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The Best Cruising Catamaran Rentals in Chesapeake Bay
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Chesapeake Bay
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$110-$610
Sailboats
Set sail with these traditional wind-powered boats
$90-$1,065
Fishing Charters
Let a captain do the driving while you do the fishing
$60-$725
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$35-$300
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$85-$755
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$55-$470
Kayaks
Who says you need a motor to have fun on the water?
$80-$450
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$80-$400
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$95-$350
Whale Watching
See some of the ocean’s most incredible creatures with these eco tours
$60
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$150
Recent Reviews in Chesapeake Bay
Dennese
Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise
Sailing with Captain James was a dream!! You will not regret this experience! Not only is he hospitable, he is full of life and passion which only made our trip better. We enjoyed every part of our trip the only sad part was that we didn’t book longer. 100/10 would book with Captain James again!!
BD
Bisola
Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise
Lovely experience, James was really patient and understanding. Boat was clean and had everything we needed. 10/10 experience will definitely book again.
KM
Kelley
Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise
If you’re looking for a unique and fun way to celebrate a special occasion, or just want to take advantage of the beautiful weather and get out on the water, this is it! I booked a Sunday afternoon trip with friends to celebrate my 36th birthday and it absolutely exceeded my expectations. Captain James was communicative and professional leading up to the trip; he’s a skilled captain and a joy to be around. His catamaran is clean and safe, and equipped with everything you could need, including a sound system and bumpin’ playlist! I will absolutely be booking with him again.
CC
Catie
Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise
Our experience with James was nothing short of incredible! We booked a short rental for our engagement pictures session, and James’ boat was beautiful, immaculate, and incredibly picturesque. James was quick and incredibly safe as well as a very skilled captain who accommodated multiple pick ups/drop offs for our shoot and did everything in his power to get the pictures we wanted. We would recommend him for photography or a nice sailing day - we will definitely be back!
SP
Sydney
Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise
We truly could not have asked for a more perfect sailing experience with Captain James!! Our time on the water was so fun thanks to his warmth, hospitality, knowledge, and love for sailing. Our group (including a toddler) loved experiencing the DC area all the way to Mount Vernon. We surprised our friend for her birthday and it was the most fun. I highly recommend this for any and every group looking for a different experience around DC!
JM
Jennifer
Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise
I cannot recommend James enough for his incredible catamaran trip! From start to finish, he went above and beyond to ensure we had the best experience possible. His knowledge of the local area and marine life was truly impressive, and he shared fascinating insights throughout the journey. The boat itself was luxurious and well-maintained, providing a comfortable and enjoyable ride. James's passion for sailing shone through in his attentive service and expert navigation skills. He took us to some breathtaking spots that we never would have discovered on our own. Overall, this 5-star review is well-deserved, as James surpassed all expectations and provided an unforgettable adventure that left us feeling exhilarated and grateful. I highly recommend booking a trip with him - you won't be disappointed!
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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Real reviews from happy Getmyboaters.
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