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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-$935
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$100-$915
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$65-$295
Fishing Charters
Let a captain do the driving while you do the fishing
$60-$620
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$60-$625
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$70-$395
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$150-$1,050
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$150-$330
Kayaks
Who says you need a motor to have fun on the water?
$85-$195
Rafting
A high-energy adventure for the whole family
$130
Top Sailboat Rental Locations Near Virginia
Washington, District of Columbia
120 boats to rent
Annapolis, Maryland
53 boats to rent
Arlington, Virginia
31 boats to rent
Virginia Beach, Virginia
16 boats to rent
Fort Washington, Maryland
13 boats to rent
Lake Anna, Virginia
8 boats to rent
Selby-on-the-Bay, Maryland
7 boats to rent
Oxon Hill, Maryland
7 boats to rent
Recent Reviews in Virginia
LH
Laura
38-ft Hunter 376 Sailing Adventure in Annapolis
Alberto and his wife were absolutely wonderful hosts. They were welcoming, attentive, and made sure every detail of our sailing trip felt effortless. We had the most perfect day on the water, beautiful views, great company, and an experience we’ll remember for a long time. Highly recommend their boat and hospitality.
PS
Patricia
38-ft Hunter 376 Sailing Adventure in Annapolis
Alberto was great about communicating and flexible when we had to reschedule due to bad weather the first time. He and his wife hosted us, balancing chatting and talking with them and having our own time as friends. Definitely recommend and would book again
Susan
Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland
This was a perfect sailing experience. The boat is immaculate, comfortable and beautiful. Captain Joe is incredibly knowledgable and fun! Everyone should get a chancw to experience this!!!!
KG
Kathleen
AnnapolisBoatExperiences presents an Exclusive Sail on its Classic 37' Ketch
Highly highly recommend booking with Stephen! We had friends coming to visit from out of town and we had the most wonderful charter. Stephen was an excellent captain and very kind host. The boat itself is very cool, with plenty of room to hang on the bow (and a clean bathroom!). Can’t say enough about what a great time we had!!
RB
Richard
AnnapolisBoatExperiences presents an Exclusive Sail on its Classic 37' Ketch
Not sure I can say enough about how absolutely incredible our experience was with Steve. Boat was perfect. Communication was perfect. But the experience was incredible! He took my wife, two sons and I out to the Wednesday night races in Annapolis, and we got to engage right into the races, feel the speed of the boats, see the tight turns, and it’s an experience my sons will not forget. Can’t recommend highly enough.
SF
Sierra
38-ft Hunter 376 Sailing Adventure in Annapolis
Captain Alberto and Grace were incredibly welcoming and accommodating during our time on their boat. Captain Alberto taught us all about sailing and we really enjoyed being involved with helping sail the boat. My friend group had such a great time; would recommend! We will definitely be back!
Top Sailboat Rental Locations in the United States
Los Angeles, California
358 boats to rent
San Francisco, California
83 boats to rent
Oakland, California
50 boats to rent
Marina del Rey, California
125 boats to rent
Miami, Florida
892 boats to rent
Honolulu, Hawaii
43 boats to rent
San Diego, California
107 boats to rent
New York, New York
85 boats to rent
Chicago, Illinois
289 boats to rent
Hitchcock, Texas
54 boats to rent
Texas City, Texas
44 boats to rent
Annapolis, Maryland
53 boats to rent
Charleston, South Carolina
132 boats to rent
Houston, Texas
55 boats to rent
Kemah, Texas
44 boats to rent
Clear Lake Shores, Texas
41 boats to rent
Tampa, Florida
372 boats to rent
Saint Petersburg, Florida
244 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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