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The 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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EXCELLENT 109 reviews![]()
Katie Ray23/09/2025 We did the 2.5 hr charter on the Scup boat with Capt. Jack and it was AWESOME! Capt. Jack was very knowledgeable of the area and shared its history with us while as we cruised around the area. Highly recommend taking a private charter so you can tailor the trip to what you want to do/see and is much more relaxing and fun! Once you book your trip, you are sent detailed instructions detailing when/where to meet making trip planning very easy. To get to the boat, you take a short trip on a water taxi to bring you to your boat. Would definitely book another trip! Kaylee McAuliffe05/09/2025 We had an awesome day sailing with captain Green and Jack! They made sure we had a great day, toured Newport and kindly accommodated the 2 year old in our group. The boat access and communication was super clear and I would recommend On Watch to anyone visiting Newport looking for a fun and safe day on the water! Zirui Zhou31/08/2025 We booked for an 8PM tour and it was wonderful! Captain Sam was very friendly. The night was serene and starry. I would highly recommend sailing with On Watch Sailing! Katie and Brendan Lee25/08/2025 We chartered Lyra for a Friday evening sailing cruise to take our engagement photos. We had so much fun, and the OnWatch sailing team even helped our photographer with lighting, photo ideas, and getting great shots. They were also so much fun and had us laughing the whole time. Would a recommend this charter company to everyone! Laurie Beaty25/08/2025 Excellent day. Our Captain Green made us all feel comfortable and our First Mate, Owen provided knowledgeable information and history of the sites and area. A perfect afternoon. Highly recommended. Keith Spodek16/08/2025 Sam was great and the sailing trip was perfect. Diana Verrilli04/08/2025 Sam was an incredible host and captain. An exceptional sailor, he also educated us about other local vessels and the history of harbor front properties. Highly recommend! Corinne Simon01/08/2025 Wonderful private cruise. Explored area, swam and loved being on the water. Captain nice and knowledgeable Victoria Catino26/07/2025 We did a private sailboat charter for our elopement and it was amazing, Our captain Myles was excellent and went above and beyond to make our trip amazing. Highly recommend!!Load more
