Woman holding four Guess Where Trips envelopes while on road trip

San Jose 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.

Ditch the city and discover some of California's best hidden treasures in San Jose's backyard. From charming small towns packed with cute shops and tasty local bites to scenic trails with stunning views, there is something new to be found around every turn. Whether you’re wandering through lush forests or relaxing on peaceful beaches, each trip offers a dreamy escape just a short drive away. Get ready to explore the best of San Jose’s day trips and discover a new side of California!

Browse all trips

  • BEST SELLER
    Grassy hills leading down to water.

    Coastal Jaunt

    $65 CAD
    Just across the Golden Gate Bridge, escape the city for a day by the coast. Beach breaks, epic overlooks, walks along the water and local eateries to fuel up at make this the perfect trip close to home.
    • Kid-Friendly
    • Dog-Friendly
    • Accessible
    Can depart from: San Francisco Area, San Jose Area
  • FOR THE FOODIES
    Woman running along oceanside.

    Birds, Breezes & Cheeses

    $65 CAD
    Say cheese! That's right, we've rounded up the best cheese shops and the most photo-worthy moments a road trip can have. You'll feel the breeze in your hair as you walk down coastal trails and quaint streets.
    • Kid-Friendly
    • Dog-Friendly
    • Accessible
    Can depart from: San Francisco Area, Sacramento Area
  • FAMILY FRIENDLY
    Colorful houses along a beach.

    Colors & Wonders

    $65 CAD
    This trip is full of colorful wonders - like a short hike to get your heart rate up before you relax with an afternoon beverage, support a local shop, or sip coffee & indulge in delicious baked goods.
    • Kid-Friendly
    • Dog-Friendly
    • Accessible
    Can depart from: San Francisco Area, San Jose Area
Three women walking through tulip fields
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!