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    Michigan, US Boat Rentals & Yacht Charters

    4.9
    (6,829 Reviews)

    Page 4 of 17 • 407 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Charter a 31' Pearson Cruising Sloop, Chicago
    Sailing in Chicago · 6 guests

    Charter a 31' Pearson Cruising Sloop, Chicago

    4.5
    $200+/hour
    High Demand
    Ready to Use Doral Alegria 50' Yacht in Chicago, Illinois
    Events in Chicago · 12 guests

    Ready to Use Doral Alegria 50' Yacht in Chicago, Illinois

    5.0
    $225/hour
    Set Sail on a Spacious 42' Silverton Express Cruiser Yacht
    Powerboats in Chicago · 12 guests

    Set Sail on a Spacious 42' Silverton Express Cruiser Yacht

    5.0
    $300/hour
    High Demand
    Elegant 46ft Prestige Flybridge Luxury Yacht In Chicago
    Events in Chicago · 13 guests

    Elegant 46ft Prestige Flybridge Luxury Yacht In Chicago

    4.9
    $400/hour
    2hr Sunset Sail from the port of South Haven Mi. on a Catalina 36
    Sailing in South Haven · 6 guests

    2hr Sunset Sail from the port of South Haven Mi. on a Catalina 36

    5.0
    $200/hour
    High Demand
    62ft Azimut Italian Yacht Charter Chicago for Up to 6 Guests
    Events in Chicago · 6 guests

    62ft Azimut Italian Yacht Charter Chicago for Up to 6 Guests

    5.0
    Superowner
    Best of 2026
    $500/hour
    Electric Fishing Boat
    Fishing in Michigan · 3 guests

    Electric Fishing Boat

    5.0
    $110/day
    Captained 27ft Bayliner Ciera Yacht in Chicago, Illinois
    Powerboats in Chicago · 8 guests

    Captained 27ft Bayliner Ciera Yacht in Chicago, Illinois

    4.6
    $275/hour
    Luxury Chaparral 277 SSX Wakeboat for 10 Guests In Chicago
    Powerboats in Chicago · 10 guests

    Luxury Chaparral 277 SSX Wakeboat for 10 Guests In Chicago

    5.0
    $175/hour
    22ft Bennington Tritoon for 14 pax on Glen Lake! Free delivery!
    Powerboats in Michigan · 14 guests

    22ft Bennington Tritoon for 14 pax on Glen Lake! Free delivery!

    5.0
    $125/hour
    Summertime Chi Vibes - Soak up the Sun in Style! 34' Cruisers South Beach Yacht
    Events in Chicago · 6 guests

    Summertime Chi Vibes - Soak up the Sun in Style! 34' Cruisers South Beach Yacht

    5.0
    $375/hour
    Beautiful Four Winns 225 Sundowner Boat With Big Sound System In Chicago
    Powerboats in Chicago · 6 guests

    Beautiful Four Winns 225 Sundowner Boat With Big Sound System In Chicago

    5.0
    $225/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
    New 48ft Sport Coupe Yacht in Chicago River & Lake Charter
    Events in Chicago · 6 guests

    New 48ft Sport Coupe Yacht in Chicago River & Lake Charter

    4.9
    $300/hour
    High Demand
    Chicago 40ft Formula Performance Cruiser for Up to 13 Guests
    Events in Chicago · 13 guests

    Chicago 40ft Formula Performance Cruiser for Up to 13 Guests

    5.0
    $349/hour
    Luxury 24' Monterey Private Yacht - Chicago River, Skyline & Playpen Fun
    Powerboats in Chicago · 6 guests

    Luxury 24' Monterey Private Yacht - Chicago River, Skyline & Playpen Fun

    5.0
    $180+/hour
    44ft Regal Luxury Yacht Perfect for Playpen Parties and Lake Michigan Cruises!
    Events in Chicago · 12 guests

    44ft Regal Luxury Yacht Perfect for Playpen Parties and Lake Michigan Cruises!

    5.0
    $275+/hour
    Limited Availability
    'Genius' 40ft Sea Ray Sundancer Captained Charter With All Amenities In Chicago!
    Events in Chicago · 13 guests

    'Genius' 40ft Sea Ray Sundancer Captained Charter With All Amenities In Chicago!

    5.0
    Superowner
    $275/hour
    High Demand
    Come enjoy fun in the sun on our 30ft Bayliner Ciera for 8 passengers in Chicago
    Events in Chicago · 8 guests

    Come enjoy fun in the sun on our 30ft Bayliner Ciera for 8 passengers in Chicago

    4.7
    $250/hour
    Limited Availability
    27ft Sea Ray Sundancer Cruiser on Lake Michigan near Chicago for Up to 8 Guests
    Events in Chicago · 8 guests

    27ft Sea Ray Sundancer Cruiser on Lake Michigan near Chicago for Up to 8 Guests

    5.0
    $160/hour
    44ft Azimut Premier Party Yacht Chicago for Up to 13 - plus Jet Ski Available
    Events in Chicago · 13 guests

    44ft Azimut Premier Party Yacht Chicago for Up to 13 - plus Jet Ski Available

    5.0
    Superowner
    $625+/hour
    Captained 51' Sea Ray Sundancer Luxury Yacht in Chicago - 7 Guests
    Events in Chicago · 7 guests

    Captained 51' Sea Ray Sundancer Luxury Yacht in Chicago - 7 Guests

    5.0
    Superowner
    $500+/hour
    Set Sail with 36' Sailing Boat in Downtown, Chicago for 6 Guests
    Sailing in Chicago · 6 guests

    Set Sail with 36' Sailing Boat in Downtown, Chicago for 6 Guests

    5.0
    $225/hour
    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

    Top Destinations Nearby

    Michigan Reviews

    1. LW

      Leteshia

      Beautiful Four Winns 225 Sundowner Boat With Big Sound System In Chicago

      WOW! My birthday boating experience couldn’t have been any greater! Starting with him showing up on time and already having everything ready to go for us and everything was soo nice and clean ! The speaker system was amazing, he was very Courteous and had real genuine good vibes! The scenery was EVERYTHING! I would highly recommend booking him ! He even captured some pictures and videos of us and everything turned out PERFECT! Thanks Samuel my birthday has been made 🙂 DEFINITELY BOOK HIM!

    2. AA

      Ali

      Luxury 24' Monterey Private Yacht - Chicago River, Skyline & Playpen Fun

      Tamer was amazing we did the lake and river tour and it was awesome highly recommend

    3. FK

      Fanta

      Luxury 24' Monterey Private Yacht - Chicago River, Skyline & Playpen Fun

      The tour was amazing! Tamer was so fun, friendly, and made the whole experience even better. Thank you!

    4. HK

      Hawwa

      Beautiful Four Winns 225 Sundowner Boat With Big Sound System In Chicago

      Had an amazing experience with him. He was honestly the best person I’ve rented a boat from and from now on will only be renting from him. He was so easy to work with and so accommodating and caring. 10/10 experience. And I loved the boat as well!!

    5. AO

      Andrea

      Elegant 46ft Prestige Flybridge Luxury Yacht In Chicago

      Excellent. Booking again as we speak!

    6. AD

      Alejandro

      Charter a 31' Pearson Cruising Sloop, Chicago

      Great overall experience. I must advice that I had to adjust my plans from what I initially had in mind. I had to get props for the experience on my own, which complicated the planning and fortunately resulted all right. Also, it wasn’t until after booking my experience that I realized that Captain Joey was thinking of going out for a motorboat ride rather than for a sail, which would’ve been a total bummer - I had to talk him into this plan and he kindly agreed to doing so.

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