Oyster Bay Two Hour Sailing Experience
Overview
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!
What's Included
- Pool floats
- Stand up paddle board
- USCG Licensed Captain
- Fuel
- Bottled water and ice
- Bluetooth stereo
Meeting Location
5 Bay Avenue
Oyster Bay, NY 11771, USA
Detailed check-in instructions, including the exact address, are provided with your booking confirmation.
This activity ends back at the meeting point.
What To Expect
Sail Long Island's Gold Coast on WINDSWEPT, a beautiful 36ft Jeanneau sailboat moored in Oyster Bay, NY! 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, enjoy a cocktail, 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. Schedule 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!
Additional Info
- Confirmation will be received within 48 hours of booking, subject to availability
- Service animals allowed
- Public transportation options are available nearby
- Not recommended for travelers with poor cardiovascular health
- Suitable for all physical fitness levels
Frequently Asked Questions (9)
Q: Will I get seasick on Oyster Bay Two Hour Sailing Experience?
Cancellation Policy
Still have questions?
We're here to help.
Activity code: C-417228P1
Traveler Photos
Reviews
Average 5.00 out of 5 stars based on 2 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor
Additional Info
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Frequently Asked Questions (9)
The answers provided below were previously given in response to questions from Cool Shore Excursions customers.
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If you have any doubts about becoming seasick on the water, we recommend taking a Dramamine® Motion Sickness Relief tablet the night before your trip. Some people recommend taking it the night before your cruise and then again that morning so you will not feel so drowsy.
Feb 2023- For a full refund, you must cancel at least 24 hours before the tour start time.
- If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
- Any changes made less than 24 hours before the tour start time will not be accepted.
- Cut-off times are based on the tour local time (EST).
- Pool floats.
- Stand up paddle board.
- USCG Licensed Captain.
- Fuel.
- Bottled water and ice.
- Bluetooth stereo.
This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
Apr 2025There is no minimum age for this tour, so bring your wee one along for an adventure..
Apr 2025If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.
If you find a date and time that works for you, book it NOW because things always sell out at this time of year.
Apr 2025Accessibility information for the Oyster Bay Two Hour Sailing Experience is as follows:
- Service animals allowed
- Public transportation options are available nearby
- Not recommended for travelers with poor cardiovascular health
- Suitable for all physical fitness levels
Detailed check-in instructions – including meeting point address, Google map, and parking information – for Oyster Bay Two Hour Sailing Experience will be included in your confirmation email from Cool Shore Excursions. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!
Mar 2024Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.
Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.
If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.
Oct 2026What's Included
- Pool floats
- Stand up paddle board
- USCG Licensed Captain
- Fuel
- Bottled water and ice
- Bluetooth stereo
Additional Info
- Confirmation will be received within 48 hours of booking, subject to availability
- Service animals allowed
- Public transportation options are available nearby
- Not recommended for travelers with poor cardiovascular health
- Suitable for all physical fitness levels
