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Boat Rentals Near You

4.9
(56,308 Reviews)

Page 9 of 10240 listings

49 Passenger 57' Power Catamaran - Perfect For Events!
Events in Chicago · 49 guests

49 Passenger 57' Power Catamaran - Perfect For Events!

5.0
Superowner
$1,000/hour
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
Monterey 256 Cruiser!
Powerboats in Chicago · 6 guests

Monterey 256 Cruiser!

New
$250/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
Ask about our SPECIAL end of season Sunday Savings! Captain included.
Sailing in Chicago · 6 guests

Ask about our SPECIAL end of season Sunday Savings! Captain included.

5.0
$450/hour
Special End of Season Sunday pricing for 8 to 13 passengers
Sailing in Chicago · 13 guests

Special End of Season Sunday pricing for 8 to 13 passengers

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
$793/hour
Sail & Swim from a Luxury Sailing Yacht
Sailing in Chicago · 7 guests

Sail & Swim from a Luxury Sailing Yacht

5.0
Superowner
$200/hour
Instant Book
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
Luxury 29ft Crownline Bowrider 285 SS
Powerboats in Chicago · 10 guests

Luxury 29ft Crownline Bowrider 285 SS

5.0
$250/hour
Set Sail with 36' Sailing Boat in Downtown, Chicago
Sailing in Chicago · 6 guests

Set Sail with 36' Sailing Boat in Downtown, Chicago

5.0
$225/hour
Big Party Boat for up to 24 people - at Navy Pier Marina
Events in Chicago · 24 guests

Big Party Boat for up to 24 people - at Navy Pier Marina

New
Snoozed - Active 02 Sep 2025
62' $2M Italian Luxury Yacht with Party up to 12
Events in Chicago · 12 guests

62' $2M Italian Luxury Yacht with Party up to 12

5.0
Superowner
Best of 2025
$800/hour
Instant Book
31' Sea Ray Romantic or Family or Fun Getaway  Waiting for you !!!
Events in Chicago · 6 guests

31' Sea Ray Romantic or Family or Fun Getaway Waiting for you !!!

5.0
$350/hour
27' Maxum 2400 Motor Yacht Rental in Chicago
Powerboats in Chicago · 8 guests

27' Maxum 2400 Motor Yacht Rental in Chicago

4.3
$300/hour

Local Reviews

  1. RM

    Ross

    Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois

    Amazing experience from booking until we finally docked after our adventure. Captain Matt, and the deckhand Joe were extremely professional, cool, and accommodating. The boat was better than expected. It was large, very clean, and it had an exceptional sound system, which was easily connected to Bluetooth. I would 100% book again with this boat.

  2. KM

    Kacy

    31' Sea Ray Romantic or Family or Fun Getaway Waiting for you !!!

    If you’re looking for a reliable and luxury charter for the day in Chicago - you absolutely need to book Rick. They showed us the best time and made us feel so comfortable. We had never been to Chicago before and they knew all the best spots and catered to what our vibe was. 10/10 experience.

  3. KC

    Karen

    Luxury 29ft Crownline Bowrider 285 SS

    Mark's boat was perfect for our mommy-daughter night for fireworks. The girls had an absolute blast swimming and jumping in/out of the mesh floaty. My daughter asked when we are renting Mark's boat again. Captain Edward was amazing. We couldn't have asked for a more perfect night on the boat in the best city in the world. Thanks Mark for making it so easy. We can't wait to return.

  4. AB

    Amanda

    Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois

    We had the most amazing girls' weekend, and we can't rave enough about our experience! Armand, Captain Matt, and Deckhand Joe were absolutely wonderful to work with. They went above and beyond to make sure everything was perfect for us—from the moment we stepped on the boat until the very end. The boat itself was beautiful, clean, and so comfortable—perfect for relaxing, soaking in the sun, and having a great time on the water. But what truly made the weekend unforgettable was the incredible crew. Captain Matt was professional, friendly, and made us feel safe and at ease the entire time. Deckhand Joe was equally fantastic—helpful, fun, and always making sure we had everything we needed. We’re so grateful for everything they did to make our weekend special. Highly recommend this experience if you're looking for the perfect mix of relaxation, fun, and top-notch service on the water!

  5. BM

    Bianca

    26 ft. Chaparral SSX257 Luxury Vessel

    Mark provided all details and answered all questions super-fast the listing was as described he made the whole process easy and smooth, and Eduard was a great Captain as well. Had an amazing time and will be booking again HIGHLY RECOMMENDED for bookings.

  6. Amy

    Amy

    26 ft. Chaparral SSX257 Luxury Vessel

    Marks boats are exactly as advertised. The boat was immaculate and so easy to operate. He is quick to answer any and all inquiries leading up to and during the excursion if needed. This is my 2nd time using his boat and we will be regular customers.