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Oyster Bay Sailing Experience 2 hr

TourTruth score 7.2 out of 10

AverageTop 33% in Long Island

2 reviews · Rated on 1 provider · How we score

  • Long Island
  • 2 hrs
  • Updated October 31, 2026

Sail Oyster Bay Harbor aboard WINDSWEPT, with a shaded cockpit, pool floats, a paddleboard, and two hours on the water.

About this tour

Trade the city’s bustle for open water on an Oyster Bay sailing experience aboard WINDSWEPT. This two-hour private charter offers a relaxed way to take in Oyster Bay Harbor, where wildlife, waterfront estates, and glowing sunsets shape the view.

Settle into the shaded cockpit, enjoy music on the Bluetooth stereo, or make use of the swim platform, pool floats, and stand-up paddleboard. A USCG-licensed captain leads the outing, with fuel, bottled water, and ice provided. The boat also features refrigeration, a soft cooler, and a folding cockpit table. Whether you’re gathering with family and friends or marking a special occasion, Oyster Bay sailing gives you room to unwind on the water.

Reach the marina by car or nearby public transportation; the Oyster Bay LIRR stop is steps away. Boat access uses a launch service, with a short 2–3-minute ride from the dock. Book your Oyster Bay sailing experience and enjoy a refreshing change of pace on the harbor.

Highlights

  • Admire Oyster Bay Harbor’s wildlife, sunsets, and waterfront estates
  • Relax aboard WINDSWEPT in a shaded cockpit
  • Cool off with pool floats and a stand-up paddleboard
  • Enjoy music through the boat’s Bluetooth stereo

What's included

Included

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

Ratings on each provider

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

Important information

  • Service animals are allowed
  • Public transportation options are available nearby
  • Not recommended for travelers with poor cardiovascular health
  • Suitable for all physical fitness levels
  • Boat access is via a launch service from Oyster Bay Marine Center; the ride takes 2–3 minutes
  • Free parking is available

Frequently asked questions

How Long is the sailing experience?

The sailing experience lasts 120 minutes.

What is included?

The charter includes a USCG-licensed captain, fuel, bottled water and ice, pool floats, a stand-up paddleboard, and a Bluetooth stereo.

How do I reach the boat?

A launch service from Oyster Bay Marine Center takes 2–3 minutes to reach the boat.

Is parking available?

Free parking is available.

Can I get to the marina by public transportation?

Public transportation options are available nearby. The Oyster Bay LIRR stop is steps from the marina.

How this score is calculated

This score is based on one provider. Viator rates it 5.00 from 2 reviews. We place that rating among all Viator ratings and weight it by its review count. If the tour is found on another provider later, both ratings are combined.

How the score works and rating distribution in Long Island
  • 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: this tour scores 7.2. Top 33% in Long Island means it ranks in the top 33% of tours in Long Island by this score.

Provider rating distribution in Long Island

How many tours in Long Island have a provider rating at or below each value. The dashed line is this tour.

  • Viator

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