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    Chicago, Illinois Boat Rentals & Yacht Charters

    4.9
    (5,542 Reviews)

    Page 10 of 11 • 258 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Sail away in Luxury | 30’ Bayliner Yacht | 12 Passenger
    Events in Chicago · 12 guests

    Sail away in Luxury | 30’ Bayliner Yacht | 12 Passenger

    New
    $350/hour
    Beautiful 37' Sea Ray Sundancer Perfect for ANY Occasion!
    Events in Chicago · 12 guests

    Beautiful 37' Sea Ray Sundancer Perfect for ANY Occasion!

    New
    $300/hour
    Polynesian Party Boat, up to 6 people, captain and drink package included!
    Powerboats in Chicago · 6 guests

    Polynesian Party Boat, up to 6 people, captain and drink package included!

    New
    $250/hour
    Scenic Lake Michigan Cruises on a 35’ Formula Sun Sport
    Events in Chicago · 12 guests

    Scenic Lake Michigan Cruises on a 35’ Formula Sun Sport

    New
    $350/hour
    Beautiful 39ft Double Decker Carver Mariner Luxury Yacht in Chicago Illinois
    Events in Chicago · 12 guests

    Beautiful 39ft Double Decker Carver Mariner Luxury Yacht in Chicago Illinois

    New
    $350/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
    Captained Charter | 62' Azimut Luxury Yacht Rental
    Events in Chicago · 13 guests

    Captained Charter | 62' Azimut Luxury Yacht Rental

    New
    $1,190/hour
    Limited Availability
    Luxury Private Boat Rental – Chicago River, Skyline & Playpen Fun
    Powerboats in Chicago · 6 guests

    Luxury Private Boat Rental – Chicago River, Skyline & Playpen Fun

    New
    $180+/hour
    Chicago's Newest 40ft Sea Ray Sundancer Luxury Yacht
    Events in Chicago · 13 guests

    Chicago's Newest 40ft Sea Ray Sundancer Luxury Yacht

    New
    $290/hour
    Instant Book
    Limited Availability
    45’ Custom Built Double Decker Power Catamaran
    Powerboats in Chicago · 44 guests

    45’ Custom Built Double Decker Power Catamaran

    New
    $999/hour
    Come Cruise the waters around Chicago with 33ft Motor Yacht
    Powerboats in Chicago · 6 guests

    Come Cruise the waters around Chicago with 33ft Motor Yacht

    New
    $325/hour
    100 Passenger 75' Power Catamaran - Perfect for Events!
    Events in Chicago · 100 guests

    100 Passenger 75' Power Catamaran - Perfect for Events!

    New
    Superowner
    $1,600/hour
    No tie ups - 40ft Premium Yacht - lots of room group of for 12 - DuSable Harbor
    Events in Chicago · 12 guests

    No tie ups - 40ft Premium Yacht - lots of room group of for 12 - DuSable Harbor

    New
    $250/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
    Party on the Lake – 40ft Sea Ray Express Yacht for You & 12 Friends
    Powerboats in Chicago · 12 guests

    Party on the Lake – 40ft Sea Ray Express Yacht for You & 12 Friends

    New
    $350+/hour
    Chicago’s Casual Lakefront Escape
    Events in Chicago · 12 guests

    Chicago’s Casual Lakefront Escape

    New
    $425/hour
    Sea Ray Sundancer 290 - Luxury Yacht Rental in Chicago for Events
    Events in Chicago · 10 guests

    Sea Ray Sundancer 290 - Luxury Yacht Rental in Chicago for Events

    New
    $325/hour
    Luxury Unleashed – 40ft Sea Ray Dream Cruiser
    Events in Chicago · 12 guests

    Luxury Unleashed – 40ft Sea Ray Dream Cruiser

    New
    $350/hour
    Sea Ray 400 Express Cruiser 46ft
    Events in Chicago · 12 guests

    Sea Ray 400 Express Cruiser 46ft

    New
    $250/hour
    See Chicago like no one else can
    Events in Chicago · 12 guests

    See Chicago like no one else can

    New
    $300+/hour
    31ft Cabin Cruiser Belmont Harbor location
    Events in Chicago · 6 guests

    31ft Cabin Cruiser Belmont Harbor location

    New
    $300/hour
    Oceanis 393 Beneteau Sailing Yacht Rental in Chicago
    Sailing in Chicago · 10 guests

    Oceanis 393 Beneteau Sailing Yacht Rental in Chicago

    New
    $275/hour
    Luxury 33' Sea Ray Yacht Rental in Chicago
    Events in Chicago · 10 guests

    Luxury 33' Sea Ray Yacht Rental in Chicago

    New
    $350/hour

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