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All listings in Chicago

Boat tours in Chicago, Illinois.

4.9

(5,994 Reviews)

Page 8 of 11 • 261 listings

Events in Chicago · 6 guests

1962 Chris Craft Yacht Charter on the Chicago River!

5.0

$250+/hour

Adventures in Chicago · 1 guest

Learn Kiteboarding in Chicago with Professional Kiteboard Instructor

5.0

$185/hour

Events in Chicago · 12 guests

36' Wellcraft Grand Sport Yacht for Intimate Gatherings and Events in Chicago

5.0

$250/hour

Events in Chicago · 12 guests

Party Cruise on 40ft Sea Ray Express Yacht Chicago for You & 12 Friends

5.0

$300+/hour

Events in Chicago · 12 guests

31ft Sea Ray 310 Sedan Bridge Motor Yacht Private Full Day Charter - Chicago, IL

3.5

$300/hour

Events in Chicago · 24 guests

50' Corinthian Big Party Boat for up to 24 people at Navy Pier Marina

5.0

$1,136/hour

Events in Chicago · 6 guests

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

New

$350+/hour

Events in Chicago · 6 guests

32ft SeaRay Sundancer Motor Yacht for Charter in Chicago for 6 Guests

5.0

$300/hour

Events in Chicago · 13 guests

No Tie Ups - 40ft Sea Ray Yacht lots of room for 13 at DuSable Harbor

5.0

$250/hour

Events in Chicago · 10 guests

Set Sail in Downtown Chicago with Beautiful 35ft Cruiser Motor Yacht

5.0

$275/hour

Events in Chicago · 10 guests

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

5.0

$300+/hour

Events in Chicago · 12 guests

Private 44ft Cruiser 4450 Express Yacht Experience on Lake Michigan – Chicago

5.0

$325/hour

Events in Chicago · 120 guests

Tiki-Chic Yacht, 40-120 Passengers, One deck option. Beverage package included!

5.0

$1,500/hour

Events in Chicago · 12 guests

40' Regal Commandore Luxury Cruiser in Chicago

5.0

$300/hour

Events in Chicago · 13 guests

Chicago: 52' Cruisers Express Luxury Yacht for Private Lake Michigan Cruises

5.0

$750/hour

Events in Chicago · 10 guests

37ft Cruiser Express Motor Yacht Charter Chicago Plus Jet Ski Included

4.3

$350/hour

Powerboats in Chicago · 6 guests

Tiki Themed 24' Key West Boat with Captain & Beverage Package | Chicago

5.0

$200/hour

Events in Chicago · 12 guests

Diversey Harbor - 42' Sea Ray Sundancer Luxury Motor Yacht - Fuel Included

4.0

$150/hour

Events in Chicago · 12 guests

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

New

$300/hour

Events in Chicago · 45 guests

68' Luxurious Chris Craft Roamer Yacht Private Yacht Charters in Chicago

5.0

$1,750/hour

Events in Chicago · 13 guests

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

New

Superowner

Best of 2026

$450/hour

Events in Chicago · 49 guests

72ft Chris Craft Motor Yacht Chicago for 49 Guest Events

4.0

Superowner

$1,350/hour

Events in Chicago · 11 guests

35’ Sea Ray Yacht, Playpen, River Cruises up to 13 people Captain included!

5.0

$300/hour

Powerboats in Chicago · 8 guests

Fun 27' Chaparral Sunesta Boat Rental in Chicago: Skyline Views on Lake Michigan

5.0

$284/hour

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Tours Reviews in Chicago

SG
Salahuddin

Party Cruise on 40ft Sea Ray Express Yacht Chicago for You & 12 Friends
This was my first time using the app so naturally cautious. Robbie communicated promptly and kept his word on everything. Will definitely work with him again if available.
MO
Maddy

No Tie Ups - 40ft Sea Ray Yacht lots of room for 13 at DuSable Harbor
Great rental! Martin was very communicative, loved that the pricing was all inclusive of the tip. Boat was large, complimentary floaties and lilypad included. Highly recommend
Amelia

Diversey Harbor - 42' Sea Ray Sundancer Luxury Motor Yacht - Fuel Included
Our group had the best time! Paul’s boat was perfect for our group size and he was very responsive leading up to the boat. Thanks Paul!
Jet

50' Corinthian Big Party Boat for up to 24 people at Navy Pier Marina
We rented this boat for my bachelorette and it was amazing! The crew was awesome and the boat was perfect for what we needed. Highly recommend and would rent again!
Richie

Diversey Harbor - 42' Sea Ray Sundancer Luxury Motor Yacht - Fuel Included
We had a great time on Paul’s boat for my birthday. The boat had everything we needed and was a really good value. Would book again!
Cheri Ann

32ft SeaRay Sundancer Motor Yacht for Charter in Chicago for 6 Guests
We had an amazing day with Nick and his brother Ryan on their boat!! They took care of everything we needed, made sure we had an amazing day and were very accommodating! The boat was beautiful, and very clean! We are already booking our next day out!