1. Let's Go Sail in Gloucester Point, Virginia
  2. Let's Go Sail in Gloucester Point, Virginia
  3. Let's Go Sail in Gloucester Point, Virginia

Let's Go Sail in Gloucester Point, Virginia

2 reviews
14 bookings

Let's Go Sail! We depart twice daily April - November for skippered cruises. Reservations are first-come, first-reserved.   What To Expect Onboard: When you join us for your sailboat charter, you’ll sail on a 32-foot modern Hunter complete with in-mast furling and oversized sails for maximum speed. Sophisticated controls reduce the size of the sails to minimize leaning and ensure everyone’s comfort. A giant colorful spinnaker is raised for light downwind running. Yanmar 18 horsepower diesel powers the boat in creeks. With sailing instruction through our sailing school you'll learn what will enable you to sail most any boat. The boat meets all US Coast Guard standards and has shipshape equipment, including color-coordinated lines and well-marked blocks. With our many charter sailing options, we have the right tour whether you're visiting our area from out of town and in search of a unique vacation adventure,  an employer wanting the perfect corporate retreat or a local looking for a fun family chartered sailboat trip. Rates: $150 Couples, $250 Families, $350 Groups.

Captain is included.
A captain is provided by the listing owner to host and operate the trip.
6 guests
Cruising Monohull

Owner:Capt. Bill

Recovering journalist runs a 32-foot charter sailboat on the York River, off Yorktown. Cruises run three hours and depart at 11 am and 2:30 pm daily. Guests get to run the helm, hang out on the bow, and otherwise enjoy a unique experience.

Check Availability

April 2021
May 2021
June 2021
  • Select a date to check availability.


2 reviews

5.0 out of 5!

  • Listing Accuracy

  • Departure & Return

  • Vessel & Equipment

  • Communication

  • Value

  • Itinerary & Experience

4 photos have been added by reviewers who booked this listing.
  1. DH

    Bill was awesome. Very communicative leading up to the sail with weather, directions, and other logistical specifics. The trip left and returned on time, Bill was very knowledgeable about the boat and the area, let my wife and I take the helm several times and the boat was in great condition. Would totally sail with Cpt Bill again.

  2. LB

    I would definitely book again, Capt. Bill made sailing an adventure for my Birthday and we really enjoyed out cruise. Very professional, safe and relaxing.

Features & Details

  • Life jackets/required safety gear
  • Cabin
  • Wheel steering
  • Bimini
  • Inboard Engine
  • Single Engine
  • Fuel type: Diesel
  • Berth
  • Furling Headsail
  • Furling Mainsail
  • Head

Approximate Location

You’ll get directions to the departure location when you make a booking.

The boat's approximate location on a map

Cancellation Policy

Full refund up to 5 days prior.

Additional Terms & Information

FAQ How does pricing work? $55 per hour for Couples, $90 per hour for Families, $125 per hour for Groups. What’s Included? A cooler with bottled water and ice is on board for your drinks, along with the full amenities of an appointed interior salon. Is There A Bathroom? Yes, a working head plus hot and cold water. There’s privacy to change into bathing suits. What Should I Wear? Bring a sweater and jacket in the fall. Are Life Jackets Provided? Yes, certified US Coast Guard PFDs are provided. What About Children? Kids 12 and under  have to wear life jackets regardless.  Can We Take More People? No, six maximum. Coast Guard regulations preclude any more, including children. Can We Bring Beer and Wine? Oh sure. Bottled water is provided too. What If It Rains? We’ll try to reschedule your sailboat charter. Sometimes an afternoon shower interrupts a sail, but only briefly. If the trip is washed out, you won't be charged. What About Thunderstorms? They usually pop up in late afternoon, so an 11 a.m. departure is best. Do You Have Shade From The Sun? Yes, a Bimini awning covers the back quarter of the cockpit. What About Getting Seasick? It's highly unlikely, since the waves on an inland river are much gentler than those found on the Chesapeake Bay or Atlantic Ocean. For those in doubt, take Dramamine the night before to get it fully into your system. We also have motion sickness wristbands and ginger gum on board.

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