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Oyster Bay Sailing Experience 3 hr

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Rated on 1 provider · Why

  • Long Island
  • 3 hrs
  • Updated November 2, 2026

Sail Oyster Bay’s Gold Coast on a private three-hour charter, with mansion views, flexible departure times, and room for up to six guests.

About this tour

Set sail on Long Island’s Gold Coast aboard WINDSWEPT, a Jeanneau 36i, and enjoy a private three-hour outing on Oyster Bay. With room for up to six guests and flexible departure times, this Oyster Bay Sailing Experience suits a relaxed harbor tour, a special celebration, or a chance to learn a little about sailing.

A US Coast Guard-licensed captain with decades of sailing experience leads the charter. Admire the waterfront mansions lining the bay, lend a hand with the sails, or simply settle in with bottled water and ice. When conditions and your plans allow, take a refreshing swim or enjoy the scenery as the sun sets. Pool floats, a stand-up paddleboard, fuel, and a Bluetooth stereo are provided, and you’re welcome to bring your own food and drinks.

Reach the boat with a short launch ride from Oyster Bay Marine Center; free parking is available. Choose a departure time that works for your group, then make the most of your time on the water. Book your Oyster Bay Sailing Experience for a private Gold Coast escape shaped around your day.

Highlights

  • Sail past waterfront mansions along Long Island’s Gold Coast
  • Choose a flexible departure time for your private charter
  • Help sail the boat or relax with a swim
  • Take in the bay at sunset
  • Celebrate with friends, family, or colleagues

What's included

Included

  • Pool floats
  • Stand-up paddleboard
  • USCG-licensed captain
  • Bottled water and ice
  • Fuel
  • Bluetooth stereo

Ratings on each provider

The ratings and review counts each booking site shows for this tour.

Important information

  • Not recommended for travelers with poor cardiovascular health
  • Service animals are allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
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  • Access the boat via a launch service operated by Oyster Bay Marine Center; the ride takes 2–3 minutes
  • Free parking is available
  • Bring your own food and drinks if desired

How this score is calculated

This tour has no TourTruth score yet: Viator doesn't show a usable rating for it. It gets a score as soon as a provider lists one.

How the score works
  • Each provider rating is turned into a percentile: the share of that provider's ratings it beats, weighted by review counts.
  • Listings on different providers are combined in proportion to their review counts.
  • Tours with few reviews are pulled toward the average until more reviews come in, so a handful of perfect reviews can't top the list.
  • The result is shown from 0 to 10. Tours without a usable provider rating are not scored.

from $825

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