Spend two hours aboard a private 36-ft Jeanneau in Oyster Bay Harbor with a USCG-licensed captain, stand-up paddleboard, swim platform and pool floats included. Ideal for sunset sails, casual swims, and hands-on introductory sailing on Long Island Sound.
More ways to explore the area's outdoor wonders
The bow cuts through a pale-green swell as WilDSWEPT unfurls its sails and the harbor opens: a fringe of stately waterfront homes, a working marina, and the constant, bracing breath of Long Island Sound. Wind picks at your jacket; gulls wheel and the captain calls out landmarks—piers, oyster beds, a distant headland—while the boat settles into an easy rhythm.
Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for most fitness levels; basic mobility to climb a short launch ladder and move on deck is helpful
Wildlife
History
Oyster Bay’s waterfront grew during the Gold Coast era; estates and yacht culture expanded in the late 19th and early 20th centuries while native oyster harvesting shaped the harbor economy earlier.
Conservation
The harbor supports shellfish beds and migratory birds; choose reef-safe products, avoid disturbing seabed habitats when swimming, and follow captain guidance to minimize wake near shore.
Reserve your spot on the Oyster Bay Two Hour Sailing Experience today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Arrive via LIRR or allow launch time
Take the Long Island Rail Road to Oyster Bay station or budget an extra 10–15 minutes for the marina’s 2–3 minute launch service from shore.
Pack layers and a windproof jacket
Even in summer the Sound can be chilly on the water—bring a light insulated layer to stay comfortable during evening or windy sails.
Protect your skin with reef-safe sunscreen
The sun reflects off the water; use reef-safe sunscreen and reapply after swimming to protect skin and local marine life.
Bring a small dry bag and a towel
Keep phones and valuables dry during swimming stops and store them in a compact dry bag for easy access aboard.
Windproof jacket
Blocks the offshore breeze and keeps you warm during cooler sails.
spring
Reef-safe sunscreen
Protects skin and reduces impact on local marine ecosystems.
summer
Non-slip deck shoes or sandals
Provides secure footing on wet decks and while boarding from the launch.
Towel and swimsuit
For swimming off the platform or using the included floats and paddleboard.
summer