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Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$95-$725
Fishing Charters
Let a captain do the driving while you do the fishing
$95-$725
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$45-$200
Sailboats
Set sail with these traditional wind-powered boats
$100-$725
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$95-$200
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$150-$450
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$175
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$150
BS
Bill
Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia
I highly recommend a sail with Captain Bill. The entire experience was exciting and relaxing at the same time. Whether an experienced sailor or a novice with boats, just being on the open water will refresh and invigorate. 5 ⭐️⭐️⭐️⭐️⭐️
SR
Shannon
Melges 24 - One Design Racing Experience
The boat was in perfect condition, ready for anything we could ask for. Doug sails and races on a weekly basis, often in this particular boat, so his feel for the boat, the wind, and the waters we sailed in are well honed. The boat is forgiving, and Doug was unflappable. An encouraging beginner experience, and very fast under experienced guidance. I did not hope for as good an experience, and cannot offer a higher endorsement. Top marks.
JP
John
Let's Go Sail in Gloucester Point, Virginia
Captain Bill was a fantastic host for our inaugural sailing adventure in the York River out of Gloucester Point, VA. We booked him for a Saturday afternoon in June for a 2:30 to 5:30 cruise and it was everything we could have asked for and more. He explained the region's waters and relation to the Chesapeake Bay as well as the naval and nautical history of the area in addition to teaching us about his boat and how to sail it properly. We wanted to be immersed in the experience and he let us be very hands on, giving direction for assisting with deploying the sails, commanding the helm, reading the wind and performing the tacking maneuvers while being at the helm. We also had a chance to relax on the forward section of the deck as Bill took over, he passed our libations to us and helped us enjoy the experience of sailing while soft music played that even invited an interaction with one of the regions local dolphin who accompanied and entertained us for well over a half an hour on our return up the river. What an awesome way to spend an afternoon.
DH
Dan
Let's Go Sail in Gloucester Point, Virginia
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.
CH
Cyndi
Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia
My family of 5 had a wonderful day sailing with Bill to celebrate my husband's 40th birthday. Bill was very knowledgeable and excellent at explaining things to my children, even letting them each take the helm. We felt very at ease and safe our entire trip. I am already recommending him to friends.
LN
Linda
Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia
Mom, Dad, & three GROWN children went out on a wonderful outing with Captain Bill. He was a gracious host & his beautiful sailboat was spectacular! Enjoyed the experience immensely & seriously considering sailing lessons next spring. His boat was not only in immaculate condition but very comfortable for all five adults (plus the amiable captain). We were thrilled to see dolphins and hear about the area's history. We sailed 14.9 memorable miles. I gave a 5 star rating because the ratings don't go to 10. Honestly, how does one rate a great memory that lasts a lifetime? We weren't sure if the weather was going to be a wash out for a few days out, but Captain Bill kept in contact via email with weather updates and was extremely accommodating to what would work best for us. The weather wasn't what one would call picture perfect but I thought it was awesome having so much of the water to ourselves. We only saw one other sailboat. This was an exhilarating experience with a knowledgeable captain and I can't recommend him enough!
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Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
August 01, 2023
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December 29, 2019
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