“Relaxing, educational and unforgettable!” DH

Enjoy a sailing tour on the protected waters of Little Narragansett Bay and Fishers Island Sound aboard the Historic Catboat TRIM AGAIN.

"The best part of our stay at the Ocean House,

sailingTrim Again." SJM

The Mission of Sail Trim Again; to enrich guest experience through historical, nature and environmental tours and Romantic moments for a lifetime of memories aboard  Historic sail & motor yachts, TRIM AGAIN & ENCORE.

"Thank you for a beautiful evening, the perfect ending to an incredible holiday. The sunset was indescribably amazing." Emma

 Classic Sail & Motor Vessel Charters out of Watch Hill 

 TRIM AGAIN 

 Historic Catboat Sailing Yacht 

2 Hour, Half & Full Day Private Excursions  

      Romantic Sunset Cruises- Learn to Sail 

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    Captain Jack Spratt offers his historic classic wooden Catboat Sailing Yacht, TRIM AGAIN, for private (just you & your guests),  (2) hour,  (3) hour day sails, sunset sails, moon-light sails, and half or full day excursions for up to six guests. Everyone is encouraged to sail the boat. Learn about the Mansions, Lighthouses, Fort, People, History of  Watch Hill, R.I., Fishers Island, N.Y. and Historic Stonington, CT.  Experience the natural beauty of the barrier beaches, marsh land, Bay and sound. Observe the migratory shore birds, Ospreys, Eagles, Oyster farms and the draggers and scallup boats. See how the great storms  changed the landscape.  Interested in a family gathering? Sailing aboard a classic wooden yacht, listening to the sounds of the water lapping on the hull the sound of the wooden spars taking up is the perfect venue for a romantic date, anniversary, engagement, intimate wedding, or a sunset sail with sparkling wine!  Interested in learning to sail?  Capt. Jack makes it fun, informative and relaxed. 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.

Two Hour Sail: $500

Sunset, Two Hour: $600 (included sparkling wine)

Catering available.

 

ENCORE

ENCORE

 

Historic Sword-fishing vessel, converted into a beautiful sea-going Yacht.

 

Capt. Jack offers 2 hour (day & sunset) charters. 3 hour cruise, with a stop for lunch at a seaside restaurant. A half or full day excursion aboard the historic ocean capable swordboat ENCORE. Historical tours of the islands, lighthouses, mansions, and villages, passing through three states.

 

Learn about the Mansions, Lighthouses, Fort, People, History of  Watch Hill, R.I., Fishers Island, N.Y. and Historic Stonington, CT.  Experience the natural beauty of the barrier beaches, marsh land, bay and sound. Observe the migratory shore birds along the beach. Ospreys nesting and Eagles flying overhead. Watch the endangered Terns diving into fish boils. Discover the local Oyster farms and the commercial fishing draggers and scallup boats. See how the great storms  changed the landscape. 

 

Interested in a family gathering? A classic wooden yacht is the perfect venue for a romantic date, anniversary, engagement, intimate wedding, or a sunset with sparkling wine! 

 

Capt. Jack makes it fun, informative and relaxed. 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.

 

Enjoy a family boat cruise or a bachelorette party, engagement, spectacular sparkling wine sunset cruise. Harbor seal and migrating bird adventures in the spring and fall. Trips to Montauk ( for lunch) , East Hampton, Sag Harbor, Block Island, Mystic, Stonington, Pawcatuck River (named a Wild & Scenic River), Historic Thames River ( home to the U.S. Sub Base, U.S. Coast Guard Academy, Revolutionary War Forts), Harvard-Yale Rowing Regatta ( Capt. Jack rowed varsity for Cornell (All Ivy) and team USA and coaches rowing at the U.S. Coast Guard Academy offering insight and history of the regatta), Newport (jazz festival, Victorian Mansion tour). Water taxi service for golfers lucky enough to play  Fishers Island famous golf course. Choose half or full day excursions and Capt Jack will develop a custom itinerary that could include Jack giving you a guided tour of Mystic Seaport Museum, Block Island, Historic Stonington, Sag Harbor, Newport. Capt. Jack is a recognized local historian, his books and historical articles appear in local media, including the Ocean House and Weekapaug Inn Magazine, Hill, Pond & Preserve/ Stroll magazine. Jack and his yachts have appeared in local  documentaries, local TV news and television shows including, This Old House, Beachfront Bargin Hunt, fashion magazines and in the movie Hope Springs. 

Classic wooden Motor Yacht

"Jack, thank you so much for a truely stunning and informative evening tour. It was the highlight of our trip to the east coast and Ocean House." Brooke

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2 Hour:   $500

 

Sunset 2 Hrs: $600 (includes sparkling wine) 

Catering available; Ocean House,  St. Clair's, Sandy's, Misquamicut Sandwich

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ENCORE Historical 3 State, Lighthouses, Mansions Adventure

Beautiful Yachts

Enjoy the luxury of these special yachts and spend a few hours relaxing, reacquainting with a loved one, family or friends.  Special occasions such as an engagement, marriage vows, birthday, anniversary, or retirement are perfect while aboard the gaff rigged TRIM AGAIN or the beautiful 700 HP wooden motor yacht ENCORE. Captain Jack has a well-deserved reputation for making these excursions very special and memorable.

 

Experiences in Pictures

Visit us right in the village of Watch Hill, RI - a very short walk from the Ocean House.  We have one free parking space at our floating dock.

 

 Visit us in Maine and Explore the beautiful Damariscotta River aboard SANDPIPER.

 

Visit us in Damariscotta, Maine for Excurssions

aboard the historic lobster cruiser SANDPIPER

Capt. Meredith Spratt Livingston and her mate Logan will make your experience very special.

For More Information:

www.sandpipermaineexcursions.com

Call: 860.395.9836