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On Watch Experience

The highlight of your visit to Newport RI, we consistently offer the highest quality private sailing trips in the area. We work hard to make sure you have an amazing experience with On Watch Sailing.

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Reviews – Trip Advisor

Traveler's Choice
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Reviews – Google

EXCELLENT
64 reviews on
Danelle Fogle
Danelle Fogle
04/11/2023
I had my 40th birthday with On Watch sailing. I was a day I will always remember!!!! Thank you so much for all your hospitality…. I hope to come back every year to enjoy the experience again. I am a huge fan of everything you have to offer. This was a memorable experience we will never forget. Thank you!!!❤️❤️❤️
Sarah Martin
Sarah Martin
13/10/2023
Originally we were looking for whale watching in Newport but Green, with On Watch Sailing, informed me that they do not have whale watching in Newport. He was so nice answering all our questions, and after reading their reviews, we decided to go sailing with his company. So glad we did because we had a wonderfully relaxing time sailing with Emma! My 80 year old mom, 16 year old daughter, and I sailed for 1.5 hours and it was perfect!
Natasha Gibbs
Natasha Gibbs
25/09/2023
Definitely book your sailing experience with this company. Don't even hesitate. We booked day of for an afternoon 1.5 hr sail. Which I honestly thought wouldn't happen but it happened to work out. We had Capt Green and he was so welcoming and accommodating to my 2 year old and our party of 5. The launch place was easy to find. It was a gorgeous day and a beautiful boat and an all around fun time.
Vicki H
Vicki H
13/09/2023
We have done many of these sailing excursions in various places. This was one of our best experiences. Green was responsive from the start when I texted with a question, helped me decide on the perfect time to go and I don’t see how it could have turned out better. He and his first mate were knowledgeable and super friendly, gave us tips about the area, and took great care of us. The boat itself was really nice too. He even took some drone footage of us while we were out. An all around great experience, highly recommend!
Michael Ghiam
Michael Ghiam
11/09/2023
Amazing trip
Katie Dotto
Katie Dotto
05/09/2023
We took a private half day sail to celebrate my birthday and it was exactly what we hoped it would be. Green was an excellent captain and took us to see the mansions from the water. He gave us our space to relax at the front of the boat and checked in on us to give us some local insight into what we were looking at. He also took pictures and shared a drone video that he took of the boat at sunset. Overall, I could not have pictured a better way to spend my birthday. We were so happy with our afternoon on the water. Thanks, Green!
Nirav Majmudar
Nirav Majmudar
04/09/2023
Great experience and smooth sailing. We were on the Lyra for the sailing. Both Green and Katie were knowledgeable and showed us the highlights. The sailing was smooth and fun. I would highly recommend doing this with Green.
Winston Noel
Winston Noel
24/08/2023
We had a fantastic sail on The Wren. Our captain Sam was friendly, well-informed and very willing to answer our (many) questions about the area. Highly recommended.
Katherine Maughan
Katherine Maughan
24/08/2023
Great experience with On Watch Sailing. Easy to book the sail, highly responsive to questions, etc. The private sail itself was fantastic with a great boat, fantastic (and knowledgeable) Captain, and a beautiful setting. They came recommended to us as the best place to charter a private sail in Newport, and did not disappoint!
Fatimah Fahmy
Fatimah Fahmy
24/08/2023
We had a really lovely sailing experience this afternoon. Captain Sam was incredibly kind and knowledgeable. He was also super patient with our 7 year old who asked him a million questions. He made her feel special and taught her a bunch of sailing terms. Would highly recommend
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