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  • What Is a Mailboat? Working Postal Routes You Can Ride in 2026
  • Best results for

    Yacht Charters in Wood Dale, IL

    Showing 49-69 of 69 results
    Chicago Lake Michigan 3-4-Hour Charter

    Chicago Lake Michigan 3-4-Hour Charter

    Spend a relaxed day on Lake Michigan with a licensed captain at the helm

    4.9 • 1K reviews
    $428
    Chicago Lake Michigan & River Cruise

    Chicago Lake Michigan & River Cruise

    Chart a captain-led Lake Michigan or Chicago River outing tailored to your plans

    4.9 • 1K reviews
    $401& up
    Private 78' Power Catamaran Yacht Charter in Chicago

    Private 78' Power Catamaran Yacht Charter in Chicago

    Host a private Chicago event with open-air decks and a professional crew

    4.9 • 1K reviews
    $8,739& up
    Chicago 52' Sea Ray Yacht Charter

    Chicago 52' Sea Ray Yacht Charter

    Celebrate, cruise, and swim aboard a 52-foot Sea Ray

    4.9 • 1K reviews
    $2,354
    Chicago 4-Hour Boat Charter

    Chicago 4-Hour Boat Charter

    Cruise Chicago with a safety-focused captain experienced in commercial fishing

    4.9 • 1K reviews
    $428/ captain
    3-Hour Chicago Captain-for-Hire Charter

    3-Hour Chicago Captain-for-Hire Charter

    Chicago Skyline Cruise With an Experienced Captain

    4.9 • 1K reviews
    $321& up
    Boat Charter With Captain in Chicago

    Boat Charter With Captain in Chicago

    Set sail on Chicago waters with a captain at the helm

    4.9 • 1K reviews
    $401& up
    100-Ton Licensed Boat Captain for Hire in Chicago

    100-Ton Licensed Boat Captain for Hire in Chicago

    Experienced licensed captain for your Chicago boat charter

    4.9 • 1K reviews
    $321& up
    Chicago 3-Hour Boat Charter With Captain

    Chicago 3-Hour Boat Charter With Captain

    Shape your Chicago boat day with an experienced local captain

    4.9 • 1K reviews
    $321& up
    Chicago 3-Hour Captain for Hire

    Chicago 3-Hour Captain for Hire

    U.S. Coast Guard-certified captain for your Lake Michigan charter

    4.9 • 1K reviews
    $321& up
    Captain for Hire Boat Charter in Chicago

    Captain for Hire Boat Charter in Chicago

    A captain for your Chicago boat charter

    4.9 • 1K reviews
    $535/ captain
    3-Hour Chicago Boat Charter With Captain

    3-Hour Chicago Boat Charter With Captain

    Experienced U.S. Coast Guard–licensed captain for your Sea Ray outing

    4.9 • 1K reviews
    $321/ captain
    Chicago 4-Hour Boat Charter

    Chicago 4-Hour Boat Charter

    Bring your group aboard a rented vessel with a 100GT Masters Captain

    4.9 • 1K reviews
    $428
    Chicago Offshore Charter With Captain

    Chicago Offshore Charter With Captain

    Explore Chicago’s shoreline with an experienced captain

    4.9 • 1K reviews
    $514
    Chicago 4-Hour Boat Charter

    Chicago 4-Hour Boat Charter

    Tailor a private Chicago boat outing with an experienced captain

    4.9 • 1K reviews
    $428
    Chicago Boat Charter

    Chicago Boat Charter

    Explore Chicago’s waters with an experienced local captain

    4.9 • 1K reviews
    $428/ captain
    Chicago 4-Hour Captain for Your Boat

    Chicago 4-Hour Captain for Your Boat

    Put an expert captain at the helm of your boat

    4.9 • 1K reviews
    $428/ captain
    Chicago Boat Charter With Captain

    Chicago Boat Charter With Captain

    A local captain for your Chicago day on the water

    4.9 • 1K reviews
    $321& up
    4-Hour Chicago Boat Captain Hire

    4-Hour Chicago Boat Captain Hire

    Put an expert captain at the helm of your boat

    4.9 • 1K reviews
    $492/ captain
    4-Hour Chicago Boat Charter

    4-Hour Chicago Boat Charter

    Set out on Lake Michigan with an experienced captain

    4.9 • 1K reviews
    $428
    Private 72' Classic Yacht Charter in Chicago

    Private 72' Classic Yacht Charter in Chicago

    Celebrate aboard a restored classic with three levels and open-air spaces

    4.9 • 1K reviews
    $4,855/ boat
    123
    Wood Dale Things To Do
    Yacht ChartersBoat Tours22Sailing18Kayaking Tours16Architectural Tours13
    More
    • Art Tours12
    • Food Tours12
    • Birthday Packages11
    • Boat Rentals8
    • City Tours8
    • Bike Tours6
    • Dessert Tours6
    Themed Experiences
    6
  • Pizza Tours5
  • Bike Rentals4
  • Escape Games4
  • Helicopter Tours4
  • Historical Tours4
  • Jet Skiing4
  • Museum Tours4
  • Seasonal and Holiday4
  • Yoga4
  • Baking Classes3
  • Car Rentals3
  • Celebrations3