'The best boat ride I have had ever!' W.E.

 Sail  & Motor Yacht

Charters - Tours

      Romantic Sunset Cruises

 Learn to Sail 

    Water Taxi 

     1/2 & Full Day  Adventures

The best part of our stay at the Ocean House was sailing Trim Again. SJM

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  TRIM AGAIN:  Sail

     ENCORE:  Motor  

  PIXIE:  Racing

 

  TRIM AGAIN

Captain Jack Spratt offers his historic classic wooden Sailing Yacht, TRIM AGAIN, for private two (2) hour, three (3) hour day sails, sunset sails, moon light sails, and half & full day excursions. Everyone is encouraged to sail the boat. Capt. Jack will tell you about the interesting people and history of the area. Interested in a family gathering? TRIM AGAIN 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, and you'll learn on this beautiful traditional wooden gaff rig 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.

2 Hrs

$400

 

Sunset 2 Hrs

$500 (includes sparkling wine)

Catering available

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

ENCORE

A 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

Come aboard Capt. Jack's stunning, beautiful and fast motor yacht, ENCORE, for historical three-state lighthouse, mansion, wildlife tours of historic harbors; Watch Hill, RI, Stonington, CT and Fishers Island, NY, sunset cruise, romantic cruises, full & half day excursions.  Captain Jack provides unique insights regarding the region's history, wildlife and those who make a living from these shores.

We offer a variety of programs listed here or we can create an excursion specifically to your needs. Perhaps a two- or three-hour tour of the NY, CT & RI shores, a half day excursion stopping for lunch at a seaside lobster shack, a full day charter and private tour with Capt. Jack to Mystic Seaport Museum, romantic sunset sail or motor yacht cruise with your music playing in the background while you sip sparkling wine, seal watching or an full day excursion to a nearby islands, historic places and towns. Or a full day trip to the Hamptons, or Newport, or Block Island, or Historic New London (Submarine Base, Coast Guard Academy, Electric Boat Submarine contractor, Revolutionary War forts.)

2 Hrs

$400

 

Sunset 2 Hrs

$500 (includes sparkling wine)

Catering available

 

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Water Taxi Service: 

To and from Fishers Island, Sag Harbor, Montauk, New London, Stonington, Mystic, Newport, Block Island, East Hampton, Greenport, Shelter Island

 

ENCORE Historical 3 State, Lighthouses, Mansions Adventure

PIXIE

Experience Sailing a classic wooden racing sloop, the famous Herresoff Watch Hill 15. Departing from Watch Hill Yacht Club. Must take YC luanch out to her mooring. Two (2) guests limit.

2 Hrs

$500

         

 

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. Experience the thrill of sailing the historic racing sloop PIXIE.  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.