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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$275-$2,750
Sailboats
Set sail with these traditional wind-powered boats
$185-$1,275
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$250-$2,900
Fishing Charters
Let a captain do the driving while you do the fishing
$100-$225
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$200-$780
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$100-$225
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50-$160
Zach
2017 Robertson and Caine Leopard 40 - Luxury Catamaran
Could not recommend this vessel and crew more. We rented it for the 4th of July and it was an unforgettable experience for our group. Despite some shaky weather we still had a blast. The boat is incredible and such a fair rate compared to other similar listings. Captain Dave and Joe were AWESOME. Would book again in a heartbeat!
Deja
2017 Robertson and Caine Leopard 40 - Luxury Catamaran
We can’t thank Captains Dave & Joe enough. From the communication with Bailey, to the overall experience.. everything went smooth and easy. I booked for my friend’s Bachelorette Party and they made our time worth while. I definitely recommend for any occasion. Both Captains Dave and Joes made sure we were equipped with everything and comfortable during our sailing. My favorite part was swimming and lounging on the floatable pools.. oh, and seeing dolphins! Overall 10/10 experience!
DC
Donte
New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland
From start to finish, the entire experience was seamless and professional. There was zero chaos—everything ran like clockwork. The crew was exceptional: friendly, attentive, and incredibly knowledgeable about the Chesapeake Bay and Annapolis. The yacht itself was spotless and in pristine condition. From the moment we arrived, the crew went above and beyond—helping us load in, beautifully setting up our catering, keeping our group refreshed with drinks and snacks, and later packing up leftovers and loading them into our car. Every detail was handled with care. If you’re considering a yacht rental, don’t hesitate—this experience was truly top-notch. We’re already looking forward to booking again!
M
Mark
Sailing Catamaran along Chicago's Lakefront 6ppl $450hr. Captain included.
Another Great Day on the Water This was my second trip with Captain Russell, and it won’t be my last. The boat is better than advertised — super clean and comfortable. Captain Russell just makes it easy. He knows what he’s doing, keeps everything relaxed, and makes you feel like you’ve got your own personal captain for the day. Always a great time out on the lake with him.
Paul
Elegant 43ft Catamaran: Experience Boston Harbor in Style!
The captain and crew were amazing! The sunset cruise was the perfect end to a great weekend with friends. I definitely would highly recommend to anyone looking for a wonderful evening.
CJ
Chris
Elegant 43ft Catamaran: Experience Boston Harbor in Style!
Our sunset cruise exceeded expectations. Cannot recommend this boat and its crew enough. Overall great experience that we will always remember.
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
October 09, 2023
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June 07, 2023
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December 30, 2019
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December 29, 2019
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December 26, 2019
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