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
(62,988 Reviews)

Page 8 of 10240 listings

42' Cruiser yacht at small boat price
Events in Chicago · 12 guests

42' Cruiser yacht at small boat price

5.0
$325/hour
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
44ft of Luxury Yachting! Ask About Pre-Boating Season Discounts!!
Events in Chicago · 12 guests

44ft of Luxury Yachting! Ask About Pre-Boating Season Discounts!!

5.0
$275+/hour
44 foot Cabin Cruiser for rent in Chicago $250/hr
Events in Chicago · 12 guests

44 foot Cabin Cruiser for rent in Chicago $250/hr

5.0
$350/hour
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
Stunning 45’ Sea Ray Yacht
Events in Chicago · 12 guests

Stunning 45’ Sea Ray Yacht

5.0
Superowner
$350/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
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
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
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
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
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
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. KP

    Kelly

    Downtown Chicago, Party on the Lake!

    It was a wonderful experience from beginning to end! Since before booking and asking for details and accommodations to the day of where I was able to add an additional hour given the schedule and thanks to the seamless communication and outstanding host Ramsey! I would definitely book again with him for future outings. My birthday was perfect thanks to him and a shoutout to Captain Goose!

  2. 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.

  3. 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.

  4. MG

    Mariah

    Stunning 45’ Sea Ray Yacht

    Eugene’s communication was 10 out of 10!! He was clear with all his direction and was so polite to me. CAPTAIN PETER was also amazing. If you guys want a chill and fun captain, book PETER! He was so fun and nice.

  5. 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!

  6. 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!!!!