Boston Waterfront
Solo travelers' tours

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Our most recommended Boston Waterfront Group Activities

  • Boston: Downtown Harbor Sailing Cruise

    1. 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 compliment...

    Overall a pleasant experience. It would be even better if the staff are more interactive with the passengers and provide commentary on things like how sail boats work, history of that boat, history of boston harbor, what buildings are on the skyline. I think that’s a great opportunity to further improve customer experience.

  • Boston Harbor: Winter Holiday Weekend Brunch Cruise

    2. Boston Harbor: Winter Holiday Weekend Brunch Cruise

    Take a relaxing 2-hour morning cruise through the Boston Harbor during the holiday season in the warm, cozy, and festively decorated interior of your boat. While aboard, warm up with a cup of hot cocoa from a hot chocolate bar and enjoy the harbor sites. Enjoy a hot and freshly prepared three-course brunch as you soak in the panoramic views of Boston Harbor.  First course Pastries, Scones and Croissants, Fresh fruit and berries Yogurt Cranberry granola Bagels and lox Second course Scrambled eggs with herbs and cheese Roasted potato hash Bacon and smoked ham Winter salad Third course Peppermint bark chocolate squares and pumpkin bread pudding

    A wonderful, entertaining and relaxing experience. The atmosphere of the boat and Boston Harbor, the food, as well as a running commentary of Boston's sites made for a great experience. The food was delicious and the crew provided a great experience.

  • Boston: Champagne City Lights Cruise 1920s Commuter Yacht

    3. 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 interi...

    My experience with Boston Harbor Campaign cruise was wonderful. It was a great night with my family visiting from NYC. They were truly surprised by my thoughtfulness. They were also happy with their experience in Boston. Heartfelt thanks! Annette

  • Boston: Irish Christmas Carol Holiday Cruise Northern Lights

    4. Boston: Irish Christmas Carol Holiday Cruise Northern Lights

    Take to the water and get into the holiday spirit by singing some holiday ballads the way the Irish do, with a beer in hand and a whiskey or two. It’s the holidays and in this 1920s-styled motor yacht, Northern Lights, decked out with festive décor and the sound of the holidays in the air, this unique tour is sure to put you in a merry spirit. Get stunning panoramic views of the Boston skyline and iconic waterfront sites such as Bunker Hill Monument, USS Constitution and the Marriott Custom House Tower. Snuggle up on the lounge furniture with a hot cup of cocoa or grab a seat at one of the four tops. Snacks and tasty holiday adult beverages are also available on this Irish Christmas Carol Cruise. Take a cruise with friends to celebrate the season or as a fun way for two people to start the night together. Enjoy song in climate-controlled cabins (heating and air-conditioning). This crui...

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What people are saying about Boston Waterfront

Overall rating

4.5 / 5

based on 1,080 reviews

This was such a fun tour! Our guide was extremely knowledgeable about the area as he is a longtime resident and has even worked as a park ranger for Acadia :) We really enjoyed the tour and recommended it to our friends who also had a blast. Highly recommend adding this to any MDI itinerary!

Great, informative tour! It does get chilly out on the water so if you are going when it's not summer, be sure to bring a jacket and hat.

Great tour! My son just moved to Boston to start his career...this was a nice bit of history for him to learn the city!

It was a nice and peaceful way to see the city and hear a few fun facts along the way

Relaxing and enjoyed learning about the Boston harbor and history.