Let's Go Sail Virginia
Overview
Available languages
2 hours 30 minutes
Mobile ticket
Few people get out on the water these days, and fewer still get to sail a modern sailboat. Here is the single-most unique activity in Williamsburg, where guests get to run the helm or just relax on the water.
Additional Info
Wheelchair accessible
Infants and small children can ride in a pram or stroller
Service animals allowed
Transportation options are wheelchair accessible
All areas and surfaces are wheelchair accessible
Not recommended for travelers with poor cardiovascular health
Suitable for all physical fitness levels
ADA accessible with 24-hour notice.
Shade and padded seat provided.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
1. You'll learn to sail in 10 minutes. From there you'll learned the details of how to build speed, how to "see the wind" and how to turn the boat safely. 2. Special Events include Appreciation Cruise, Boat-Buying Cruise, Waterfront Real Estate Cruise, Wedding Engagements, Anniversaries, Birthdays, Burials at Sea. 4. Bring your dog for free and save on kennel fees. No cats! 5. Sit back and relax, or seize the bow in privacy for couples.
What‘s Included
CELEBRATE your anniversary or birthday with private seating on a cushion up on the bow.
You'll enjoy a 10% discount for the acclaimed marina restaurant York River Yacht Haven.
PHOTOS offered for free of the entire crew at sea, and on the wheel.
DOGS are welcome, and sometimes they attract dolphins (true fact).
Bring your own box lunch and beverages. Cold bottled water provided.
LEARN to sail by taking the helm (wheel) to turn the boat.
No drugs and no cats!
Options
Let's Go Sail Virginia
Reviews
107 reviews
Total reviews and rating from Viator & Tripadvisor
Best Boat in Virginia!
Asoalexander,,Nov 28, 2025
- Review from Tripadvisor
5.00You will not find a better value or a better experience anywhere. Our captain was incredibly knowledgeable, genuinely friendly, and his pricing is more than fair for what you get. Coming from Florida, we’ve spent plenty of time with different boat captains over the years — and he is truly in a league of his own. We took the historical tour, and I cannot recommend it highly enough. His understanding of Revolutionary War history is unbelievable. It felt like we were getting a behind-the-scenes, VIP walkthrough of a History Channel documentary, brought to life right in front of us. If you’re even thinking about booking, do it. This was easily one of the highlights of our trip. Highly, highly recommended!
Wonderful Day Sailing with Captain Bill
Resort24803240664,,Nov 2, 2025
- Review from Tripadvisor
5.00My best friend and I had a wonderful time sailing with Capt.Bill. The views were amazing. It was incredibly relaxing and much needed time together bonding . I will definitely be booking again.
First Sail
nonamer525,,Oct 28, 2025
- Review from Tripadvisor
5.00It was a great three hour trip. Our Captain was very knowledgeable in not only sailing but the history of the area itself All in all couldn't ask for anything more
First time Sail boat ride
Terry B,,Oct 11, 2025
- Review from Tripadvisor
5.00Capt Bill was great. He made the trip very enjoyable and allowed everybody to participate. The experience was amazing and worth it
Sail, sun, and friends!!
jennifertB8997EF,,Oct 7, 2025
- Review from Tripadvisor
5.00Capt 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
Anniversary Sail
LAVB,,Sep 27, 2025
- Review from Tripadvisor
5.00My 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.
Awesome
marksC3198EM,,Sep 27, 2025
- Review from Tripadvisor
5.00My wife and I enjoyed an awesome sail! Beautiful boat and extremely knowledgeable Captain. I would highly recommend lets go sail Virginia!!
Is there anything better than sailing?
leehasenauer,,Sep 25, 2025
- Review from Tripadvisor
5.00I sailed with Captain Bill and five veterans on a 3-hour tour of the York River. Thankfully, we had perfect weather and conditions. Captain Bill encouraged each of us to relax at times and also to help with tasks like manning the helm and tacking. The experience was at the same time relaxing and educational, as Captain Bill taught basic sailing skills, history, and local area facts. The atmosphere onboard the sailboat was perfect: stress-free, tidy, and safe. The vessel was just the right size for me: large enough to spread out yet small enough to feel immersed in the sailing experience. I really couldn't ask for a better day on the water. I will definitely return for another sailing excursion with Captain Bill.
6 stars out of 5! Fabulous adventure.
Ohiostate,,Sep 24, 2025
- Review from Tripadvisor
5.00Captain Bill provided a fabulous sailing experience on the York River. We had a wonderful time and even learned about some history. Water and ice were provided. So happy we had the opportunity to enjoy a relaxing afternoon with Captain Bill. There were 4 of us on our sailing adventure. Definitely recommend Captain Bill. I would rate this 6 out of 5 if I could. Thank you again from your Ohio friends!
Relaxing and informational
Freedom48998823607,,Sep 21, 2025
- Review from Tripadvisor
5.00Definitely worth the price especially for couples. Captain Bill is very friendly and extremely knowledgeable not only about sailing but also about the area and history of the area. Would recommend if you a novice sailor or a beginner.
From US$96.42
Want a private experience? Upgrade to a private tour
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Operated by Williamsburg Charter Sails