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Sail in Newport RI

Newport, RI has it all - world class sailing, sightseeing and history

Real-time Availability - Book a Trip

On Watch Video | TripAdvisor Travelers' Choice 2022 | Instagram (Photos) | Our Boats: Lyra and Wren

Tour Newport Harbor, with it’s 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... All from the decks of Lyra, our 44-foot sailboat or Wren, our 35-foot Allied Seabreeze.

With a capacity of up to 6 guests, both boats sail on daily charters from Newport, Rhode Island, beginning mid-April through the end of November. We offer private two-hour, half-day 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.

Book a Trip
For trips aboard LYRA Call 401-239-2229 or email green@onwatchsailing.com | photos
For trips aboard WREN Call 508-847-3244 or email sam@onwatchsailing.com | photos

Healthy outdoor fun!

  • Private Day Sailing Trips aboard Lyra - 6 guests
  • Private Day Sailing Trips aboard Wren 4 guests (can take 6)
  • Sunset, 1.5, 2, 3, 4 and 6 Hour Cruises are available
  • Only the crew and your small group (6 or fewer) will be aboard
  • Enjoy fresh air, sunshine and rich local history on the water
  • The boats have lots of deck space for our guests
  • Bring snacks and beverages - beer, wine, champagne - no hard alcohol
  • RI State law: children 12 & younger will wear a lifejacket for the duration
  • Our boats carry all required safety gear, including life jackets

What we do...

Private Sails - Learn More...

Check out our most popular offering, sailing trips and tours dedicated just to you. We provide the boat and captain and you bring the people you like. On Watch specializes in providing a dynamic experience tailored to your preferences.


Instruction - Learn More...

Learn to sail, hone your boating skills or bounce ideas around before you buy a vessel. With 35 years of sailing experience, Captain Green can help.

Directions and Parking

Directions - Learn More...

Between Memorial Day and Labor Day we will meet you at the Oldport Launch Dock, next to the Mooring Restaurant. Otherwise, we will meet in front of Salt Water Restaurant. Plan to be there at least 20 minutes early. Click the button above for an interactive map.


Parking - Learn More...

Parking in Newport can be a challenge. Do you need insider information? Save time by visiting the page linked above for On Watch's interactive parking map.

About Us & FAQ

About Us - Learn More...

Located in Newport, On Watch was founded in 2011. We specialize in custom day trip sailing tours, charters and advanced instruction. LRYA is has sailed around the world and Captain Green has sailed all his life, in the New England area since 2005.


FAQ's - Learn More...

Our Frequently Asked Questions page will answer most of your questions, such as what to bring, what to wear, weather, food and drink... And why you will not get seasick.