Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

All listings near me

Find Tours on the Water Near You

4.9
(26,974 Reviews)

Page 3 of 10 • 240 listings

44' Luxury Sundancer Yacht in Chicago Includes Captain and Floating Island!
Events in Chicago · 12 guests

44' Luxury Sundancer Yacht in Chicago Includes Captain and Floating Island!

4.8
$349/hour
44' Sea Ray Express Luxury Motor Yacht in Chicago with USCG Captain
Events in Chicago · 13 guests

44' Sea Ray Express Luxury Motor Yacht in Chicago with USCG Captain

4.8
$349/hour
'Aquaholic' 40' Sea Ray Captained Charter on with all amenities in Chicago!
Events in Chicago · 13 guests

'Aquaholic' 40' Sea Ray Captained Charter on with all amenities in Chicago!

5.0
Superowner
$350/hour
Double Decker 50ft Sea Ray Flybridge Yacht
Events in Chicago · 13 guests

Double Decker 50ft Sea Ray Flybridge Yacht

5.0
Superowner
Best of 2026
$300+/hour
Chicago’s Casual Lakefront Escape On 29' Sea Ray Sundancer Yacht - 12 Guests
Events in Chicago · 12 guests

Chicago’s Casual Lakefront Escape On 29' Sea Ray Sundancer Yacht - 12 Guests

New
$250/hour
100ft Denison Party Yacht with Jacuzzi and Bar at 31st Harbor, Chicago
Events in Chicago · 30 guests

100ft Denison Party Yacht with Jacuzzi and Bar at 31st Harbor, Chicago

4.7
$1,450+/hour
Enjoy the Sun on Lake Michigan with Family or Friends on a 58' Sea Ray Yacht
Events in Chicago · 12 guests

Enjoy the Sun on Lake Michigan with Family or Friends on a 58' Sea Ray Yacht

5.0
$375/hour
Set Sail on a Spacious 42' Silverton Express Cruiser Yacht
Powerboats in Chicago · 12 guests

Set Sail on a Spacious 42' Silverton Express Cruiser Yacht

5.0
$275/hour
Rent this 42ft  Regal Commodore Express Cruiser In Chicago
Powerboats in Chicago · 13 guests

Rent this 42ft Regal Commodore Express Cruiser In Chicago

5.0
Superowner
Best of 2026
$225+/hour
Maxum 44ft Motor Yacht "My Kinda Party"
Powerboats in Chicago · 13 guests

Maxum 44ft Motor Yacht "My Kinda Party"

5.0
Superowner
Best of 2026
$260+/hour
Stunning Multi-Level 47’ Carver Yacht for Summertime in Chicago
Events in Chicago · 13 guests

Stunning Multi-Level 47’ Carver Yacht for Summertime in Chicago

4.8
$300/hour
Multi Level 48' Carver Mariner Yacht for 13 Guests in Chicago, IL
Events in Chicago · 13 guests

Multi Level 48' Carver Mariner Yacht for 13 Guests in Chicago, IL

5.0
$350/hour
Soak Up the Sun Onboard a 42' Sea Ray Express Cruiser in Chicago
Events in Chicago · 12 guests

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

5.0
$275/hour
"Captain is Free". If you have 6 passengers or less...this yacht is Just Right!!
Events in Chicago · 6 guests

"Captain is Free". If you have 6 passengers or less...this yacht is Just Right!!

5.0
$350+/hour
Book "After Hours" today! Sea Ray Sundancer 40ft Motor Yacht In Chicago
Events in Chicago · 13 guests

Book "After Hours" today! Sea Ray Sundancer 40ft Motor Yacht In Chicago

5.0
Superowner
Best of 2026
$225+/hour
44ft Regal Commodore Motor Yacht Charter In Chicago
Events in Chicago · 13 guests

44ft Regal Commodore Motor Yacht Charter In Chicago

5.0
$275/hour
38ft 'The Gwen' Carver Mariner Captained Charter With All Amenities In Chicago!
Events in Chicago · 13 guests

38ft 'The Gwen' Carver Mariner Captained Charter With All Amenities In Chicago!

4.9
Superowner
$275/hour
Awesome Deal! | Cruise Chicago in Style on a 40' Beneteau Grand Turismo Yacht!
Events in Chicago · 10 guests

Awesome Deal! | Cruise Chicago in Style on a 40' Beneteau Grand Turismo Yacht!

5.0
$300+/hour
New Boat in Chicago! 55ft Sea Ray Sundancer, Sleek & Spacious
Events in Chicago · 13 guests

New Boat in Chicago! 55ft Sea Ray Sundancer, Sleek & Spacious

New
Superowner
Best of 2026
$450/hour
44' Luxury Sea Ray Express Yacht Rental/Party Boat with Captain in Chicago
Events in Chicago · 13 guests

44' Luxury Sea Ray Express Yacht Rental/Party Boat with Captain in Chicago

4.9
$349/hour
 50ft Double Deck Yacht "Liquid Asset 3" in Chicago!
Events in Chicago · 13 guests

50ft Double Deck Yacht "Liquid Asset 3" in Chicago!

5.0
Superowner
Best of 2026
$300/hour
Drive It Yourself Or Hire Captain! Affordable Sea Ray Bowrider!
Powerboats in Chicago · 8 guests

Drive It Yourself Or Hire Captain! Affordable Sea Ray Bowrider!

4.8
Superowner
Best of 2026
$150+/hour
60ft Azimut Evolution Double Decker Yacht Charter in Chicago
Events in Chicago · 13 guests

60ft Azimut Evolution Double Decker Yacht Charter in Chicago

5.0
Superowner
Best of 2026
$750+/hour
42ft Trojan Party Yacht Chicago for 12 Guests Every Occasion
Events in Chicago · 12 guests

42ft Trojan Party Yacht Chicago for 12 Guests Every Occasion

5.0
$225/hour

Local Tours Reviews

  1. SS

    Sonja

    44ft Regal Commodore Motor Yacht Charter In Chicago

    Robert was awesome! Very communicative, great boat driver, flexible with scheduling changes, professional, and kept us safe! Great value for the experience, good sound system, fun time for my bachelorette, and very experienced! The more flexible refund policy due to weather conditions helped us pick him as well since we didn’t live there but we didn’t need to use it thankfully! Thanks so much for taking care of us. Would book with him again if we lived in chicago!

  2. IC

    Isabel

    Book "After Hours" today! Sea Ray Sundancer 40ft Motor Yacht In Chicago

    We absolutely loved our experience! Our captain, Drake, was wonderful and we were very impressed with the boat. We had 13 guests, and the boat was comfortable for all of us. We went on a Saturday evening and enjoyed the fireworks and city views. Highly recommend!

  3. TZ

    Ty

    Stunning Multi-Level 47’ Carver Yacht for Summertime in Chicago

    Our group of 12 people had an awesome time on the boat. Coordination and communication was great throughout and we had a perfect day on the lake with Captain Mike. I would absolutely charter from Tristan again.

  4. Rb

    Raven

    44' Luxury Sundancer Yacht in Chicago Includes Captain and Floating Island!

    Had an amazing time on our boat charter! From start to finish, everything was smooth, professional, and beyond enjoyable. The crew was friendly, knowledgeable, and made sure we felt safe and relaxed the whole time. The boat itself was spotless and well-equipped, with everything we needed for a fun day on the water. Whether we were cruising, sunbathing, or dropping anchor to swim, it was an unforgettable experience. Highly recommend to anyone looking to escape, unwind, and enjoy a perfect day at sea!

  5. db

    danielle

    44' Luxury Sundancer Yacht in Chicago Includes Captain and Floating Island!

    Charter is quite pricey. the boat was nice and we had a ball plenty of space for the 10 of us. (12 people would’ve been a little cramped tbh) i definitely enjoyed myself but i feel misled as the captain expected a large tip because he wasn’t being paid EVEN THO we paid for the captain as part of the fees through gmb. like i said, expensive as hell and you can definitely find same quality for less if you shop around & plan accordingly. aside from the money, we had a BALL 1000/10 would definitely do this again!

  6. Caity

    Caity

    44' Luxury Sundancer Yacht in Chicago Includes Captain and Floating Island!

    Everything went smoothly from booking, through departure, and arrival back to the dock. The boat was big enough for 9 girls to easily spread out on the back and the front. We were able to Bluetooth music through the speakers on the front and back. The bathroom, seating area, and fridge were great bonuses. I would highly recommend!