Welcome Aboard The Islander!

OUR  SERVICE

45 minute tour of these beautiful, historical islands

Relax, see the sites, and learn the unique history of the Thimbles Islands on a 45 minute narrated tour.

Smaller, more spacious, comfortable boat

The “Islander” was built with passenger comfort, visibility and safety in mind. The boat is outfitted and Coast Guard approved for up to 13 passengers, allowing for ample room between seats.

Operated by a true islander

Learn the inside story from true "Islanders." Captains Matt, Lee, Brian and their families have spent every summer of their lives on the Thimble Islands.

 

ABOUT  THE  THIMBLES

Little Islands with a Big History

The Thimble Islands are a chain of 365 islands in Stony Creek Harbor off the southeast coast of Branford, Connecticut in Long Island Sound. The sizes of the islands vary greatly from acres wide down to small rocks jutting up from the sea, and the majority can only be seen during times of low tide. Today, the inhabited islands are home to local residents, small businesses, and remain steeped in folklore and history.​

View Tour Schedule

IMPORTANT  INFORMATION

What You Need To Know

Schedule and Rates

See tour schedule and rates table.

Departure Location

View a map and driving directions.

Contact Information

Get in touch with Captain Matt.

TESTIMONIALS

Happy Customers

Captain Matt is a local who grew up in the Thimbles. His smaller boat can navigate the inlets better and get closer than the bigger boats. Matt gives a colorful and personal account of what it is like to live in these stunning little islands. I highly recommend this tour if you are looking for a more personal and less touristy cruise. Great trip!

Lisa K