Enjoy The Hamptons By Boat!

There are no limits to the amount of delight one can experience on the amazing waterways of the Hamptons. Enjoy the vast variety of boating activities that suit your interests. Whether you desire to tour and explore the local landscapes of beautiful Peconic, circumnavigate Shelter Island, make stops in quaint Hampton towns and restaurants, or you prefer an active water sport day, this is your opportunity to create your ideal Hamptons experience by boat.


About Your Captain

Captain Jen is a successful business woman, author, and certified US Coast Guard Captain who has an insatiable love for boating and deep passion to share her vast local knowledge of the waterways around the Hamptons with others. Jen grew up exploring the waters of Great Peconic Bay, Gardners Island and Block Island Sound. She and her husband Tom raised their three daughters on these beautiful waters. Jen is excited to share a world that has brought beauty, smiles and abundant happiness to her family. It’s time to share that world with you and your family or friends. 

The Hamptons from Above

We loved going from Sag Harbor to Greenport. What a fun and beautiful trip!

Joyce M.

Next summer we plan to use Captain Jen’s charter service, and have our kids in her Boat Camp.

Frank & Lucy T.

Captain Jen gives a great tour of Shelter Island from the water.

John Q.