Let's Go Sail the York River in Gloucester Point Virginia
Overview
Couples and families enjoy a unique opportunity to sail their own 32-foot sloop with all the modern conveniences. Or sit back and relax in the cockpit or up on the bow of the boat for greater privacy. Great idea for engagement, birthday, anniversary or surprise gift.
Private, hands‑on sailing on the beautiful York River just minutes from Williamsburg. Steer the boat, learn local history, spot dolphins, or simply relax. A peaceful, unforgettable experience for couples, families, and anyone seeking the region’s top sailing adventure.
What's Included
- Bottled water
- Privacy on a cushion up on the bow.
- Learn to sail in 20 minutes. Grab the helm!
- Run the helm as you learn to sail. Hoist the spinnaker for downwind sailing. Swim off the aft if the wind dies.
- Photos provided for free of your excursion.
- Absolutely no illegal drugs onboard.
Meeting Location
8109 Yacht Haven Road
Gloucester Point, VA 23062, 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
Experience the region’s top‑rated private sailing adventure just minutes from Williamsburg and Yorktown. Step aboard a comfortable 32‑ft sloop for a peaceful, hands‑on sail on the beautiful York River, where steady breezes, open water, and stunning views create the best sailing conditions in Tidewater Virginia. Every charter is fully private (up to 6 people max), giving you the freedom to steer the boat, learn sailing basics, or simply relax on deck. Spot dolphins in warm months, enjoy wide‑open river scenery, and escape the crowds for an unforgettable experience perfect for couples, families and anyone seeking authentic coastal adventure. Great for romantic getaway.
Additional Info
- Confirmation is instant and will be received at time of booking
- Wheelchair accessible
- Transportation options are wheelchair accessible
- All areas and surfaces are wheelchair accessible
- Service animals allowed
- Not recommended for travelers with poor cardiovascular health
- Suitable for all physical fitness levels
- Infants and small children can ride in a pram or stroller
- Infants are required to sit on an adult’s lap
- Friendly dogs welcomed.
- This tour/activity will have a maximum of 6 travelers
Frequently Asked Questions (9)
Q: Will I get seasick on Let’s Go Sail the York River in Gloucester Point Virginia?
Cancellation Policy
Still have questions?
We're here to help.
Activity code: C-211668P1
Traveler Photos
Reviews
Average 4.95 out of 5 stars based on 168 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).
- Bottled water.
- Privacy on a cushion up on the bow.
- Learn to sail in 20 minutes. Grab the helm!.
- Run the helm as you learn to sail. Hoist the spinnaker for downwind sailing. Swim off the aft if the wind dies.
- Photos provided for free of your excursion.
- Absolutely no illegal drugs onboard.
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 2025The minimum age to participate is 1. This tour requires at least one adult to accompany children..
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 Let's Go Sail the York River in Gloucester Point Virginia is as follows:
- Wheelchair accessible
- Transportation options are wheelchair accessible
- All areas and surfaces are wheelchair accessible
- Service animals allowed
- 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 Let’s Go Sail the York River in Gloucester Point Virginia 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
- Bottled water
- Privacy on a cushion up on the bow.
- Learn to sail in 20 minutes. Grab the helm!
- Run the helm as you learn to sail. Hoist the spinnaker for downwind sailing. Swim off the aft if the wind dies.
- Photos provided for free of your excursion.
- Absolutely no illegal drugs onboard.
Additional Info
- Confirmation is instant and will be received at time of booking
- Wheelchair accessible
- Transportation options are wheelchair accessible
- All areas and surfaces are wheelchair accessible
- Service animals allowed
- Not recommended for travelers with poor cardiovascular health
- Suitable for all physical fitness levels
- Infants and small children can ride in a pram or stroller
- Infants are required to sit on an adult’s lap
- Friendly dogs welcomed.
- This tour/activity will have a maximum of 6 travelers
