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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-$1,100
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
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$65-$350
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$200-$800
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
$100-$195
Kayaks
Who says you need a motor to have fun on the water?
$120
Top Cruising Catamaran Rental Locations Near Chicago
Lake Geneva, Wisconsin
10 boats to rent
Williams Bay, Wisconsin
7 boats to rent
Milwaukee, Wisconsin
12 boats to rent
Holland, Michigan
7 boats to rent
Lake Michigan, United States
370 boats to rent
Madison, Wisconsin
8 boats to rent
Glen Lake, Michigan
12 boats to rent
Detroit, Michigan
32 boats to rent
Torch Lake, Michigan
24 boats to rent
Saint Clair Shores, Michigan
20 boats to rent
White Bear Lake, Minnesota
8 boats to rent
Minneapolis, Minnesota
31 boats to rent
Minnetonka, Minnesota
30 boats to rent
Wayzata, Minnesota
9 boats to rent
Lake Minnetonka, Minnesota
68 boats to rent
Spring Park, Minnesota
12 boats to rent
Osage Beach, Missouri
18 boats to rent
Lake of the Ozarks, Missouri
47 boats to rent
Recent Reviews in Chicago
ML
Martha
50ft Catamaran Charter with Water Toys - Annapolis, MD
We intentionally booked a late afternoon cruise around the Chesapeake so we would return around sunset to get great views and photos. Kristal was super responsive in preparing us and Captain Wayne and his 'first mate' Mish were super helpful with capturing the perfect photos. We would definitely book again!
KC
Krysten
2017 Robertson and Caine Leopard 40 - Luxury Catamaran
Our party had a wonderful time. It was a very pleasant sail and we pulled up to a near by beach where we could swim. The vessel is very spacious and clean. We felt safe as well. We would definitely sail again!
CL
Cong
Elegant 43ft Catamaran: Experience Boston Harbor in Style!
I had a fantastic evening on this beautiful catamaran with a successful proposal to my now fiancee with sunset. Alex was so professional and accommodating, which led to the success. He was fast to respond, accommodating my date change request due to the weather forecast change even though it was within five days. Alex also coordinated well with my photographer, allowing him to board early before picking us up, which kept the proposal a surprise.
Mike
Elegant 43ft Catamaran: Experience Boston Harbor in Style!
Perfect way to spend a day in Boston Harbor. The crew was so incredible and took amazing care of us. They had everything we would need, including snacks and towels (we usually bring our own, but totally didn't need to!). Would 100% recommend for a relaxing time on the water!
OO
Olivia
Elegant 43ft Catamaran: Experience Boston Harbor in Style!
We had the best time on the boat with Alex, the boat was perfect, plenty of room to move around. The views were stunning, everything went so smooth from the pickup to departure. They accommodated us with everything we needed. Alex and his mate were super knowledgeable and friendly. We had the best time with them and can’t wait to book again’
LE
Lara
41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
My girlfriends and I had the best time celebrating a bachelorette party with Captain Brian and his beautiful boat! From the very start Brian had quick communication and was helpful answering our questions. The actual boat was so nice, with a rustic charm. It comfortably fit all 10 girls. Brian made the day extra special - he’s so kind and fun. Would definitely recommend to this others and even hope to do another trip again!
Top Cruising Catamaran Rental Locations in the United States
Los Angeles, California
374 boats to rent
Miami, Florida
925 boats to rent
Honolulu, Hawaii
57 boats to rent
Marina del Rey, California
136 boats to rent
Charleston, South Carolina
119 boats to rent
Annapolis, Maryland
49 boats to rent
Baltimore, Maryland
44 boats to rent
Culver City, California
37 boats to rent
Miami Beach, Florida
392 boats to rent
Pensacola, Florida
103 boats to rent
San Diego, California
99 boats to rent
Hitchcock, Texas
55 boats to rent
Texas City, Texas
37 boats to rent
Palm Beach, Florida
129 boats to rent
Riviera Beach, Florida
122 boats to rent
West Palm Beach, Florida
83 boats to rent
Long Beach, California
82 boats to rent
San Francisco, California
74 boats to rent
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!
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Real reviews from happy Getmyboaters.
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