Cookies & Agreements
By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.
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
Top Sailboat Rental Locations Near Lake Anna
Richmond, Virginia
15 boats to rent
Potomac River, United States
176 boats to rent
Fort Washington, Maryland
7 boats to rent
Arlington, Virginia
28 boats to rent
Washington, District of Columbia
110 boats to rent
Annapolis, Maryland
49 boats to rent
Chesapeake Bay, United States
219 boats to rent
Baltimore, Maryland
44 boats to rent
Lake Gaston, United States
7 boats to rent
Norfolk, Virginia
8 boats to rent
Chesapeake, Virginia
30 boats to rent
Virginia Beach, Virginia
19 boats to rent
Wake Forest, North Carolina
7 boats to rent
Falls Lake, North Carolina
7 boats to rent
Cape May, New Jersey
8 boats to rent
Wildwood, New Jersey
8 boats to rent
Toms River, New Jersey
18 boats to rent
Brick, New Jersey
12 boats to rent
Recent Reviews in Lake Anna
ML
Martha
50ft Catamaran Charter with Water Toys - Annapolis, MD
We intentionally booked a late afternoon cruise around the Chesapeake so we would return around sunset to get great views and photos. Kristal was super responsive in preparing us and Captain Wayne and his 'first mate' Mish were super helpful with capturing the perfect photos. We would definitely book again!
AP
Andrea
38-ft Hunter 376 Sailing Adventure in Annapolis
This was our crew’s second trip with Capt Alberto and was a second great experience. Capt Alberto shares his passion for sailing and teaching sailing! Capt and Grace are incredibly kind and make a great day spent out on the bay!
Elisabeth
Come Aboard and Sail Optimystic-Experience the breeze w/Lunch, Wine and Cheese
Charles & Renee were amazing! We booked last minute and enjoyed an awesome afternoon on The Optimystic in Chesapeake Bay!! We can’t wait to sail again!! Charles is an excellent Captain and host. A good teacher as well! Have an awesome winter!! See you in the Spring!! Charlie, Beth and Sam (Class of 2026) ⚓️⚓️⚓️
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.
DL
Dylan
Come Aboard and Sail Optimystic-Experience the breeze w/Lunch, Wine and Cheese
Had the best time. Great boat and experience. Communication,knowledge, and time was phenomenal. A+
JS
Jen
STARZ -Lagoon 42 Catamaran in Chesapeake Bay
I highly recommend Chronic Sailing! We did a 4 hour charter out of Annapolis as a bachelorette party. Captain Steve and Sarah were so accommodating and made our time so memorable. We are so appreciative. They made everything so easy- from booking to sailing and making memories with us. The STARZ catamaran boat was incredible! It fit our big group comfortably and gave us a little bit of luxury as we lounged and enjoyed on the bay. Again, this was a great experience for all of us and I would love to use them again!
Top Sailboat Rental Locations in the United States
Los Angeles, California
376 boats to rent
San Francisco, California
74 boats to rent
Miami, Florida
922 boats to rent
Marina del Rey, California
136 boats to rent
Honolulu, Hawaii
58 boats to rent
Oakland, California
42 boats to rent
New York, New York
87 boats to rent
Annapolis, Maryland
49 boats to rent
San Diego, California
99 boats to rent
Newport Beach, California
134 boats to rent
Charleston, South Carolina
119 boats to rent
Baltimore, Maryland
44 boats to rent
Chicago, Illinois
280 boats to rent
Riviera Beach, Florida
122 boats to rent
West Palm Beach, Florida
83 boats to rent
Palm Beach, Florida
127 boats to rent
Southampton, New York
65 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!
Dive into Our Journal
August 01, 2023
10 Boating Adventures of a Lifetime
Read Article
October 03, 2022
Getmyboat's Guides to the World of Boating
Read Article
August 12, 2021
Caribbean Flavors on the Water in NYC - Book an Anchored & Chef'd Catered Cruise with Getmyboat!
Read Article
July 19, 2021
Sailing Charters on Lake Tahoe | Getmyboat
Read Article
December 30, 2019
South Africa Boating & Watersports Guide - Getmyboat
Read Article
December 26, 2019
Complete Fishing Guide to Southern California - GetMyBoat
Read Article
Real reviews from happy Getmyboaters.
4.9 out of 5! 500,000+ reviews
