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    Illinois, US Boat Rentals & Yacht Charters

    4.9
    (6,403 Reviews)

    Page 8 of 13 • 298 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    41ft Sea Ray Sundancer Motor Yacht Lake Michigan Charter from Chicago
    Events in Chicago · 13 guests

    41ft Sea Ray Sundancer Motor Yacht Lake Michigan Charter from Chicago

    5.0
    Superowner
    Best of 2026
    $372+/hour
    Spacious 50’ Yacht with Swim platform @ 31st Harbor
    Events in Chicago · 12 guests

    Spacious 50’ Yacht with Swim platform @ 31st Harbor

    5.0
    $400+/hour
    41ft Sea Ray Sundancer 410 Yacht in Chicago, Illinois - Stunning Throughout
    Events in Chicago · 13 guests

    41ft Sea Ray Sundancer 410 Yacht in Chicago, Illinois - Stunning Throughout

    5.0
    $500/hour
    No tie-ups: 39' Catalina Sailboat with Huge Cockpit in Chicago
    Sailing in Chicago · 12 guests

    No tie-ups: 39' Catalina Sailboat with Huge Cockpit in Chicago

    4.8
    $245/hour
    Limited Availability
    40' Luxury Cruiser Yacht for Charter in Chicago - Accommodate up to 12 guests
    Events in Chicago · 12 guests

    40' Luxury Cruiser Yacht for Charter in Chicago - Accommodate up to 12 guests

    4.9
    $300/hour
    SeaRay 310 Sundancer for Rent on Chicago's Lake Michigan
    Events in Chicago · 6 guests

    SeaRay 310 Sundancer for Rent on Chicago's Lake Michigan

    5.0
    $325/hour
    Limited Availability
    Gorgeous 61’ Sunseeker Predator Motor Yacht with Floating island in Chicago
    Events in Chicago · 13 guests

    Gorgeous 61’ Sunseeker Predator Motor Yacht with Floating island in Chicago

    4.8
    Superowner
    $275/hour
    Limited Availability
    52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!
    Events in Chicago · 13 guests

    52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!

    5.0
    $225+/hour
    Luxurious 47' Sea Ray Sun Yacht - Explore Lake Michigan the Ultimate Experience
    Events in Chicago · 12 guests

    Luxurious 47' Sea Ray Sun Yacht - Explore Lake Michigan the Ultimate Experience

    5.0
    $350/hour
    Limited Availability
    Prestige 550 Flybridge Luxury Yacht Charter in Chicago
    Events in Chicago · 13 guests

    Prestige 550 Flybridge Luxury Yacht Charter in Chicago

    5.0
    $400/hour
    Premium 42' Meridian Flybridge Yacht Charter In Chicago - Lake Michigan
    Events in Chicago · 12 guests

    Premium 42' Meridian Flybridge Yacht Charter In Chicago - Lake Michigan

    5.0
    $500/hour
    Regal 26 FasDeck for Chicago Charters, Play Pen, River Tours and Cruising
    Powerboats in Chicago · 6 guests

    Regal 26 FasDeck for Chicago Charters, Play Pen, River Tours and Cruising

    5.0
    $300/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
    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
    36' Wellcraft Grand Sport Yacht for Intimate Gatherings and Events in Chicago
    Events in Chicago · 12 guests

    36' Wellcraft Grand Sport Yacht for Intimate Gatherings and Events in Chicago

    5.0
    $250/hour
    20ft Bayliner VR5 Boat in Rockville, IN
    Powerboats in Indiana · 6 guests

    20ft Bayliner VR5 Boat in Rockville, IN

    5.0
    $510/day
    31ft Sea Ray 310 Sedan Bridge Motor Yacht Private Full Day Charter - Chicago, IL
    Events in Chicago · 12 guests

    31ft Sea Ray 310 Sedan Bridge Motor Yacht Private Full Day Charter - Chicago, IL

    3.5
    $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
    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
    Limited Availability
    Double Decker 50ft Sea Ray Flybridge Yacht
    Events in Chicago · 13 guests

    Double Decker 50ft Sea Ray Flybridge Yacht

    5.0
    Superowner
    Best of 2026
    $300+/hour
    Beautiful 37’ Sea Ray Sundancer Motor Yacht Out of Navy Pier Marina
    Events in Chicago · 6 guests

    Beautiful 37’ Sea Ray Sundancer Motor Yacht Out of Navy Pier Marina

    New
    $350+/hour
    Limited Availability
    Chicago Lake Michigan Yacht Charter aboard 43' Sea Ray Sundancer w/ Captain Kev
    Events in Chicago · 13 guests

    Chicago Lake Michigan Yacht Charter aboard 43' Sea Ray Sundancer w/ Captain Kev

    4.9
    Superowner
    Best of 2026
    $300/hour
    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

    Top Destinations Nearby

    Illinois Reviews

    1. TS

      Trey

      Prestige 550 Flybridge Luxury Yacht Charter in Chicago

      This boat is incredible. More than enough room for a full charter. The weather wasn't the best, but we still had an amazing experience. Captain Matt was great, him and Will made sure we maximized our trip. Would recommend for anyone looking to have a great time.

    2. KS

      Ken

      Double Decker 50ft Sea Ray Flybridge Yacht

      Chicago Yachting and Captain Kelly provided a great experience for my bachelor party. The boat was great and the lily pad provided a great way to hang out in the water together. Playpen was a great spot to hang out in. Would book again!

    3. KB

      Kathleen

      40' Luxury Cruiser Yacht for Charter in Chicago - Accommodate up to 12 guests

      Had a great time out on Lake Michigan with friends last weekend in Chicago! TJ made our experience even more memorable and is a very skilled Coast Guard Certified Captain. Booking through the website had it's challenges at times, but Captain G was extremely responsive and helpful explaining everything throughout the process. I highly recommend renting for at least 4 hours - you will not regret it!

    4. JV

      Julia

      Chicago Lake Michigan Yacht Charter aboard 43' Sea Ray Sundancer w/ Captain Kev

      The experience was everything I hoped for and more! The team was extremely communicative, coordinating was super easy, and Captain Eli made it a really fun experience while we were on board. I had an amazing time and would definitely book again with Kevin!

    5. mm

      maddie

      Double Decker 50ft Sea Ray Flybridge Yacht

      Such a good time! We used Captain Kelly and he was WONDERFUL! We had so much fun at the play pen and on the Lily pad, would book again in a heartbeat!

    6. AL

      Amy

      40' Luxury Cruiser Yacht for Charter in Chicago - Accommodate up to 12 guests

      We literally had the BEST TIME! Captain TJ was prompt, professional, and so so fun. The boat was in beautiful condition and the communication made everything run smoothly. Will definitely be booking again!🩵🩵🩵

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