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Boston, MA

Family Friendly

Browse - Family Friendly Cruises Join us for a Family Friendly Boston Harbor Sightseeing Boat Tour!  Cruise on a luxury boat to take in the sights that Boston Harbor has to offer for a boat ride you will never forget. What better place to get together, get under the sun and have some family fun than on a boat in Boston Harbor for a Boston Sightseeing Boat Ride! Cruise out to the Boston Harbor Islands by motor yacht and soak it all in. Learn about key historical icons and spend the day together. Our activities are the perfect amount of time ranging from 1-hour cruises to 3-hour day sails. Our classic boats will captivate your children both on deck and below. Our daytime sightseeing boat trips are safe, fun, and affordable. Aboard our daytime harbor cruises learn fun harbor facts and see our diverse harbor wildlife. Our harbor is full of interesting stories of ghosts and pirates! On calm days in the spring or the fall we often see a harbor seal or two! So come aboard there are great things to hear and see aboard some of our sails and cruises.


Boston Day Sail

Within minutes of leaving the dock, you’ll forget the distractions of life on land, as you experience the joy of a leisurely sailing cruise. Our classic afternoon day sails are the perfect way to see the sights of Boston Harbor. There is no better way to enjoy the day than sailing aboard the schooner Adirondack III, which is the most elegant sailing excursion you will find in the harbor. Adirondack III is a classically styled 80-foot pilot schooner with long sleek lines. She is smooth and gentle sailing vessel with some speed.

  Depart: Rowes Wharf   Boat: Adirondack III   Cost: $45

Boston Harbor Island Sightseeing Cruise

Boston Harbor Islands Cruise

Step aboard the Northern Lights for a top-of-the-line sightseeing cruise to discover some of the mysteries behind Boston’s harbor islands. Sit back and relax in our climate-controlled cabin or enjoy the sea breeze on our open top deck. During your harbor cruise with us, our captain will provide narration and crew will be around to assist in making your trip more comfortable.

  Depart: Rowes Wharf   Boat: Northern Lights   Cost: $38

Boston Day Sail

90 Minute Day Sail

Our classic, 90-minute, afternoon day sails are the perfect way to see the sights of Boston Harbor. There is no better way to enjoy the day than sailing aboard the schooner Adirondack III, which is the most elegant sailing excursion you will find in the harbor. Adirondack III is a classically styled 80-foot pilot schooner with long sleek lines. She is smooth and gentle sailing vessel with some speediness to boot.  Within minutes of leaving the dock, you’ll forget the distractions of life on land, as you experience the joy of a leisurely sailing cruise.

 

  Depart: Rowes Wharf   Boat: Adirondack III   Cost: $40

Boston USS Constitution Turnaround Sail

USS Constitution Turnaround Sail

Once a year the USS Constitution heads out of the harbor to Fort Independence for a 21-gun salute. Sail along side our oldest operating warship used to train sailors in the US Navy as she cruises through Boston Harbor. Folks line the shoreline to watch the Constitution on one of her rare trips, get front row seats on the schooner Adirondack III as we escort our brave ship down to Fort Independence. (Unfortunately, the USS Constitution is at dry dock until 2018. Check back for tickets to watch the Turnaround Sail in spring of 2018.)

  Depart: Rowes Wharf   Boat: Adirondack III   Cost: $125

Boston Harbor Island Labor Day Sail

Looking for a special way to celebrate Labor Day this year? Join us on a three-hour sail on our sailing ship, Adirondack III to discover adventure, learn some history, relax, and hear stories of ghosts, battles, and pirates. On our sailing trip through the islands there is a little something for everyone in your group to enjoy. Known for their rich history and peacefulness the Boston Harbor Islands have welcomed vacationers and day trips for hundreds of years. On your day off, leave the hectic city behind as we sail past the lush green terrain and catch glimpses of the amazing coastal wildlife. (A gourmet-boxed lunch is included in this excursion.)

  Depart: Rowes Wharf   Boat: Adirondack III   Cost: $75

Boston Harbor Labor Day Fireworks Cruise

Labor Day Fireworks Cruise

Get front row seats to Boston Harbor’s Labor Day Fireworks Cruise aboard Northern Lights, a classic 1920s style commuter yacht. Celebrate the last days of summer with friends and family. Watch the fireworks from the best seats in the harbor, right underneath them!

  Depart: Rowes Wharf   Boat: Northern Lights   Cost: $50

Boston Fall Foliage Cruise

Northern Lights Fall Foliage Cruise

A Boston Fall Foliage Cruise is the perfect event to pull out that fall wardrobe.  Pull out your autumn sweaters and grab a hot cider and join the captain and crew of Northern Lights for a relaxing Boston Harbor cruise, featuring the colorful trees of fall. New England has been known for the vibrant foliage that people are drawn to every year. Our **three-hour extended afternoon picnic cruise** will take you away from the hustle and bustle of the city to the peaceful majesty of the harbor islands for this Boston Fall Foliage Cruise. Enjoy this magical cruise with us and capture the best photos of the Harbor. 

  Depart: Rowes Wharf   Boat: Northern Lights   Cost: $68

Boston Holiday Cruise

Cocoa & Carols Holiday Cruise

Step aboard our luxury Yacht Northern Lights in décor for the holidays and set sail for an evening of caroling through Boston Harbor. This is a Boston Holiday Cruise that you cant miss out on.  Join in on live Holiday Carols conducted by Tim McHale of the Boston Minstrels and get into the holiday spirit with friends and family. While singing may or may not be your thing, we also have delicious hot cocoa, cookies, and treats for all our guests. Sit back and enjoy the gorgeous view of Boston from the heated salon of Northern Lights, a 1920’s styles New England Yacht, and get into the Holiday Spirit on this Boston Holiday Cruise. Classic Harbor Line also offers a live Holiday Jazz Trio and Irish Christmas Carolers! (Musically-talented groups are our special hosts for each of our Holiday cruises!)

  Depart: Rowes Wharf   Boat: Northern Lights   Cost: $44

One-Hour Inner Harbor Cruise

Take a cruise on the elegant Northern Lights for a glimpse into the glamour of the 1920s. Relax with the sea breeze on one of our top deck benches or chill inside with our climate-controlled, wood trimmed salon. Throughout the cruise, our local captains will share their knowledge and personal stories of growing up in Boston Harbor. Crew will be around to assist pointing out sites and making sure you feel comfortable.

  Depart: Rowes Wharf   Boat: Northern Lights   Cost: $22