Day Trips Across the South

Escape the daily grind with an unforgettable one-day road trip in the South. At Guess Where Trips, we curate unique, stress-free itineraries that let you explore hidden gems close to home. Whether you're wandering through historic districts, savoring local dishes at hidden spots, or relaxing on pristine beaches, our surprise itineraries are crafted to showcase the very best the South Atlantic Coast has to offer.

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Featured Road Trips in the South

  • Can be done in winter
    Tree lined road

    A Drive Back in Time

    $65 USD
    • Accessible
    Can depart from: Atlanta Area
  • BEST SELLING GIFT
    Two girls sitting in back of crossover SUV.

    A Little Bit of Everything

    $49 USD Sale
    • Accessible
    • Kid-Friendly
    Sale
    Can depart from: Charlotte Area, Winston-Salem Area
  • Can be done in winter
    Woman looking up through binoculars.

    Adventure in the Glades

    $55 USD Sale
    • Accessible
    • Dog-Friendly
    Sale
    Can depart from: Miami / Fort Lauderdale Area, Naples Area
  • Can be done in winter
    Woman taking photo can be seen in side view mirror of car.

    All Things Strange & Beautiful

    $65 USD
    • Accessible
    • Kid-Friendly
    Can depart from: Atlanta Area
  • Can be done in winter
    Park bench and fountain at the end of a brick path in a garden.

    Antique Adventures

    $65 USD
    • Accessible
    Can depart from: Charlotte Area, Winston-Salem Area
  • CLOSE TO ORLANDO
    Boardwalks, Brews & Markets

    Boardwalks, Brews & Markets

    $65 USD
    • Accessible
    Can depart from: Orlando Area, Tampa Area, Lakeland Area, Gainesville Area
  • Can be done in winter
    Film & Food Crawl

    Film & Food Crawl

    $65 USD
    • Accessible
    Can depart from: Atlanta Area, Athens Area, Macon Area
  • Gift Card [Digital $USD]

    Gift Card [Digital $USD]

    $65.00 USD
  • Can be done in winter
    Haunts, Hikes & History

    Haunts, Hikes & History

    $55 USD Sale
    • Kid-Friendly
    • Dog-Friendly
    Sale
    Can depart from: Washington DC Area, Baltimore Area, Alexandria VA Area, Winchester VA Area
  • GREAT YEAR-ROUND TRIP
    Mountain Marvels

    Mountain Marvels

    $65 USD
    • Accessible
    • Kid-Friendly
    Can depart from: Atlanta Area
  • EXPLORE MIAMI
    Mysteries of Miami

    Mysteries of Miami

    $55 USD Sale
    • Accessible
    Sale
    Can depart from: Naples Area, Miami / Fort Lauderdale Area
  • Great Year-Round Trip
    Mysterious Gems

    Mysterious Gems

    $55 USD Sale
    • Dog-Friendly
    Sale
    Can depart from: Orlando Area, Jacksonville Area
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