We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Sail Trim Again

Watch Hill Cove, Watch Hill, Westerly, RI 02891
+1 860-227-2339
Website
Share
Save
Review Highlights
Prefect day, memorable sail.

Jack was the perfect host. He shared plenty of history of Watch Hill with us (my wife and 12- and... read more

Reviewed 2 weeks ago
MichaelXYZ
,
Redondo Beach, California
via mobile
Engagement

Captain Jack exceeded the expectations I had for my engagement. He worked diligently with me to... read more

Reviewed 4 June 2018
Jen B
via mobile
Read all 53 reviews
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Overview
More
Sail & Motor yacht sightseeing, romantic sunset cruises, tours of Mystic Seaport Museum, affiliated with Ocean HouseFrom the Shores: Historic Narrated Harbor Tours - Enjoy a cruise aboard Encore or Trim Again and listen as Captain Jack shares the history of Watch Hill, Westerly, Block Island, Stonington, Fishers Island, Noank, Mystic, and New London.Private Mystic Seaport Tour - Charter a cruise to Mystic Seaport and explore the Museum with Captain Jack. Tour highlights include exploring the "Treasures from the Collections" exhibit, seeing the Danish workboat Gerda III and learning how the boat helped rescue Jews from Nazi-occupied Denmark, and climbing aboard the last wooden whaling ship in the world, the Charles W. Morgan. Sunday Mornings with Captain Jack -Sail or motor yacht to historic Stonington Harbor and take a narrated walking tour. Coffee and baked goods are provided.Rum Runners' Excursion - To commemorate the 80th anniversary of the end of Prohibition, take a journey back in time from Watch Hill, Westerly, Stonington, Mystic, Fishers Island and Greenport, NY, aboard Encore, a classic example of a 1920s rum-running seaworthy vessel. Special half and full-day charters are available, including the thrill of opening up the power of Encore's 700hp of speed, visiting a former speakeasy for lunch and drinks, and a private trap/door/bar tour.Oyster Farming Tour - Visit an oyster hatchery and go behind the scenes at Mystic Seaport and look at historic oyster tools and boats. Learn how oysters improve water quality and the variety of methods used to grow and harvest oysters. The program includes a tour of Mystic Seaport, a stop for lobsters at Abbott's Lobster in the Rough in Noank, and a sunset cruise home. Half and full-day charters available.American Museum of Natural History Great Gull Island Tour - A special opportunity for guests to volunteer tagging Terns.Block Island, Montauk, Newport and Sag Harbor full-day and overnight excursions.
  • Excellent100%
  • Very good0%
  • Average0%
  • Poor0%
  • Terrible0%
Travellers talk about
“captain jack” (38 reviews)
“mystic seaport” (10 reviews)
Closed Now
Hours
Hours Today: 9:00 am - 10:00 pm
LOCATION
Watch Hill Cove, Watch Hill, Westerly, RI 02891
CONTACT
Website
+1 860-227-2339
Write a ReviewReviews (53)
Traveller rating
Traveller type
Time of year
Language
All reviews
"captain jack"
in 38 reviews
"mystic seaport"
in 10 reviews
"beautiful boat"
in 7 reviews
"his knowledge"
in 7 reviews
"motor yacht"
in 6 reviews
"fishers island sound"
in 4 reviews
"surrounding area"
in 3 reviews
"weather was perfect"
in 2 reviews
"rich history"
in 2 reviews
"terrific tour"
in 2 reviews
"the perfect host"
in 2 reviews
"rhode island"
in 2 reviews
"new england"
in 2 reviews
"encore"
in 29 reviews
"model"
in 12 reviews
"aboard"
in 13 reviews
"voyage"
in 5 reviews
Filter

1 - 10 of 53 reviews

Reviewed 2 weeks ago via mobile

Jack was the perfect host. He shared plenty of history of Watch Hill with us (my wife and 12- and 10-yeast old daughters) before we ever left the dock and once we left shore he let each of us take the helm for a bit....More

Thank MichaelXYZ
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Captain Jack S, Owner at Sail Trim Again, responded to this reviewResponded 2 weeks ago

Michael, Thank you. Great weather. Great company for a sail. Capt. Jack

Report response as inappropriate
This response is the subjective opinion of the management representative and not of TripAdvisor LLC
Reviewed 4 June 2018 via mobile

Captain Jack exceeded the expectations I had for my engagement. He worked diligently with me to make sure everything from the pick up in the pristine model t with a history tour of watch hill, to the country playlist on the boat was spot on!...More

Thank Jen B
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 4 October 2017

We chartered Trim Again with Captain Jack on Monday October 2nd out of Watch Hill Harbor. It was a surprise for my wife and our 10th anniversary. What can I say, the boat is beautiful, comfortable and accommodating. Captain Jack provided fascinating history of everything...More

Thank gps046
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Captain Jack S, Owner at Sail Trim Again, responded to this reviewResponded 4 October 2017

Thank you Gary and Beth. Watch Hill on the water sailing In the fall can't be beat. Happy anniversary Capt. Jack

Report response as inappropriate
This response is the subjective opinion of the management representative and not of TripAdvisor LLC
See more reviews
Reviewed 23 August 2017 via mobile

We cruised with Captain Jack on the Encore. Both Encore and his catboat are maintained in Bristol fashion. He is helpful, informative, and makes your time on the water most pleasant. Would we get underway with him again? In a heartbeat! You'll feel safe and...More

Thank Michael P
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Captain Jack S, Owner at Sail Trim Again, responded to this reviewResponded 24 August 2017

Michael, thank you for your review. Hope to see you next season. Regards, Jack

Report response as inappropriate
This response is the subjective opinion of the management representative and not of TripAdvisor LLC
Reviewed 18 August 2017

Captain Jack is awesome! My husband and I really wanted to sail on the Trim-Again with Captain Jack, and he accommodated us by rearranging his very busy schedule to take us out sailing. It is obvious that the Captain loves what he does! The Trim-Again...More

Thank kpradigan
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Captain Jack S, Owner at Sail Trim Again, responded to this reviewResponded 19 August 2017

Nancy and Kevin, thank you for your kind review. I enjoy sharing my boats and the history from these shores with special guests like you both. See you soon. Jack

Report response as inappropriate
This response is the subjective opinion of the management representative and not of TripAdvisor LLC
Reviewed 1 August 2017

We visited the southern coast of Rhode Island recently and stopped at Watch Hill for a two hour yacht tour of the coastline. Captain Jack Spratt hosted us on the Encore, a refurbished fishing boat. The boat was beautiful. Capt Jack took us out to...More

Thank tmj142
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Captain Jack S, Owner at Sail Trim Again, responded to this reviewResponded 2 August 2017

Thank you for your feedback. I enjoy the opportunity to share our areas rich history and beauty. Regards, Jack

Report response as inappropriate
This response is the subjective opinion of the management representative and not of TripAdvisor LLC
Reviewed 14 June 2017

Our history with Sail Trim Again, and specifically with Captain Jack Spratt, is very very special. We got engaged on our first boat tour with him and, recently, we brought our parents out for a tour shortly before our wedding in the area. He also...More

Thank Paige C
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Captain Jack S, Owner at Sail Trim Again, responded to this reviewResponded 14 June 2017

Thank you. It was a delight and honor to share with you both such an important and memorable moment in your lives. I look forward to your next visit. Regards, Jack

Report response as inappropriate
This response is the subjective opinion of the management representative and not of TripAdvisor LLC
Reviewed 1 June 2017

Was fortunate to able to get the last seat on Captain Jack Spratt's beautiful restored converted motor yacht, the Encore, out of Mystic Seaport in May of this year. Captain Jack volunteers his time and his boat to the benefit of Mystic Seaport ongoing restorations...More

1  Thank seaclusion100
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 31 May 2017

On an overcast day we boarded the ship Encore for a trip out to Fisher's Island and back to see the sites of the heyday of element seacoast hotels and the steamboat landings, some of which still remain. Our Captain Jack Spratt, yes that is...More

Thank lydiarap
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 29 May 2017 via mobile

We've been aboard Trim Again several times. This season we decided to go out with some great friends. What a beautiful day and amazing sail! The yacht is so comfortable to sail aboard, it doesn't heel over to far (in case people are nervous about...More

Thank 123newport1998
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Nearby
Nearby HotelsSee all 4 hotels in Watch Hill
Watch Hill Inn
30 reviews
.09 km away
Watch Hill Court
10 reviews
.10 km away
Watch Hill Harbour House
17 reviews
.12 km away
The Ocean House
823 reviews
.32 km away
Nearby Restaurants
Olympia Tea Room
298 reviews
.18 km away
St. Clare's Annex
88 reviews
.27 km away
Gramma's Gelato Cafe LLC
27 reviews
.27 km away
Ocean House Verandah Raw Bar
23 reviews
.24 km away
Nearby Attractions
Flying Horse Carousel
116 reviews
.26 km away
Napatree Point
113 reviews
.35 km away
Watch Hill Lighthouse
139 reviews
.50 km away
Ask a question
Questions & Answers
execeditor
20 September 2017|
AnswerShow all 2 answers
Response from Mary J | Reviewed this property |
We booked our tour through Mystic Seaport. There is a full list of tours and rates on the Sail Trim Again website. Trip Advisor won't let me include the URL in this post, but it's easy enough to find if you Google Sail Trim... More
0
Votes
Membership_Slide_Up_Placement_on_Attraction_Review
Get 10% off your next tour or activity booking.
Valid for new TripAdvisor sign-ups only.
Join TripAdvisor