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Private Charters

Up to 6 guests

Sailing in Newport
since 2011

Come Sailing!

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Round out your stay

World-class Sailing in Newport, sightseeing and history

Sailing in Newport Rhode Island’s waters is world-class and is a wonderful way to experience this beautiful and historic area. Aboard one of our two boats, you can enjoy one of our custom private day sail charters. Tour Newport Harbor, with its classic and mega-yachts and picturesque surroundings before venturing onto Narragansett Bay. Cruise along rocky shorelines, see charming lighthouses, take in the impressive mansions, and more… Splash your feet, sail the boat or relax with your group over a tasty beverage.

Our two sailboats are icons of the Newport Sailing fleet and of Narragansett Bay. Lyra is our 44-foot Reliance sailboat and Wren is our 35-foot Allied Seabreeze. With a capacity of up to 6 guests each, both boats sail on daily charters from Newport RI, beginning mid-April through the end of October. We offer private 90-minute, two-hour, three-hour, half and full-day sailing charters. From tours and advanced sailing instruction to proposals or a romantic evening on the the water, experience for yourself why Newport is the sailing capital of the Americas.

On Watch Sailing is proudly a Newport RI “Traveler’s Choice” on Trip Advisor and is highly rated on Google. Take a peek below and check out our original reviews by following the links.

Be sure to poke around in our hamburger menu (top right of the page) under “Things to Know and DO” for restaurant, fun things to do and parking recommendations!

Captain Green

Captain Green Newport Sailing Captain
Newport Sailing 👍🏻

On Watch Sailing

On Watch Newport Charters
In Newport RI

Captain Sam

Captain Sam, Private Charters
Rocking the private charters


Lyra with daily private charters
Icon of Newport RI

Repeat Guests

Come back for another Newport Charter
Enjoying Newport RI


Tour Newport aboard Wren
Tour Newport RI