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    All listings in Chicago

    Boat tours in Chicago, Illinois.

    4.9
    (5,899 Reviews)

    Page 8 of 11 • 261 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    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

    4.0
    $150/hour
    31ft Sea Ray Motor Yacht Chicago Romantic Family Getaway!
    Events in Chicago · 6 guests

    31ft Sea Ray Motor Yacht Chicago Romantic Family Getaway!

    5.0
    $350/hour
    Limited Availability
    Experience Chicago by the water - Rent this 38' Traident Party Pontoon
    Powerboats in Chicago · 20 guests

    Experience Chicago by the water - Rent this 38' Traident Party Pontoon

    5.0
    Superowner
    Best of 2026
    $680/hour
    Luxury 40' Sea Ray Sundancer Motor Yacht with Premium Sound System in Chicago
    Events in Chicago · 12 guests

    Luxury 40' Sea Ray Sundancer Motor Yacht with Premium Sound System in Chicago

    5.0
    $300/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
    Fun 27' Chaparral Sunesta Boat Rental in Chicago: Skyline Views on Lake Michigan
    Powerboats in Chicago · 8 guests

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

    5.0
    $284/hour
    Limited Availability
    Sea Ray 370 Sundancer Motor Yacht Rental in Chicago - USCG Captain Required
    Events in Chicago · 12 guests

    Sea Ray 370 Sundancer Motor Yacht Rental in Chicago - USCG Captain Required

    5.0
    $325/hour
    SeaDoo GTR 230 or RXT-X 300 Jet Ski Adventures on Lake Michigan
    Water Sports in Chicago · 3 guests

    SeaDoo GTR 230 or RXT-X 300 Jet Ski Adventures on Lake Michigan

    5.0
    $100+/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

    1.5
    $500/hour
    Skipperliner Tiki Party Yacht for 50–90 Guests All Inclusive in Chicago
    Events in Chicago · 90 guests

    Skipperliner Tiki Party Yacht for 50–90 Guests All Inclusive in Chicago

    5.0
    $1,500/hour
    Luxury on the Lakefront | Playpen | Chicago River | 25' Monterey Captained Boat
    Powerboats in Chicago · 12 guests

    Luxury on the Lakefront | Playpen | Chicago River | 25' Monterey Captained Boat

    New
    $325/hour
    Limited Availability
    Chicago Boat Cruise on Captained Sea Ray Sundancer 260 Motor Yacht
    Events in Chicago · 8 guests

    Chicago Boat Cruise on Captained Sea Ray Sundancer 260 Motor Yacht

    5.0
    $275/hour
    Limited Availability
    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
    Chicago Private Party Boat - 14 Passenger Captained Events & Playpen Tour
    Powerboats in Chicago · 14 guests

    Chicago Private Party Boat - 14 Passenger Captained Events & Playpen Tour

    5.0
    Superowner
    Best of 2026
    $600/hour
    Limited Availability
    Luxury 39’ Sea Ray Sport Cruiser in Chicago, Illinois
    Events in Chicago · 12 guests

    Luxury 39’ Sea Ray Sport Cruiser in Chicago, Illinois

    5.0
    $225/hour
    40' Carver Motor Yacht with space all around available in Chicago
    Events in Chicago · 12 guests

    40' Carver Motor Yacht with space all around available in Chicago

    5.0
    $375/hour
    2018 Luxury 52ft Azimut Fly 50 Motor Yacht Rental in Chicago, IL for 13 Guests
    Events in Chicago · 13 guests

    2018 Luxury 52ft Azimut Fly 50 Motor Yacht Rental in Chicago, IL for 13 Guests

    5.0
    $1,000/hour
    Experience Luxury and Adventure on a 33' Sea Ray Sundancer Yacht in Chicago
    Events in Chicago · 8 guests

    Experience Luxury and Adventure on a 33' Sea Ray Sundancer Yacht in Chicago

    5.0
    $400/hour
    High Demand
    72ft Chris Craft Motor Yacht Chicago for 49 Guest Events
    Events in Chicago · 49 guests

    72ft Chris Craft Motor Yacht Chicago for 49 Guest Events

    4.0
    Superowner
    $1,350/hour
    49-Passenger Sailing Charter Catamaran at Navy Pier Marina
    Sailing in Chicago · 49 guests

    49-Passenger Sailing Charter Catamaran at Navy Pier Marina

    New
    $900/hour
    Luxury 54' Sea Ray Sundancer Yacht for Charter in Chicago
    Events in Chicago · 12 guests

    Luxury 54' Sea Ray Sundancer Yacht for Charter in Chicago

    4.2
    $500/hour
    Limited Availability
    Private Charter 38' Party Pontoon for up to 20 Guests in Chicago
    Powerboats in Chicago · 20 guests

    Private Charter 38' Party Pontoon for up to 20 Guests in Chicago

    5.0
    Superowner
    Best of 2026
    $700/hour
    38' Chaparral Signature Motor Yacht In Chicago - 13 Guests Capacity
    Events in Chicago · 13 guests

    38' Chaparral Signature Motor Yacht In Chicago - 13 Guests Capacity

    New
    $642/hour
    51' Sea Ray Sundancer for exciting cruises on Lake Michigan
    Events in Chicago · 12 guests

    51' Sea Ray Sundancer for exciting cruises on Lake Michigan

    New
    $788/hour

    Top Destinations Nearby

    Tours Reviews in Chicago

    1. Amelia

      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!

    2. KH

      Kendra

      Luxury 39’ Sea Ray Sport Cruiser in Chicago, Illinois

      Ronnie gave us such an amazing experience. He welcomed us in and took us around chi town!! 🌆Good views, good vibes, and a really good time! 5/5 ⭐️⭐️⭐️⭐️⭐️

    3. Richie

      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!

    4. JC

      Julia

      Private Charter 38' Party Pontoon for up to 20 Guests in Chicago

      Our group had a perfect day out on the boat—the team was friendly, accommodating, and fun. Thank you for such an amazing experience, would recommend in the future!

    5. ES

      Erin

      44ft Regal Commodore Motor Yacht Charter In Chicago

      Robert's boat was fantastic! Clean and equipped. He is an excellent communicator and we felt very well looked after. I will absolutely request to ride with Robert again!

    6. 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

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