Woman holding four Guess Where Trips envelopes while on road trip

Day Trips from Tampa

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

Tampa Bay is the ideal spot for surprise day trips, blending coastal beauty with offbeat adventures. Discover hidden gems, from historic homes with fascinating stories to charming eateries tucked away from the tourist crowds. Stroll through vibrant markets filled with local artisans, sip on refreshing brews, and soak up the laid-back vibe along scenic boardwalks.

Browse all trips

  • Road Trip Gift Card

    Road Trip Gift Card

    $74.00 USD
    Give the gift of a one-day surprise road trip with Guess Where Trips®! Valued at $74, this voucher covers the full cost of any of our mailed road trips, including tax and standard shipping. The recipient can choose any surprise road trip that suits them, and it will be shipped right to their door. These gift cards never expire.
  • BEST SELLING GIFT
    Offbeat Oddities

    Offbeat Oddities

    $65 USD
    The quirkiest road trip in central Florida! Historic homes with peculiar stories, off-the- beaten-path eateries, and funky trails & ruins will keep you on your toes throughout the day.
    • Kid-Friendly
    Can depart from: Tampa Area, Orlando Area, Lakeland Area, Gainesville Area
  • CLOSE TO ORLANDO
    Boardwalks, Brews & Markets

    Boardwalks, Brews & Markets

    $65 USD
    The name really says it all! Explore marvelous markets with food stalls and local artisans, enjoy a couple brews, and stroll along easy boardwalk trails.
    • Accessible
    Can depart from: Orlando Area, Tampa Area, Lakeland Area, Gainesville Area
Three women walking through tulip fields
Winding roads through mountains at sunrise

CAN'T DECIDE?

Take Our Quiz to Find Out

Select your region and interests to find the best trip for you.

Take the Quiz
Woman on road trip leaning out window

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!