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    4.9
    (23,280 Reviews)

    Page 6 of 10 • 240 listings

    High Demand
    45ft Sea Ray Sundancer Motor Yacht Pure Comfort in Chicago!
    Events in Chicago · 10 guests

    45ft Sea Ray Sundancer Motor Yacht Pure Comfort in Chicago!

    5.0
    $350/hour
    Limited Availability
    Affordable Private Boat Rental for 12 on Lake Michigan/Playpen-39' Sea Ray Yacht
    Events in Chicago · 12 guests

    Affordable Private Boat Rental for 12 on Lake Michigan/Playpen-39' Sea Ray Yacht

    5.0
    $300/hour
    High Demand
    41ft Sea Ray Sundancer Motor Yacht Lake Michigan Charter from Chicago
    Events in Chicago · 12 guests

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

    5.0
    Superowner
    Best of 2026
    $373+/hour
    Limited Availability
    Chicago looks better from the deck of 45' Rinker Motor Yacht
    Events in Chicago · 12 guests

    Chicago looks better from the deck of 45' Rinker Motor Yacht

    5.0
    $350/hour
    Limited Availability
    Private Boat Charter - Sea Ray 390 Sundancer In Chicago
    Events in Chicago · 12 guests

    Private Boat Charter - Sea Ray 390 Sundancer In Chicago

    5.0
    $350/hour
    Unique Experience with our Sea Ray 330 Sundancer Yacht for 7 Guests in Chicago
    Powerboats in Chicago · 7 guests

    Unique Experience with our Sea Ray 330 Sundancer Yacht for 7 Guests in Chicago

    5.0
    Snoozed - Active 02 Jan 2027
    Limited Availability
    2020 Beneteau GT 42' "James Bond" Yacht in Chicago, Illinois
    Events in Chicago · 12 guests

    2020 Beneteau GT 42' "James Bond" Yacht in Chicago, Illinois

    4.7
    $400/hour
    Limited Availability
    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
    Limited Availability
    Cruisers Y3375 Express Yacht Downtown Chicago Experience
    Powerboats in Chicago · 10 guests

    Cruisers Y3375 Express Yacht Downtown Chicago Experience

    5.0
    Superowner
    $250/hour
    Limited Availability
    Cruise Lake Michigan on a 39ft Sea Ray 390 Express Cruiser for 12 Guests
    Events in Chicago · 12 guests

    Cruise Lake Michigan on a 39ft Sea Ray 390 Express Cruiser for 12 Guests

    New
    $250/hour
    Take in Breathtaking Chicago Skyline Views from Spacious 32' Chaparral Yacht
    Events in Chicago · 12 guests

    Take in Breathtaking Chicago Skyline Views from Spacious 32' Chaparral Yacht

    New
    $450/hour
    Captained Charter: 36ft Carver Mariner Motor Yacht In Chicago
    Events in Chicago · 12 guests

    Captained Charter: 36ft Carver Mariner Motor Yacht In Chicago

    4.9
    Snoozed - Active 25 Jul 2026
    40ft Carver Mariner Motor Yacht Charter in Chicago
    Events in Chicago · 13 guests

    40ft Carver Mariner Motor Yacht Charter in Chicago

    New
    $745/hour
    Exquisite Mediterranean 40' with Flybridge Yacht in Chicago
    Events in Chicago · 12 guests

    Exquisite Mediterranean 40' with Flybridge Yacht in Chicago

    5.0
    $400/hour
    Limited Availability
    39' Sea Ray Express Cruiser for Rent in Chicago with Captain Included
    Events in Chicago · 12 guests

    39' Sea Ray Express Cruiser for Rent in Chicago with Captain Included

    5.0
    $350+/hour
    Luxury 39’ Sea Ray Sport Cruiser in Chicago, Illinois
    Events in Chicago · 12 guests

    Luxury 39’ Sea Ray Sport Cruiser in Chicago, Illinois

    5.0
    $225/hour
    Limited Availability
    Private Luxury Charter In Chicago - Sea Ray 360 Sundancer Motor Yacht
    Events in Chicago · 13 guests

    Private Luxury Charter In Chicago - Sea Ray 360 Sundancer Motor Yacht

    5.0
    $300/hour
    Limited Availability
    Chicago Private Yacht Charter Experience on 54’ Neptunus Express - 12 Guests
    Events in Chicago · 12 guests

    Chicago Private Yacht Charter Experience on 54’ Neptunus Express - 12 Guests

    5.0
    $300/hour
    32' Maxum 3000 SCR Motor Yacht on Lake Michigan - Chicago
    Events in Chicago · 10 guests

    32' Maxum 3000 SCR Motor Yacht on Lake Michigan - Chicago

    5.0
    $300/hour
    Sea Ray 370 Sundancer Motor Yacht Rental in Chicago - USCG Captain Required
    Events in Chicago · 12 guests

    Sea Ray 370 Sundancer Motor Yacht Rental in Chicago - USCG Captain Required

    5.0
    $325/hour
    Captained Charter on 36' Sea Ray Cruiser in Chicago
    Events in Chicago · 12 guests

    Captained Charter on 36' Sea Ray Cruiser in Chicago

    4.8
    $350/hour
    Limited Availability
    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
    Limited Availability
    Chicago Lakefront Cruise on 33ft Ciera Bayliner Yacht
    Events in Chicago · 10 guests

    Chicago Lakefront Cruise on 33ft Ciera Bayliner Yacht

    4.8
    $150/hour
    Lakeside Paradise Escape with Premier 310 Escalante Double Decker Tritoon
    Powerboats in Dandridge · 12 guests

    Lakeside Paradise Escape with Premier 310 Escalante Double Decker Tritoon

    New
    $425/hour

    Top Destinations Nearby

    Local Tours Reviews

    1. KH

      Kendra

      Luxury 39’ Sea Ray Sport Cruiser in Chicago, Illinois

      Ronnie gave us such an amazing experience. He welcomed us in and took us around chi town!! 🌆Good views, good vibes, and a really good time! 5/5 ⭐️⭐️⭐️⭐️⭐️

    2. SC

      Sheena

      Private Boat Charter - Sea Ray 390 Sundancer In Chicago

      My group had a perfect trip with Margaret and Bob! They communicated well and made the entire process so simple! We will be booking with them next time!!!

    3. MB

      Moriah

      Cruisers Y3375 Express Yacht Downtown Chicago Experience

      This was a great activity for our bachelorette party! Ramsey's communication was excellent throughout planning, and the boat itself was both aesthetic for pictures and fun to hangout on. Highly recommend!

    4. Sarju

      Sarju

      Cruisers Y3375 Express Yacht Downtown Chicago Experience

      Ramsye was very responsive and accomodating on short notice and provided us with a captain and crew that was very kind and ensured we had a good time

    5. KL

      Kelly

      Chicago looks better from the deck of 45' Rinker Motor Yacht

      The boat was clean and in good condition, we had a blast and Captain Mo was awesome and very communicative! Will definitely rent again.

    6. James

      James

      Private Boat Charter - Sea Ray 390 Sundancer In Chicago

      Margaret was a wonderful host, excellent communication and showed our group a great time. Super sweet person, would recommend!

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