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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-$1,000
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$100-$1,150
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$70-$315
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$80-$800
Fishing Charters
Let a captain do the driving while you do the fishing
$80-$790
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50-$380
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$210-$1,150
Kayaks
Who says you need a motor to have fun on the water?
$85-$195
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
AH
Alexandra
38-ft Hunter 376 Sailing Adventure in Annapolis
Alberto and Grace were the perfect team. They are kind, knowledgeable, respectful, communicative, safe and I would recommend them to anyone. This was our first time sailing in Annapolis, and we could not have asked for a better experience. We hope to share future experiences with them. Everything was perfect.
BF
Bruce
38-ft Hunter 376 Sailing Adventure in Annapolis
This was our 2nd sail with Capt Alberto. He is super friendly and easy to talk with. And he invites his guests to take an active role in sailing, or to just kick back and relax if they prefer. Great experiences for our family.
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!
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!
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!
Top Sailboat Rental Locations in the United States
Los Angeles, California
362 boats to rent
San Francisco, California
75 boats to rent
Miami, Florida
1025 boats to rent
Marina del Rey, California
132 boats to rent
Honolulu, Hawaii
46 boats to rent
Oakland, California
43 boats to rent
San Diego, California
112 boats to rent
New York, New York
78 boats to rent
Annapolis, Maryland
47 boats to rent
Dania Beach, Florida
237 boats to rent
Fort Lauderdale, Florida
256 boats to rent
Chicago, Illinois
263 boats to rent
Hitchcock, Texas
52 boats to rent
Texas City, Texas
42 boats to rent
Charleston, South Carolina
128 boats to rent
Tampa, Florida
419 boats to rent
Houston, Texas
52 boats to rent
Kemah, Texas
41 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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