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.

Map View

Chicago, Illinois Boat Rentals & Yacht Charters

4.9

(5,782 Reviews)

Page 10 of 12 • 288 listings

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

36’ Monterey for 12 Guests in Chicago | Playpen Party, BYOB & Captain included

Events in Chicago · 12 guests

36’ Monterey for 12 Guests in Chicago | Playpen Party, BYOB & Captain included

New

$500/hour

38ft Lagoon Catamaran Sailing Lessons in Chicago

Tours in Chicago · 6 guests

38ft Lagoon Catamaran Sailing Lessons in Chicago

New

$350+/hour

Italian Luxury Azimut 63ft Yacht Charter for 12 Guests in Chicago

Events in Chicago · 12 guests

Italian Luxury Azimut 63ft Yacht Charter for 12 Guests in Chicago

New

$800/hour

28ft Wellcraft Suncruiser 288 Yacht for City Scape or Fishing Expo in Chicago

Powerboats in Chicago · 6 guests

28ft Wellcraft Suncruiser 288 Yacht for City Scape or Fishing Expo in Chicago

New

$225+/hour

Regal 26 FasDeck for Chicago Charters, Play Pen, River Tours and Cruising

Powerboats in Chicago · 6 guests

Regal 26 FasDeck for Chicago Charters, Play Pen, River Tours and Cruising

New

$300/hour

Premium 55' Sea Ray Yacht Charter - Seakeeper Stability, Chicago Lake Michigan

Events in Chicago · 12 guests

Premium 55' Sea Ray Yacht Charter - Seakeeper Stability, Chicago Lake Michigan

New

$1,404/hour

Chicago's Newest 40ft Sea Ray Sundancer Luxury Motor Yacht

Events in Chicago · 13 guests

Chicago's Newest 40ft Sea Ray Sundancer Luxury Motor Yacht

5.0

$250/hour

Instant Book

36ft Luxury Silverton Motor Yacht in Chicago - 12 Guests Can Relax and Have Fun

Events in Chicago · 12 guests

36ft Luxury Silverton Motor Yacht in Chicago - 12 Guests Can Relax and Have Fun

New

$275/hour

Chicago Private Yacht Charter Experience on 54’ Neptunus Express - 12 Guests

Events in Chicago · 12 guests

Chicago Private Yacht Charter Experience on 54’ Neptunus Express - 12 Guests

New

$300/hour

46ft Luxury Sea Ray 410 Express Cruiser Yacht Chicago for 13 Guests

Events in Chicago · 13 guests

46ft Luxury Sea Ray 410 Express Cruiser Yacht Chicago for 13 Guests

5.0

$250/hour

Instant Book

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

New

$275/hour

40ft Regal Luxury Motor Yacht For 12 People in Chicago (discounted weekday)

Events in Chicago · 12 guests

40ft Regal Luxury Motor Yacht For 12 People in Chicago (discounted weekday)

New

$275/hour

Explore the Famous Chicago Playpen! 34' Rinker Fiesta Vee Motor Yacht- 12 Guests

Events in Chicago · 12 guests

Explore the Famous Chicago Playpen! 34' Rinker Fiesta Vee Motor Yacht- 12 Guests

New

Superowner

Best of 2026

$160+/hour

Instant Book

The Newest Boat in the Fleet: 40' Luxury Chris Craft for Charter in Chicago

Events in Chicago · 12 guests

The Newest Boat in the Fleet: 40' Luxury Chris Craft for Charter in Chicago

New

$300/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

$250/hour

Tour Chicago On Our Beautiful 31' Sea Ray Sundancer -Accommodate up to 10 Guests

Events in Chicago · 10 guests

Tour Chicago On Our Beautiful 31' Sea Ray Sundancer -Accommodate up to 10 Guests

New

$200/hour

Beautiful 37’ Sea Ray Sundancer Motor Yacht Out of Navy Pier Marina

Events in Chicago · 6 guests

Beautiful 37’ Sea Ray Sundancer Motor Yacht Out of Navy Pier Marina

New

$400/hour

Beautiful Sea Ray 390 Express Cruiser Yacht for 12 Guests in Chicago

Events in Chicago · 12 guests

Beautiful Sea Ray 390 Express Cruiser Yacht for 12 Guests in Chicago

New

$250/hour

Polynesian Party Boat for up to 6 people, Captain and Beverage Credit included

Powerboats in Chicago · 6 guests

Polynesian Party Boat for up to 6 people, Captain and Beverage Credit included

New

$250/hour

49 Passengers - Chris-Craft Private Yacht - Free Champagne Toast!

Events in Chicago · 49 guests

49 Passengers - Chris-Craft Private Yacht - Free Champagne Toast!

New

$1,350+/hour

Charter on Lake Michigan and the Chicago River | Sea Ray 300 Sundancer Yacht

Powerboats in Chicago · 12 guests

Charter on Lake Michigan and the Chicago River | Sea Ray 300 Sundancer Yacht

New

$220+/hour

Beautiful 37' Sea Ray Sundancer Perfect for Any Occasion In Chicago

Events in Chicago · 12 guests

Beautiful 37' Sea Ray Sundancer Perfect for Any Occasion In Chicago

New

$300/hour

Your Private 50ft Sea Ray Luxury Yacht Escape in Chicago

Events in Chicago · 12 guests

Your Private 50ft Sea Ray Luxury Yacht Escape in Chicago

New

$450+/hour

Top Destinations Nearby

Chicago Reviews

BM
Betty

Chicago's Newest 40ft Sea Ray Sundancer Luxury Motor Yacht
We had an amazing day on the water! Justin was an outstanding captain who knew the lake and river extremely well, making the entire experience smooth, relaxing, and enjoyable. We spent time at the Playpen, cruised down the river, and got to enjoy some great views along the way. The boat was very clean and well-maintained, and Justin made sure everyone was comfortable and having a great time. His knowledge of the area and friendly personality really made the trip special. If you’re looking for a fun, relaxing day on the water we highly recommend booking here. We can’t wait to do it again!
TM
Taylor

46ft Luxury Sea Ray 410 Express Cruiser Yacht Chicago for 13 Guests
The boat was awesome!! Marty was easy to communicate with. We had a blast and would definitely rent again

Real reviews from happy Getmyboaters.

4.9 out of 5! 500,000+ reviews

© Getmyboat 2026