Join us for a personal experience aboard 44-foot Lyra or 35-ft Wren

For trips aboard LYRA Call 401-239-2229 or email
For trips aboard WREN Call 508-847-3244 or email
Book a Trip

Enjoy the yachting experience with just you, your guests, and Captains Green or Emma (Lyra) or Captain Sam (Wren)

Our private charters are perfect for couples, small groups, and families, proposals, small wedding groups, or a day trip. A day sailing tour with On Watch Sailing is the ultimate way to discover Newport, Narragansett Bay, and beyond. Do as much or as little as you like!

A 2-hour sail will take you by such notable landmarks as Fort Adams, Hammersmith Farm, Clingstone, and Castle Hill. On a longer sailing charter, see the Bellevue Mansions from the water, sail up to historic Bristol, circumnavigate Jamestown, or even anchor in an estuary for lunch. The choice is yours!

Of course, sipping your favorite beverage while watching the sunset over Jamestown the perfect way to finish your trip and to start your evening. Be sure to note the Notes & useful tips section on this page.

Are you looking for instruction or help choosing a cruising sailboat of your own? Many of our guests prefer a combination of fun, relaxation and learning. We do that too.


Notes & useful tips...

Our boats take up to 6 guests and every sail is private.

There is not a structured tour, but we are very knowledgable about the area sights.

A gratuity is customary if you enjoy your sail.

We are family friendly and based in Newport, Rhode Island.

Bringing finger foods and beer or wine (no hard liquor please) is encouraged.

Bottled water is provided.

There is a short water taxi ride from shore to Lyra.

For catering options, click on What About Catering in the FAQ.

Even on an overcast day consider sunblock and a hat with a tether.

There are almost always opportunities to take great photographs on the water around Newport, so bring the camera.

While we have warm blankets and some jackets, it's a good idea to bring an extra layer.

We provide bottled water. Many customers like to bring some wine or beer (no hard liquor please).

hammersmith farm private sail


Within of 96 hours of your reservation, any weather related cancellations MUST BE MADE BY ON WATCH. We are highly familiar with Newport's local conditions and will not take you out if there are any safety concerns or if you won't enjoy yourself.

Have more questions? Read our FAQ...