes Wharf to the Charlestown Naval Yard and back, sailing past sights such as Castle Island and Boston Light. Spend some time enjoying the yacht's three climate-controlled decks or dancing to the sounds of a live DJ mix. There's even a glass of complimentary champagne following castoff.

Beat the Boston heat and get out on the water on this dog-friendly harbor cruise. With your group and your canine companion, board the cruise boat and set sail. Learn about the city’s history from live narration onboard and relax during Boston’s long summer days in the company of your dog.

Discover the best of Boston and see the sights that interest you most on this half-day tour. Board your private vehicle along with your group and explore key landmarks in the comfort of an air-conditioned vehicle. See Harvard University, Fenway Park, the Boston Public Library, Beacon Hill, and much more while listening to commentary from your driver about Boston’s history.

I'm captain Sam and love being able to help people experience the ocean surrounding Boston. I'm really friendly and love to talk to people. If you decide to join my tour, you will never regret it because I'll glide peacefully through the waters of Boston on the most relaxing, beautiful, and romantic excursion in the city. During your trip, take in the majestic colors of the sunset surrounding Boston Harbor's skyline and iconic landmarks. We specialize in hosting private events; birthdays, anniversaries, proposals, etc. The capacity for this private boat tour is 6 people.

Maximize time in Boston with a private sightseeing tour. Get picked up at your hotel or the address of your choice in Boston and set out on a half-day excursion. Learn about the history behind top landmarks including the Paul Revere House, the USS Constitution, and the Bunker Hill Battle Monument. Explore several neighborhoods including Back Bay, Beacon Hill, and the South End.

Get a comprehensive overview of Boston’s key landmarks during this half-day tour of the city. Combine a walking tour with a driving tour to cover more ground than you would if you just did one. See important sights like the USS Constitution, Old North Church, and the Paul Revere House and learn about the city’s history from your tour guide.

This tour will begin at your home, hotel or cruise ship and will be conducted in a comfortable heated minivan, no matter the weather. I'll take you past the most interesting places in Boston including the Paul Revere House, the USS Constitution, the Bunker Hill Battle Monument, Copley Square and Fenway Park. Along the way you’ll see the historic homes and churches of the Back Bay, the South End, and Beacon Hill. You’ll hear the stories behind Paul Revere’s ride, the Boston Massacre and the Boston Tea Party. You’ll see Boston’s most prominent buildings and neighborhoods as well as some lesser-known points of interest. This is the best way to see as much of Boston as possible in a brief time, comfortably, and at a pace you will enjoy.

Enjoy lunch on the waters of Boston Harbor during this cruise aboard the "Odyssey Boston." You'll have the chance to admire views of the city skyline and seaport from the boat decks, plus listen to live music. The 3-course lunch includes a starter, main course, and dessert. This is a relaxing way to see the city from another perspective.

Discover the New Hampshire and Maine coasts, plus the highlights of Kennebunkport, all in one day: this private, full-day tour from Boston makes exploring easy. Meet your guide in the morning at your departure point, and hop aboard your private van. You'll stop in the historic town of Portsmouth, will discover the Cape Neddick Nubble Lighthouse, can tour the President Bush Compound at Kennebunkport, and upgrade to add on a lobster tour.