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Sail with Captain Tom on a 30-foot cruiser/racer sailboat, which has sailed in Western Long Island Sound for years. In the hot summer days of July and August, we beat the heat by heading north to Westchester County -- New Rochelle is around 1 hour by car from Manhattan. And in minutes you are on a sizeable sailboat heading into the ocean seas of the Long Island Sound with the Manhattan skyline in the background. Want to get some sailing lessons too? We can find a flexible way for you to gift a loved one a special outing on the water, to celebrate an anniversary or graduation moment. If you have any questions, we can answer those through GetMyBoat’s messaging platform before you pay. Just hit, “Request to Book” and send us an inquiry for a custom offer.
I have loved being on the water since the mid-1960s when I first sailed in Newport Beach, California. All my life I've looked for occasions to get on a boat whether my preference (a sailboat) or windsurf or powerboat. I've been sailing out of Western Long Island Sound (roughly 1 hour outside Manhattan) since 2019 and have really loved the mix of the best ocean-type sailing conditions near NYC with glorious views of sunsets and the Manhattan skyline in the background. Safety is a priority for me. And I offer a combination of hands-on custom-tailored sailing outings and relaxing sun-and-swim events and other possibilities.
You’ll get directions to the departure location when you make a booking.
Full refund up to 5 days prior.
Planning for a sailing outing is hard because of the unpredictable behavior of the weather esp in July and August. Typically I book a customer with a range of 1-or-2 days so that we have some flexibility to choose the best date weather-wise before the final choice of sailing time. I like to keep my customers well informed of the weather forecast as we approach a date. The pricing is to book the outing, which usually last for 3-4 yours depending on the weather and the customers' preferences.