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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$200-$1,135
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$185-$1,000
Sailboats
Set sail with these traditional wind-powered boats
$130-$535
Fishing Charters
Let a captain do the driving while you do the fishing
$65-$350
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$200-$800
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$65-$350
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$250-$800
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$130-$195
Kayaks
Who says you need a motor to have fun on the water?
$120
KD
Kevin
42' Luxury Mediterranean Yacht - 3 Boats Available! Discount on Weekdays!
Used Captain chris and he was great. I wasn't aware that there was a whole team required (3 people total including captain), not that it mattered much. They tried to not let us use the lilly pad because they said the wind caused it to float away with 8 people on it, but we were in the water and it was great. I would not want to hit the play pen without it IMH. John was very kind, and the boat was quite spacious. Overall had a great experience, 5 stars, but noting the lily hiccup that I felt like I had to fight to keep but it appeared to have no issues using it. Would book again
FM
Fernando
44FT Regal Commodore in Chicago
Captain Robert gave us an unforgettable day on the water! From the moment we boarded, he made everyone feel welcome and comfortable. His professionalism, local knowledge, and easygoing personality created the perfect balance of safety and fun. The boat was spotless, the ride was smooth, and every detail was taken care of so we could just relax and enjoy. We can’t wait to book with him again — highly recommend!
JD
Juan
42' Luxury Mediterranean Yacht - 3 Boats Available! Discount on Weekdays!
The best charter experience I’ve had! John was amazing, he greeted us at the dock and the crew he recommended was amazing. Captain Ken was the perfect guy for the job, he was fun and a very skilled operator. Deckhands Derroll and G were both great and very personable. Definitely will be booking with John again!
ME
Melissa
Enjoy the Sun with Family or Friends on a 58' SeaRay Sundancer
I can’t say enough about Dana and her crew. Exceptional service, amazing communication, and perfect boat for hosting and playing in the play pen. I would highly suggest Dana to anyone looking for a fun day out on the water.
PO
Paxton
Soak Up the Sun Onboard a 42' Sea Ray Express Cruiser
Our experience with Dana was great and exactly the kind of experience we were looking for. She was very professional and communicated well-and even went above and beyond to find a captain when ours did not show up (a situation that was out of her control). Highly recommend booking with her!
KO
Katie
If You Have 6 Passengers Or Less My Yacht Is "Just Right" & The Captain Is Free
10/10 experience with Captain Kevin. We asked for a day in the play pen and a tour up the shoreline and he delivered that and more. He is so knowledgeable about boating and the area, it was really great spending the day with him. He will answer questions and talk to you or give your your space to enjoy the day/boat. Great experience and will recommend to friends/book again in the future. Amazing and beautiful boat, we felt safe and taken care of, it was more than we could have asked for. Thanks Captain Kevin!!
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!