Let's Go Sail

For the finest Outdoor Activity near Williamsburg, let’s go sail the ultimate Boat Tour on the majestic York River. Couples and families enjoy a highly Popular Experience for visitors and locals alike.

Great Sailing Experience for First Timers - We were blessed with a beautiful sunny day when we sailed with Capt. Bill. As a family of 5 novice sailors, each of us with the exception of one, took turns steering the boat, under Bill's guidance. It's not as easy as it looks but still an awesome experience. We caught some strong winds and the boat tilts quite a bit, which can be unnerving for first timers but Bill reassured us of our safety. All in all, it was a peaceful and also exciting part of our Virginia trip! Would definitely do this again!

valeriek3333
April 21, 2025
Amazing family sail! - Bill brought me and my three children out for a beautiful sail. It was the highlight of the trip for all. An absolutely wonderful experience for my family. The sail was relaxing, fun and a great learning experience all in one. Would recommend to anyone!

Andrea D
April 19, 2025
Amazing journey. - We had an outstanding time.

It was my first time on a "real" sail boat and we got the full experience - from calm seas to a bit of chop and gusting winds. It was exciting and energizing and I would be happy to sail with Captain Bill again in the future.

Michael H
April 17, 2025
Excellent sail experience on the York River - Captain Bill was fantastic! His historical knowledge was superb. He also was an excellent teacher, guiding me through taking the helm and sailing. My fiance and I enjoyed ourselves immensely. I would highly recommend!

Michele C
April 16, 2025
Highly recommend - A beautiful day sailing the York River! Captain Bill provided a great experience for us novice sailors. We learned about the Revolutionary sea battles that took place on the York and took a turn sailing. Would definitely recommend!

Lynn C
April 15, 2025

Choose from 6 Unique Sailing Charters

Adventure Cruise

Our most popular sailboat charter

Grab the wheel to become a member of the crew.

A panoramic backdrop to your event

A unique way to celebrate an anniversary, birthday, proposal or other special event

Take your top staff on the ultimate retreat

Leave the cell phones behind to focus on gratitude for their work

Our area is steeped in history

see the 1781 Battle of the Capes and the Battle of Yorktown from the York River

Sailing is fun and easy to learn

Take a short course through our sailing school to get oriented on the basics.

Looking to invest in a sailboat?

It’s the most fun you can ever imagine.

We Sail Across from Yorktown

Click on View Larger Marp and then Directions (under Overview). Type in your starting point, eg. Williamsburg. Take the Coleman Bridge across from Yorktown to York River Yacht Haven at Gloucester Point. Follow the map for 17 miles from Williamsburg. For GPS directions, type in “York River Yacht Haven.”