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Boat Rentals Near You

4.9
(62,613 Reviews)

Page 8 of 10240 listings

37' Spacious Party Yacht For Every Occasion
Events in Chicago · 12 guests

37' Spacious Party Yacht For Every Occasion

5.0
$225/hour
Instant Book
36ft Luxury Silverton Motor Yacht Rental in Chicago, Illinois
Events in Chicago · 12 guests

36ft Luxury Silverton Motor Yacht Rental in Chicago, Illinois

New
$275/hour
Instant Book
46' Spacious Portofino Party Yacht in Chicago For Every Occasion
Events in Chicago · 12 guests

46' Spacious Portofino Party Yacht in Chicago For Every Occasion

4.7
$250/hour
Instant Book
61’ Gorgeous Sunseeker Predator Weekday Special Rates
Events in Chicago · 13 guests

61’ Gorgeous Sunseeker Predator Weekday Special Rates

4.8
Superowner
$280/hour
Instant Book
37' Luxury Carver Multi-Level Yacht w/ Premium Sound
Events in Chicago · 12 guests

37' Luxury Carver Multi-Level Yacht w/ Premium Sound

5.0
$275/hour
'Genius' 40' Sea Ray Sundancer Captained Charter with all amenities in Chicago!
Events in Chicago · 13 guests

'Genius' 40' Sea Ray Sundancer Captained Charter with all amenities in Chicago!

5.0
Superowner
$275/hour
53' Luxury Yacht w/Flybridge and Sundeck Rental in Chicago, Illinois
Events in Chicago · 12 guests

53' Luxury Yacht w/Flybridge and Sundeck Rental in Chicago, Illinois

5.0
Superowner
$375/hour
Instant Book
Stunning 45’ Sea Ray Yacht
Events in Chicago · 12 guests

Stunning 45’ Sea Ray Yacht

5.0
Superowner
$350/hour
Instant Book
Spacious 37' Rinker Express - Perfect for Lake Michigan Adventures
Events in Chicago · 12 guests

Spacious 37' Rinker Express - Perfect for Lake Michigan Adventures

New
Snoozed - Active 02 Nov 2025
Luxury Unleashed – 40ft Sea Ray Dream Cruiser
Events in Chicago · 12 guests

Luxury Unleashed – 40ft Sea Ray Dream Cruiser

New
$450/hour
Instant Book
54ft Sea Ray Sundancer Motor Yacht
Events in Chicago · 12 guests

54ft Sea Ray Sundancer Motor Yacht

New
$725/hour
40' Carver Yacht with space all around
Events in Chicago · 12 guests

40' Carver Yacht with space all around

5.0
$375/hour
41' Sea Ray Sundancer Motor Yacht for Charter in Chicago, Illinois
Powerboats in Chicago · 12 guests

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

New
Superowner
$390+/hour
40 feet of Lights, Music, and Fun!!!
Powerboats in Chicago · 12 guests

40 feet of Lights, Music, and Fun!!!

New
Superowner
Best of 2025
$350/hour
SeaRay 320 Sundancer Yacht -  31st Street Harbor Beach Playpen Chicago
Events in Chicago · 12 guests

SeaRay 320 Sundancer Yacht - 31st Street Harbor Beach Playpen Chicago

5.0
$250/hour
**Affordable Luxury Chicago Boat Rentals for 12 on Lake Michigan / Playpen**
Events in Chicago · 12 guests

**Affordable Luxury Chicago Boat Rentals for 12 on Lake Michigan / Playpen**

5.0
$295+/hour
450 Sea Ray Sundancer. Yes we upgraded but we kept the low price. Check us out!
Events in Chicago · 10 guests

450 Sea Ray Sundancer. Yes we upgraded but we kept the low price. Check us out!

5.0
$350/hour
Instant Book
Sea Ray 48' Chicago Playpen, River, Winery, Lilly Pad
Events in Chicago · 12 guests

Sea Ray 48' Chicago Playpen, River, Winery, Lilly Pad

5.0
Superowner
$375+/hour
Luxury 35' Silverton 330 Sport Bridge Yacht Rental in Chicago!
Events in Chicago · 12 guests

Luxury 35' Silverton 330 Sport Bridge Yacht Rental in Chicago!

5.0
$325/hour
Instant Book
A Unique Experience With Our Sea Ray 330 Sundancer
Powerboats in Chicago · 7 guests

A Unique Experience With Our Sea Ray 330 Sundancer

New
$225/hour
Instant Book
2020 Beneteau GT 42' "James Bond" Yacht — Book Now for Summer 2025
Events in Chicago · 12 guests

2020 Beneteau GT 42' "James Bond" Yacht — Book Now for Summer 2025

4.7
$400/hour
*** $250**Weekend Charter Rental - 33' Maxum!
Events in Chicago · 10 guests

*** $250**Weekend Charter Rental - 33' Maxum!

4.9
$175/hour
Downtown Chicago, Party on the Lake!
Powerboats in Chicago · 10 guests

Downtown Chicago, Party on the Lake!

5.0
Best of 2025
$230/hour
40ft Carver Mariner Motor Yacht Charter in Chicago, IL
Events in Chicago · 13 guests

40ft Carver Mariner Motor Yacht Charter in Chicago, IL

New
$745/hour

Local Reviews

  1. KK

    Katherine

    SeaRay 320 Sundancer Yacht - 31st Street Harbor Beach Playpen Chicago

    Every box checked from fun to safety. Great communication from booking to docking back on the deck. So excited to be able to keep you in mind for all boat adventures. Great super clean boat (even the bathroom), expert and experienced captain, the best sound system, and plenty of space for twelve of us to not be on top of each other.

  2. ME

    Makaeda

    Luxury 35' Silverton 330 Sport Bridge Yacht Rental in Chicago!

    This was our groups first experience in Lake Michigan. The waves were definitely something we’ve never experienced but the hospitality from Mike, Tony and the crew was amazing they were very warm and welcoming and we had a great time during our trip. We would definitely book with them again and recommend.

  3. OT

    Olivia

    Stunning 45’ Sea Ray Yacht

    Fantastic Experience with Peter and Team! Peter was incredible—he even met us in the parking lot with a wagon to help transport our drinks and food. He was extremely friendly and communicative from start to finish. My coworkers and I had an amazing time cruising around the lake. The only minor downside was needing to bring our own ice, but everything else was absolutely 10/10. We’ll definitely be booking with Peter and his team again!

  4. JS

    Joelle

    Downtown Chicago, Party on the Lake!

    This chartering experience exceeded my expectations. Captain Sam was friendly, accommodating and professional. The boat is in excellent condition, very clean and had all the amenities we needed. Definitely book if you want to have a good time!!!!

  5. Reymond

    Reymond

    'Genius' 40' Sea Ray Sundancer Captained Charter with all amenities in Chicago!

    We had an incredible July 4th charter with Danyelle! Her crew was extremely professional and made sure our group of 12—celebrating a pre-wedding event—was well taken care of. The trip included a beautiful skyline tour followed by relaxing time at the Playpen, with stunning views all around. The photos came out amazing too. Highly recommend and would absolutely book again!

  6. MA

    Mahab

    46' Spacious Portofino Party Yacht in Chicago For Every Occasion

    Had the best time out on the water with Captain Kyle! He was super professional, friendly, and made sure we felt comfortable and had fun the entire trip. The boat was clean, spacious, and had everything we needed. Kyle knew all the best spots and kept the vibe fun and relaxed. You can tell he really knows what he’s doing and loves what he does. Highly recommend booking with him — can’t wait to go out again!