Top Annapolis Boat Rental Businesses
13 boat rental businesses near Annapolis

-
-
Multi-Day Available
-
Adventure Charter

-
-
Multi-Day Available

-
-
Multi-Day Available

-
-
Multi-Day Available

-
-
Multi-Day Available
-
Kayak,Paddle Board,Canoe

-
-
Multi-Day Available

-
-
Multi-Day Available

-
-
Multi-Day Available
How to Find Annapolis Boat Rentals

1. Search
Search marinas and rental operations in your area for boats

2. Connect
Connect with an operation in your area to book

3. Book
Our goal is to help you get on the water! Book via Docklyne or direct through Operation

4. All aboard
You are now Docklyning!
Boat Rentals, Annapolis Businesses

Classic Sail Charters
980 Awald Rd, Annapolis, MD 21403, United States - 38.9646637 -76.4772974Catering to clients seeking a unique, private sailing adventure for up to six passengers, we offer world-class sailing yachts, decades of experience, and 5-star service to ensure that your charter is truly memorable. All our charters are for private parties, so you can have it your way.

Carr Creek Marina Office
338 Halligan Road, Annapolis, MD 21402, USA - 38.9826999 -76.4630487Welcome to NSA Annapolis! The station is located across the Severn River from the U.S. Naval Academy and adjacent to the beautiful Chesapeake Bay. The Fleet and Family Support Center staff is available to answer questions, provide information and help you settle into your new community.The Fleet and Family Support Center’s program is the best opportunity to begin your time at NSA Annapolis. This information-packed class is designed to make your move a smooth one. A highlight of the class is a tour of the U.S. Naval Academy. The class is open to active-duty service members reporting the USNA, NSA Annapolis, Navy Band and the Naval Health Clinic. Spouses are encouraged to attend the second day. To register for the class, please call (410) 293-2641 to register for InDoc.

The Natural
533 Deale Rd, Deale, MD 20751, United States - 38.7819248 -76.5595933The Natural is a 47′ Daytona Sport-fisherman with a legendary comfortable ride and large cockpit. The Natural is a Deale MD and Ocean City charter boat fishing the Chesapeake Bay and the Atlantic Ocean. The boat is equipped with HDMI TV, Sirius/XM satellite radio, microwave, grill, and 2 A/C systems to make for a comfortable day or overnight on the water. The Natural maintains state-of-the-art electronics, live-well, tournament level tackle, and all necessary safety equipment. We fish a maximum of 6 passengers or anglers.

Annapolis Bay Charters Inc.
7080 Bembe Beach Rd, Annapolis, MD 21403, United States - 38.9632982 -76.47779849999999At Annapolis Bay Charters, we are more than your everyday boat rental operation. We combine an impressive fleet of well-maintained sailboats and powerboats, a service-oriented staff with over thirty years’ experience, and a yacht charter location that makes it easy to visit some of the Chesapeake Bay’s hidden gems. Our friendly staff will help you select just the right boat for your next cruising vacation. To make your voyage as enjoyable as possible, we offer many extras, such as itinerary planning, Annapolis sailing instruction with our new NauticEd Sailing School, provisioning, captain and crew services.

Rebecca Ann Charter Boat
533 Deale Rd, Deale, MD 20751, United States - 38.7819248 -76.5595933She is powered by twin diesels and rigged with quality electronics. The boat can accommodate parties up to 26 in comfort and is USCG Inspected for 40 passengers.The Wild Goose is fast and comfortable and is truly one the finest Bay Built Yachts on the Chesapeake Bay.

Dream Yacht Charter
7080 Bembe Beach Rd, Annapolis, MD 21403, United States - 38.9632982 -76.47779849999999We’ve the largest and most diverse fleet in terms of models and manufacturers in the market. We offer the widest range of destinations, from the pink sands of the Caribbean to Europe’s thousands of islands. Browse to find bareboat, crewed or by the cabin charters or speak to our specialist team about our high maintenance standards, exciting custom itineraries and hidden gem recommends. If you’re hooked on sailing, ask us about our new or used boat ownership deals. We’re here to help you sail your dream vacation.

Admiral of The Bay LLC
222 Severn Ave, Annapolis, MD 21403, United States - 38.9726944 -76.4809119Boat charters for small or large groups up to 240 people aboard both power and sailing yachts, or large schooners. Your Nautical Event Designers for all your corporate needs, cocktail or dinner cruises, Chesapeake Bay crab feasts, and unique formal dining occassions. We also specialize in nautical engagement, wedding and anniversary parties too!

Waypoints Annapolis
222 Severn Ave, Annapolis, MD 21403, United States - 38.9726944 -76.4809119The Chesapeake Bay is among the world’s top cruising and sailing destinations. From quiet, pristine anchorages, to historic seaside villages, to the busy ports of Baltimore and Annapolis, the Bay offers something for everyone.

Sail The Pintita
7310 Edgewood Rd, Annapolis, MD 21403, United States - 38.9596568 -76.481005Take in a deep breath; the day-to- day grind slips away from you as easily as she slips the dock lines that held her in her berth. The horizon stretches in front of you as you watch the wake of the bow on the still waters of the harbor. The wind that fills your lungs now also fills the sails above as she harness the wind, gracefully heels, and accelerates silently. Take in the sweet air and the spray of the sea as you watch the bow charge forward to the next port of call and your adventure aboard the sailing vessel ‘Pintita’. “Sailing is physics, math, navigation, tactics, fun and challenging exercise in self-reliance. The earth is spinning. The Coriolis Effect is generating wind currents. The Polar Regions and the tropics are generating weather patterns. The moon is pulling on the water and as we harness the wind with our sails, we are dancing with the planet.”

Annapolis Electric Boat Rentals
300 2nd St, Annapolis, MD 21403, USA - 38.9739923 -76.4818635Annapolis Electric Boat Rentals, LLC offers a unique and exciting way to tour Annapolis waterways. Our eco-friendly vessels are battery operated and offer the ability to experience time on the water in a silent luxurious boat that you drive yourself. With a top speed of 5 MPH, it’s a great way to observe the beauty of the water at a safe and comfortable speed. Enjoy this environmentally green way to celebrate a special occasion, admire stunning waterfront homes and a diverse array of boats, or simply catch a sunset.