📍 222 Severn Ave, Annapolis, MD, 21403
📞 443-949-9481
📍 2820 Solomons Island Rd, Edgewater, MD, 21037
📞 301-887-3809
"Schedule a tour today and get boating with Carefree Boat Club of Annapolis MD. The best boat club in Annapolis has multiple Chesapeake Bay area locations including National Harbor, Annapolis, Occoquan and Downtown Washington DC. Whether its Family fun, cruising or sport fishing we have you covered. Boating without owning, its about time. Carefree Boat Club is the best option for alternative boat ownership or boat rentals on the Potomac and Chesapeake Bay area. Choosing a boat club will save you time and money because we do all the cleaning and maintenance on the boats. Carefree Boat Club has the cleanest boats and a friendly staff. Imagine a day of stress free boating not worrying about fueling, loading, towing or cleaning your boat ever again. It is possible that you didn’t even know you could be a part of such awesome boat club here in Annapolis Maryland. It’s the best option and alternative to boat ownership because all the hassles of boating are handled by our professional staff. Carefree Boat Club has revolutionized the way people enjoy boating. With us, the expense and hassle of boat ownership is a thing of the past. With a Carefree Boat Club membership you get: Affordability —In most cases, the cost of membership is about 1/3 the cost of owning a boat. —We cover the cost of boat purchase, slip fees, insurance, maintenance, repair, taxes, towing coverage, winterization and depreciation. Unlimited Usage —Use the boats as often as you would like with no additional cost. —Boats are reserved using an on-line reservation system that allows you to pick the day, time, boat and Carefree location so you can design your perfect outing…easily. Large Variety of Boats —As a member you’re not stuck with one kind of boating. You can take your family on a nice cruise this weekend and next week go fishing. The possibilities are endless! Great Availability —We have been making boats available for our members for over a decade and the key to our success is the ratios of boats to members, an easy to use on line reservation system and spur of the moment walk on access. —Members predict and control their own availability same day up to 6 months in advance. Location Options —Members have access to all US and Canada locations. On The Water Instruction —Instructors at each location provide Boat Safety training and handling skills. —We teach you to operate a boat in tight quarters, navigate. "
📍 424 Broadneck Rd, Annapolis, MD, 21409
📞 443-214-3111
Established in 1976, Chesapeake Charter, Inc. is the leading provider of transportation in Anne Arundel County. Based in Annapolis, Chesapeake Charter.
📍 127 Lubrano Dr, Annapolis, MD, 21401
📞 410-573-1203
📍 105 Eastern Ave, Annapolis, MD, 21403
📞 571-331-6241
🌐 classicsailcharters.com
Come join us for an unforgettable Chesapeake Bay cruise on one of our two world class sailing yachts.
Updated Jul 2026
📍 313 Buschs Frontage Rd, Annapolis, MD, 21409
📞 443-569-3403
🌐 uhaul.com
📍 831 Bay Ridge Ave, Annapolis, MD, 21403
📞 410-263-6366
📍 3090 Solomons Island Rd, Edgewater, MD, 21037
📞 410-956-8751
Private Single Engine through Multi Engine ATP Flight Training Use your GI, 9/11 or VA Bill to cover 60% of the cost of yo