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    Lake Michigan, US Boat Rentals & Yacht Charters

    4.9
    (6,306 Reviews)

    Page 8 of 15 • 359 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Stunning Multi-Level 47’ Carver Yacht for Summertime in Chicago
    Events in Chicago · 13 guests

    Stunning Multi-Level 47’ Carver Yacht for Summertime in Chicago

    4.8
    $300/hour
    High Demand
    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
    42ft Trojan Party Yacht Chicago for 12 Guests Every Occasion
    Events in Chicago · 12 guests

    42ft Trojan Party Yacht Chicago for 12 Guests Every Occasion

    5.0
    $250/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
    Sea Doo Spark iBR Jetski for Rent
    Water Sports in Traverse City · 6 guests

    Sea Doo Spark iBR Jetski for Rent

    New
    $149/hour
    Limited Availability
    25' Avalon Luxury Pontoon Rental in Milwaukee
    Powerboats in Milwaukee · 10 guests

    25' Avalon Luxury Pontoon Rental in Milwaukee

    5.0
    Superowner
    $150/hour
    Limited Availability
    Sea Ray 48' Motor Yacht in Chicago Playpen, River, Winery, Lilly Pad
    Events in Chicago · 12 guests

    Sea Ray 48' Motor Yacht in Chicago Playpen, River, Winery, Lilly Pad

    5.0
    Superowner
    $375+/hour
    Limited Availability
    24 Guests Captained Party & Event Boat in Chicago with Bathroom & Aqua mat
    Powerboats in Chicago · 24 guests

    24 Guests Captained Party & Event Boat in Chicago with Bathroom & Aqua mat

    5.0
    Superowner
    Best of 2026
    $800/hour
    Explore and Enjoy Glen Lake with 2550 RL Bennington Pontoon Boat
    Powerboats in Michigan · 13 guests

    Explore and Enjoy Glen Lake with 2550 RL Bennington Pontoon Boat

    5.0
    $75+/hour
    Limited Availability
    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
    High Demand
    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
    Cobalt 28' Bowrider for rent in New Buffalo (Captain Included!)
    Powerboats in New Buffalo · 6 guests

    Cobalt 28' Bowrider for rent in New Buffalo (Captain Included!)

    5.0
    $225/hour
    Premium Sea-Doo Jet Ski Rental – Explore Chicago from the Water
    Water Sports in Chicago · 2 guests

    Premium Sea-Doo Jet Ski Rental – Explore Chicago from the Water

    New
    $150/hour
    Limited Availability
    Explore the Famous Chicago Playpen! - 46ft Sea Ray Motor Yacht!
    Events in Chicago · 12 guests

    Explore the Famous Chicago Playpen! - 46ft Sea Ray Motor Yacht!

    5.0
    Superowner
    Best of 2026
    $220/hour
    Instant Book
    Limited Availability
    Luxury on the Lakefront | Playpen | Chicago River | 25' Monterey Captained Boat
    Powerboats in Chicago · 12 guests

    Luxury on the Lakefront | Playpen | Chicago River | 25' Monterey Captained Boat

    New
    $325/hour
    Limited Availability
    Captained Boat: A perfect blend of comfort & adventure aboard Sea Ray Sundancer
    Powerboats in Chicago · 6 guests

    Captained Boat: A perfect blend of comfort & adventure aboard Sea Ray Sundancer

    5.0
    $235+/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
    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
    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
    Pontoon Rental in Fennville $1900 six Days 3 days mid-week 1400$ NO DAILYS
    Powerboats in Michigan · 13 guests

    Pontoon Rental in Fennville $1900 six Days 3 days mid-week 1400$ NO DAILYS

    5.0
    $272+/day
    24ft Pontoon Rental in Lake Odessa, 3 day min $1500 in the Lake Odessa area .
    Powerboats in Michigan · 12 guests

    24ft Pontoon Rental in Lake Odessa, 3 day min $1500 in the Lake Odessa area .

    5.0
    $272+/day
    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
    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

    Top Destinations Nearby

    Lake Michigan Reviews

    1. BD

      Brittany

      Captained Boat: A perfect blend of comfort & adventure aboard Sea Ray Sundancer

      We had a great time on our trip with Diego! He had a great route planned for us to see the river and stop by the playpen and see the city from the lake. He was a great communicator before the trip. He let us know all the details we needed ahead of time to have a smooth trip. We all had a wonderful time!! Highly recommend!!

    2. 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.

    3. JB

      Janell

      Captained Boat: A perfect blend of comfort & adventure aboard Sea Ray Sundancer

      It was great time with Diego, showed us various sites and attractions throughout the Chicago area. Definitely would book with him again.

    4. MF

      Madalyn

      42ft Trojan Party Yacht Chicago for 12 Guests Every Occasion

      I had a great experience and we had an absolutely beautiful time for my sister‘s bachelorette! The captain was great!

    5. TM

      Tamila

      Captained Boat: A perfect blend of comfort & adventure aboard Sea Ray Sundancer

      Extremely professional. On time, easy and fast communication. Very accommodating. Overall an awesome experience.

    6. MS

      Milap

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

      Exactly as described, great operation, great captains, smooth as butter!

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