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Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$85-$310
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$120-$1,395
Fishing Charters
Let a captain do the driving while you do the fishing
$85-$150
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50-$100
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$85-$150
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$90-$200
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$85-$200
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$180-$350
Kayaks
Who says you need a motor to have fun on the water?
$150
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.
AT
Anthony
47' Leopard Sailing Catamaran on Clear Lake/Galveston Bay
Booked Captain Terry's boat for my wife's birthday. Everything went perfectly!! Captain Terry suggested a sunset cruise and plotted out a great itinerary. We ended up singing happy birthday as the sunset in the background. The boat itself was beautiful and very stable. For those who get seasick, the boat does not rock very much. Captain Terry and his First mate Wayne were fantastic. Very friendly and took care of everything. This boat is all about having a great time with your friends!
DV
Danielle
Sail & Swim from a Luxury Sailing Yacht
We had a great experience with Captain Greg. The boat was very nice and clean, and we had a great sunset sail! Our kids loved their first sailing experience. Captain Greg even taught my 9 year old how to steer and let all 3 kiddos help with hoisting the sails. Couldn’t have asked for a better night in Chicago!
EN
Emily
Privat 30’ Luxury Sailing Yacht in Mazatlan Bays & Islands
Jorge was very knowledgeable with his ship and talking to us about the history of the marina! He had food and drinks. Overall, a great experience, would recommend for others to book with Jorge!
S
Sandra
Sailing Catamaran along Chicago's Lakefront 6ppl $450hr. Captain included.
Captain Russell was incredibly hospitable and entertaining, making this Afternoon Delight even more special. On the yacht was pure bless -- sunshine, bevies, great music and stunning Lake Michigan views. Plus there's a huge Yeti Tundra hard cooler onboard with ice... just bring your fav adult beverages. Highly recommend for a fun, luxe day with your besties.
JF
Jeremy
Privat 30’ Luxury Sailing Yacht in Mazatlan Bays & Islands
We had an amazing day on the water. Everything was as it was described and as the other reviews said. We were in town on a cruise ship so only had an 8 hour stop but we did our trip on the yacht and had plenty of time to spare. The Captain was very knowledgeable and accommodating and we highly recommend going on an excursion with him. Thanks for an unforgettable day on the water!
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!
August 01, 2023
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December 26, 2019
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