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Group Size (2)
All listings in Chicago

Search yacht rentals in Chicago, Illinois.

Page 3 of 10222 listings

Sea Ray 45' Chicago Playpen, River, Winery, Lilly Pad
Events in Chicago · 12 guests

Sea Ray 45' Chicago Playpen, River, Winery, Lilly Pad

5.0
Superowner
Best of 2023
$375-$450hour
46ft Prestige Flybridge Luxury Yacht in Chicago
Events in Chicago · 13 guests

46ft Prestige Flybridge Luxury Yacht in Chicago

4.9
Best of 2023
$400hour
SeaRay Sundancer 35' Motor Yacht Rental in Chicago, Illinois
Events in Chicago · 12 guests

SeaRay Sundancer 35' Motor Yacht Rental in Chicago, Illinois

5.0
$200hour
54' Luxury Yacht Rental/Party Boat
Events in Chicago · 12 guests

54' Luxury Yacht Rental/Party Boat

5.0
$350hour
Multi Level 47' Carver Yacht for 13 Guests in Chicago, IL - Best Value! (MPY#3)
Events in Chicago · 12 guests

Multi Level 47' Carver Yacht for 13 Guests in Chicago, IL - Best Value! (MPY#3)

4.8
$350hour
27 Sea Ray Sundancer Pre Season specials playpen party
Events in Chicago · 8 guests

27 Sea Ray Sundancer Pre Season specials playpen party

5.0
$180hour
NEW!!! SPACIOUS 40ft Cruisers Yacht, Power…in the Lake, Chicago
Events in Chicago · 12 guests

NEW!!! SPACIOUS 40ft Cruisers Yacht, Power…in the Lake, Chicago

5.0
Superowner
$400hour
Chicago summer in style - 33' Monterey 302 for Charter on Lake Michigan!
Powerboats in Chicago · 12 guests

Chicago summer in style - 33' Monterey 302 for Charter on Lake Michigan!

4.8
Superowner
$250hour
Amazing Party Trips on 34ft Cruiser in Chicago
Events in Chicago · 16 guests

Amazing Party Trips on 34ft Cruiser in Chicago

4.9
Superowner
$450hour
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
Best of 2023
$250hour
34' of Lakefront Fun! Music Lights and a Great time!!!
Powerboats in Chicago · 12 guests

34' of Lakefront Fun! Music Lights and a Great time!!!

New
Superowner
$300hour
41ft ''Formula 41 PC'' Motor Yacht Chicago, Illinois
Events in Chicago · 12 guests

41ft ''Formula 41 PC'' Motor Yacht Chicago, Illinois

5.0
$325hour
Enjoy Chicago in this 45' Sea Ray Express Cruiser Yacht - Perfect for Parties!
Events in Chicago · 12 guests

Enjoy Chicago in this 45' Sea Ray Express Cruiser Yacht - Perfect for Parties!

4.8
Best of 2023
$400hour
Instant Book
2015 Absolute 40 STL Motor Yacht for rent in Chicago, IL
Events in Chicago · 10 guests

2015 Absolute 40 STL Motor Yacht for rent in Chicago, IL

5.0
$500hour
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-$300hour
Fuel & Lily Pad Included on 37' Four Winns 348 Vista Yacht!
Events in Chicago · 12 guests

Fuel & Lily Pad Included on 37' Four Winns 348 Vista Yacht!

4.3
$300hour
Captained Charter on 60ft Martini Sea Ray Luxury Motor Yacht in Chicago
Events in Chicago · 20 guests

Captained Charter on 60ft Martini Sea Ray Luxury Motor Yacht in Chicago

4.8
Best of 2023
$1,500hour
40ft Boat w/ HUGE open seating area!
Events in Chicago · 12 guests

40ft Boat w/ HUGE open seating area!

5.0
Best of 2023
$210-$240hour
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
$300-$400hour
50' Sea Ray-12 Passengers *BELIEVE CHICAGO*
Events in Chicago · 12 guests

50' Sea Ray-12 Passengers *BELIEVE CHICAGO*

4.9
Superowner
Best of 2023
$300hour
44' Italian Luxury Azimut Premier Party Yacht up to 12 plus Jet Ski Available
Events in Chicago · 12 guests

44' Italian Luxury Azimut Premier Party Yacht up to 12 plus Jet Ski Available

5.0
Superowner
Best of 2023
$600hour
Summertime Chi Ready!!
Events in Chicago · 12 guests

Summertime Chi Ready!!

5.0
$200hour
Soak Up the Sun Onboard a 42' Sea Ray Express Cruiser
Events in Chicago · 12 guests

Soak Up the Sun Onboard a 42' Sea Ray Express Cruiser

5.0
Superowner
$250hour
Enjoy Chicago in this 42' Stunning Sea Ray Sun Dancer - Great for any Event!
Events in Chicago · 12 guests

Enjoy Chicago in this 42' Stunning Sea Ray Sun Dancer - Great for any Event!

New
Best of 2023
$400hour
Instant Book

Motor Yacht Reviews in Chicago

  1. gabi

    gabi

    Amazing Party Trips on 34ft Cruiser in Chicago

    We had so much fun on Manytimes II! Captain Al was very communicative and let us know about road closures that would affect our travel. He was also flexible and accommodating when some of party got stuck in traffic. We were able to get lots of sun but also had ample shade & the speaker system was great!

  2. SG

    Samuel

    50' Sea Ray-12 Passengers *BELIEVE CHICAGO*

    Captain Carlos was great at communicating with us leading up to the event and he made the experience better than expected. I would highly recommend him.

  3. SY

    SHIRAY

    Sea Ray 45' Chicago Playpen, River, Winery, Lilly Pad

    Had a great time with Captain Al & Monica. Charter before us was running behind, and I appreciate being allowed the time we contracted for. Everyone enjoyed themselves and left in great spirits. The city backdrop was breathtaking, and the fireworks were the finale. I would definitely rebook again.

  4. WA

    Wendy

    Sea Ray 45' Chicago Playpen, River, Winery, Lilly Pad

    Mike helped me pull off the ultimate surprise for my parents for Father’s Day! Extremely responsive and great communication throughout my entire rental inquiry. I had many last minute requests that they took care of immediately! Can’t recommend Nick/Mike enough! Captain Al & Wendy were also THE best during our ride. They handled everything including cleanup and making our ride as smooth & enjoyable as possible! Super chill and laidback but extremely knowledgeable and reliable captain! Can’t wait for more rides this summer!

  5. Pratyaksh

    Pratyaksh

    Sea Ray 45' Chicago Playpen, River, Winery, Lilly Pad

    A wonderful experience, absolutely loved every bit of it. Michael made himself available whenever I reached out to him with my concerns. Had a great time with Captain Al. Superb, would definitely reach out to Michael again when I am back in Chicago!!!

  6. SC

    Stephanie

    Sea Ray 45' Chicago Playpen, River, Winery, Lilly Pad

    This was my 3rd or 4th time renting with Mike and he exceeds my expectations every time!! Communication was seamless, the yacht was sanitized/cleaned, and overall Mike was the shit! I will continue to book with him in the future as he and Stacey made our guests completely comfortable ? Thank you for a good time Mike and Stacey 🥰