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    All listings in Chicago

    Boat tours in Chicago, Illinois.

    4.9
    (5,855 Reviews)

    Page 10 of 11 • 261 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Chicago Lake Michigan Yacht Charter aboard 43' Sea Ray Sundancer w/ Captain Kev
    Events in Chicago · 13 guests

    Chicago Lake Michigan Yacht Charter aboard 43' Sea Ray Sundancer w/ Captain Kev

    5.0
    Superowner
    Best of 2026
    $300/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
    No tie-ups: 39' Catalina Sailboat with Huge Cockpit in Chicago
    Sailing in Chicago · 12 guests

    No tie-ups: 39' Catalina Sailboat with Huge Cockpit in Chicago

    New
    $245/hour
    42ft Sea Ray Motor Yacht in Chicago, Burnham Harbor (Up to 12 guests)
    Events in Chicago · 12 guests

    42ft Sea Ray Motor Yacht in Chicago, Burnham Harbor (Up to 12 guests)

    New
    $300/hour
    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
    Limited Availability
    2023 Rio Sport Coupe Motor Yacht Charter Chicago Luxury Cruise
    Events in Chicago · 12 guests

    2023 Rio Sport Coupe Motor Yacht Charter Chicago Luxury Cruise

    New
    $400/hour
    Limited Availability
    Spectacular 55ft Sea Ray 520 Fly Motor Yacht In Chicago
    Events in Chicago · 13 guests

    Spectacular 55ft Sea Ray 520 Fly Motor Yacht In Chicago

    5.0
    $700/hour
    Limited Availability
    Diversey Harbor - 42' Sea Ray Sundancer Luxury Motor Yacht - Fuel Included
    Events in Chicago · 12 guests

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

    3.6
    $150/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: Classic 63' Chris Craft Constellation Luxury Yacht w/ Exquisite Style
    Events in Chicago · 13 guests

    Chicago: Classic 63' Chris Craft Constellation Luxury Yacht w/ Exquisite Style

    5.0
    $950/hour
    Limited Availability
    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
    Limited Availability
    49 Passengers - Chris-Craft Private Yacht - Free Champagne Toast!
    Events in Chicago · 49 guests

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

    5.0
    $1,350+/hour
    High Demand
    'Genius' 40ft Sea Ray Sundancer Captained Charter With All Amenities In Chicago!
    Events in Chicago · 13 guests

    'Genius' 40ft Sea Ray Sundancer Captained Charter With All Amenities In Chicago!

    5.0
    Superowner
    $275/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
    $400/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
    $475+/hour
    Limited Availability
    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
    Chicago Luxury 37ft Chris-Craft Yacht | 12 Guests | Playpen and River Cruises
    Events in Chicago · 12 guests

    Chicago Luxury 37ft Chris-Craft Yacht | 12 Guests | Playpen and River Cruises

    New
    $250/hour
    Take in Breathtaking Chicago Skyline Views from Spacious 32' Chaparral Yacht
    Events in Chicago · 12 guests

    Take in Breathtaking Chicago Skyline Views from Spacious 32' Chaparral Yacht

    New
    $450/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
    Limited Availability
    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
    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
    Limited Availability
    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
    Luxury Unleashed – 40ft Sea Ray Dream Cruiser in Chicago for 12 Guests
    Events in Chicago · 12 guests

    Luxury Unleashed – 40ft Sea Ray Dream Cruiser in Chicago for 12 Guests

    New
    $350/hour
    125 Passenger - 78' Power Catamaran - Perfect for Events in Chicago
    Events in Chicago · 120 guests

    125 Passenger - 78' Power Catamaran - Perfect for Events in Chicago

    New
    Superowner
    $1,600/hour

    Top Destinations Nearby

    Tours Reviews in Chicago

    1. MO

      Myka

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

      I had a great experience with lake shore boat charters. Paul was very responsive and my friends and i had a great time on the water celebrating my birthday

    2. CB

      Carol

      Chicago Lake Michigan Yacht Charter aboard 43' Sea Ray Sundancer w/ Captain Kev

      It was a great time!!! Everything was amazing, the captian was the best!!! Thanks for an awesome experience.

    3. NM

      Nick

      Spectacular 55ft Sea Ray 520 Fly Motor Yacht In Chicago

      Doug and his crew are amazing. We had an awesome day on the water! Thanks again

    4. MC

      Marisa

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

      Had the best time!!!

    5. JN

      Jessica

      Chicago Lake Michigan Yacht Charter aboard 43' Sea Ray Sundancer w/ Captain Kev

      Such a lovely trip. Up to the trip Kevin and his team were extremely responsive. This was amazing and we will be doing this again! Thanks!

    6. Vanessa

      Vanessa

      Chicago Lake Michigan Yacht Charter aboard 43' Sea Ray Sundancer w/ Captain Kev

      Kevin is super friendly and made our family day super relaxing and special. His communication was top notch, even providing a video showing where to park in the lot (super helpful!!!), and everything about the experience was great. Would definitely book again. :)

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