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The Best Boat Rentals in Annapolis
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Annapolis
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$210-$930
Sailboats
Set sail with these traditional wind-powered boats
$145-$1,005
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$230-$400
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$175-$480
Fishing Charters
Let a captain do the driving while you do the fishing
$65-$480
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$65-$480
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$195
Top Boat Rental Locations Near Annapolis
Recent Reviews in Annapolis
MS
Michael
Private Yacht Charter: On 40ft Regal Commodore
Our boat ride with Dennis was awesome. His boat is very well maintained with plenty of space to make sure everyone always has a good seat and view. He took us to two great spots he knew about, one for swimming, and one for sunset viewing. During the ride he was always asking questions to make sure everyone was taken care of and having a good time. The kids (ages 7-8) were giggling non stop the first time he went full throttle, so this experience is definitely recommended for families.
Bobby
38-ft Hunter 376 Sailing Adventure in Annapolis
We went out for an afternoon sail with Capt Alberto and had an amazing time. We were blessed with a beautiful sunny day with perfect wind. Capt Alberto shared interesting stories and taught us a good bit about sailing along the way. Highly recommend!
JL
John
Pro line Center Console Magothy River - Perfect for fishing exploring cruising
Had an absolutely wonderful time. Boat is in good condition. Motor is very quiet. Boat has a very smooth and dry ride. Location is great. It has easy access to the Bay Bridge but also has plenty of sheltered waters in the river. Scott was great to work with.
JH
Jessica
Luxurious 51’ SeaRay Flybridge Yacht With Twin 600 Hp Cummins Engine
This was such a great trip! The boat is Beautiful and Michael & Norma were wonderful! We felt right at home. If you are looking for a boat trip, I would 110 recommend Michael! It was such a great experience. We will be returning.
LP
Laura
38-ft Hunter 376 Sailing Adventure in Annapolis
Captain Alberto and his wife are absolute jewels! We sailed with them a couple of years ago and were excited to have this time with them today. They are friendly, professional and just such a joy to be around. Will be seeing them again soon, for sure!
ET
Eris
Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways
This is everything you could want. Great boat and captain. McCoy has everything you need for a great trip. Plenty of space onboard for all your food and drink and all the toys you could want for a fun day on the water. We count thank him enough fro a such great experience and a great price! We will be booking again for sure!
Top Boat Rental Locations in the United States
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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Frequently Asked Questions
What types of boat rentals are available in Annapolis?
In Annapolis, you can rent sailboats, yachts, pontoon boats, speedboats, and luxury cruisers. Many options include captains, making it easy to enjoy the Chesapeake Bay without needing to operate the boat yourself.
How much does it cost to rent a boat in Annapolis?
Boat rentals in Annapolis typically range from $150 to $300 per hour. Prices vary based on boat type, size, duration, and whether a captain is included. Some sailboat and yacht charters may be higher for special occasions or larger groups.
Can I rent a boat with a captain in Annapolis?
Yes, most boat rentals in Annapolis offer captained options. This is a popular choice for sightseeing, private cruises, and special events. Licensed captains know the local waters and can customize the trip for your group.
Do I need a boating license to rent a boat in Annapolis?
If you plan to operate the boat yourself, Maryland requires anyone born after July 1, 1972 to have a boating safety certificate. Captained charters don’t require you to have any license or boating experience.
Where are the common marinas and launch points in Annapolis?
Popular marinas in Annapolis include Port Annapolis Marina, Annapolis City Marina, and Eastport Yacht Center. Many rentals depart from these spots, especially around Spa Creek and Back Creek.
What are the top things to see by boat in Annapolis?
Highlights include cruising past the U.S. Naval Academy, exploring the Severn River, and sailing out to the Chesapeake Bay Bridge. Many boaters enjoy relaxing near Thomas Point Shoal Lighthouse or anchoring for a swim near Whitehall Bay.
What activities can I do by boat in Annapolis?
You can enjoy sightseeing, sailing lessons, sunset cruises, swimming, fishing, and even waterfront dining. Some boats offer catering or BYOB options, making them great for birthdays, bachelorette parties, or date nights.
Are there good spots for swimming or anchoring?
Yes, boaters often anchor in Whitehall Bay, Harness Creek, or near the mouth of the Severn River for swimming and lounging. These spots offer calm waters and scenic surroundings.
When is the best time of year to rent a boat in Annapolis?
Boating season in Annapolis runs from May through October. Summer months are busiest, especially on weekends, so book early. Fall offers beautiful foliage and fewer crowds on the water.
Can I dock and dine in Annapolis?
Yes, many waterfront restaurants in Annapolis offer dockage for boaters. Favorites include Carrol’s Creek Café, Pusser’s Caribbean Grille, and The Chart House—perfect for lunch or sunset dining by boat.
Real reviews from happy Getmyboaters.
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