Skip to main content
A couple sailing under a breathtaking sunset on the Monterey Bay

Bay Area Trip Ideas

With so many things to do and see in San Jose and the Bay Area, the options are infinite. We made it easy to plan your trip with suggested itineraries and trip ideas for you to explore and uncover the best of San Jose and the Monterey Bay.

Testarossa Winery wine cave

Sip and Cycle Adventure

Urban pathway turns scenic mountain trail with rewards of savory food and fantastic wine.

San Pedro Square Market

48 Hours in San Jose

So much to see, so little time! Make the most of your short stay in San Jose with this checklist of must-see places and must-try restaurants. Your 48-hour adventure starts now.

A stunning view of the Lone Cypress standing on the cliff over the Monterey Bay pacific coast

Monterey Bay Day Trip

Mountains, redwoods and the gorgeous Pacific Ocean; stunning natural beauty surrounds you in every direction. Whichever path you choose, there is plenty to see and do from San Jose to the Monterey Bay. 

 

Santa Cruz surfers headed towards the beach

Santa Cruz Day Trip

The gorgeous and towering redwoods are the only thing separating San Jose from the beach, so this day trip provides an unforgettable journey over the hill to surf city, Santa Cruz.

View all itineraries View All Itineraries