Woman holding four Guess Where Trips envelopes while on road trip

San Diego Day Trips

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

Ready to escape the city and explore San Diego’s backyard? Start your day with a coffee in hand, then trade the hustle for the peaceful whisper of canyon breezes on easy trails through breathtaking landscapes. Along the way, pop into charming towns filled with bakeries and local cafes. And don’t forget the coastline—feel the ocean breeze and take in the stunning Pacific views. San Diego’s surprise road trips offer something for everyone. Get ready for an adventure you won’t forget!

Browse all trips

  • Gift Card [Digital $USD]

    Gift Card [Digital $USD]

    $65.00 USD
    Instantly send the gift of a one-day surprise road trip! Digital gift cards can be sent immediately or scheduled to be sent on a specific day.
  • BEST SELLER
    Two woman sitting on rocks by ocean.

    Coffee, Canyons & Coastlines

    $65 USD
    Coffee, Canyons & Coastlines - Oh my! Get your caffeine fix throughout the day to prepare for beachside moments and easy outdoor adventures. This is the perfect trip close to San Diego!
    • Kid-Friendly
    • Dog-Friendly
    • Accessible
    Can depart from: San Diego Area
  • Can be done in winter
    Grassy landscape with hills.

    Country Treasures

    $65 USD
    Escape to the country and visit tons of charming bakeries, get your steps in on easy trails, sip something tasty, and end the day in the most amazing small town.
    • Kid-Friendly
    • Dog-Friendly
    • Accessible
    Can depart from: San Diego Area
Three women walking through tulip fields
Winding roads through mountains at sunrise

CAN'T DECIDE?

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

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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!