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 in New York Harbor typically include a delicious array of healthy snacks.
For the first half of the Summer 2010 season, Out on the Water Sailing will offer cruising opportunities out of New York Harbor on both our J22, “Wanderlust” and the 42ft Chantiers Beneteau, “Pearl”. After the 4th of July, Pearl will begin sailing throughout New England to great destinations including: Mystic and Essex Connecticut, Fisher’s Island, Shelter Island, Sag Harbor, Montauk, Block Island, Newport, Martha’s Vineyard, Cuttyhunk, Cape Cod and Provincetown where she will take on classes and charters. Wanderlust will remain in New York Harbor for day charters throughout the summer and fall of 2010. 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 and is well equipped for overnight and extended cruising. Wanderlust can accommodate up to 4 guests for day charters.
Weeknight Sail
For a taste of sailing on week night summer evenings, reserve our Weeknight Sail. The private two hour sail brings you for fun and a scenic ride around New York Harbor and along the Hudson during which you can either lay back and enjoy the hospitality or become involved in the sailing at your leisure. Offered Monday - Thursday 7:30 - 9:30pm May 2nd - September 9.
$295 for up to 4 guests
Weeknight Sail 5-pack
$999
Contact us to reserve the 5-pack or for custom arrangements.
Coastal New England Weekend Adventure aboard Pearl
Come aboard our 42' sloop, Pearl, Friday evening and sail the weekend out of lovely Sag Harbor. After dinner out on the town and a night at our tranquil mooring, we'll enjoy Saturday breakfast aboard in beautiful Sag Harbor before sailing to one of our many fantastic typical destinations like Shelter Island, Stonington, Fisher's Island or Mystic. 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 Sag where we'll have ample time to relax before catching evening transportation back to the city.
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.
$3,000.00 for up to four guests
Finding the best way or a new way to experience New York city in a day's time can be a real challenge. In attempt to solve that obstacle, ShopNYC Tours and Out on the Water Sailing have teamed up to create an unparalleled, action-packed experience in one day! With our Sales & Sails day in New York, you will spend 1/2 a day with a top-notch shopping tour guide and the other half with a captain sailing around bustling New York Harbor aboard your privately chartered 22ft sloop, Wanderlust.
ShopNYC Tours provides unique, behind-the-scenes shopping and lifestyle experiences for a wide range of shoppers from the splurging fashionista to the frugal recessionista. On our shopping excursions, tourists and locals alike discover hidden gem boutiques with their very own style-savvy guide. Did we mention our shoppers receive exclusive discounts? And guys—don't be shy—we cater to male shoppers too! With this exclusive Sails and Sales promotion, ShopNYC Tours will be offering an All-in-One Shopping Tour, complete with a mix of trendy chic boutiques, hip vintage boutiques, men's fashion boutiques and a handful of SALES hotspots! On this tour, you'll also enjoy strolling the streets of unique Manhattan neighborhoods including Soho, Nolita, Noho and Greenwich Village—where, after you shop til you drop—you'll meet your group for lunch!The program is designed for groups of 4 or 8 people. 1 Group of 4 will shop in the morning and sail in the afternoon and the other group of 4 will do the opposite. We will all meet for lunch in the West village and then continue on with our new adventure. Up close and personal with the Statue of Liberty and an insider scoop on the hottest NYC boutiques in one day—what else is there to accomplish in the city?
$1995 per group of 4
Contact us for reservations or custom arrangements.
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!















