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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
$175-$800
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$105-$800
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$60-$310
Fishing Charters
Let a captain do the driving while you do the fishing
$65-$625
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$65-$630
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
$215-$1,090
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
Washington, District of Columbia
117 boats to rent
Annapolis, Maryland
47 boats to rent
Arlington, Virginia
31 boats to rent
Virginia Beach, Virginia
17 boats to rent
Fort Washington, Maryland
13 boats to rent
Lake Anna, Virginia
8 boats to rent
Richmond, Virginia
8 boats to rent
Hampton, Virginia
7 boats to rent
Oxon Hill, Maryland
7 boats to rent
Recent Reviews in Virginia
Lauren
Charter 42' Lagoon Catamaran in Annapolis, MD
We had an amazing day on the bay with Captain Adam! He was super communicative leading up to the trip, providing amazing instruction to make it as easy as possible to get aboard. While on board the vessel was very clean and comfortable and he and his team were knowledgeable about the area. Highly recommend! They’re lovely!
RK
Richard
34' Hunter Cruising Monohull In Rock Hall, Maryland United States
Our group of four had a great three days onboard the Icarus. The boat was easy to sail and operate. No problems motoring around in the marinas, steers easy in reverse too. Jim was a great host, very responsive and knowledgeable. Highly recommend his boat to sail the Chesapeake!
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.
Kelly
38-ft Hunter 376 Sailing Adventure in Annapolis
He’s the only person I trust to take me out on the water! I look forward to it each year!
BF
Brad
38-ft Hunter 376 Sailing Adventure in Annapolis
Boat was immaculate. Captain Alberto and his wife were such a delight to get to know
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.
Top Sailboat Rental Locations in the United States
Los Angeles, California
373 boats to rent
San Francisco, California
79 boats to rent
Miami, Florida
1088 boats to rent
Marina del Rey, California
132 boats to rent
Oakland, California
46 boats to rent
Honolulu, Hawaii
45 boats to rent
San Diego, California
107 boats to rent
New York, New York
78 boats to rent
Annapolis, Maryland
47 boats to rent
Dania Beach, Florida
238 boats to rent
Charleston, South Carolina
128 boats to rent
Fort Lauderdale, Florida
258 boats to rent
Chicago, Illinois
286 boats to rent
Hitchcock, Texas
50 boats to rent
Texas City, Texas
41 boats to rent
Houston, Texas
52 boats to rent
Baltimore, Maryland
46 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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