Sail Boston 2026

Climb aboard the Schooner Thomas E. Lannon as we celebrate Sail Boston and America’s 250th anniversary! This July, we’re sailing into Boston as part of an extraordinary international fleet of tall ships from around the world — a rare spectacle that transforms the harbor into a living piece of maritime history.

Experience the excitement from the deck of our schooner on one of our daily public sails, an unforgettable sunset sail, or a fireworks cruise beneath the Boston skyline. But the highlight of the week will undoubtedly be the iconic Parade of Sail — the breathtaking all day event when the fleet makes its grand entrance into Boston Harbor under full sail.

We only recently opened the Parade of Sail to the public, and reservations are already filling quickly. It is our longest sail in Boston during the event, a full day. This is one of the most sought-after events of the summer and one of the best and most exciting ways to experience the Tall Ships celebration up close, from on the water.

Our Gloucester-to-Boston Tall Ships sail has already sold out, and due to demand, we’ve added a special return sail from Boston back to Gloucester.

If you’ve ever dreamed of being surrounded by towering masts, cannon salutes, cheering crowds, and a harbor filled with ships from across the globe, this is your chance.

Reserve your spot now before these sails sell out!