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The Best Cruising Catamaran 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
$140-$1,925
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$250-$2,075
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$175-$300
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$150-$400
Fishing Charters
Let a captain do the driving while you do the fishing
$350
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$350
Kayaks
Who says you need a motor to have fun on the water?
$425
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$150
Top Cruising Catamaran Rental Locations Near Annapolis
Recent Reviews in Annapolis
Jordan
50ft Catamaran Charter with Water Toys - Annapolis, MD
Captain Deren and the crew were amazing — they made my birthday so special. They were super accommodating the entire day for everyone! They were even kind enough to put up some birthday decorations for our group. I’m definitely going to be booking with Captain Deren again!
Danika
Charter 44' Orana Cruising Catamaran In Deale, Maryland
We had the best time! Everything was perfect! Rob communicated well! The boat looked exactly like the pictures. It was enough space for my 10 guest party! We sailed out for 7hrs and it still didn’t feel like enough time! I’m so glad I went with this boat and will be using it again in the future. Best birthday ever!!!
JH
Jennifer
Charter 44' Orana Cruising Catamaran In Deale, Maryland
Rob was so communicative and helpful throughout the entire booking process, and our experience on the boat was even better! Not only was it a beautifully appointed vessel, but our captain Adam took such wonderful care of our group. We can never outdo this day-- just plan when we can do it again!
SH
Sophia
Charter 44' Orana Cruising Catamaran In Deale, Maryland
This trip was above and beyond ! The boat is spacious, beautiful, and comfortable. Everything was seamless and we spent a wonderful time sailing, swimming, and relaxing on the various parts of the boat.
KC
Kevin
Charter 42' Lagoon Catamaran in Annapolis, MD
Adam Yearwood is a fantastic captain! His boat is beautiful and he is well organized. We did a team outing sailing around the Chesapeake and had an awesome time - I highly recommend working with Adam!
KM
Kevin
Charter 44' Orana Cruising Catamaran In Deale, Maryland
Captain Rob and First Mate Jen were wonderful. Both were super friendly and attentive, which made for a relaxing trip. And the boat had more than enough room to fit our group of 9 comfortably.
Top Cruising Catamaran 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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