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Rent a Boat or Yacht in Chicago, Illinois

Page 5 of 12273 listings

SeaRay 330 Motor Yacht Charter in Chicago, Illinois
Events in Chicago · 12 guests

SeaRay 330 Motor Yacht Charter in Chicago, Illinois

5.0
$200/hour
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
$250/hour
36' Motor Yacht Charter Downtown Chicago's Lake Front ( CAPTAIN INCLUDED )
Events in Chicago · 6 guests

36' Motor Yacht Charter Downtown Chicago's Lake Front ( CAPTAIN INCLUDED )

5.0
$440/hour
Set Sail on a Spacious 42' Silverton Yacht
Powerboats in Chicago · 12 guests

Set Sail on a Spacious 42' Silverton Yacht

5.0
$250/hour
55' Sea Ray Luxury Yacht in Chicago
Events in Chicago · 12 guests

55' Sea Ray Luxury Yacht in Chicago

5.0
$350/hour
41ft ''Formula 41 PC'' Motor Yacht Chicago, Illinois
Events in Chicago · 12 guests

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

5.0
$295/hour
27 Sea Ray Sundancer playpen and river, and fireworks cruises.
Events in Chicago · 8 guests

27 Sea Ray Sundancer playpen and river, and fireworks cruises.

5.0
$180/hour
Lake Michigan Chicago Yacht Party – 40' Luxury Sea Ray for Up to 12 Guests
Events in Chicago · 12 guests

Lake Michigan Chicago Yacht Party – 40' Luxury Sea Ray for Up to 12 Guests

5.0
$225/hour
Stunning 105ft Denison Party Yacht in Chicago
Events in Chicago · 30 guests

Stunning 105ft Denison Party Yacht in Chicago

4.6
$1,450+/hour
2010 Sea Ray 450 Sundancer - 45FT Yacht 12 People
Events in Chicago · 12 guests

2010 Sea Ray 450 Sundancer - 45FT Yacht 12 People

5.0
$800/hour
Captained 51' Sea Ray Sundancer Luxury Yacht in Chicago, Illinois
Events in Chicago · 7 guests

Captained 51' Sea Ray Sundancer Luxury Yacht in Chicago, Illinois

5.0
Superowner
$500+/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
41' Sea Ray Sundancer Motor Yacht for Charter in Chicago, Illinois
Events in Chicago · 12 guests

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

5.0
Superowner
$350+/hour
Come enjoy fun in the sun on our 30 ft Bayliner Ciera 8 passengers
Events in Chicago · 8 guests

Come enjoy fun in the sun on our 30 ft Bayliner Ciera 8 passengers

4.5
$200/hour
450 Sea Ray Sundancer Pure Comfort! Big Boat Small Price! Brand new to our fleet
Events in Chicago · 10 guests

450 Sea Ray Sundancer Pure Comfort! Big Boat Small Price! Brand new to our fleet

5.0
$350/hour
Instant Book
Tiki Wave New 2023 36Ft. Regal LS
Events in Chicago · 13 guests

Tiki Wave New 2023 36Ft. Regal LS

4.6
$375/hour
44' Italian Luxury Azimut Premier Party Yacht 13 ppl plus Jet Ski Available
Events in Chicago · 13 guests

44' Italian Luxury Azimut Premier Party Yacht 13 ppl plus Jet Ski Available

5.0
Superowner
$575+/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
39' Formula Motor Yacht - Great for Playpen!
Powerboats in Chicago · 13 guests

39' Formula Motor Yacht - Great for Playpen!

5.0
$300/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
Party Chicago Fun Lake River | 27ft Xperience Tritoon
Powerboats in Chicago · 8 guests

Party Chicago Fun Lake River | 27ft Xperience Tritoon

5.0
$200/hour
39' Sea Ray Sundancer Motor Yacht for Charter in Chicago, Illinois
Events in Chicago · 12 guests

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

5.0
Superowner
$275+/hour
33' Bayliner Powerboat for Charter in Chicago
Events in Chicago · 10 guests

33' Bayliner Powerboat for Charter in Chicago

4.6
$295/hour
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!

4.9
Superowner
Best of 2025
$400/hour

Chicago Reviews

  1. MC

    Madeline

    450 Sea Ray Sundancer Pure Comfort! Big Boat Small Price! Brand new to our fleet

    I highly recommend booking Captain Anthony for your boat day! He is a great host and made sure that our group didn’t have to worry about anything and could just have fun. Our friends are still raving about how much they enjoyed it. Thank you Captain Anthony!

  2. NN

    Nikhil

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

    We had a fantastic time on Dana's boat! She helped us book with a great captain, was communicative, and helped answer all questions about what would be available on the boat. The lily pad + noodles were awesome additions to our experience!

  3. RP

    Rob

    55' Sea Ray Luxury Yacht in Chicago

    Awesome boat. The soft top of the front of the boat was huge and allowed us to really enjoy our trip. Difference maker compared to other boats. Jamie was a rockstar captain and helped make it a great day!

  4. AU

    Alana

    39' Formula Motor Yacht - Great for Playpen!

    Dan’s boat was incredible! He made the experience very smooth, and set us up with a great, reliable captain. This was a great value for the experience! I highly recommend!

  5. PO

    Paxton

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

    Our experience with Dana was great and exactly the kind of experience we were looking for. She was very professional and communicated well-and even went above and beyond to find a captain when ours did not show up (a situation that was out of her control). Highly recommend booking with her!

  6. DT

    Dorianne

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

    Had an amazing experience booking with Nasco! Communication was prompt, clear, and professional. The yacht was beautiful, well-maintained, and perfect for my birthday celebration. Highly recommend for anyone looking to plan a memorable day on Lake Michigan. Can’t wait to book again!