Best results for Sailing in Oyster Bay, NY

Private moonlight sail past the Manhattan skyline and Statue of Liberty

Private 2-hour sunset sail with New York Harbor landmarks

Sail New York Harbor on a private 2-hour daytime charter

Private 3-hour sail past the Statue of Liberty from Jersey City

Take the helm for hands-on sailing beneath the Manhattan skyline

Private sail past the Statue of Liberty and New York Harbor landmarks

Golden-hour harbor views from a private classic sailboat

Sail past New York Harbor landmarks on a private daytime outing

See Manhattan's illuminated skyline from a private evening sail

Private sail around New York Harbor for up to 6 guests

Sail New York Harbor in a small group, with skyline and Statue of Liberty views

Charter the 60-foot Oyster Sloop CHRISTEEN for a private cruise

Charter the Ida May for a private sail with up to 44 guests

Learn sailing fundamentals with hands-on instruction on the Hudson River

Take in NYC sunset views from a quiet sailboat

Sail past NYC’s lit-up skyline on the Clipper City at night

Sail New York Harbor on a private 2-hour charter for up to 6 guests

Sail New York Harbor on a private 3-hour charter for up to 6 guests

Private 2-hour sunset sail for up to 6 with Statue of Liberty views

Sail past Manhattan’s night skyline on a private 1.5-hour charter

Sail a Catalina 34 and build practical skills in 2.5 hours

Get hands-on sailing practice in New York Harbor on a Catalina 34