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Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$50-$420
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$180-$1,180
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$45-$495
Fishing Charters
Let a captain do the driving while you do the fishing
$55-$430
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$55-$430
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50-$440
Kayaks
Who says you need a motor to have fun on the water?
$30-$535
Sailboats
Set sail with these traditional wind-powered boats
$50-$800
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$250-$1,200
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$85-$315
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$110-$275
Rafting
A high-energy adventure for the whole family
$150
Sandra
44' Italian Luxury Azimut Premier Party Yacht 13 ppl plus Jet Ski Available
Capt. Tim and crew were very accommodating and helpful. We rented the boat to scatter a loved ones ashes close to Navy Pier. Capt Tim was very receptive to our feelings and knew actually what we needed. We had a great celebration of life on his boat!
AS
Arianne
Luxury Electric - 75 Minute Cruise on Belle Isle Breeze
This was an amazing boat ride experience, so peaceful and fun. The boat is very clean and rides very smooth and quiet, the captain and host were both very hospitable, polite, highly recommend!! We definitely want to book again!!
Daniya
Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!
Book Kevin’s boat now! Our captain Hayden was so professional and prompt for our experience. The boat itself is gorgeous and perfect for an all girls getaway . I and my group couldn’t have asked for a better experience.
EL
Erika
Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!
Kevin was easy to coordinate with, got back to me quickly, and the boat was just as pictured. Captain Justin was accommodating and personable. Couldn’t have asked for a better day on the boat! We’ll definitely be coming back!
GG
Gbo
Beautiful Chaparral 35ft Cruiser for rent in Washington, D.C.
Capt Troy is really a nice person he and his wife went the extra mile to plan a special surprise for my wife. They very welcoming. I will recommend them for anyone that wants to plan a surprise or special occasion to go with him.
NR
Natalia
Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!
Kevin was awesome, super communicative, friendly, and made sure we were taken care of. There was a change to our departure time and a delay afterward, but he kept us well informed throughout. Captain Justin and his deckhand were fantastic hosts, making the experience fun and relaxing. We celebrated my husband’s birthday and had an absolute blast, even with the chilly May weather in Chicago. Overall, a great experience and highly recommend!
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!
April 17, 2024
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February 21, 2024
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August 01, 2023
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October 09, 2023
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December 12, 2019
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November 23, 2022
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