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Illinois, US Boat Rentals & Yacht Charters

4.9

(5,582 Reviews)

Page 7 of 12 • 278 listings

Events in Chicago · 12 guests

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

5.0

Superowner

Best of 2026

$400/hour

Instant Book

Powerboats in Chicago · 12 guests

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

5.0

Superowner

Best of 2026

$250+/hour

Limited Availability

Powerboats in Chicago · 16 guests

16 Passenger Captained Party & Event Boat in Chicago, Illinois!

New

Superowner

Best of 2026

$650/hour

Limited Availability

Powerboats in Chicago · 20 guests

38-ft Party Pontoon for Up to 20 Guests in Chicago

5.0

Superowner

Best of 2026

$680/hour

Limited Availability

Powerboats in Chicago · 12 guests

Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!

5.0

Superowner

Best of 2026

$190/hour

Instant Book

Events in Chicago · 20 guests

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

4.8

$1,500/hour

Events in Chicago · 13 guests

41' Stunning Sea Ray Yacht - Stunning throughout

5.0

$400/hour

Powerboats in Indiana · 8 guests

20ft Bayliner VR5 Boat in Rockville, IN

5.0

$510/day

Events in Chicago · 36 guests

Tiki Themed Party Boat, 18-36 Guests, captain, crew & beverage package included.

4.5

$1,350/hour

Limited Availability

Powerboats in Chicago · 44 guests

45’ Custom Built Double Decker Power Catamaran

5.0

$999/hour

Events in Chicago · 12 guests

36' Wellcraft Grand Sport Luxury Yacht Rental in Chicago, Illinois

5.0

$250/hour

Events in Chicago · 6 guests

32ft SeaRay Sundancer for Charter in Chicago

5.0

$300/hour

Events in Chicago · 13 guests

50ft Searay 400 Yacht - Lake Michigan Chicago - Up to 13 Guests

New

$300/hour

Limited Availability

Events in Chicago · 24 guests

24 Passenger Captained Party & Event Boat in Chicago!

New

Superowner

Best of 2026

$800/hour

Events in Chicago · 10 guests

Set Sail in Downtown Chicago with Beautiful 35ft Cruiser Yacht

5.0

$275/hour

Events in Chicago · 13 guests

45' Formula Super Sport Luxury Day Yacht at Navy Pier Marina

5.0

$300/hour

Sailing in Chicago · 12 guests

No tie-ups: 39' Sailboat, Catalina 380 with huge cockpit

4.8

$245/hour

Instant Book

Events in Chicago · 120 guests

Tiki-Chic Yacht, 40-120 people, one deck option. Beverage package included!

5.0

$1,133/hour

Powerboats in Chicago · 8 guests

Capt. Included - 8 Passengers - 27' Bayliner Ciera Charter Boat

New

$248/hour

Events in Chicago · 12 guests

Private 44ft Cruiser Yacht Experience on Lake Michigan – Chicago

5.0

$325/hour

Events in Chicago · 12 guests

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

New

$300/hour

Events in Chicago · 11 guests

Luxury Yacht, Playpen, River cruises up to 13 people. Captain included!

5.0

$300/hour

Powerboats in Chicago · 6 guests

Tiki Themed center console, 2 to 6 people, captain and beverage package included

5.0

$200/hour

Events in Chicago · 12 guests

Luxurious 47' Sea Ray Sun Yacht - Explore Lake Michigan the Ultimate Experience

5.0

$350/hour

Top Destinations Nearby

271
Chicago
Illinois

Illinois Reviews

CF
Connie

45' Formula Super Sport Luxury Day Yacht at Navy Pier Marina
Look no further for your boat rental needs. Captain Douglas will help you choose the perfect boat and crew to make your experience beyond what you can imagine!!
BG
Britney

45’ Custom Built Double Decker Power Catamaran
Chris and his team were great to work with! I booked with them to celebrate a birthday and they were very accommodating, communicative, and made the experience so fun!
Paul

Enjoy Chicago in this 42' Stunning Sea Ray Sun Dancer - Great for any Event!
Great time! Only advice is to get your captain booked early! So ask them for a list. Cost of $500 is in your fee but need book Captain directly. Tip is usually 20%. Captain Mike was the best!! Trip was a great time for family and friends. Thank you!!!!
Ravid

38-ft Party Pontoon for Up to 20 Guests in Chicago
My friends and I had an amazing time on Captain Greg's boat! The boat had speakers, cooler, a bathroom, floaties, pretty much everything we needed. The boat was very spacious and comfortable. The crew were very friendly and welcoming as well! We had so much fun sailing around Chicago and swimming in the lake, it was a perfect boating experience!
BM
Bridget

38-ft Party Pontoon for Up to 20 Guests in Chicago
We had an incredible experience. We booked for a co-ed bachelorette party. The captain and other staff on board were SO friendly and accommodating. The cooler was plenty big, the bathroom was clean, and we had a nice space to set up our sandwiches. Great experience!
Serena

38-ft Party Pontoon for Up to 20 Guests in Chicago
Greg made our boat trip perfect for my friend’s bachelorette. Everything was exactly as described and the service was awesome! We spent the day on the playpen and got to see some amazing views of the city. Would definitely book with Greg and crew again!