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    Chicago, Illinois Boat Rentals & Yacht Charters

    4.9
    (6,128 Reviews)

    Page 9 of 12 • 288 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
    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
    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
    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

    5.0
    Superowner
    $1,350/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
    44’ Regal Yacht | Diversey Harbor | Free Fuel, Champagne & Two Floating Islands
    Events in Chicago · 13 guests

    44’ Regal Yacht | Diversey Harbor | Free Fuel, Champagne & Two Floating Islands

    5.0
    $300/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
    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
    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
    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
    49ft Four Winns V475 Yacht at Navy Pier, Chicago: Cabins, AC, Bareboat Charter
    Events in Chicago · 13 guests

    49ft Four Winns V475 Yacht at Navy Pier, Chicago: Cabins, AC, Bareboat Charter

    New
    $300/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
    New Boat in Chicago! 55ft Sea Ray Sundancer, Sleek & Spacious
    Events in Chicago · 13 guests

    New Boat in Chicago! 55ft Sea Ray Sundancer, Sleek & Spacious

    New
    Superowner
    Best of 2026
    $450/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
    42' Sea Ray Sundancer Luxury Motor Yacht - Great For Outings! Diversey Harbor
    Events in Chicago · 12 guests

    42' Sea Ray Sundancer Luxury Motor Yacht - Great For Outings! Diversey Harbor

    3.6
    $150/hour
    40' Regal Commandore Luxury Cruiser in Chicago
    Events in Chicago · 12 guests

    40' Regal Commandore Luxury Cruiser in Chicago

    5.0
    $300/hour
    Captained 31ft Sports Craft Boat With All the Amenities Down Below
    Events in Chicago · 6 guests

    Captained 31ft Sports Craft Boat With All the Amenities Down Below

    New
    Superowner
    $225/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
    1962 Chris Craft Yacht Charter on the Chicago River!
    Events in Chicago · 6 guests

    1962 Chris Craft Yacht Charter on the Chicago River!

    5.0
    $250+/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
    SeaDoo GTR 230 and RXT-X 300 Jet Ski Adventures on Lake Michigan
    Water Sports in Chicago · 3 guests

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

    5.0
    $100+/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
    2020 Sea Ray SLX 400 Motor Yacht in Chicago, Illinois for 12 Guests
    Events in Chicago · 12 guests

    2020 Sea Ray SLX 400 Motor Yacht in Chicago, Illinois for 12 Guests

    5.0
    $1,000/hour

    Top Destinations Nearby

    Chicago Reviews

    1. MO

      Myka

      42' Sea Ray Sundancer Luxury Motor Yacht - Great For Outings! Diversey Harbor

      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. 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!

    3. SG

      Sara

      72ft Chris Craft Motor Yacht Chicago for 49 Guest Events

      Amazing experience! We hosted clients for an appreciation event on the lake and it was amazing. Captain Rich and crew were so wonderful to work with and ensured we had a great time.

    4. Yvette

      Yvette

      1962 Chris Craft Yacht Charter on the Chicago River!

      The boat was gorgeous, clean and classy. I loved every moment. He had everything we needed.

    5. MP

      Michael

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

      Great boat for a nice evening cruising the river and seeing fireworks!

    6. Cheri Ann

      Cheri Ann

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

      We had an amazing day with Nick and his brother Ryan on their boat!! They took care of everything we needed, made sure we had an amazing day and were very accommodating! The boat was beautiful, and very clean! We are already booking our next day out!

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