On Watch Sailing

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On Watch Sailing On Watch Sailing offers daily sailing cruises and tours for up to 6 passengers in Newport, RI. Newport Rhode Island, finest sailing on the East Coast!

Let us show you Newport Harbor, with its classic and mega-yachts and picturesque surroundings before venturing onto Narragansett Bay, with its rocky shoreline, lighthouses, beautiful bridge and mansions. With a capacity of up to 6 persons, Lyra and Wren sail daily from Newport, Rhode Island, from mid-April through the end of November. We offer private 90 minute, two-hour, 3 hour, half-day and full-day sails - as well as advanced sailing instruction. On Watch Sailing can accomodate up to 6 passengers on each boat on our day sails. We have the ability to keep your wine cold, warm up your food, and to play your favorite tunes. If we choose to anchor, there are hammocks to lounge in and the foredeck is perfect for sunbathing. As a small business, your enjoyment and general safety is our greatest goal. We pride ourselves on being flexible, from routing needs to special pickup locations. We will adapt our trip to your needs.

Did you know that a documentary is coming out about one of the last clashes during Prohibition? It happened right here i...
10/08/2026

Did you know that a documentary is coming out about one of the last clashes during Prohibition? It happened right here in Newport and the official story doesn’t match records. Newport’s Newport Classic Cruises boat Rum Runner II will be featured in the film. Follow along for a release date!

THE LAST RUN OF THE BLACK DUCK

https://www.blackduckproductions.net/

10/08/2026

We rolled a big one yesterday off Horse Head Estate in Jamestown. That’s a lot of happy guests and few miles of our own. These are most of the miles under our ownership of Lyra.

09/25/2026

Early nor’easter vibes. It’s not for everyone, but if this is your idea of a good time, it is a GOOD TIME on a well found vessel. Don’t worry, Lyra is safely on her mooring now, battened down and in the safest place she can be. Captains Green and Jack wish all affected the best of luck for in this blow - be safe everyone!

Just for fun: Would YOU sail with us in these conditions???

For the record - and for the living room sailors that know more than I do about my boat and my choice to sail it the way I do (who won’t read this anyway 😉). It may be interesting reading for the rest of you.

Lyra is a 1980 Reliance 44 ketch, custom built for a circumnavigation. She is massively overbuilt and did indeed circle the globe over an 11 year period under original ownership. The second owner sailed to Europe and back. I’ll be rolling 40k nautical miles later this week on the GPS that I installed a year into ownership (2009). That’s an average of 2,200 documented miles annually. While most of these miles have been day charters near Newport, I’ve been as far as the Bahamas on her.

I disassembled the rig last winter (2025-26), polished and inspected the hardware, and completely replaced the standing wire rigging.

Pertaining to the video, this was “fun” sailing. Not trying to be efficient, not trying to win races, not trying to be comfortable. Winds were 25, gusting 32kts. Sails were set so that on the high gusts it would look exactly like the video, a couple of reef rolls on my heavy weather Yankee jib and a reefed mizzen. The mainsail still had the sail cover on it. This left just enough power to punch through the chop when it wasn’t gusting. Tide was incoming against the wind, and at its strongest in the location of the videos - this was the steepest and most exciting part of the bay’s chop and therefore the place to take video. Chop was less than 2-ft. These are not even close to boat breaking and leak creating conditions for this boat. Note that waves are not coming close to washing over the foredeck, it’s basically just windy.

With an 11’6” beam, Lyra heels over a lot initially, and then stiffens up right about when the rail touches the water. This is because the narrow hull doesn’t have the buoyancy in the beam of the fat modern designs to give that initial stiffness. However, once the ballast weight kicks in, she’s very difficult to heel over further. When heeled over with the rail just off the water, her waterline is as long is it will ever be and is therefore at maximum hull speed. In short, the boat is literally designed to be sailed this way.

If you want to read up on my sailing resume, visit the website (onwatchsailing.com). For the purposes of this post, I will leave it at my safety record being intact and with a few miles under my belt.

🤙🏻

08/21/2026

It’s certainly not every day we see dolphins, but when we do they tend to be very active!

Sometimes another day in our “Newport Office” offers a window into the space race of sailing. How would you like to sail...
08/19/2026

Sometimes another day in our “Newport Office” offers a window into the space race of sailing. How would you like to sail around the world on one of these? While the boat is literally flying above the waves on hydrofoils?

Sign up for a taste of far horizons, served up for a couple of hours.
08/18/2026

Sign up for a taste of far horizons, served up for a couple of hours.

08/16/2026

Newport Hidden Cove Charters SCUP Scup on a gorgeous afternoon cruise

Address

Newport, RI
02840

Opening Hours

Monday 9am - 9pm
Tuesday 9am - 9pm
Wednesday 9am - 9pm
Thursday 9am - 9pm
Friday 9am - 9pm
Saturday 9am - 9pm
Sunday 9am - 9pm

Telephone

(401) 239-2229

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