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The Best Sailboat Rentals in Virginia
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Virginia
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$170-$970
Fishing Charters
Let a captain do the driving while you do the fishing
$70-$725
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$75-$750
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$95-$590
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$75-$295
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$45-$435
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$220-$1,300
Kayaks
Who says you need a motor to have fun on the water?
$80-$200
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$150-$165
Rafting
A high-energy adventure for the whole family
$130
Top Sailboat Rental Locations Near Virginia
Recent Reviews in Virginia
Lisa
38-ft Hunter 376 Sailing Adventure in Annapolis
Thank you so much Captain Alberto & Grace. We had a fabulous time and enjoyed learning about sailing. Thanks for trusting us to help steer and tack the boat. We had so much fun. You are a great teacher. We wish we could have stayed out longer.
Kasie
38-ft Hunter 376 Sailing Adventure in Annapolis
Wonderful Captain and wonderful boat! Plenty of shade above and below deck if the August heat becomes too much. We did the three hour tour, and it was a great half day length. We received a tour of downtown Annapolis and then Captain Alberto opened up the sails and we went on a beautiful ride down the river. It was fun and unique - even for those who have motor boat experience. Sailing is quintessential Annapolis and Captain Alberto was a great host.
Bobby
38-ft Hunter 376 Sailing Adventure in Annapolis
We went out for an afternoon sail with Capt Alberto and had an amazing time. We were blessed with a beautiful sunny day with perfect wind. Capt Alberto shared interesting stories and taught us a good bit about sailing along the way. Highly recommend!
ES
Emil
Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland
Capt. Joe gave us a wonderful afternoon! He is friendly, knowledgable, and fun! The boat is perfect for cruising around the Bay. Lots of space to lay out and clean facilities downstairs. An excellent value!
LP
Laura
38-ft Hunter 376 Sailing Adventure in Annapolis
Captain Alberto and his wife are absolute jewels! We sailed with them a couple of years ago and were excited to have this time with them today. They are friendly, professional and just such a joy to be around. Will be seeing them again soon, for sure!
AE
Amer
38-ft Hunter 376 Sailing Adventure in Annapolis
Great, fun, safe sailing trip with Captain Alberto. Very knowledgeable and entertaining. Very welcoming and kept it safe. Excellent and safe trip idea for families. Highly recommended.
Top Sailboat Rental Locations in the United States
Los Angeles, California
373 boats to rent
Marina del Rey, California
140 boats to rent
San Francisco, California
69 boats to rent
Miami, Florida
897 boats to rent
Honolulu, Hawaii
58 boats to rent
New York, New York
88 boats to rent
Oakland, California
38 boats to rent
Annapolis, Maryland
51 boats to rent
San Diego, California
96 boats to rent
Baltimore, Maryland
45 boats to rent
Newport Beach, California
129 boats to rent
Charleston, South Carolina
117 boats to rent
Dania Beach, Florida
241 boats to rent
Chicago, Illinois
276 boats to rent
Fort Lauderdale, Florida
262 boats to rent
Southampton, New York
73 boats to rent
Seal Beach, California
63 boats to rent
Hitchcock, Texas
55 boats to rent
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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Real reviews from happy Getmyboaters.
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