Sail Trim Again, Westerly

4.8
#3 of 6 in Outdoors in Westerly
Boat Tour · Outdoor Activity
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Sail Watch Hill:

Departing Watch Hill, RI, Captain Jack Spratt offers his historic classic wooden Sailing yacht "TRIM AGAIN" for private Two (2) Hour Day or Sunset Charter.



Learn to sail a traditional wooden gaff sailboat. Spend a relaxing day on the water with a half or full day charter on this beautiful wooden yacht in the calm waters of the bay.

Lighthouse Tours, Historic Harbor Tours & Seal Watch, Birding or photography excursions to the Islands or Hamptons:

We offer a variety of programs listed here or we can create an excursion specifically to your needs. Perhaps a two hour tour of the NY, CT & RI shores, a half day excursion stopping for lunch at a seaside lobster shack, a sail into Mystic Seaport and private behind the scene tour by Captain Jack, a romantic sunset sail with your music playing in the background while you sip sparkling wine, a sailing lesson, seal watching or an excursion to a nearby island.
For travelers who use our online itinerary creator, Westerly holidays become easier to arrange, with trips to the Sail Trim Again and other attractions mapped out and timetabled.
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Sail Trim Again reviews

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TripAdvisor traveler rating
TripAdvisor traveler rating 5.0
63 reviews
Google
4.7
TripAdvisor
  • We had a perfect sail. Trim Again is a beautiful boat that is in impeccable condition. Captain Jack is exceptional. He is knowledgeable and shared so much information and history during our sail. He.....  more
    We had a perfect sail. Trim Again is a beautiful boat that is in impeccable condition. Captain Jack is exceptional. He is knowledgeable and shared so much information and history during our sail. He.....  more »
  • My husband, 12-year old daughter, a friend of hers and I joined Capt. Jack for a 3-hour tour in late July. When we travel we always enjoy learning more about the history and architecture. This is... 
    My husband, 12-year old daughter, a friend of hers and I joined Capt. Jack for a 3-hour tour in late July. When we travel we always enjoy learning more about the history and architecture. This is...  more »
Google
  • My wife and I were treated to the most wonderful sail on "Trim Again". Captain Jack was very informative of the local history of historic Watch Hill, Rhode Island. This is a " most do" if you are in the area. Can't beat the smell of the the fresh sea air to enliven your senses. Loved it!
  • Our party had a memorable time sailing with Captain Jack on his classic wooden boat. The whole coastal area is just amazing to view from the water. Learning some of the history of the sights we saw as well as sailing basics was great ! Everyone in our party agreed this was the best way to experience the true flavor of Watch Hill.

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