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The Best Yacht 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
Sailboats
Set sail with these traditional wind-powered boats
$145-$1,775
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$150-$450
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$65-$400
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$95-$150
Kayaks
Who says you need a motor to have fun on the water?
$425-$450
Fishing Charters
Let a captain do the driving while you do the fishing
$95-$350
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$95-$350
Top Yacht Rental Locations Near Annapolis
Recent Reviews in Annapolis
EB
Ernest
Private Yacht Charter: On 40ft Regal Commodore
GREAT experience!!! Captain Dennis was terrific. He was professional, yet fun & extremely well prepared. The yacht was clean & well maintained with all the amenities that we could ask for. Our only regret is that we did not book a longer cruise on Seas the Day.
Abigail
Private Yacht Charter: On 40ft Regal Commodore
Captain Dennis was exceptional—punctual, professional, and allowed us to have a great time. The boat itself was in perfect condition, with all the necessary equipment and some luxurious extras, like the floating 🏝️, that made the day truly enjoyable. The excellent service and the beautiful setting made it an unforgettable birthday party. I highly recommend Captain Dennis for anyone looking to host a memorable and top-notch maritime event.
MT
Marija
Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways
We had a wonderful time at Captain McCoy’s boat. The boat is gorgeous, impeccably clean, and very spacious. The Captain played great music (we didn’t bring our own playlist). He found a great spot for our group to take a swim. It was a perfect balance of cruising and swimming and a perfect 2 hr cruise
WS
Wendy
Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways
Captain McCoy is the best. His boat was the perfect place to spend the morning on the water with my son and husband celebrating my 60th birthday! We had fun and felt safe and secure. Highly recommend the fabulous accommodations!
Alex
43ft Cruiser Express Yacht for Daily Charter
Captain Rob was flexible with our departure time to work around bad weather, which was awesome! His boat was beautiful and clean. He showed us some truly private quiet spots where we could swim and cool off. On the way back the winds and waves picked up, but Capt. Rob was able to “jake” this huge boat into the parking spot under pressure like a true boss. We will be back!!
AS
Abby
Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways
Captain McCoy and his boat were perfect for some time out on the water! The boat was very accommodating, especially the bean bag chairs to lounge on the front of the boat! Pick up / drop off and communication was seamless
Top Yacht 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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