Long Island Sailing Trips

4 experiences to discover

Explore the best sailing trips tours and activities in Long Island. Our unbiased ratings help you find the perfect experiences for your trip.

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From $175

Sail the scenic waters of Greenport

Ice

From $550

Sail with an experienced captain

All Fees and Taxes

From $1200

Sail through scenic Sag Harbor

No charge for yacht equipment

From $600

Sail through Oyster Bay's serene waters

Pool floats