Chartering is easy
Out on the Water Sailing offers day, weekend and extended crewed charters in NYC, New England and beyond.We pride ourselves on making our charters exciting, relaxing and unique. We freshly prepare healthy meals with the best local ingredients we can source from each fantastic destinations and can set you on your way to enjoying a full range of water and land based adventures available at each spot. Overnight charters typically include most meals, but leave a few out (depending on the number of days) to give guests time to check out local restaurants. We can happily accommodate most special requests. Day charters typically include a delicious array of healthy snacks.
For the first half of the Summer 2012 season, Out on the Water Sailing will offer cruising opportunities out throughout New England to great destinations including: Boston, Marblehead, Martha’s Vineyard, Cuttyhunk, Cape Cod and Provincetown where she will take on classes and charters. We choose every destination based on beauty, the array of things available and solitude. While some spots are happening, others are beautifully secluded.
Pearl, highlighted in our fleet page, has comfortable accommodations for up to 6 guests for the day or 4 overnight and are well equipped for overnight and extended cruising.
Day Sail
We will be offerig day sails for up to 6 guests in Provincetown. The private two to five hour sail brings you for fun and a scenic ride in beautiful New England waters during which you can either lay back and enjoy the hospitality or become involved in the sailing at your leisure.
View the schedule and Contact us to reserve or for custom arrangements.
Coastal New England Weekend Adventure
Come aboard our 42' sloop, Pearl, Friday evening and sail the weekend out of lovely Boston Harbor. After dinner out on the town and a night at our mooring, we'll enjoy Saturday breakfast aboard before sailing to one of our many fantastic typical destinations. Once there, we'll have an afternoon to see the sights and an evening ashore for dinner. After breakfast on Sunday, we'll leave our destination behind and head back to port.
This trip includes provisioning for breakfasts, lunches and snacks aboard. We also supply all the bedding and towels for nights aboard Pearl.
Pearl provides fabulous accomidations for a group of up to four or a couple. You can either use your time aboard with us to get into the action of sailing the boat or sit back and let us do the work.
$2,400-3,200 ($600-800pp) for up to four guests aboard Pearl
For more about charters and lessons outside of New York and New England area, see our Destinations page.
Contact us to book a charter today!














