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Day Trips in Wisconsin

Select a trip that works with your driving and travel preferences. If it's hard to choose, take our road trip quiz instead.

Browse all trips

  • CYCLE FRIENDLY
    A Riverside Ramble

    A Riverside Ramble

    $39.00 CAD
    Sale
    Wander through colorful sculptures, charming boutiques, and local eateries before discovering breathtaking riverside gems that are so photo-worthy, your camera roll is sure to fill up!
    • Accessible
    • Kid-Friendly
    Can depart from: Chicago Area, Milwaukee Area
  • HALLMARK MOVIE VIBES!
    All Things Charming

    All Things Charming

    $65 CAD
    From snow-dusted lakeside views and quaint small-town charm to playful animal encounters and a whimsical museum, this captivating road trip promises unforgettable moments for everyone in your group.
    • Kid-Friendly
    Can depart from: Chicago Area, Milwaukee Area
  • PERFECT FOR MOVIE BUFFS
    Cinema & Scenery

    Cinema & Scenery

    $65 CAD
    Discover hidden art, channel your inner movie star, indulge in tasty bites, and enjoy a waterside stroll. This captivating adventure offers a perfect blend of creativity, culture, and coastal charm.
    • Kid-Friendly
    • Accessible
    Can depart from: Chicago Area, Milwaukee Area
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Winding roads through mountains at sunrise

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Gift-a-Trip

The ultimate present for the avid traveller. Select a digital or mailed 'Gift-A-Trip' option that covers the full cost of one of our road trips. We promise you this will be one of the most memorable and unique gifts they'll ever receive!