Welcome Aboard!

Picture yourself relaxing on the deck of this beautiful 65- foot schooner as she sails out of Gloucester harbor on a light southwesterly breeze.

Join us for a sail and get a taste for what it was like to sail on a fishing schooner a hundred years ago. Help the crew raise the sails, or just sit back and take in the sights and sounds of Gloucester’s coastline.

Learn More

“Such an easy, relaxing, and incredibly worthwhile experience! The crew is very friendly and will take great care of you while you’re on board. This was our first visit to Gloucester together, and I’m glad we were able to share this experience with family.”

– Noah S

Specialty Sails & Deals

In addition to our one and a half-hour public sails, we also offer several “Specialty Sails”. Some are longer and offer dessert or music. Some offer pricing specials.

Booth Bay 25’ ⛵️🌞
Rev 250 underway☀️⛵️
A day on the water with familiar faces is always the best kind of day. 💨⛵ Boston gave us sunshine, smooth seas, and a great breeze!#luxurytravel
#exploreboston
#BostonViews
#bostonharborview
#bostonevents
#bostonsummer
#bostonsailing
#sailingboston
#bostonharbor
#privatecharter
#luxurysailing
#sailingcharter
The Schooner Lannon glides past the old Paint Factory - where history meets the sea 🌊📸: @merrimackriverboats#gloucesterma #discovergloucester #newengland #newenglandphotographer #schooner #sailing #vacationland

Gift Certificates

Gift Certificates are limited to the terms and conditions included with the certificate. Per Massachusetts State Law, Gift Certificates are good for 7 years from the issuance date.