Cookies!
We use cookies to improve your browsing experience. And dolphins make us happy. Find out more about our cookies policy here.
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-$1,775
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$205-$1,925
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$175-$450
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$150-$400
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$95-$150
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$95-$350
Fishing Charters
Let a captain do the driving while you do the fishing
$95-$350
Kayaks
Who says you need a motor to have fun on the water?
$425-$450
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!
CB
Caprice
Catamaran in Maryland
This was one of the best rides I’ve had in a while. Captain Jess is communicative, helpful and kind. We went out for 4 hours and had great weather. The boat is clean, he had 2 fridges for our food and drinks, it was nice and spacious, and there were floaties to get out on the water. It was a very enjoyable day.
Ben
Catamaran in Maryland
Jess was a great captain! We hosted my wife’s 30th birthday party with Jess and it was a great time! His catamaran fit all 12 of us with no problem. He was attentive to the things she wanted to do and was knowledgeable about the area. We had a awesome day on the water with Captain Jess. Would definitely go again!
Alex
Catamaran in Maryland
Jess was an amazing captain with a gorgeous boat. We had a group of ten women and Jess was so friendly but also gave us our privacy. He offered to take us swimming, but we opted to ride along the bay instead. While it’s an expensive excursion, it’s worth every penny and I will definitely reach out to jess again in the future. I highly recommend!!
Gina
Catamaran in Maryland
Captain Jess, the catamaran, the outing, the sights, all of it EXCEEDED our group’s expectations (which were already high going in)!! We immediately felt comfortable and secure in Captain Jess upon initial meeting (especially because he quickly outlined safety rules first - green flag!) and the hours out on the water became the highlight of my sister’s bachelorette weekend - we will be forever grateful!
sD
shirley
Catamaran in Maryland
We were so lucky with the weather to enjoy a beautiful sunset birthday cruise. Captain Jesse was easy going and the boat was equipped and easy to set up with the food we brought. We were a party of 10 ladies ages 40-84y. It was smooth sailing and fun!
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!
Real reviews from happy Getmyboaters.
4.9 out of 5! 500,000+ reviews
