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Boat Rentals & Yacht Charters Near You

4.9
(67,488 Reviews)

Page 5 of 10 • 240 listings

62' Azimut Italian Luxury Yacht for Rent  in Chicago, Illinois for 13 Guests
Events in Chicago · 13 guests

62' Azimut Italian Luxury Yacht for Rent in Chicago, Illinois for 13 Guests

3.0
$1,000/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
50' Sea Ray Sundancer Motor Yacht for 13 Guests in Chicago, IL -July Promo
Events in Chicago · 13 guests

50' Sea Ray Sundancer Motor Yacht for 13 Guests in Chicago, IL -July Promo

5.0
$375/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
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
Captained 41' Sea Ray Sundancer Motor Yacht for Charter in Chicago
Events in Chicago · 13 guests

Captained 41' Sea Ray Sundancer Motor Yacht for Charter in Chicago

5.0
Superowner
Best of 2026
$275+/hour
Double Decker 50ft Sea Ray Flybridge Yacht in Chicago - 13 Guests
Powerboats in Chicago · 13 guests

Double Decker 50ft Sea Ray Flybridge Yacht in Chicago - 13 Guests

5.0
Superowner
Best of 2026
$300+/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
Spacious 50’  Yacht with Swim platform @ 31st Harbor
Events in Chicago · 12 guests

Spacious 50’ Yacht with Swim platform @ 31st Harbor

5.0
$400+/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
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
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

Local 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. AC

    Amber

    Captained 41' Sea Ray Sundancer Motor Yacht for Charter in Chicago

    We had an amazing experience chartering Captain James' boat ICEMAN IV for our team of nurses! Captain K was outstanding, professional, friendly, fun, and made sure everyone had a great time. The entire experience was seamless from start to finish, and our group truly had the best time. We couldn’t have asked for a better captain or experience. Highly recommend!

  3. KR

    Kyler

    Captained 41' Sea Ray Sundancer Motor Yacht for Charter in Chicago

    Captain James and his wife run a fantastic operation. The boat was in pristine condition and ready exactly when they said it would be. Our captain (captain aaron) was great and even volunteered to get a group photo before we departed. I highly recommend this boat and will book with them again for future excursions

  4. 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!

  5. Dorissa

    Dorissa

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

    Our group had an amazing time! We truly had such a fun and memorable experience. Our captain was incredibly professional, communicative, and kind from start to finish. The entire booking process was excellent and communication was perfect. Everything exceeded our expectations....We are absolutely going to book again.

  6. Haylie

    Haylie

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

    We rented a boat in Chicago yesterday for my sister’s bachelorette party, and overall had a great time! First off, Max was an amazing captain — very friendly, helpful, and professional. He made us feel comfortable and ensured we had a smooth ride. The boat itself was clean, spacious, and had a nice downstairs area with a bathroom. We loved being able to lounge on the Lilly pad raft and enjoy the sunshine on the lake! That said, we were disappointed by the lack of transparency with the charges. Before the trip, we were not informed that a 20% automatic tip ($400) would be added on top of the nearly $3,000 we paid, which already included a $300 “service charge.” We had assumed that service charge was the gratuity. We fully intended to tip Max ourselves after the trip, but instead felt blindsided by the pre-added gratuity. The communication from both Get My Boat and the boat company could have been much clearer, and we were never provided with a full contract to review ahead of time. While we had fun and appreciated Max’s service, the surprise charges left us feeling taken advantage of. Transparency is key, and I hope the company addresses this for future customers.