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Sail Trim Again

54 reviews
Watch Hill, RI, USA
About Sail Trim Again
Two hour Private Sailing & Motor Yacht Adventures: - Sailing Watch Hill aboard classic TRIM AGAIN - Romantic Sunset Sails - Sailing Lessons - Three State Historical Lighthouses, Mansions & wildlife Cruise. - Half & Full day Sailing & motor yacht Excursions - Water Taxi Service Sightseeing, romantic sunset cruises, Three State motor yacht tours, Historical Narrated Harbor Tours - Enjoy a cruise aboard Encore or Trim Again and listen as Captain Jack shares the history of Watch Hill, Fishers Island and Mystic area.
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Hours Today: 10:00 AM - 10:00 PM
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Reviews (54)
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1 - 10 of 54 reviews
Reviewed July 14, 2019

Went out for a 2-hour afternoon sail. The guy who owns and operates the boat is really friendly, interesting, and relaxed. Learn some sailing, learn some local history, have fun. It was a really enjoyable time. Having done it, it does not surprise me one...More

Date of experience: July 2019
Thank RF9054
Captain Jack S, Manager at Sail Trim Again, responded to this reviewResponded July 15, 2019

Thank you for your kind review. It was great having you both on Trim Again. Best, Capt. Jack

Reviewed July 2, 2018 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

Date of experience: June 2018
Thank MichaelXYZ
Captain Jack S, Owner at Sail Trim Again, responded to this reviewResponded July 3, 2018

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

Reviewed June 4, 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

Date of experience: June 2018
1  Thank JenB1103
Reviewed October 3, 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

Date of experience: October 2017
Thank gps046
Captain Jack S, Owner at Sail Trim Again, responded to this reviewResponded October 4, 2017

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

Reviewed August 22, 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

Date of experience: August 2017
Thank Michael P
Captain Jack S, Owner at Sail Trim Again, responded to this reviewResponded August 24, 2017

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

Reviewed August 18, 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

Date of experience: July 2017
Thank kpradigan
Captain Jack S, Owner at Sail Trim Again, responded to this reviewResponded August 19, 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

Reviewed July 31, 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

Date of experience: July 2017
1  Thank tmj142
Captain Jack S, Owner at Sail Trim Again, responded to this reviewResponded August 2, 2017

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

Reviewed June 13, 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

Date of experience: May 2017
1  Thank Paige C
Captain Jack S, Owner at Sail Trim Again, responded to this reviewResponded June 14, 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

Reviewed May 31, 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

Date of experience: May 2017
1  Thank seaclusion100
Reviewed May 30, 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

Date of experience: May 2017
Thank lydiarap
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September 19, 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