Cookies!

We use cookies to improve your browsing experience. By continuing to browse or closing this banner, you agree to our use of cookies. Find out more about our cookies policy here.

Boat Rentals Near You

4.9
(62,897 Reviews)

Page 8 of 10240 listings

Chicago Private Boat Rental - Explore Chicago's Skyline and Waters - SUCESSION
Events in Chicago · 12 guests

Chicago Private Boat Rental - Explore Chicago's Skyline and Waters - SUCESSION

5.0
$315/hour
Instant Book
42' Cruiser yacht at small boat price
Events in Chicago · 12 guests

42' Cruiser yacht at small boat price

5.0
$325/hour
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
Stunning 45’ Sea Ray Yacht
Events in Chicago · 12 guests

Stunning 45’ Sea Ray Yacht

5.0
Superowner
$350/hour
Instant Book
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
40' Luxury Yacht for 11 Guests – 3 Available! Weekday Discount!
Events in Chicago · 11 guests

40' Luxury Yacht for 11 Guests – 3 Available! Weekday Discount!

4.8
$200/hour
39' SeaRay Sundancer for 11 Guests – 3 Boats! Weekday Discount!
Events in Chicago · 11 guests

39' SeaRay Sundancer for 11 Guests – 3 Boats! Weekday Discount!

5.0
$200/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
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
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
40' Carver Yacht with space all around
Events in Chicago · 12 guests

40' Carver Yacht with space all around

5.0
$375/hour
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
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
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
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
33' Luxury Rinker Fiesta Vee 330 w/ Premium Sound
Events in Chicago · 10 guests

33' Luxury Rinker Fiesta Vee 330 w/ Premium Sound

5.0
$225/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
**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
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
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

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. JF

    James

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

    Amazing boat! Clean, large, and stored at a great marina to spend time at before or after. Very professional and friendly owner. Captain Dean was our captain and made the experience really fun and safe for all. Highly recommend!

  6. TE

    Tyler

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

    So I’ve been on SEVERAL Yachts in Chicago && This ONE By Far was the BEST Yacht Experience I’ve had in MY CITY thus Far!! The OWNER of the Boat was Super Cool we arrived A Bit late he let us Chill for an hour Extra towards the End AJ was Great as Well with the ASSIST in whatever we needed,Captain was Very Knowledgeable everything went AS IT SHOULD Thanks for The BEST Black Yacht Weekend experience I’ve HAD Can’t wait to Come Backkkk!