logo
San Jose

5 day itinerary

San Jose

Itinerary

San Jose is a vibrant city with a mix of cultural attractions, outdoor activities, and delicious food. Here's a fun-filled 5-day itinerary for you:

Day 1: Explore Downtown San Jose

Start your day with a visit to the Tech Interactive, a hands-on science and technology museum. Then, stroll through the historic for lunch and enjoy the local cuisine. In the afternoon, visit the to admire contemporary works. End your day with a leisurely walk around the charming for shopping and dining.

Day 2: Outdoor Adventures

Head to for a morning hike and enjoy the beautiful scenery. Afterward, visit the for a peaceful stroll among the cherry blossoms and koi ponds. In the afternoon, explore the to learn about ancient Egypt's history and culture.

Day 3: Day Trip to Santa Cruz

Take a day trip to Santa Cruz, about an hour's drive from San Jose. Spend the day at the , enjoying the amusement park rides and strolling along the beach. Don't forget to grab some delicious seafood for lunch at one of the local restaurants.

Day 4: Wine Tasting in the Santa Cruz Mountains

Embark on a wine tasting tour in the Santa Cruz Mountains. Visit wineries such as Byington Vineyard & Winery or Burrell School Vineyards for tastings and stunning views of the vineyards. Enjoy a leisurely lunch at a winery restaurant and savor the local wines.

Day 5: Cultural Exploration

Start your day with a visit to the , a quirky mansion with a fascinating history. Then, head to the for a unique shopping experience and to browse through eclectic items. In the evening, catch a performance at the or enjoy a live music show at a local venue.

I hope this itinerary gives you a taste of the diverse experiences San Jose has to offer. Enjoy your trip!

Places of interest

The Tech Interactive San Jose

The Tech Interactive

Loading more info...

San Pedro Square Market San Jose

San Pedro Square Market

Loading more info...

San Jose Museum of Art San Jose

San Jose Museum of Art

Loading more info...

Santana Row San Jose

Santana Row

Loading more info...

Alum Rock Park San Jose

Alum Rock Park

Loading more info...

Japanese Friendship Garden San Jose

Japanese Friendship Garden

Loading more info...

Rosicrucian Egyptian Museum San Jose

Rosicrucian Egyptian Museum

Loading more info...

Santa Cruz Beach Boardwalk San Jose

Santa Cruz Beach Boardwalk

Loading more info...

Santa Cruz Mountains wineries (e.g. San Jose

Santa Cruz Mountains wineries (e.g.

Loading more info...

Winchester Mystery House San Jose

Winchester Mystery House

Loading more info...

San Jose Flea Market San Jose

San Jose Flea Market

Loading more info...

San Jose Center for the Performing Arts San Jose

San Jose Center for the Performing Arts

Loading more info...

Recent searches
Cultural trips
Adventure trips
© 2026 Roam Around. All Rights Reserved.