Add dates

BostonSightseeing cruises

Our most recommended Boston Sightseeing cruises

Boston: Historical Sightseeing Cruise

1. Boston: Historical Sightseeing Cruise

Board a sightseeing cruise in Boston and take a tour around Boston Harbor. Experience breathtaking views, refreshing sea breezes, and vividly told stories of Boston's past and present as you admire the city's sights from the water. Depart from Long Wharf, then Cruise past the USS Constitution, the oldest commissioned US Navy warship afloat today, marvel at the Bunker Hill Monument, and catch a glimpse of the fabled Old North End Church steeple. Hear heroic tales told by expert narrators and learn about local legends from the Revolutionary War. You'll also discover how the harbor was transformed into one of the cleanest waterways in the country. Enjoy the best view no matter the weather, with spacious outdoor viewing decks when the weather is fine, and indoor spaces with large windows if you want to be indoors. Onboard refreshments and snacks are also available for purchase.

Boston: Afternoon Sailing Trip Around Boston Harbor

2. Boston: Afternoon Sailing Trip Around Boston Harbor

Embark on a scenic sailing trip on board an authentic tall ship in Boston Harbor. Sailing offers a great family-friendly way to see Boston from a new viewpoint. Choose between a 1.5-hour sail on the Liberty Star or a 2-hour sail on the Liberty Clipper. Hop on board and be transported back to the time when the tall ships would come in from the Old World. You can help set the sails, take the wheel, or sit back and enjoy the passing scenery of the Boston Harbor and the surrounding islands with the city skyline as a backdrop. The Liberty Clipper is a 125-foot gaff-rigged schooner designed after early American privateers. There is a cash-only bar on the ship with beer, wine, mixed drinks, sodas, bottled water, and snacks available. The Liberty Star is another gaff-rigged schooner modeled after 19th-century vessels that were once known for their speed and agility. The vessel offers a similar taste of what it was like to sail the magnificent ships that were once a common sight in every port. 

Boston: Sunset Skyline Cruise with Commentary

3. Boston: Sunset Skyline Cruise with Commentary

Admire the Boston skyline from the water on a relaxing sunset cruise. Learn about the city's iconic sights with commentary on board and watch the sun dip behind the city, painting it in bright orange hues. Watch and listen as the USS Constitution fires her cannon at sun down, witnessing a ceremonious moment to mark the end of another day. On this cruise, be introduced to all the history, sights, and lore that Boston Harbor has to offer. Plus, be on hand to witness the USS Constitution's sunset serenade as she fires her cannon and lowers her flag ceremoniously, signaling the day's end.

Boston: Charles River Sightseeing Cruise

4. Boston: Charles River Sightseeing Cruise

Enjoy a 70-minute, fully-narrated sightseeing cruise along the Charles River. Your captain and crew will both entertain and educate while pointing out the historic and cultural sights of Boston and Cambridge. Sights include Beacon Hill, Esplanade Park, the Back Bay, Boston University, M.I.T., Harvard and countless sailboats and rowers! Enjoy the sights from a covered seating area, or come out to the front for a better view. Sightseeing cruises depart from Lechmere Canal Park at Cambridge Side. The ticket booth and boat departure is located outside the doors by the Food Court.

Boston: Boston Harbor Sunset Cruise

5. Boston: Boston Harbor Sunset Cruise

Meet at Rowes Wharf and set off on a guided boat tour. This sunset cruise will give you unparalleled views of Boston's famous landmarks. Escape the heat and admire Boston’s beautiful skyline and the historic USS Constitution as the sun sets behind the city. Your expert guide will be able to tell you about some of the city's landmarks and history. As evening sets in, the sunset cruise will highlight popular and famous scenes set at Boston Harbor from both past and present. Snacks and cold beverages including water, juice and soda; as well as a full bar, are available on every boat.

Boston: Sunset Tall Ship Harbor Cruise

6. Boston: Sunset Tall Ship Harbor Cruise

Set sail onboard a genuine tall ship such as the 125' Schooner Liberty Clipper or the 67' Liberty Star and be transported back in time. See the Boston skyline, its harbor, and the different neighborhoods from the water during this sunset cruise. While breezes keep you cool you are welcome to help the crew hoist the sails the old-fashioned way (use those muscles) or just relax, enjoy a drink, and watch as others haul sails. Take a turn at the helm (steering wheel). Both ships offer both alcoholic and non-alcoholic beverages for sale. Do you think you might get hungry while you are onboard? Bring your favorite take-out and make it a picnic (sorry, no coolers or BYOB permitted). Choose between a 1.5-hour cruise on the 67" Liberty Star or a 2-hour cruise on the 125" Liberty Clipper.

Boston: Downtown Harbor Sailing Cruise

7. Boston: Downtown Harbor Sailing Cruise

Experience Boston like never before onboard the 80-foot pilot schooner Adirondack III. Enjoy a round-trip of 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 onboard, while complimentary soda and water will keep you hydrated along the way.

Boston: Harbor Sunset Yacht Cruise

8. Boston: Harbor Sunset Yacht Cruise

Embark on a sunset yacht tour of Boston Harbor. Step aboard the classic Northern Lights yacht, a coast guard certified vessel with a captain and crew. The motor yacht Northern Lights is stylized after the classic New England 1920s-style steamships. Sit back and relax in a climate-controlled (with heating and air-conditioning) cabin, or enjoy the sea breeze on the open-top deck. Be sure to visit a fully stocked bar on the main deck to purchase refreshments by credit card, to sip refreshing drinks as you cruise along the harbor. The Northern Lights yacht is one of the most comfortable and versatile cruise vessels in Boston Harbor, at 115 feet in length it features six bathrooms and provides ample seating throughout the ship for up to 149 passengers. Built for taking groups of people on spectacular sightseeing adventures, she is the perfect vessel for taking groups of friends and family out to see the harbor.

Boston Harbor: Fall Foliage Luncheon Cruise

9. Boston Harbor: Fall Foliage Luncheon Cruise

Step aboard your yacht and settle into a seat in the climate-controlled observation cabin or on the open top deck. Once your captain has the vessel underway, you are welcome to move around the boat and get your hands on a beverage from the bar.  As part of your ticket, enjoy a gourmet buffet-style lunch. Our menu can vary, but there will be several entrees and sides that may include seasonal meat dishes, pasta, salad, and dessert. This cruise is excellent for families, friends exploring Boston and surrounding areas, and visitors or locals looking for a unique and relaxing afternoon adventure. Join the people that are drawn to New England every year thanks to its vibrant foliage. Capture the unique colors of fall on the Boston Harbor Islands while hearing stories about pirates and ghosts that haunt the islands. Find out how the islands have played an integral role in fortifying Boston in every war from the Revolutionary War until World War II. 

Boston: Harbor Champagne Sunset Sail from Rowes Wharf

10. Boston: Harbor Champagne Sunset Sail from Rowes Wharf

Embark on a sightseeing sunset cruise on Boston harbor and soak up the views of the famous skyline. Admire city highlights, including the Inner Harbor Islands and the Boston Fish Pier.    Board an elegant sailing yacht, the ' Adirondack III.' Travel in style on a classic 80 foot pilot schooner that is comfortable and spacious. Glide smoothly over the water and have the option of purchasing a refreshing drink at the onboard bar. Admire views of the historic scenery of Boston Harbor as you pass by the Boston Fish Pier and the Moakley Federal Courthouse at Fan Pier. Capture pictures of Castle Island and the Donald McKay monument. Cruise through the Inner Harbor Islands. Step back in time as you cruise by the historic Charleston Navy Yard. Go by the lush greenery of the Waterfront Park and take in the modern architecture of buildings like the New England Aquarium. Take a selfie in front of the Boston skyline. Have your questions about the sights and history of Boston Harbor and its surrounding areas answered by the attentive crew. Hear facinating facts and old-time legends about the maritime world of Boston. Return to your meeting point at the end of the tour.

Available activities

17 activities found
Sort by:
Page 1 of 2

Frequently asked questions about Boston Sightseeing cruises

What are other things to do than Sightseeing cruises that are worth visiting in Boston?

Which Boston Sightseeing cruises are taking additional COVID-19 precautions?

Other Sightseeing Options in Boston

Want to discover all there is to do in Boston? Click here for a full list.

What people are saying about Boston

Our harbor tour was great! The weather was working with us during our hour tour. Seeing Boston from the harbor was wonderful. Give you a different perspective. Plus, the guide was very good. Easy to hear, funny and very informative. I would highly recommend the tour.

really fun - we had a beautiful day and could see everything on the trip. inside of the boat very cozy and comfy - music was great - female singer had a beautiful voice. all in all - a great experience!

The overall experience was very enjoyable. The boat that we went out in was in excellent condition and was well staffed with a courteous crew.

Perfect day. Great way to view and understand a bit more about Boston. Thanks

We loved the music, the welcoming vibe, and the boat!