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  • Express Cruiser
    Within 100 Miles Of
    Chicago, Illinois

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Express Cruiser boats for sale in Chicago Illinois

There are 16 new and used Express Cruiser boats for sale in Chicago, Illinois. Explore Express Cruiser brands like Sea Ray, Bayliner, Crownline, Cruisers, Trojan, and Larson on BoatCrazy. View a wide selection of Express Cruiser boats from $14,900 to $197,000.
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  • Express Cruiser
    Within 100 Miles Of
    Chicago, Illinois
16 boats found within 100 miles from Chicago, Illinois
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  • 1997 Larson Cabrio 310

    1997 Larson Cabrio 310

    $14,900
    Chicago, IL

    Stock #468535 Reason for selling is "Not using as much as planned". ANY and ALL offers will be put in front of our seller! Submit your offer today! 1997 Larson Cabrio 310! Ready... View Details

    View 10 Photos and Details Contact Seller
    $14,900
    VIEW DETAILS
  • 2008 Sundancer 330

    2008 Sundancer 330

    $82,000
    Chicago, IL

    Sundancer 330 Express Cruiser - Your Gateway to Serene Adventures Discover the perfect blend of comfort and performance with the 2008 Sundancer 330. This express cruiser is design... View Details

    View 8 Photos and Details Contact Seller
    $82,000
    VIEW DETAILS
  • 2003 Maxum 3300 SCR

    2003 Maxum 3300 SCR

    $29,000
    Riverdale, IL

    Stock #445785 ANY and ALL offers will be put in front of our seller! Submit your offer today! Roomy cruiser with room to sleep 6. Air conditioning. Cockpit enclosure with isingla... View Details

    View 10 Photos and Details Contact Seller
    $29,000
    VIEW DETAILS
  • 2011 Four Winns V305

    2011 Four Winns V305

    $72,500
    Portage, IN

    Stock #500622 This Four Winns has recently been added to market (Aug 25th). Submit your offer today! Well maintained 2011 Four Winns V305 with only 300 hours! If you are in the... View Details

    View 10 Photos and Details Contact Seller
    $72,500
    VIEW DETAILS
  • Price Drop 2000 Sea Ray 280 Sun Sport

    2000 Sea Ray 280 Sun Sport

    $29,800
    Waukegan, IL

    Stock #489713 Video of this vessel available at www [dot] popsells [dot] com/view/489713 Reason for selling is "No longer using it enough". ANY and ALL offers will be put in fro... View Details

    View 10 Photos and Details Contact Seller
    $29,800
    VIEW DETAILS
  • 2001 Sea Ray 280 SUNDANCER

    2001 Sea Ray 280 SUNDANCER

    $29,937
    Antioch, IL

    2001 Sea Ray 280 SUNDANCER The 2001 Sea Ray 280 Sundancer is the perfect blend of sporty performance, overnight comfort, and timeless styling, making it an ideal cruiser for weeken... View Details

    View 30 Photos and Details Contact Seller
    $29,937
    VIEW DETAILS
  • 1996 Bayliner Ciera 2655

    1996 Bayliner Ciera 2655

    $21,250
    Wilmington, IL

    Stock #304401 Reason for selling is "Downsizing". ANY and ALL offers will be put in front of our seller! Submit your offer today! Very Clean Ciera 2655 Sunbridge .Full enclosure... View Details

    View 10 Photos and Details Contact Seller
    $21,250
    VIEW DETAILS
  • 1996 Cruisers 3375 Rogue

    1996 Cruisers 3375 Rogue

    $40,000
    Saint Joseph, MI

    Stock #457168 Reason for selling is "Bought another boat". ANY and ALL offers will be put in front of our seller! Submit your offer today! Two Berths, Ready to Show, Slip and St... View Details

    View 10 Photos and Details Contact Seller
    $40,000
    VIEW DETAILS
  • Price Drop 2002 Regal 3860

    2002 Regal 3860

    $89,999
    Saint Joseph, MI

    Stock #467673 Reason for selling is "New Adventure!". ANY and ALL offers will be put in front of our seller! Submit your offer today! Incredible luxury, performance, and a sound... View Details

    View 10 Photos and Details Contact Seller
    $89,999
    VIEW DETAILS
  • Price Drop 1999 Trojan 360 Express

    1999 Trojan 360 Express

    $63,900
    Saint Joseph, MI

    Spacious and Sporty, this Trojan (by Carver) 360 Express is the perfect family boat for cruising and enjoying the water! It is equipped with a Kohler generator for those hot summer... View Details

    View 32 Photos and Details Contact Seller
    $63,900
    VIEW DETAILS
  • Price Drop 1996 Monterey 276

    1996 Monterey 276

    $17,999
    Saint Joseph, MI

    Stock #494642 This Monterey has now been on the market more than a month. Please submit your offer today! Updated seats and flooring in aft. The Monterey has a double bimini with... View Details

    View 10 Photos and Details Contact Seller
    $17,999
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  • Price Drop 1999 Sea Ray 290 Sundancer

    1999 Sea Ray 290 Sundancer

    $31,900
    Saint Joseph, MI

    This 1999 Sea Ray 290 Sundancer is the perfect blend of weekend cruiser, sunset chaser, and floating cottage. Powered by twin mercury engines, this popular express cruiser offers t... View Details

    View 51 Photos and Details Contact Seller
    $31,900
    VIEW DETAILS
  • Price Drop 1997 Bayliner 2655 Ciera

    1997 Bayliner 2655 Ciera

    $16,800
    Harvard, IL

    Stock #365912 Video of this vessel available at www [dot] popsells [dot] com/view/365912 ANY and ALL offers will be put in front of our seller! Submit your offer today! FRESH WA... View Details

    View 10 Photos and Details Contact Seller
    $16,800
    VIEW DETAILS
  • 2022 Crownline 264 CR

    2022 Crownline 264 CR

    $78,120
    Lake Geneva, WI

    Stock #501843 Video of this vessel available at www [dot] popsells [dot] com/view/501843 Reason for selling is "Fleet Management". This Crownline has recently been added to mark... View Details

    View 10 Photos and Details Contact Seller
    $78,120
    VIEW DETAILS
  • 2020 Crownline 286 SC

    2020 Crownline 286 SC

    $54,315
    Lake Geneva, WI

    Stock #501835 Video of this vessel available at www [dot] popsells [dot] com/view/501835 Reason for selling is "Fleet Management". This Crownline has recently been added to mark... View Details

    View 10 Photos and Details Contact Seller
    $54,315
    VIEW DETAILS
  • Price Drop 1999 Sea Ray 500 Sundancer

    1999 Sea Ray 500 Sundancer

    $197,000
    South Haven, MI

    Stock #471094 Video of this vessel available at www [dot] popsells [dot] com/view/471094 Reason for selling is "Has not used enough". ANY and ALL offers will be put in front of... View Details

    View 10 Photos and Details Contact Seller
    $197,000
    VIEW DETAILS
Showing 1 to 16 of 16 boats found.

Express Cruiser Boats on Boatcrazy

Express cruisers are sleek, stylish powerboats built for speed, comfort, and extended cruising. With a low-profile design and open cockpit layout, express cruisers combine the performance of a performance sport boat with the overnight amenities of a cabin cruiser. Below deck, you’ll typically find a spacious cabin, galley, head, and sleeping accommodations—perfect for weekend getaways or coastal adventures.

These boats are ideal for boaters who want a mix of luxury and excitement, often featuring sunpads, swim platforms, entertainment systems, and powerful twin engines. Designed for both daytime fun and overnight comfort, express cruisers are equally at home island-hopping or dockside entertaining.

Explore our selection of new and used express cruisers from leading brands. Whether you're cruising solo or with a group, these boats offer performance, comfort, and head-turning style on every trip.

Express Cruiser Boats manufacturers on Boatcrazy

When looking to buy a stylish and powerful Express Cruiser, consider these leading Express Cruiser Manufacturers

Sea Ray, Regal, Tiara Yachts, Cruisers Yachts, Formula, Jeanneau.

Express Cruiser Boats For Sale by State

Express Cruiser Boats Frequently Asked Questions

What is an express cruiser boat?

An express cruiser is a fast cruising power boat with open cockpit and below-decks accommodations including a cabin, head, galley and sleeping berths—built for both speed and comfort. Unlike larger motor yachts, they don’t usually have a flybridge.

Express cruisers typically range from 25 ft to 60 ft, most averaging around 35–45 ft. They cruise comfortably at 25–30 knots, and some capable models can exceed 30–35 knots depending on power and design.

They offer sleek styling, large open cockpit space, indoor-outdoor living flow, sleeping berths, a galley, and a head. Ideal for day tripping and weekend cruising in style.

Prices range from as low as $12,900 for older used models to nearly $3M for high-end express cruisers. The average listing price typically falls around $200K–$300K.

Most express cruisers use twin engines—stern drives or inboard diesels. Some newer models have pod drives or even outboard power, depending on size and model.

Ideal for boating families or individuals who want speed, style, day-trip fun, and occasional overnight stays without the size or crew requirements of a full motor yacht.