Let's Go Sail Virginia

Overview

Available languages

English

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‘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!

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.

Options

Let's Go Sail Virginia

Reviews

4.93

106 reviews

Total reviews and rating from Viator & Tripadvisor

103

Wonderful Day Sailing with Captain Bill
Resort24803240664,
Nov 2, 2025
- Review from Tripadvisor
5.00
My 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
5.00
It 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
5.00
Capt 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
5.00
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
Anniversary Sail
LAVB,
Sep 27, 2025
- Review from Tripadvisor
5.00
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.
Awesome
marksC3198EM,
Sep 27, 2025
- Review from Tripadvisor
5.00
My 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
5.00
I 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
5.00
Captain 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
5.00
Definitely 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.
Clear skies on an open water can relax the mind.
kareemt968,
Sep 21, 2025
- Review from Tripadvisor
5.00
Captain Bob was in excellent guidance on how to sail a boat, let alone how to manage the boat when hit with it a gust of wind. I'm pretty sure he knew I wasn't the right one to try to steer the boat and I appreciate that a lot.