Cruises & Sailing · Tomorrow

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    Sunset Sail

    (44)
    The maritime world of Boston has many great stories to offer, and on this classic sail through the Boston Harbor, as the Sun dips below the horizon, you'll get to see and hear it all. Experience the sights of the Boston Fish Pier, The Moakley Federal Courthouse at Fan Pier, Castle Island, the Donald McKay monument, the Charleston Navy Yard, and much more, on a sail aboard the Adirondack III, a classic 80 foot pilot schooner. Experience Boston like never before, on a schooner, a drink in hand, and a knowledgeable captain and crew to ask about all the stories behind some of Boston's most unforgettable sights.
    Sunset Sail

    60 Rowes Wharf, Boston

    • Enjoy the historic scenery of the Boston Harbor aboard a classic 80 foot pilot schooner
    • Experience a beautiful Boston Harbor sunset on the water
    • Ask your knowledgeable staff and crew anything you'd like to know about the sights
    • Enjoy the ride, see the sights and have a drink onboard
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    44 positive reviews
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    Sunset Sail (Liberty Clipper)

    (28)
    Enjoy a Sunset sail aboard Boston's tall ship known as the Liberty Clipper. On your sunset sail, you'll view Boston and the Harbor Islands while enjoying the majestic experience of sailing through this beautiful area. There will also be a bar stocked with soda, water, Sam Adams on draft, mixed drinks, wine, and snacks. It will be a relaxing end to the day where you can look at onto the water and enjoy the natural beauty of the area. Expect a great experience on this peaceful sail with a gorgeous view.
    Sunset Sail (Liberty Clipper)

    67 Long Wharf, Boston

    • Set sail into Boston Harbor on the magnificent schooner known as Liberty Clipper
    • Enjoy the beautiful views of the harbor while relaxing after a long day
    • Partake in delicious refreshments and a bar stocked with your favorite drinks
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    28 positive reviews
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    Codzilla: Thrill Boat Ride

    (6)
    Codzilla has arrived. And Boston Harbor will never be the same. Now there are more thrills, more laughs and more speed than you ever imagined as you zip across the ocean at up to 40 miles per an hour. But don't worry. A ride on Codzilla is as entertaining as it is thrilling. The wind roars. The music blares. And the waves will splash as the crew recounts the legendary tale of how Codzilla came to Boston. This wet and wild ride is 40 minutes of full blast, sensational fun for the entire family.
    Codzilla: Thrill Boat Ride

    Long Wharf, Boston

    • Move through the water at up to 40 miles an hour on a thrilling and entertaining boat ride
    • Enjoy the thrills and laughs while out on Boston Harbor aboard a ship named Codzilla
    • Experience what it's like to ride on a 2800 horsepower vessel for 40 full minutes
    • Prepare for a wet ride that mixes relaxation and enjoyment
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    6 positive reviews
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    Boston Harbor Sail (Liberty Clipper)

    (28)
    Set sail for the Boston Harbor on Liberty Clipper, a magnificent schooner! On your Boston sail, you'll see the sights in Boston Harbor and everything the ship has to offer. The crew will invite you to help hoist the sails and even to take a turn at the helm. There will also be a bar stocked with soda, water, Sam Adams on draft, mixed drinks, wine, and snacks. Take the wheel, set the sails, or just sit back and enjoy the sights and beauty of the Boston Harbor and her islands! The choice is yours!
    Boston Harbor Sail (Liberty Clipper)

    67 Long Wharf, Boston

    • Set sail into the Boston Harbor on the magnificent schooner known as Liberty Clipper
    • Enjoy the beautiful views of the harbor and have fun interacting with the knowledgeable crew
    • Partake in delicious refreshments and a bar stocked with your favorite drinks
    BOOK NOW ← Back
    28 positive reviews
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    Sunset Sail (Liberty Star)

    (28)
    Enjoy a Sunset sail aboard Boston's tall ship known as the Liberty Star. On your sunset sail, you'll view Boston and the Harbor Islands while enjoying the majestic experience of sailing through this beautiful area. There will also be a bar stocked with soda, water, Sam Adams on draft, mixed drinks, wine, and snacks. It will be a relaxing end to the day where you can look at onto the water and enjoy the natural beauty of the area. Expect a great experience on this peaceful sail with a gorgeous view.
    Sunset Sail (Liberty Star)

    67 Long Wharf, Boston

    • Set sail into the Boston Harbor on the magnificent schooner known as Liberty Star
    • Enjoy the beautiful nighttime views of the harbor while relaxing after a long day
    • Partake in delicious refreshments and a bar stocked with your favorite drinks
    BOOK NOW ← Back
    28 positive reviews
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    New England Coastal Tour

    Capture the beautiful scenery of the New England coast on this luxury coach tour from Boston, affording postcard-worthy views of beaches, harbors, wetlands, rugged cliffs and lighthouses. Travel north through North Shore and along the rocky coast of Maine, stopping in the quaint town of Kennebunkport for lunch and free time to walk around. In York, visit famous Nubble Light (the Cape Neddick Lighthouse), one of the most iconic lighthouses in the country, and then view President Bush's summer home from Walker Point. You will hop aboard a luxury air-conditioned coach for a comfortable, scenic ride north through North Shore, the region between Boston and New Hampshire. Soak up views of the rocky coastline dotted with marshes, wetlands, beaches and harbors. Your guide will explain why this is an important historical, cultural and economic region of Massachusetts. You'll also learn that it contains the city of Salem, the site of the Salem Witch Trials. When you cross the Main border, stop in the town of Kennebunkport for free time to enjoy lunch on your own at one of the many eateries. Kennebunk's charming tree-lined streets showcase typical 18th- and 19th-century architecture constructed by merchants and sea captains. Afterward, continue your journey along the coast. Your next stop is Nubble Light, formally known as the Cape Neddick Lighthouse. Located on Cape Neddick near entrance to York River, this 19th-century lighthouse is a famous American icon and a classic example of a picturesque lighthouse, so be sure to snap some photos! You'll also drive by Walker Point to view President Bush's summer home. Return to Kennebunkport for more free time to walk around and browse shops, and then relax on your ride back to Boston.
    New England Coastal Tour

    Downtown, Boston

    • Take in the beautiful New England coastline on a cruise that takes you all the way to Maine
    • Stop in Kennebunkport, Maine for lunch by coach, with added free time to walk around on your own
    • Soak up views of the rocky coastline dotted with marshes, wetlands, beaches and harbors
    • See some of the most iconic images of lighthouses and other nautical fixtures
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    Community Boating Orientation Workshop

    Having trouble keeping your dreams of boating afloat? It's a-boat time you took this class! This orientation introduces you to the Community Boating Inc. facilities and benefits that it offers. The session will introduce you to the organization, hopefully kicking off a long and fruitful relationship. You'll learn the workings of the docks, the facilities and the boats -- in short, everything you need to know to decide if Community Boating is right for you. Seas the day and sign up now!
    Community Boating Orientation Workshop

    21 David G Mugar Way, Boston

    • Get oriented with everything that Community Boating Inc. has to offer, perfect for sailors new or experienced
    • Ask questions about the sailing community and topics that matter to you as a sailor
    • Learn about classes and programs offered, as well as boats and facilities available at the site
    • Meet new friends with similar interests, and have fun!
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    Boston Harbor Sail (Liberty Star)

    (28)
    Set sail for the Boston Harbor on Liberty Star, a magnificent schooner! On your Boston sail, you'll see the sights in Boston Harbor and everything the ship has to offer. The crew will invite you to help hoist the sails and even to take a turn at the helm. There will also be a bar stocked with soda, water, Sam Adams on draft, mixed drinks, wine, and snacks. Take the wheel, set the sails, or just sit back and enjoy the sights and beauty of the Boston Harbor and her islands. The choice is yours!
    Boston Harbor Sail (Liberty Star)

    67 Long Wharf, Boston

    • Set sail into the Boston Harbor on the magnificent schooner known as Liberty Star
    • Enjoy the beautiful views of the harbor and have fun interacting with the knowledgeable crew
    • Partake in delicious refreshments and a bar stocked with your favorite drinks
    BOOK NOW ← Back
    28 positive reviews
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    Day Sail

    (44)
    The maritime world of Boston has many great stories to offer, and on this classic afternoon sail through the Boston Harbor, you'll get to see and hear it all. Experience the sights of the Boston Fish Pier, The Moakley Federal Courthouse at Fan Pier, Castle Island, the Donald McKay monument, the Charleston Navy Yard, and much more, on a sail aboard the Adirondack III, a classic 80 foot pilot schooner. Experience Boston like never before, on a schooner, a drink in hand, and a knowledgeable captain and crew to ask about all the stories behind some of Boston's most unforgettable sights.
    Day Sail

    60 Rowes Wharf, Boston

    • Enjoy the historic scenery of the Boston Harbor aboard a classic 80 foot pilot schooner
    • Ask your knowledgeable staff and crew anything you'd like to know about the sights
    • Experience the joy of a leisurely sailing cruise
    • Enjoy the ride, see the sights and have a drink onboard
    BOOK NOW ← Back
    44 positive reviews
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    Harbor Cruise

    Hoping to relieve yourself from the hectic city feeling without going too far? Try a two-hour cruise around Boston Harbor and its surrounding islands. Pack a lunch and set sail on a tour led by an experienced crew member; here, you'll be given an in-depth tour of this historical and exciting area. Let the sights and sounds fill your senses with nautical ruggedness and jubilation! As you explore the Boston harbor, a body of water revered by communities of passionate and experienced sailors, you'll be fascinated by its breathtaking storied history. Don't worry about a thing; the crew will do all the work as you sit back and enjoy the scenery.
    Harbor Cruise

    95 Marginal St, Boston

    • Take the afternoon off and set sail for a three-hour harbor cruise
    • Explore storied history of Boston Harbor with a knowledgeable guide
    • Relax as the crew takes you on a voyage on the open water
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