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    Chicago, Illinois Boat Rentals & Yacht Charters

    4.9
    (6,271 Reviews)

    Page 9 of 13 • 289 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    32ft SeaRay Sundancer Motor Yacht for Charter in Chicago for 6 Guests
    Events in Chicago · 6 guests

    32ft SeaRay Sundancer Motor Yacht for Charter in Chicago for 6 Guests

    5.0
    $300/hour
    Party Cruise on 40ft Sea Ray Express Yacht Chicago for You & 12 Friends
    Events in Chicago · 12 guests

    Party Cruise on 40ft Sea Ray Express Yacht Chicago for You & 12 Friends

    5.0
    $300+/hour
    Private Cruise on 40’ Luxury Sailing Yacht - Beneteau Oceanis 393 “Vagabond”
    Sailing in Chicago · 10 guests

    Private Cruise on 40’ Luxury Sailing Yacht - Beneteau Oceanis 393 “Vagabond”

    5.0
    $275/hour
    Set Sail in Downtown Chicago with Beautiful 35ft Cruiser Motor Yacht
    Events in Chicago · 10 guests

    Set Sail in Downtown Chicago with Beautiful 35ft Cruiser Motor Yacht

    5.0
    $275/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

    5.0
    $250/hour
    Private 44ft Cruiser 4450 Express Yacht Experience on Lake Michigan – Chicago
    Events in Chicago · 12 guests

    Private 44ft Cruiser 4450 Express Yacht Experience on Lake Michigan – Chicago

    5.0
    $325/hour
    Tiki-Chic Yacht, 40-120 Passengers, One deck option. Beverage package included!
    Events in Chicago · 120 guests

    Tiki-Chic Yacht, 40-120 Passengers, One deck option. Beverage package included!

    5.0
    $1,500/hour
    40' Regal Commandore Luxury Cruiser in Chicago
    Events in Chicago · 12 guests

    40' Regal Commandore Luxury Cruiser in Chicago

    5.0
    $300/hour
    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

    5.0
    $1,136/hour
    Chicago: 52' Cruisers Express Luxury Yacht for Private Lake Michigan Cruises
    Events in Chicago · 13 guests

    Chicago: 52' Cruisers Express Luxury Yacht for Private Lake Michigan Cruises

    5.0
    $750/hour
    37ft Cruiser Express Motor Yacht Charter Chicago Plus Jet Ski Included
    Events in Chicago · 12 guests

    37ft Cruiser Express Motor Yacht Charter Chicago Plus Jet Ski Included

    5.0
    $350/hour
    Tiki Themed 24' Key West Boat with Captain & Beverage Package | Chicago
    Powerboats in Chicago · 6 guests

    Tiki Themed 24' Key West Boat with Captain & Beverage Package | Chicago

    5.0
    $200/hour
    34' Chris-Craft Yacht for Lakefront Fun! Music Lights and a Great time!!!
    Events in Chicago · 12 guests

    34' Chris-Craft Yacht for Lakefront Fun! Music Lights and a Great time!!!

    New
    $300/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

    2.0
    $500/hour
    68' Luxurious Chris Craft Roamer Yacht Private Yacht Charters in Chicago
    Events in Chicago · 45 guests

    68' Luxurious Chris Craft Roamer Yacht Private Yacht Charters in Chicago

    5.0
    $1,750/hour
    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
    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

    3.8
    $150/hour
    35’ Sea Ray Yacht, Playpen, River Cruises up to 13 people Captain included!
    Events in Chicago · 11 guests

    35’ Sea Ray Yacht, Playpen, River Cruises up to 13 people Captain included!

    5.0
    $300/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
    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
    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
    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
    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
    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

    Top Destinations Nearby

    Chicago Reviews

    1. MO

      Maddy

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

      Great rental! Martin was very communicative, loved that the pricing was all inclusive of the tip. Boat was large, complimentary floaties and lilypad included. Highly recommend

    2. Jet

      Jet

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

      We rented this boat for my bachelorette and it was amazing! The crew was awesome and the boat was perfect for what we needed. Highly recommend and would rent again!

    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. 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

    5. DD

      David

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

      Incredible professional. Would highly recommend. 10/10

    6. TV

      Toni

      Private Cruise on 40’ Luxury Sailing Yacht - Beneteau Oceanis 393 “Vagabond”

      Great boat & crew. We all had a fantastic time and look forward to going again soon!

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