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Sail from Williamsburg, Virginia - Book Your Virginia Sailing Experience on Varoom
Few experiences in Williamsburg offer the same blend of rarity and hands-on fun as sailing a modern sailboat, and in Virginia this is one of the most unique activities you can book; you can take the helm yourself or simply relax on the water while soaking in the local setting, making it an unforgettable choice for adventure-seekers, families, couples, and groups looking for a memorable event in Williamsburg.
About this activity in Williamsburg
Cancellation policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Highlights
- Sail a modern sailboat in the Williamsburg area - take the helm yourself for an authentic hands-on sailing lesson or relax and enjoy the scenery.
- Celebrate milestones with private bow seating on a cushioned perch - ideal for anniversaries, birthdays, or a romantic outing.
- Complimentary crew photos while underway and a real chance to spot local dolphins when you bring your dog on board.
- Enjoy a local perk: 10% off at the acclaimed marina restaurant at York River Yacht Haven after your cruise.
Important Information
- This activity is wheelchair accessible throughout; ADA accommodations are available with 24-hour notice and transportation options are accessible as well.
- Infants and small children may ride in a stroller or pram; shade and padded seating are provided for comfort during the cruise.
- Bring your own boxed lunch and preferred beverages - cold bottled water is supplied on board. Photography of the whole crew is included.
- No drugs or cats are allowed; service animals are permitted. Not recommended for travelers with poor cardiovascular health, but suitable for most fitness levels.
Meeting Point
Meet at the main guest dock at York River Yacht Haven marina in Williamsburg. Please arrive 15 minutes before your scheduled departure, look for the sailboat tied to the guest dock, and use the marina’s accessible parking and drop-off area if needed.
Includes
- Celebrate anniversaries or birthdays with private seating on a cushion up on the bow - a romantic option when you book an event in Williamsburg, Virginia.
- Enjoy a 10% discount at the acclaimed marina restaurant York River Yacht Haven when you visit the area.
- Receive complimentary photos of your entire crew at sea, including shots of you at the wheel.
- Bring your dog - dogs are welcome, and here they sometimes attract dolphins (true fact).
- Bring your own box lunch and beverages; cold bottled water is provided onboard.
- Learn to sail by taking the helm yourself and steering the boat during your experience.
Excludes
- No drugs allowed.
- No cats allowed.
Other
- Wheelchair accessible - all areas and surfaces are accessible to wheelchair users.
- Infants and small children can ride in a pram or stroller.
- Service animals are allowed.
- Transportation options are wheelchair accessible for your convenience.
- Not recommended for travelers with poor cardiovascular health.
- Suitable for all physical fitness levels.
- ADA accessible with 24-hour notice.
- Shade and a padded seat are provided for comfort during the trip.
Customer Reviews
10/10
Based on 10 Reviews
Summary:
Capt Bill was great. He made the trip very enjoyable and allowed everybody to participate. The experience was amazing and worth it
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Summary:
Capt Bill shared his boat and the afternoon with us. It was just the best time!! He shared American history, pointed out areas of interest, and allowed us to manage the boat under his direction. I recommend this highly. It was a great day and great time
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Summary:
My husband and I took a quick/small get away trip for our 30th Anniversary. We live only 3 hours from Williamsburg and have visited there and Yorktown a few times over the last 5 years. We were literally making plans on the drive. We landed on Captain Bill's "Let's Go Sail Virginia" site through TripAdvisor and were so happy we did. The weather was beautiful and we got to experience "hands-on sailing". Captain Bill is funny and has wonderful stories of the battles that took place on the waters around Yorktown. You can tell, he loves sailing and loves the connection with his passengers. We had a very "neat surprise" connection to our hometown. This was a 10/10 experience for my husband and I, and we highly recommend booking a sailing experience with Captain Bill. The first photo I'm attaching was actually taken by Captain Bill and belongs to his gallery. He was great and shared this with us. What a great memory photo to have for our trip.
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Know more about Williamsburg
You’ll get a rare chance to sail a modern sailboat on the water, either by taking the helm to learn and steer or by relaxing on a shaded, padded seat - a standout Water-Based activity in Williamsburg.
Dogs are welcome on board, and guests sometimes spot dolphins while sailing, adding a Nature & Wildlife highlight to your Water-Based outing.
Yes - the trip is wheelchair and ADA accessible with 24-hour notice, all areas and surfaces are accessible, and transportation options are wheelchair accessible, so you can enjoy the Water-Based activity comfortably.
Yes - you can reserve private seating on a bow cushion to celebrate special occasions while you’re on the water, making it a romantic and memorable event option near Williamsburg.
You may bring your own box lunch and beverages; cold bottled water is provided, and free photos of your crew at sea and on the wheel are offered to capture the experience.
The sail is suitable for all physical fitness levels and family-friendly, including infants in strollers, but it’s not recommended for travelers with poor cardiovascular health; note that no drugs and no cats are allowed.
