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    All listings in Chicago

    Boat tours in Chicago, Illinois.

    4.9
    (5,269 Reviews)

    Page 8 of 10 • 220 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Limited Availability
    Chicago Lakefront Cruise on 33ft Ciera Bayliner Yacht
    Events in Chicago · 10 guests

    Chicago Lakefront Cruise on 33ft Ciera Bayliner Yacht

    5.0
    $150/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
    27' Four Winns 225 Sundowner - Lake Michigan Charter Boat Rental with Captain
    Powerboats in Chicago · 12 guests

    27' Four Winns 225 Sundowner - Lake Michigan Charter Boat Rental with Captain

    New
    $250/hour
    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
    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
    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
    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
    Limited Availability
    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

    New
    $250/hour
    Instant Book
    Limited Availability
    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
    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
    High Demand
    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

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

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

    New
    $250/hour
    40 feet of Lights, Music, and Fun!!!
    Powerboats in Chicago · 12 guests

    40 feet of Lights, Music, and Fun!!!

    New
    Superowner
    $250/hour
    Chicago Skyline Sea Ray Yacht Experience on Lake Michigan!
    Events in Chicago · 12 guests

    Chicago Skyline Sea Ray Yacht Experience on Lake Michigan!

    New
    $275/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
    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
    Chicago's 43' Tiara Luxury Getaway on Lake Michigan for Groups & Family
    Events in Chicago · 12 guests

    Chicago's 43' Tiara Luxury Getaway on Lake Michigan for Groups & Family

    New
    $605/hour
    26’ Sea Ray 240 Sundeck
    Powerboats in Chicago · 10 guests

    26’ Sea Ray 240 Sundeck

    1.0
    $225/hour
    36’ Yacht for 12 Guests | Playpen Party, BYOB & Captain Included In Chicago
    Events in Chicago · 12 guests

    36’ Yacht for 12 Guests | Playpen Party, BYOB & Captain Included In Chicago

    New
    $500/hour
    No Tie Ups - 40ft Sea Ray Yacht lots of room for 13 at DuSable Harbor
    Events in Chicago · 13 guests

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

    New
    $250/hour
    Instant Book
    Chicago Yacht Experience – Private Charter | 54’ Neptunus Express
    Events in Chicago · 12 guests

    Chicago Yacht Experience – Private Charter | 54’ Neptunus Express

    New
    $300/hour
    Captained Charter 62' Azimut Luxury Motor Yacht Rental in Chicago!
    Events in Chicago · 13 guests

    Captained Charter 62' Azimut Luxury Motor Yacht Rental in Chicago!

    New
    $1,190/hour
    Limited Availability
    50' Corinthian Big Party Boat for up to 24 people at Navy Pier Marina
    Events in Chicago · 24 guests

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

    New
    $1,136/hour
    Instant Book
    100 Passenger - 75' Power Catamaran - Perfect for Events in Chicago
    Events in Chicago · 100 guests

    100 Passenger - 75' Power Catamaran - Perfect for Events in Chicago

    New
    Superowner
    $1,600/hour

    Top Destinations Nearby

    Tours Reviews in Chicago

    1. AD

      Afshan

      Chicago Lakefront Cruise on 33ft Ciera Bayliner Yacht

      Amazing experience! Very hospitable service and more than we could imagine! My group and I had an amazing time. Very professional service, very knowledgeable and friendly. Loved it and cannot wait for our next experience with Captain G and team!

    2. KF

      Kyranni

      Chicago Lakefront Cruise on 33ft Ciera Bayliner Yacht

      Me an my bridal party had a great time on Captain G’s boat! Captain TJ was an amazing captain and so was the deck hand + deck hand in training. I will definitely be rebooking in the future and I recommend you book too!

    3. KS

      Kay

      Chicago Lakefront Cruise on 33ft Ciera Bayliner Yacht

      Great time! Wont regret booking!

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