Boston to New York City Cruise

Shared Single - Standard Cabin
Private Single - Standard Cabin
Private Single - Premium Cabin
Private Double - Standard Cabin
Private Double - Premium Cabin
Private Double - Ensuite Cabin

Come join the LIBERTY CLIPPER for a coastal sailing vacation on a tall ship from Boston to New York and explore the Islands of New England!


October 5 – 11, 2019

Tall Ship Adventure from Boston to New York

Boarding is between 12 and 4 p.m. on the first day of the cruise at the ship’s berth by the New England Aquarium in Boston, MA. Settle into your cabin before we depart, and then consider taking a stroll through Historic Faneuil Hall or head over to the North End for a taste of Little Italy in Boston. Your New England island exploration coastal sailing vacation on a tall ship starts here!

That evening, we sail out of Boston Harbor and enjoy dinner on board with the city skyline as a backdrop – it’s a romantic start to an amazing coastal sailing vacation on a majestic tall ship. We’re bound for the Cape Cod Canal, where we plan to have breakfast while transiting this man-made canal on Sunday morning with the Cape on our port side. After the ship has passed under three bridges, we fire our cannon in salute to the Massachusetts Maritime Academy.

The Liberty Clipper follows the coast southwards along New England, stopping at various islands and small coastal towns where you can head ashore and explore as weather permits. Each trip is unique – we may visit Nantucket, Martha’s Vineyard, Cuttyhunk, Block Island, Long Island, or any other combination of coastal ports on the way to New York City! Please note, on our transit cruises, we reserve the right to make adjustments to the schedule and itinerary based upon weather and other factors. Come aboard the Liberty Clipper for an unforgettable sailing adventure from Boston to New York City!

*Please note we are unable to accept deposits for reservations made online. If you would like to make a reservation and put down only a 50% deposit please call our office and we would be happy to help you. Some restrictions may apply. See Terms of Service for details.