EXPLORE BOSTON HARBOR AND THE HARBOR ISLANDS

WITH BOSTON SAIL TOURS

Welcome to Boston Sail Tours, your premier private sailboat charter.

Whether you're planning a special occasion or seeking an escape into nature, our tours are designed for you.

Why Choose Us:

Three unique tours:

1. Full-day sail and visit to islands only accessible by private boat. 

We are the unique sailing tour in Boston that offers an exploration tour of the pristine Lovells, Grape, and Bumpkin Islands only accessible by private boat. You can disembark and discover secluded beaches, nature, and wildlife while the captain and boat wait for you. This extraordinary experience is only a 1.5-hour sail from downtown. 

2. Half-day sail around the Islands: A sailor's experience and a tour of the past.

 This tour will take you on the picturesque old sailing route around the islands. You will be able to take the helm and discover how to sail our traditional cutter ketch (2 masts and 4 sails)  You will get to see the unchanged stone fortresses and the spectacular coastline up close.

3. Two-hour private harbor sail: Available Morning, afternoon, and sunset.

Bring your favorite food and beverages or take advantage of our complimentary refreshments. Celebrate birthdays, anniversaries, and engagements, or simply enjoy your special moment and the breathtaking view of the city skyline. Daytime and sunset sails are available.       

Easy booking and pick up 

• Ease of Booking: Secure your spot with ease— reservations can be made up to 2 hours before departure.
• Minimal booking deposit
• Pick up on the heart of the seaport 

Bathroom and comfort Onboard

• Enjoy a ride on a sailboat impeccably maintained and specially designed for comfort with a spacious cockpit and full-size bathroom.

Our boat is part of local naval history

• Our boat Francesca was designed in Boston by John G. Alden Co (1909-2008)
• She is a 37-foot cutter Ketch (2 masts and 4 sails) with a clipper bow, a very traditional design. The boat's plans were recently donated to the MIT Museum in Cambridge.
• Francesca, originally designed for ocean crossing, has been reconfigured to take passengers comfortably and fitted with an extra spacious cockpit. 

The longest Sailing season

• Our sailing season runs from Marathon Day on April 15 through the Beautiful New England leaf season in the fall. This period offers the most pleasant weather and ideal sailing conditions allowing you to enjoy the natural beauty and serenity of the area fully.

A flexible daily schedule

• We sail every day from 10 Am to 9 Pm
• Departure every hour on the hour.

Ready for an unforgettable journey?

Book your private sailing charter through our website or contact us at 617-279-3981

and experience the unique charm of Boston Harbor and its islands with us.