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The Best Sailboat Rentals Near Kilmarnock
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Kilmarnock
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$75
Fishing Charters
Let a captain do the driving while you do the fishing
$325
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$325
Top Sailboat Rental Locations Near Kilmarnock
Recent Reviews in Kilmarnock
DD
Danuta
Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland
What an enjoyable experience! Captain Joe was always attuned to our wishes, making an extra effort to make this afternoon pleasant for all. His company is very agreeable. We wish we could relive yesterday's feeling of complete relaxation over and over!
CE
Clifford
SWEET & SALTY FOUNTAINE PAJOT HELIA 44 CATAMARAN
Sarah was helpful in lining me up for a sail boat for Mothers Day and in recommending a captain and in adjusting time to meet our needs.
ST
Sherzod
38-ft Hunter 376 Sailing Adventure in Annapolis
Great experience, it was my first time boat sailing and Alberto and his wife were great. My fiance and I had a great time. Highly recommend!
EM
Erin
Chesapeake Bay Sailing Charter - 33' Cape Dory Sailing from Kilmarnock, Virginia
Our trip was just perfect. We were looking for a true sailing experience, and Captain Russ gave us that. My husband was at the wheel almost the entire trip, talking all things sailing Capt Russ. Meanwhile I enjoyed the sun and sounds of the water against the boat and the wind in the sails from up front. It was a peaceful and enjoyable trip, despite the wind giving out on us towards the end. We'd book with Captain Russ again in a heartbeat!
Thomas
Chesapeake Bay Sailing Charter - 33' Cape Dory Sailing from Kilmarnock, Virginia
Captain Russ was just ideal for our half day on the bay! Super pleasant and communicative; completely adaptive to whatever we were up for. The Joie de Vie is ship-shape and the perfect vessel for the Chesapeake Bay. I’ll go ahead and credit him with steady 5-6k winds All day also- just a perfect day. No doubt we will be back for more- thanks again, Captain Russ!
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.
Top Sailboat Rental Locations in the United States
How To Book on Getmyboat
Browse
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Inquire & Book
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Enjoy
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
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