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The Best Cruising Catamaran Rentals Near Chicago
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Chicago
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$200-$1,090
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$175-$990
Sailboats
Set sail with these traditional wind-powered boats
$180-$450
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$200-$800
Fishing Charters
Let a captain do the driving while you do the fishing
$65-$350
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
$275
Kayaks
Who says you need a motor to have fun on the water?
$120
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$150
Recent Reviews in Chicago
lb
lisa
50ft Catamaran Charter with Water Toys -Boca Raton, FL
Kristal & Jamie were the BEST! Made our family feel like their family. They were attentive and helpful. We (all 10 of us) feel they went over and above to make sure we had agood time. The boat was really clean and nice. It was it was a perfect day. Would definintely Sail with them again!!!!! The Captain had some real skill moving that wonderful Catamaran around!!
Kieron
2017 Robertson and Caine Leopard 40 - Luxury Catamaran
Bailey's luxury catamaran was gorgeous and the sunset cruise we took for my husband's 40th birthday with family was a very special experience. Captain Dave and Emma were so nice and accommodating for our group of 12. They provided us with ice and beverages as well as utensils and napkins for the catered platters we brought. We were also able to connect to the sound system to play our music for the entire trip. We had perfect weather and got to see dolphins frolicking prior to heading out into the Gulf for a gorgeous sail and stunning sunset!
KM
Kayla
🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina
We had the best day with Ryan! He was so friendly & kind, the catamaran was amazing, and his cute pup was an added bonus! We would love to do another charter with Ryan next time we're visiting Folly Beach!
CE
Clifford
SWEET & SALTY FOUNTAINE PAJOT HELIA 44 CATAMARAN
Sarah was helpful in lining me up for a sail boat for Mothers Day and in recommending a captain and in adjusting time to meet our needs.
CAIT
FOLLY BEACH CATAMARAN SUNSET SAIL, departing Folly River boat landing 190/hr
We have gone sailing numerous times now with Sail Folly! Every time the experience is amazing. They are incredible and you always see amazing wildlife.
DS
Domenic
50ft Catamaran Charter with Water Toys -Boca Raton, FL
This was a great experience. We were 2 families on spring break with 5 teenagers and everyone had a large time. Fantastic Catamaran and exceptional captain (Jamie) and first mate (Kristen). We had so much fun we extended our trip. Well worth the price.
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!
Real reviews from happy Getmyboaters.
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