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    Chicago, Illinois Boat Rentals & Yacht Charters

    4.9
    (5,897 Reviews)

    Page 7 of 12 • 285 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Limited Availability
    Fun 29ft Crownline 285SS On Lake Michigan
    Powerboats in Chicago · 10 guests

    Fun 29ft Crownline 285SS On Lake Michigan

    5.0
    $175/hour
    High Demand
    40' Regal Commandore Luxury Cruiser in Chicago
    Events in Chicago · 12 guests

    40' Regal Commandore Luxury Cruiser in Chicago

    5.0
    $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
    Party Chicago Fun Lake River aboard 27ft Xperience Tritoon
    Powerboats in Chicago · 8 guests

    Party Chicago Fun Lake River aboard 27ft Xperience Tritoon

    5.0
    $250/hour
    Limited Availability
    46ft Maxum Motor Yacht Charters at Belmont Harbor Chicago Lake Michigan
    Events in Chicago · 6 guests

    46ft Maxum Motor Yacht Charters at Belmont Harbor Chicago Lake Michigan

    5.0
    $400/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
    Limited Availability
    Gorgeous 54' Sea Ray Sundancer w/ Huge Cockpit for Parties & Dancing in Chicago
    Events in Chicago · 12 guests

    Gorgeous 54' Sea Ray Sundancer w/ Huge Cockpit for Parties & Dancing in Chicago

    5.0
    $500/hour
    Limited Availability
    Sleek 51' Luxury Motor Yacht | Parties and Events in Chicago - Fuel Included
    Events in Chicago · 12 guests

    Sleek 51' Luxury Motor Yacht | Parties and Events in Chicago - Fuel Included

    New
    Superowner
    Best of 2026
    $240/hour
    Limited Availability
    Explore Chicago's Skyline and Waters on 34' Sea Ray 'Succession' Private Yacht
    Events in Chicago · 12 guests

    Explore Chicago's Skyline and Waters on 34' Sea Ray 'Succession' Private Yacht

    5.0
    $350/hour
    High Demand
    Experience Luxury and Adventure on a 33' Sea Ray Sundancer Yacht in Chicago
    Events in Chicago · 8 guests

    Experience Luxury and Adventure on a 33' Sea Ray Sundancer Yacht in Chicago

    5.0
    $400/hour
    Limited Availability
    50ft Skipperliner Tiki Pontoon Cruise in Chicago with Beverage Package
    Powerboats in Chicago · 36 guests

    50ft Skipperliner Tiki Pontoon Cruise in Chicago with Beverage Package

    4.6
    $1,350/hour
    2023 Rio Sport Coupe Motor Yacht Charter Chicago Luxury Cruise
    Events in Chicago · 12 guests

    2023 Rio Sport Coupe Motor Yacht Charter Chicago Luxury Cruise

    New
    $400/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
    Limited Availability
    "Excelling in Excellence" 46' Azimut Yacht Charter in Chicago, IL
    Events in Chicago · 13 guests

    "Excelling in Excellence" 46' Azimut Yacht Charter in Chicago, IL

    New
    $772/hour
    Luxury Cruising on Lake Michigan aboard 32' Chaparral Signature Yacht
    Powerboats in Chicago · 12 guests

    Luxury Cruising on Lake Michigan aboard 32' Chaparral Signature Yacht

    4.9
    Superowner
    $300/hour
    Diversey Harbor: 36' Sea Ray Floating Oasis for your Unforgettable Celebrations
    Powerboats in Chicago · 12 guests

    Diversey Harbor: 36' Sea Ray Floating Oasis for your Unforgettable Celebrations

    5.0
    Superowner
    Best of 2026
    $190/hour
    Instant Book
    Limited Availability
    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
    34' Luxury Sea Ray Sundancer Yacht in Excellent condition for rent in Chicago
    Events in Chicago · 12 guests

    34' Luxury Sea Ray Sundancer Yacht in Excellent condition for rent in Chicago

    New
    $350+/hour
    Limited Availability
    Cruise Lake Michigan aboard 27' Maxum 2400 Motor Yacht with Captain
    Powerboats in Chicago · 8 guests

    Cruise Lake Michigan aboard 27' Maxum 2400 Motor Yacht with Captain

    4.4
    $250/hour
    30ft Sea Ray Sundancer Motor Yacht - The Best of Chicago
    Powerboats in Chicago · 10 guests

    30ft Sea Ray Sundancer Motor Yacht - The Best of Chicago

    5.0
    $200/hour
    Limited Availability
    Luxury Boating Experience in Chicago aboard Sea Ray 550 Sedan Bridge Yacht
    Events in Chicago · 12 guests

    Luxury Boating Experience in Chicago aboard Sea Ray 550 Sedan Bridge Yacht

    5.0
    Superowner
    Best of 2026
    $450/hour
    Instant Book
    Limited Availability
    Spectacular 55ft Sea Ray 520 Fly Motor Yacht In Chicago
    Events in Chicago · 13 guests

    Spectacular 55ft Sea Ray 520 Fly Motor Yacht In Chicago

    New
    $700/hour
    Limited Availability
    Luxury 35ft Sea Ray Experience in Chicago for Unforgettable Fun
    Events in Chicago · 12 guests

    Luxury 35ft Sea Ray Experience in Chicago for Unforgettable Fun

    4.8
    $350/hour
    Limited Availability
    "Captain is Free". If you have 6 passengers or less...this yacht is Just Right!!
    Events in Chicago · 6 guests

    "Captain is Free". If you have 6 passengers or less...this yacht is Just Right!!

    5.0
    $350+/hour

    Top Destinations Nearby

    Chicago Reviews

    1. BR

      Brooke

      30ft Sea Ray Sundancer Motor Yacht - The Best of Chicago

      We loved our boat day with Gina! She was very accommodating and professional while still being fun and personable. As a group of all women, we really loved that we had a woman boat captain. She even gave recommendations of places to go around the city after the boat! We had so much fun and highly recommend Gina and her boat!

    2. Andre

      Andre

      Gorgeous 54' Sea Ray Sundancer w/ Huge Cockpit for Parties & Dancing in Chicago

      Lashawn and her crew are an experience like no other. You get persons who are attentive, Supportive and likeminded as it relates to one’s needs and likeness. An amazing team of professionals that seeks to offer the best in customer services and responsiveness. X

    3. AO

      Alexandria

      Luxury 35ft Sea Ray Experience in Chicago for Unforgettable Fun

      I loved the experience with KG’s boat! Our charter canceled on us last minute but KG accommodated us so well. If you’re looking for a charter, book him!!

    4. AR

      Alex

      50ft Skipperliner Tiki Pontoon Cruise in Chicago with Beverage Package

      We had a great time! Would highly recommend the boat and crew to anyone looking to have a fun day out on the lake/river.

    5. AL

      Ashley

      Luxury Boating Experience in Chicago aboard Sea Ray 550 Sedan Bridge Yacht

      We had an amazing time. Captain Eric was great. The family really enjoyed the sights and the boat is beautiful! It is nice that there are multiple different spaces onboard to enjoy indoor and outdoor.

    6. Mei

      Mei

      Luxury 35ft Sea Ray Experience in Chicago for Unforgettable Fun

      Great boat great ride!

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