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Boat Rentals Near You

4.9
(61,739 Reviews)

Page 10 of 10240 listings

Sea Ray Sundancer, Chicago, IL
Events in Chicago · 12 guests

Sea Ray Sundancer, Chicago, IL

New
$788/hour
38ft Sea Ray Sundancer in Chicago, Burhnam Harbor (Up to 12 guests)
Events in Chicago · 12 guests

38ft Sea Ray Sundancer in Chicago, Burhnam Harbor (Up to 12 guests)

5.0
Superowner
$250/hour
50' Multi-level Luxury Yacht with Party up to 12
Events in Chicago · 12 guests

50' Multi-level Luxury Yacht with Party up to 12

5.0
Superowner
Best of 2025
$350/hour
Instant Book
Captained 51' Sea Ray Sundancer Luxury Yacht in Chicago, Illinois
Events in Chicago · 7 guests

Captained 51' Sea Ray Sundancer Luxury Yacht in Chicago, Illinois

5.0
Superowner
$500+/hour
49 Passenger 57' Power Catamaran - Perfect For Events!
Events in Chicago · 49 guests

49 Passenger 57' Power Catamaran - Perfect For Events!

5.0
Superowner
$1,750/hour
38' Chaparral  Signature, Chicago, IL
Events in Chicago · 13 guests

38' Chaparral Signature, Chicago, IL

New
$642/hour
Li'l Red, Crownline CR250 Cabin Cruiser.
Powerboats in Chicago · 10 guests

Li'l Red, Crownline CR250 Cabin Cruiser.

5.0
Best of 2025
$325/hour
Instant Book
63ft Premier Sea Ray Chicago Playpen, River, Winery
Events in Chicago · 12 guests

63ft Premier Sea Ray Chicago Playpen, River, Winery

5.0
Superowner
$700/hour
50ft Spectacular Luxury Italian Unique Yacht
Events in Chicago · 13 guests

50ft Spectacular Luxury Italian Unique Yacht

5.0
$400/hour
Experience Lake Michigan like never before!!!!!
Events in Chicago · 8 guests

Experience Lake Michigan like never before!!!!!

New
$225/hour
Willard Marine SeaForce!! Former Military Adventure Boat!
Powerboats in Chicago · 6 guests

Willard Marine SeaForce!! Former Military Adventure Boat!

New
$270/hour
31' Captained Sea Ray Sundancer, Fun in Chicago Aboard
Powerboats in Chicago · 6 guests

31' Captained Sea Ray Sundancer, Fun in Chicago Aboard

4.9
$250/hour
Burnham Harbor, CAPTAIN/FUEL INCLUDED
Events in Chicago · 7 guests

Burnham Harbor, CAPTAIN/FUEL INCLUDED

5.0
$250+/hour
Beautiful 40ft Sea Ray Yacht
Events in Chicago · 12 guests

Beautiful 40ft Sea Ray Yacht

New
$250/hour
46ft Prestige Flybridge Luxury Yacht in Chicago
Events in Chicago · 13 guests

46ft Prestige Flybridge Luxury Yacht in Chicago

4.9
$400/hour
Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois
Events in Chicago · 13 guests

Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois

5.0
$400/hour
Lakeside Paradise Escape with Premier 310 Escalante Double Decker Tritoon
Powerboats in Dandridge · 12 guests

Lakeside Paradise Escape with Premier 310 Escalante Double Decker Tritoon

New
$333/hour
Instant Book
Sail & Swim from a Luxury Sailing Yacht
Sailing in Chicago · 7 guests

Sail & Swim from a Luxury Sailing Yacht

5.0
Superowner
$150/hour
Instant Book
Sailing Catamaran along Chicago's Lakefront 6ppl $450hr. Captain included.
Sailing in Chicago · 6 guests

Sailing Catamaran along Chicago's Lakefront 6ppl $450hr. Captain included.

5.0
$450/hour
27' Sea Ray Sundancer – Luxury Cruise with Extended Swim Platform
Events in Chicago · 6 guests

27' Sea Ray Sundancer – Luxury Cruise with Extended Swim Platform

5.0
$250/hour
7 to 13 passenger Lake Michigan Sailing Charter
Sailing in Chicago · 13 guests

7 to 13 passenger Lake Michigan Sailing Charter

5.0
$550/hour
No tie ups - BIG BOAT for up to 36 people - at NAVY PIER MARINA
Events in Chicago · 36 guests

No tie ups - BIG BOAT for up to 36 people - at NAVY PIER MARINA

5.0
$735/hour
Polynesian Party Boat, up to 6 people, captain and drink package included!
Powerboats in Chicago · 6 guests

Polynesian Party Boat, up to 6 people, captain and drink package included!

New
$250/hour
26 ft. Chaparral SSX257 Luxury Vessel
Powerboats in Chicago · 10 guests

26 ft. Chaparral SSX257 Luxury Vessel

5.0
$200/hour
Instant Book

Local Reviews

  1. Brad

    Brad

    Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois

    We have chartered with Armand’s boats multiple times, and they are simply the best. We had an incredible time on “Endeavor” and loved how there were plenty of zones and spaces for everyone to comfortably enjoy their time on the water. We’ll be booking again for sure!

  2. cf

    carolynn

    Sail & Swim from a Luxury Sailing Yacht

    This is an iconic trip in Chicago. I have always been on the river walk or on a kayak looking at people boats and thought "Those lucky kids." So this time I rented a sailboat to go out on the lake- even luckier! The operators are very organized and helpful. Everything was as expected from the site. Communication throughout was excellent. Thanks for lovely and memorable sail. I'm coming back to jump in the lake when the water temperature is a bit warmer :)

  3. RJ

    Rachel

    50' Multi-level Luxury Yacht with Party up to 12

    Captain Jim and his team went above and beyond to make our charter an unforgettable experience. From the moment we departed to the smooth arrival back at the dock, everything was handled with professionalism, confidence, and a warm, friendly attitude. The boat was immaculate, the ride was smooth, and Captain Jim clearly knew the waters like the back of their hand. They made us feel safe, relaxed, and completely taken care of the entire time. Whether it was pointing out interesting sights, adjusting course for the best views, or making sure we had everything we needed on board, their attention to detail was exceptional. You can tell they truly love what they do—and it shows in the way they connect with guests and manage every aspect of the trip seamlessly. I highly recommend Captain Jim and his team, to anyone looking for a top-tier charter experience. Thank you again for an incredible day on the water!

  4. SQ

    Safiya

    27' Sea Ray Sundancer – Luxury Cruise with Extended Swim Platform

    Our charter cancelled at the last minute and Alex came in like a super hero and saved the day! We had a phenomenal time aboard his boat. He’s very friendly and accommodating. I will definitely recommend.

  5. bk

    becca

    Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois

    We had a great time on Armand’s boat. There is plenty of room to spread out and enjoy the sun, water, or shade. Matt and Joe were wonderful captains who made the afternoon enjoyable for everyone in our group.

  6. AH

    Ashlee

    Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois

    What an amazing experience! Armand has a beautiful boat with nearly every amenity you need. We had some slight changes with our schedule, but our captains, Matt & Craig every step of the way. Special shout out to Captain Matt! He was an amazing host, especially to our guests who weren't feeling well or who just needed to talk. The vibes were amazing, and everyone had a 10/10 time on the boat. Can't wait to hopefully book again this summer.