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Boat Rentals & Yacht Charters Near You

4.9
(67,463 Reviews)

Page 7 of 10 • 240 listings

34' Luxury Sea Ray Sundancer Yacht in Excellent condition for rent in Chicago
Events in Chicago · 12 guests

34' Luxury Sea Ray Sundancer Yacht in Excellent condition for rent in Chicago

New
$275/hour
Charter a 40' Luxury Beneteau Gran Tursimo Yacht - 11 Guests, 3 Boats Available!
Events in Chicago · 11 guests

Charter a 40' Luxury Beneteau Gran Tursimo Yacht - 11 Guests, 3 Boats Available!

4.8
$500/hour
39' Sea Ray Sundancer for 11 Guests – 3 Boats! Weekday Discount!
Events in Chicago · 11 guests

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

5.0
$425/hour
Gorgeous 54' Sea Ray Sundancer w/ Huge Cockpit for Parties & Dancing in Chicago
Events in Chicago · 12 guests

Gorgeous 54' Sea Ray Sundancer w/ Huge Cockpit for Parties & Dancing in Chicago

5.0
$500/hour
44ft Premium Chris Craft Yacht for Lake Michigan and Playpen Party Cruises!
Events in Chicago · 12 guests

44ft Premium Chris Craft Yacht for Lake Michigan and Playpen Party Cruises!

5.0
$278/hour
"Excelling in Excellence" 46' Azimut Yacht Charter in Chicago, IL
Events in Chicago · 13 guests

"Excelling in Excellence" 46' Azimut Yacht Charter in Chicago, IL

New
$772/hour
40' Cruisers Yachts "Bad Boys II" for rent in Chicago
Events in Chicago · 13 guests

40' Cruisers Yachts "Bad Boys II" for rent in Chicago

New
$818/hour
45' Cruiser Yacht "MoEz Chilli'n" Chicago, IL
Events in Chicago · 13 guests

45' Cruiser Yacht "MoEz Chilli'n" Chicago, IL

New
$1,089/hour
37' Silverton Spacious Party Yacht For Every Occasion In Chicago
Events in Chicago · 12 guests

37' Silverton Spacious Party Yacht For Every Occasion In Chicago

4.9
$225/hour
34' Chris-Craft Yacht for Lakefront Fun! Music Lights and a Great time!!!
Events in Chicago · 12 guests

34' Chris-Craft Yacht for Lakefront Fun! Music Lights and a Great time!!!

New
$300/hour
40’ Cruiser Yacht Charter for fun, music and you bring the action!
Events in Chicago · 12 guests

40’ Cruiser Yacht Charter for fun, music and you bring the action!

4.5
$300/hour
Gorgeous 61’ Sunseeker Predator Motor Yacht with Floating island in Chicago
Events in Chicago · 13 guests

Gorgeous 61’ Sunseeker Predator Motor Yacht with Floating island in Chicago

4.9
Superowner
$275/hour
Stunning 45’ Sea Ray Sundancer Motor Yacht In Chicago
Events in Chicago · 12 guests

Stunning 45’ Sea Ray Sundancer Motor Yacht In Chicago

5.0
Superowner
Best of 2026
$350/hour
Luxury Multi-Level Carver 38' Yacht with Premium Sound & Spacious Layout
Events in Chicago · 12 guests

Luxury Multi-Level Carver 38' Yacht with Premium Sound & Spacious Layout

5.0
$225/hour
Sea Ray 48' Motor Yacht in Chicago Playpen, River, Winery, Lilly Pad
Events in Chicago · 12 guests

Sea Ray 48' Motor Yacht in Chicago Playpen, River, Winery, Lilly Pad

5.0
Superowner
$375+/hour
Spacious 37' Rinker Express - Perfect for Lake Michigan Adventures
Events in Chicago · 8 guests

Spacious 37' Rinker Express - Perfect for Lake Michigan Adventures

New
$250/hour
Chicago Luxury 37ft Chris-Craft Yacht | 12 Guests | Playpen and River Cruises
Events in Chicago · 12 guests

Chicago Luxury 37ft Chris-Craft Yacht | 12 Guests | Playpen and River Cruises

New
$250/hour
Sea Ray 400 Express Cruiser Yacht Available In Chicago
Events in Chicago · 12 guests

Sea Ray 400 Express Cruiser Yacht Available In Chicago

5.0
$250/hour
See the Gorgeous Chicago Skyline & Experience Lake Michigan on 33' Sea Ray Yacht
Events in Chicago · 12 guests

See the Gorgeous Chicago Skyline & Experience Lake Michigan on 33' Sea Ray Yacht

5.0
$275/hour
40ft Sea Ray Sundancer 370 Yacht Chicago Lights Music Fun!
Events in Chicago · 12 guests

40ft Sea Ray Sundancer 370 Yacht Chicago Lights Music Fun!

New
Superowner
$400/hour
Luxury Unleashed – 40ft Sea Ray Dream Cruiser in Chicago for 12 Guests
Events in Chicago · 12 guests

Luxury Unleashed – 40ft Sea Ray Dream Cruiser in Chicago for 12 Guests

New
$350/hour
40' Carver Motor Yacht with space all around available in Chicago
Events in Chicago · 12 guests

40' Carver Motor Yacht with space all around available in Chicago

5.0
$375/hour
41ft Sea Ray Sundancer Motor Yacht Lake Michigan Charter from Chicago
Events in Chicago · 13 guests

41ft Sea Ray Sundancer Motor Yacht Lake Michigan Charter from Chicago

5.0
Superowner
Best of 2026
$275+/hour
Now to End of Season Discount! All Included! 45 Sea Ray Sundancer Pure Luxury.
Events in Chicago · 10 guests

Now to End of Season Discount! All Included! 45 Sea Ray Sundancer Pure Luxury.

5.0
$300/hour

Local Reviews

  1. Kelsie

    Kelsie

    Gorgeous 61’ Sunseeker Predator Motor Yacht with Floating island in Chicago

    Brett has a premium boat that comfortably sat all 13 guests. Beyond having a larger and nicer boat than we had historically rented, the crew Brett was able to put us in touch with was fantastic. The floats and tubes available were also nicer than the typical “lily pad” provided by rentals. We had a fantastic time.

  2. SM

    Steven

    Sea Ray 48' Motor Yacht in Chicago Playpen, River, Winery, Lilly Pad

    Outstanding crew, positive attitude extremely knowledgeable excellent navigation great with children, we went for the fireworks knew exactly where to go and the experience was one for the books! They took photos of our family, they were great with communication, the sound system is incredible, very attentive bringing drinks and helping with every little detail. First class top shelf service and this is coming from someone who owns a Fleet of airplanes and my own boat in the Keys. They also have a larger boat which I didn't know about at the time but will definitely Charter on our next visit. Love love this team!

  3. Tatyana

    Tatyana

    Now to End of Season Discount! All Included! 45 Sea Ray Sundancer Pure Luxury.

    Girls boat day was a success with captain Anthony and Mike!! The boat was spacious, clean, and perfect for our group of 10. Plenty of room on the vessel for all of us to roam around and enjoy a day in the Playpen. Communication was seamless with captain Anthony and made sure we were all set for our trip. Highly recommend and will def be booking again!

  4. MB

    Melanie

    Charter a 40' Luxury Beneteau Gran Tursimo Yacht - 11 Guests, 3 Boats Available!

    Can’t recommend Captain John enough! We chartered with him for an annual friends’ boat day and we all agreed that this was the best experience we’ve ever had. He was professional, flexible in terms of scheduling, and the boat was spacious and comfortable for all 11 of us. His captain and deckhands took great care of us, always making me sure we were safe, having fun, and had drinks and snacks on hand. We can’t wait to charter with Captain John again, thank you for a perfect day!

  5. David

    David

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

    Capt John and his boats/deckhands/captains are all great! Very easy to communicate with and get all the insights you want. We had 2 families with 5 kids overall and it was a great trip. We booked on Chicago Scene day and we were able to see some of the fun, but we also stayed further away from the main playpen. Capt had to dock up once to let off some family members early on the trip and it was seamless. The Sundancer is in great condition and a lot of fun to be on. Highly recommend.

  6. Andre

    Andre

    Gorgeous 54' Sea Ray Sundancer w/ Huge Cockpit for Parties & Dancing in Chicago

    Lashawn and her crew are an experience like no other. You get persons who are attentive, Supportive and likeminded as it relates to one’s needs and likeness. An amazing team of professionals that seeks to offer the best in customer services and responsiveness. X