If Boston is best seen from the water, then by far the best time to see it is during a sunset cruise on a classic schooner!
Another great Boston Harbor Cruise Season in the books.
See you in 2024!
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Kick off the Independence Day Weekend with a BANG and join the fun on Boston’s Tall Ships for an amazing fireworks display, being launched right in Boston Harbor.
“A SAIL THROUGH TIME” Learn about Boston’s history while aboard a classic schooner. The cruise follows the paths of ships like the Flying Cloud, Astrea, and Columbia, exploring how their voyages shaped Boston and helped industrialize the country. Tourguide / Onboard Docent from Boston By Foot.
Browse Boston Harbor Cruises!
Join us on the water today and experience Boston’s favorite tall ships!
We offer tall ship Boston Harbor cruises and charters, which are the best way to experience Boston sailing in the city’s historic harbor and enjoy unparalleled views of the city with coworkers, friends, and family!
On board, guests have the opportunity to temporarily become part of the crew and step back in time for a taste of what it was like to sail the magnificent ships that were once a common sight in every port. Sailing opportunities include harbor cruises, sunset sails, our specialty Boston Harborfest Sails, USS Constitution Turnaround Sails, and Rum & Revelry sails.