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Top Annapolis Boat Rental Businesses
13 boat rental businesses near Annapolis
$1495-$1495 
2 VESSELS
Annapolis harbor - Annapolis , MD
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Multi-Day Available
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Adventure Charter
Annapolis harbor - Annapolis , MD
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Multi-Day Available
Annapolis harbor - Annapolis , MD
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Multi-Day Available
Annapolis harbor - Annapolis , MD
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Multi-Day Available
$20-$80
49 VESSELS
Annapolis harbor - Annapolis , MD
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Multi-Day Available
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Kayak,Paddle Board,Canoe
Annapolis harbor - Annapolis , MD
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Multi-Day Available
Annapolis harbor - Annapolis , MD
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Multi-Day Available
Annapolis harbor - Annapolis , MD
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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
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.
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.
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!
SailTime Annapolis
105 Eastern Ave, Annapolis, MD 21403, United States - 38.9698971 -76.4761407Please use the tabs at the top of the page to learn more about SailTime Annapolis, and be sure to visit our fleet page. Fill out the Request Information page and to find out why SailTime Annapolis is the smart and easy way to sail the Chesapeake Bay.As an American Sailing Association (ASA) affiliate, SailTime Annapolis’ Sailing School offers the very best in quality on-water sailing education. Increase your knowledge and improve your skills with one of our highly qualified US Coast Guard licensed instructor/captains. We offer a full range of ASA certifications from basic keelboat to advanced coastal cruising and more. We specialize in teaching safe and effective docking techniques to ease stress when going in and out of the slip. Visit us and learn why we received the prestigious ASA Outstanding School Award.
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.”
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.
Sandy Point State Park Marina
1100 East College Parkway, Annapolis, MD, USA - 39.0202189 -76.4089707This 786-acre Maryland State Park is located along the northwestern shore of the majestic Chesapeake Bay. The park’s beaches and picnic areas are well known for their breathtaking scenic water views that overlook one of Maryland’s true treasures, the Chesapeake Bay. The park was first opened on June 25, 1952 and has provided its guests with various activities and services ever since. The park also offers a marina store and boat rentals. Sandy Point State Park offers accessible food and beverage concession, fishing, picnic areas, shelters, bathhouses, sailing concessions and playgrounds. For additional accessible amenities in Maryland State Forests and Parks, visit the Accessibility for All section of this website. The park is open year round and is a site on the Chesapeake Bay Gateways Network.
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.
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.
Boat Rental, Annapolis MD
Still have boat rental in Annapolis questions?
The cost to rent a boat in Annapolis starts at just $200. The price of your rental could increase based on a number of factors such as duration, boat type, and the marina from where you will be renting the boat.
That you are only dealing with professionals. Docklyne is the first and only boat rental platform that exclusively connects you with professional boat rental operations like marinas. You will not be renting a boat from a person who only has one boat and is trying to make a boat payment. You will be renting from professionals who manage a fleet of boats, and know exactly how to ensure you have a safe and special day with you and your companions on the water!
At Docklyne, our mission is to bring the joy of boating to more people than ever. With our intuitive platform, you can rent a boat from the nearest marina whenever you want!
First, you need to search marinas and rental operations in your area.
Second, you find the type of boat you want to rent at the price that best suits your needs at the most convenient location and you book,
Third … well third is All Aboard time and you have a great day!
The number of people allowed on a boat depends on the size of the boat and the regulations of the marina from where you rent the boat. All Marinas have different rules, but the boat listing on Docklyne will tell you how many people are allowed on your trip!
You must be 18 years old to rent a boat on Docklyne, but the age requirements are up to the marina from where you rent the boat. Look at the “Age Requirements Policy” on the Marina Listing Page and Boat Listing Page to see the specifics for your rental.
Boating license requirements are not uniform across the United States. Please contact the Marina from where you would like to rent a boat to hear more about the local licensing requirements.
This is really up to the policy of the marina from which you plan to rent. Some allow all furry friends, some charge an extra fee and some operations have a no-pet policy. Please ensure to look at the policies of the vessel and or marina page before you rent!
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