Private Tour
Available languages
2 hours
Mobile ticket
Oyster Bay Harbor's natural beauty affords visitors a temporary respite from bustling city life. Oyster Bay is known for its spectacular sunsets, diverse wildlife, and the impressive estates that line the bay.
WINDSWEPT is meticulously maintained and equipped with modern amenities. Features include a fully shaded cockpit with an integrated swim platform, Bluetooth stereo, refrigeration, YETI soft cooler, and folding cockpit table.
Private sailing charters are perfect settings for celebrating special occasions, enjoying a relaxing day on the water with family and friends, or hosting memorable client events.
Those coming from NYC can take the Long Island Railroad (LIRR) from Penn Station to the Oyster Bay stop, which is steps to the marina!
Service animals allowed
Public transportation options are available nearby
Not recommended for travelers with poor cardiovascular health
Suitable for all physical fitness levels
For a full refund, cancel at least 24 hours before the scheduled departure time.
Pool floats
Stand up paddle board
USCG Licensed Captain
Fuel
Bottled water and ice
Bluetooth stereo
Sail Long Island's Gold Coast on WINDSWEPT, a beautiful 36ft Jeanneau! Private charters accommodate up to 6 guests and are perfect for celebrating special occasions, learning to sail, hosting client events, or taking professional photos. During your charter, you will tour historic Oyster Bay Harbor and enjoy great views of the waterfront estates that line the bay. While aboard, you are free to choose your own adventure! Sunbathe on the deck or relax in the spacious cockpit, take part in sailing the boat, or cool off with a refreshing swim! WINDSWEPT is equipped with an integrated swim platform, several floats, and a standup paddle board! Use of all equipment is included in your charter. Plan an evening charter to enjoy spectacular views of the sunset! Your charter includes a U.S. Coast Guard licensed captain with decades of sailing experience and local knowledge of Oyster Bay Harbor and Long Island Sound!
2 reviews
Total reviews and rating from Viator & Tripadvisor
Massimo P,
Aug 24, 2025
- Review from Viator
Went with five friends for a sunset sail. This is an incredible experience! Booking was easy, and we had amazing views of the local area. Capt. Jonathan went above and beyond to make sure everyone was having a great time. Can’t recommend this experience enough!
A749QTheatherd,
Jul 25, 2025
- Review from Tripadvisor
Phenomenal experience. Captain Jonathan kept our group informed and made sure we had a great time. 11/10 would do it again!
Operated by Windward Sailing Charters