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Boat Rentals Near You

4.9
(62,690 Reviews)

Page 5 of 10240 listings

33' Bayliner Powerboat for Charter in Chicago
Events in Chicago · 10 guests

33' Bayliner Powerboat for Charter in Chicago

4.6
$300/hour
41' Sea Ray Sundancer Motor Yacht for Charter in Chicago, Illinois
Events in Chicago · 12 guests

41' Sea Ray Sundancer Motor Yacht for Charter in Chicago, Illinois

5.0
Superowner
$350+/hour
50' Sea Ray Sundancer -12 Passengers in Chicago, Illinois
Events in Chicago · 12 guests

50' Sea Ray Sundancer -12 Passengers in Chicago, Illinois

4.9
Best of 2025
$350/hour
Luxurious 47' Sea Ray Sun Yacht - Explore Lake Michigan the Ultimate Experience
Events in Chicago · 12 guests

Luxurious 47' Sea Ray Sun Yacht - Explore Lake Michigan the Ultimate Experience

5.0
$350/hour
Sea Ray Summer Fun In The Sun!
Events in Chicago · 12 guests

Sea Ray Summer Fun In The Sun!

5.0
$350/hour
Sea Ray Sundancer 290 - Luxury Yacht Rental in Chicago for Events
Events in Chicago · 10 guests

Sea Ray Sundancer 290 - Luxury Yacht Rental in Chicago for Events

New
$325/hour
Luxury 43ft Azimut Atlantis Yacht Charter in Chicago, Illinois
Events in Chicago · 12 guests

Luxury 43ft Azimut Atlantis Yacht Charter in Chicago, Illinois

New
$500+/hour
'Aquaholic' 40' Sea Ray Captained Charter on with all amenities in Chicago!
Events in Chicago · 13 guests

'Aquaholic' 40' Sea Ray Captained Charter on with all amenities in Chicago!

5.0
Superowner
$350/hour
32' Bayliner Avanti for up to 12 people
Events in Chicago · 12 guests

32' Bayliner Avanti for up to 12 people

5.0
$300/hour
Instant Book
Do it for Ships N Giggles!!
Events in Chicago · 12 guests

Do it for Ships N Giggles!!

5.0
$350/hour
44' Luxury Sundancer Yacht Rental! Includes Floating Island!
Events in Chicago · 12 guests

44' Luxury Sundancer Yacht Rental! Includes Floating Island!

4.7
$349/hour
39' Sea Ray Sundancer - Motor Yacht for Charter in Chicago, Illinois
Events in Chicago · 12 guests

39' Sea Ray Sundancer - Motor Yacht for Charter in Chicago, Illinois

5.0
Superowner
$250+/hour
55' Sea Ray Luxury Yacht in Chicago
Events in Chicago · 12 guests

55' Sea Ray Luxury Yacht in Chicago

5.0
$400+/hour
50 ft Double Decker Yacht | Sea Ray Bridge Express
Events in Chicago · 12 guests

50 ft Double Decker Yacht | Sea Ray Bridge Express

2.4
$200/hour
Cruise on the New & Luxurious 2024 Chaparral 30' Yacht!!!
Events in Chicago · 10 guests

Cruise on the New & Luxurious 2024 Chaparral 30' Yacht!!!

5.0
$275/hour
50' Sea Ray Sundancer Yacht for 13 Guests in Chicago, IL -July Promo (MPY#1)
Events in Chicago · 13 guests

50' Sea Ray Sundancer Yacht for 13 Guests in Chicago, IL -July Promo (MPY#1)

5.0
$300/hour
Instant Book
Double Decker 50FT Sea Ray Flybridge Yacht!
Powerboats in Chicago · 13 guests

Double Decker 50FT Sea Ray Flybridge Yacht!

5.0
Superowner
Best of 2025
$292/hour
Sea Ray Express 390 Luxury Charter in Chicago, Illinois
Events in Chicago · 12 guests

Sea Ray Express 390 Luxury Charter in Chicago, Illinois

5.0
$250/hour
42' Luxury Mediterranean Yacht - 3 Boats Available! Discount on Weekdays!
Events in Chicago · 12 guests

42' Luxury Mediterranean Yacht - 3 Boats Available! Discount on Weekdays!

5.0
$200/hour
Luxury 40-foot Yacht available to cruise to the Playpen!
Powerboats in Chicago · 12 guests

Luxury 40-foot Yacht available to cruise to the Playpen!

4.8
$295/hour
39' Sea Ray Sundancer Motor Yacht for Charter in Chicago, Illinois
Events in Chicago · 12 guests

39' Sea Ray Sundancer Motor Yacht for Charter in Chicago, Illinois

5.0
Superowner
$275+/hour
44' Sea Ray Express Luxury Motor Yacht Rental in Chicago
Events in Chicago · 13 guests

44' Sea Ray Express Luxury Motor Yacht Rental in Chicago

4.8
$349/hour
Luxurious 60' Yacht with Fly Bridge
Events in Chicago · 12 guests

Luxurious 60' Yacht with Fly Bridge

5.0
Superowner
$450/hour
Instant Book
Enjoy the Sun with Family or Friends on a 58' SeaRay Sundancer
Events in Chicago · 12 guests

Enjoy the Sun with Family or Friends on a 58' SeaRay Sundancer

5.0
$350/hour

Local Reviews

  1. Rb

    Raven

    44' Luxury Sundancer Yacht Rental! Includes Floating Island!

    Had an amazing time on our boat charter! From start to finish, everything was smooth, professional, and beyond enjoyable. The crew was friendly, knowledgeable, and made sure we felt safe and relaxed the whole time. The boat itself was spotless and well-equipped, with everything we needed for a fun day on the water. Whether we were cruising, sunbathing, or dropping anchor to swim, it was an unforgettable experience. Highly recommend to anyone looking to escape, unwind, and enjoy a perfect day at sea!

  2. KF

    Khari

    Luxurious 47' Sea Ray Sun Yacht - Explore Lake Michigan the Ultimate Experience

    We had an amazing time out on the water thanks to boat owner Breanna and Captain Mike! From the moment we arrived, everything was handled professionally and with such a warm, welcoming attitude. Breanna made the booking process smooth and stress-free, and Captain Mike was outstanding—friendly, knowledgeable, and clearly experienced. What stood out the most was how safe we felt the entire time. Captain Mike explained all the safety protocols before we left the dock, and throughout the trip, he stayed attentive and in control. It allowed us to fully relax and enjoy the experience, knowing we were in great hands. The boat was clean, comfortable, and well-equipped. Whether you’re looking to cruise, swim, or just soak up the sun, this is the trip to book. We highly recommend Breanna and Captain Mike to anyone looking for a safe and unforgettable boating experience. We’ll definitely be back!

  3. JF

    Jerediah

    41' Sea Ray Sundancer Motor Yacht for Charter in Chicago, Illinois

    The yacht was in great condition and clean. The speaker system was perfect for playing music in every part of the boat and outside of it so we could also listen while in the water. There was more than enough space for our group of 11.

  4. TC

    Tami

    44' Sea Ray Express Luxury Motor Yacht Rental in Chicago

    If you want a great boat and a great time book this boat! Captain Alex was amazing and fun and we will be booking this again. BOOK THIS BOAT - FYI it is on 31st harbor just so you know

  5. Ari

    Ari

    39' Sea Ray Sundancer - Motor Yacht for Charter in Chicago, Illinois

    Captain James and Captain John were wonderful hosts. They were clear about procedures and safety that made my group feel really comfortable. The boat was clean and ready for our use. We had a great time at the playpen. I’d definitely book again if in the Chicago area. Thank you again!

  6. Mariah

    Mariah

    44' Sea Ray Express Luxury Motor Yacht Rental in Chicago

    Jimmy’s boat was great and so was our captain! He was patient helped us out—the dock was towards the end of the harbor and he offered to drive closer to pick up so we wouldn’t need to walk so far with all our things! Thanks for a great experience!