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    Rent a Boat or Yacht in Chicago, Illinois

    4.9
    (4,835 Reviews)

    Page 8 of 11 • 250 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Spacious Crusing Yacht 40' on the Chicago Lakefront $275.00 per Hour Weekdays
    Events in Chicago · 12 guests

    Spacious Crusing Yacht 40' on the Chicago Lakefront $275.00 per Hour Weekdays

    New
    $275/hour
    Sea Ray 370 Sundancer Motor Yacht Rental in Chicago, Illinois
    Events in Chicago · 12 guests

    Sea Ray 370 Sundancer Motor Yacht Rental in Chicago, Illinois

    5.0
    $300/hour
    Instant Book
    The Chicago "City Life" - 64' Sunseeker
    Events in Chicago · 12 guests

    The Chicago "City Life" - 64' Sunseeker

    5.0
    $1,625/hour
    Luxury bowrider Crownline 285 SS 29ft.
    Powerboats in Chicago · 10 guests

    Luxury bowrider Crownline 285 SS 29ft.

    New
    $250/hour
    20' Lund Bass Boat for 3 in Chicago, Illinois
    Fishing in Chicago · 3 guests

    20' Lund Bass Boat for 3 in Chicago, Illinois

    5.0
    $67/hour
    Charter 62' Azimut Italia Luxury Yacht In Chicago, Illinois
    Events in Chicago · 12 guests

    Charter 62' Azimut Italia Luxury Yacht In Chicago, Illinois

    4.7
    $1,000/hour
    Carver Mariner 350 Motor Yacht Rental in Chicago, Illinois
    Events in Chicago · 6 guests

    Carver Mariner 350 Motor Yacht Rental in Chicago, Illinois

    New
    $250/hour
    68' Luxurious Private Yacht Charters in Chicago
    Events in Chicago · 45 guests

    68' Luxurious Private Yacht Charters in Chicago

    5.0
    $1,750/hour
    Catamaran Sailing Lessons Chicago
    Tours in Chicago · 6 guests

    Catamaran Sailing Lessons Chicago

    New
    Superowner
    Best of 2025
    $350+/hour
    43ft Sea Ray Sundancer Motor Yacht Rental in Chicago, Illinois
    Events in Chicago · 13 guests

    43ft Sea Ray Sundancer Motor Yacht Rental in Chicago, Illinois

    New
    $300/hour
    Instant Book
    New to Chicago! One of Kind Charter Boat
    Powerboats in Chicago · 13 guests

    New to Chicago! One of Kind Charter Boat

    New
    $325/hour
    Instant Book
    40' Cruisers Yachts "Bad Boys II" Chicago, IL
    Events in Chicago · 13 guests

    40' Cruisers Yachts "Bad Boys II" Chicago, IL

    New
    $818/hour
    34' Luxury Sea Ray Sundancer Yacht Rental in Chicago, Illinois
    Events in Chicago · 12 guests

    34' Luxury Sea Ray Sundancer Yacht Rental in Chicago, Illinois

    New
    $375/hour
    Experience the Best of Chicago on a 30ft Sea Ray Sundancer
    Powerboats in Chicago · 10 guests

    Experience the Best of Chicago on a 30ft Sea Ray Sundancer

    New
    $225/hour
    Make no mistake. She is clean with plenty of room and monster sounds. 40’ searay
    Events in Chicago · 12 guests

    Make no mistake. She is clean with plenty of room and monster sounds. 40’ searay

    New
    $400/hour
    37' Beautiful Sea Ray Venture - Explore Chicago's Famous Playpen
    Events in Chicago · 12 guests

    37' Beautiful Sea Ray Venture - Explore Chicago's Famous Playpen

    New
    Best of 2025
    $400/hour
    Instant Book
    Enjoy Lake Michigan on a 40' Sea Ray Sundancer Yacht $300.00 per hour Weekdays
    Events in Chicago · 12 guests

    Enjoy Lake Michigan on a 40' Sea Ray Sundancer Yacht $300.00 per hour Weekdays

    New
    $300/hour
    No tie-ups: 39' Sailboat, Catalina 380 with huge cockpit
    Sailing in Chicago · 12 guests

    No tie-ups: 39' Sailboat, Catalina 380 with huge cockpit

    New
    $245/hour
    Instant Book
    62' Azimut Flybridge Italian Luxury Yacht for Rent (MPY#6) in Chicago, Illinois
    Events in Chicago · 12 guests

    62' Azimut Flybridge Italian Luxury Yacht for Rent (MPY#6) in Chicago, Illinois

    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
    Enjoy Chicago in this 42' Stunning Sea Ray Sun Dancer - Great for any Event!
    Events in Chicago · 12 guests

    Enjoy Chicago in this 42' Stunning Sea Ray Sun Dancer - Great for any Event!

    New
    Best of 2025
    $400/hour
    Instant Book
    62' Azimut Italian Luxury Yacht for Rent (MPY#5) in Chicago, Illinois
    Events in Chicago · 12 guests

    62' Azimut Italian Luxury Yacht for Rent (MPY#5) in Chicago, Illinois

    3.0
    $800/hour
    44ft Premium Luxury Chris Craft Yacht
    Events in Chicago · 12 guests

    44ft Premium Luxury Chris Craft Yacht

    New
    $278/hour
    44 foot Cabin Cruiser for rent in Chicago $250/hr
    Events in Chicago · 12 guests

    44 foot Cabin Cruiser for rent in Chicago $250/hr

    New
    $350/hour

    Chicago Reviews

    1. KJ

      Kyle

      Sea Ray 370 Sundancer Motor Yacht Rental in Chicago, Illinois

      The owner was very responsive and communication was on point. The price of this vessel compared to others is a great deal. Captain Joe was a cool dude and made sure we were taken care of. I recommend booking.

    2. Wayne

      Wayne

      Charter 62' Azimut Italia Luxury Yacht In Chicago, Illinois

      Mitxi in sales, Captain Keith, First mate Jill all always available, professional and extremely knowledgeable. Great boat 64ft Sunseeker!!!

    3. at

      adrian

      20' Lund Bass Boat for 3 in Chicago, Illinois

      Great day out, great fish, Steelhead, Coho and King Salmon, excellent company. Definitely recommend.

    4. GM

      Gregory

      20' Lund Bass Boat for 3 in Chicago, Illinois

      Great trip. Captain Guy went out of his way to find calm water for old guys on a “Bucket trip “

    5. MB

      Mirabelle

      Charter 62' Azimut Italia Luxury Yacht In Chicago, Illinois

      Great crew! Beautiful yacht! Will book again in the future!

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