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The Best Sailboat Rentals Near Lake Anna
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Lake Anna
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$70-$80
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$120-$150
Fishing Charters
Let a captain do the driving while you do the fishing
$80-$100
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$80-$100
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$165
Top Sailboat Rental Locations Near Lake Anna
Richmond, Virginia
7 boats to rent
Potomac River, United States
165 boats to rent
Fort Washington, Maryland
14 boats to rent
Oxon Hill, Maryland
8 boats to rent
Arlington, Virginia
31 boats to rent
Washington, District of Columbia
120 boats to rent
Selby-on-the-Bay, Maryland
7 boats to rent
Annapolis, Maryland
52 boats to rent
Chesapeake Bay, United States
209 boats to rent
Baltimore, Maryland
50 boats to rent
Lake Gaston, United States
7 boats to rent
Chesapeake, Virginia
28 boats to rent
Virginia Beach, Virginia
17 boats to rent
Wake Forest, North Carolina
10 boats to rent
Falls Lake, North Carolina
8 boats to rent
Cape May, New Jersey
9 boats to rent
Wildwood, New Jersey
9 boats to rent
Long Beach Island, New Jersey
8 boats to rent
Recent Reviews in Lake Anna
LF
Linda
Private Annapolis Sailing Experience on a Classic 37' Nauticat Ketch
Stephen was wonderful! A few days before our sailing trip, the weather forecast looked questionable, but he stayed in touch the entire time, offering to start earlier or even reschedule for a different day if needed. He was incredibly flexible and genuinely wanted to make sure we had the best possible experience. Thanks to his communication and commitment, we had a fantastic trip. I highly recommend sailing with Stephen!
RM
Richard
38-ft Hunter 376 Sailing Adventure in Annapolis
Capt. Alberto and his wife were awesome hosts! They were totally flexible about our schedule and it was great to hear about his prior sailing experiences. It was great to be with such an experienced host! We will definitely book with them in the future!!
MK
Michael
38-ft Hunter 376 Sailing Adventure in Annapolis
Capt Alberto is great. Very knowledgeable and very pleasant. He lets you participate in manning the boat as much as you want and is especially good and introducing new sailors to the glorious activity. Highly recommend!
MB
Maya
38-ft Hunter 376 Sailing Adventure in Annapolis
Capt Alberto and his wife were SO AMAZING!! They taught us how to sail and we sailed across the Chesapeake. Their boat is beautiful and their company is great. I highly recommend everyone book if they are looking to sail in the Annapolis area for a few hours, learn about sailing, and have a relaxing time.
Cindy
38-ft Hunter 376 Sailing Adventure in Annapolis
We had a wonderful time on the water with Captain Alberto and Grace! Their wealth of sailing knowledge of the bay and beyond was quite entertaining and impressive. Thanks for sharing your lovely boat with us.
CK
Christine Mahoney
38-ft Hunter 376 Sailing Adventure in Annapolis
Capt. Alberto was wonderful, his boat beautiful and we had the most glorious morning on the water. It was seamless, efficient, lovely and our whole family said it was the highlight of there vacation and week.
Top Sailboat Rental Locations in the United States
Los Angeles, California
357 boats to rent
San Francisco, California
82 boats to rent
Oakland, California
47 boats to rent
Marina del Rey, California
124 boats to rent
Honolulu, Hawaii
42 boats to rent
Miami, Florida
778 boats to rent
San Diego, California
106 boats to rent
New York, New York
81 boats to rent
Annapolis, Maryland
52 boats to rent
Hitchcock, Texas
54 boats to rent
Texas City, Texas
44 boats to rent
Chicago, Illinois
287 boats to rent
Houston, Texas
53 boats to rent
Kemah, Texas
44 boats to rent
Clear Lake Shores, Texas
41 boats to rent
Charleston, South Carolina
126 boats to rent
Baltimore, Maryland
50 boats to rent
Tampa, Florida
383 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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