Welcome Aboard

Welcome to Out on the Water Sailing. After four great years of sailing and making friends with some truly wonderful people, Captains Toby and Chris have purchased truly wonderful charter boats to continue sailing distant shores together and separately. We are proud to offer many of the same great offerings as Out on the Water Sailing including our LGBT friendly programs.

Check out these chater pages to connect and book an awesome day or extended charter:

Capt. Toby Captain Toby is currently chartering a Luxurious 52' Tayana, "Starlight," out of Sag Harbor, the Caribbean and surrounding shores via Starlight Sailing Charters. In addition to chartering Starlight, he offers captaining services, vessel training for new boat owners, and sailing lessons.

Starlight Sailing Charters
Starlight is a stunning 52-foot Tayana sailing yacht with comfortable accomodations and large outdoor arrangement for you and your guests, and a roomy and rich solid teak interior. Starlight is as exhilerating to sail as she is to simply lounge aboard. She is well equipped to make your dream charter both memorable and fun. Starlight Sailing Charters offers full-day and half-day charters, weekend getaways and extended vacations out of Sag Harbor and New England during summer, and in Florida and the Caribbean during the winter.

For more information, visit www.sailstarlight.com
or facebook.com/sailstarlight
and contact Captain Toby at (917) 399-0686
or toby@sailstarlight.com.

Starlight Sailing Charters

Starlight Sailing Charters
Capt. Chris Captain Chris is has spent over a year refitting (and still going!) a Stevens 47, 'Moment' to charter in NYC, Ptown, and Florida via Moment Sailing Adventures.

Moment Sailing Adventures
The Sparkman and Stephens designed Stevens 47, 'Moment,' who's history includes a circumnavigation of the world will take you on a day, evening, or week-long sail in NYC Provincetown or points in between. She has three staterooms, two heads, a full galley and a tender named "Tary" to carry you ashore.

For custom needs beyond Moment's size or location, Moment Sailing Adventures will help you plan your next sailing vacation. From managing the details to professionally captaining your vessel, we'll get you to that serene anchorage with a warm breeze that you are craving. We will work with you to arrange a destination and an itinerary that is right for your group and then be on your charter captaining your vessel. The British Virgin Islands, Greece, and New England are some of our favorite destinations, but where do you want to sail?

For more information, visit www.sailmoment.com
and contact Captain Chris at chris@sailmoment.com

Moment Sailing Adventures

Moment Sailing Adventures