Cupertino

Day Trips

Make the most of your day with our curated plans, packed with Cupertino's hidden gems and unique experiences!

day 1
Exploring Historic Center
morning
:

Start your day with a leisurely breakfast at a local café, sampling fresh pastries and artisan coffee. Afterward, take a stroll through the historic downtown area, where you can admire charming architecture and visit quaint shops. Don’t forget to stop by the Cupertino Historical Society to learn about the rich history of the region.

afternoon
:

Enjoy lunch at a popular local eatery, trying out some of the diverse culinary offerings that Cupertino has to offer. After lunch, explore the beautiful Memorial Park, where you can relax by the lake or take a walk along the pathways lined with trees. If you're feeling adventurous, rent a bike and ride along the nearby Stevens Creek Trail.

evening
:

As the sun sets, head to a rooftop restaurant for dinner, where you can savor delicious cuisine while taking in panoramic views of the Silicon Valley. After dinner, catch a live performance at the Flint Center for the Performing Arts, showcasing local talent and various productions. End your evening with a nightcap at a cozy bar, reflecting on the day's adventures.

day 2
Nature Walks and Scenic Views
morning
:

Begin your day with a hearty breakfast at a local diner, fueling up for a day of exploration. After breakfast, head to the nearby Rancho San Antonio County Park for a morning hike. The trails offer stunning views of the Santa Cruz Mountains and a chance to spot local wildlife.

afternoon
:

Pack a picnic lunch to enjoy in the park, surrounded by the serene sounds of nature. Afterward, consider visiting the nearby Deer Hollow Farm, where you can learn about sustainable farming and meet friendly farm animals. Take your time exploring the trails, soaking in the tranquility and beauty of the landscapes.

evening
:

As dusk approaches, return to Cupertino and freshen up before heading out for dinner at a farm-to-table restaurant. Relish seasonal dishes that highlight locally sourced ingredients. Conclude your evening with a peaceful walk at the Cupertino Civic Center Plaza, enjoying the illuminated fountains and art installations.

day 3
Tech Tour of Silicon Valley
morning
:

Start your day with breakfast at a café known for its innovative menu inspired by tech culture. Afterward, embark on a guided tour of some of the most iconic tech campuses in Silicon Valley, starting with Apple Park. Marvel at the stunning architecture and discover the history behind one of the world’s most valuable companies.

afternoon
:

For lunch, visit a nearby food truck park to sample a variety of cuisines from diverse vendors. Post-lunch, continue your tech tour by visiting the Computer History Museum, where you can explore the evolution of computing technology through fascinating exhibits. Engage with interactive displays that showcase groundbreaking innovations that shaped the digital world.

evening
:

After a day immersed in technology, enjoy dinner at a trendy restaurant frequented by tech professionals. Savor dishes that reflect the multicultural influence of the valley. Later, unwind with a visit to a local brewery, where you can sample craft beers and mingle with locals.

day 4
Cultural Discoveries and Local Art
morning
:

Begin your day with breakfast at a charming café, enjoyed alongside a selection of local artworks displayed in the space. Afterward, visit the Cupertino Library, which often hosts art displays and community events. Take some time to browse the collection or join a workshop if available.

afternoon
:

For lunch, explore the diverse food options in Cupertino’s Asian dining district, sampling authentic dishes from various Asian cultures. Afterward, visit the Moffett Field Historical Society Museum, where you can delve into the history of aviation and space exploration in the region. The exhibits provide a unique glimpse into the past and future of air travel.

evening
:

Savor a delightful dinner at a fusion restaurant that combines local flavors with international cuisine. After your meal, catch a local art exhibition opening or a cultural performance at a nearby venue. Engage with the local community and artists, sharing your thoughts on the vibrant art scene.

day 5
Family Fun Day at Parks
morning
:

Kick off your family adventure with a hearty breakfast at a family-friendly restaurant that offers a kids' menu. Afterwards, head to the popular Cupertino Memorial Park, where children can enjoy the playground and families can take a leisurely walk. Settle down at a picnic spot for some fun games or storytelling.

afternoon
:

Enjoy a packed lunch in the park before heading to the nearby Apple Park Visitor Center, where kids can learn about the tech giant through interactive exhibits. Explore the outdoor areas that feature beautiful landscaping and a miniature version of the Apple campus. Don’t forget to check out the gift shop for unique souvenirs.

evening
:

After a fun-filled day, treat the family to dinner at a casual restaurant known for its pizza and burgers. Once you've eaten, take a short drive to a local ice cream shop for dessert, where everyone can choose their favorite flavors. Cap off the day with a family movie night at home or at a local cinema.

day 6
Wine Tasting and Culinary Delights
morning
:

Indulge in a delicious brunch at a local restaurant specializing in brunch classics with a twist. Afterward, embark on a scenic drive to the nearby Santa Cruz Mountains, known for their vineyards and wineries. Start your wine-tasting journey at one of the charming wineries, learning about the winemaking process.

afternoon
:

Savor a delightful lunch at the winery, often prepared with local ingredients that pair perfectly with your wine selection. Continue your tasting adventure at another winery, where you can explore different varietals and learn about their unique qualities. Take a leisurely stroll through the vineyard, soaking in the breathtaking landscape.

evening
:

Return to Cupertino for dinner at an upscale restaurant that focuses on seasonal ingredients and innovative dishes. Enjoy a memorable meal while discussing the day’s experiences in wine tasting. Finish the evening with a nightcap at a local bar, sharing stories and planning your next culinary adventure.

day 7
Outdoor Adventure and Sports
morning
:

Start your day with a nutritious breakfast at a café that caters to health-conscious diners. Afterward, head to the local sports complex for a morning of active fun, choosing from activities like tennis, swimming, or even a game of basketball. Join a community class or pick up a racket for a friendly match.

afternoon
:

After working up an appetite, enjoy a casual lunch at a nearby eatery that offers hearty fare for athletes. Post-lunch, visit a local climbing gym or go for a bike ride on the many trails around Cupertino. Explore the scenic views while engaging in a physical challenge that also provides a chance to socialize.

evening
:

End your active day with a relaxed dinner at a sports-themed restaurant, where you can catch up on scores and highlights from the day’s games. Enjoy a laid-back atmosphere filled with fellow sports enthusiasts. Wrap up the evening with a night walk around the park, reflecting on the day’s activities and enjoying the fresh air.

day 8
Shopping and Gourmet Experience
morning
:

Kick off your shopping day with breakfast at a trendy café located in a popular shopping district. Afterward, explore the boutiques and shops at Cupertino Square, where you can find everything from fashion to unique gifts. Don't miss the opportunity to try on some local fashion pieces or pick up a souvenir.

afternoon
:

Take a break for lunch at a gourmet food market, sampling different cuisines from various food stalls. Post-lunch, continue your shopping spree at nearby outlet malls, where you can find great deals on designer brands. Make sure to check out local artisanal products that reflect the culture of the area.

evening
:

Enjoy dinner at a high-end restaurant that highlights local culinary talent, offering a menu filled with seasonal and gourmet options. As the night progresses, consider indulging in a guided dessert tour, exploring the best sweet spots in Cupertino. Conclude your day with a relaxing evening stroll through the shopping district, taking in the vibrant atmosphere.

day 9
Exploring Local Markets and Festivals
morning
:

Start your day with breakfast at a local favorite spot known for its farm-fresh ingredients. Afterward, visit the Cupertino Farmers' Market, where you can interact with local farmers and artisans while sampling fresh produce and handmade goods. Enjoy the lively atmosphere filled with music and community spirit.

afternoon
:

After exploring the market, enjoy a leisurely lunch at a food stall or nearby café that showcases local flavors. Spend the afternoon visiting local cultural festivals, often held during weekends, where you can experience live music, dance performances, and arts and crafts. Engage with local artists and learn more about the diverse cultures represented in Cupertino.

evening
:

Wrap up your festive day with dinner at a restaurant that features dishes inspired by the cultural festival you attended. Enjoy the vibrant ambiance and reflect on the unique experiences of the day. End the night with a leisurely walk through the neighborhood, soaking in the sights and sounds of community life.

Discover Cupertino

Read more in our Cupertino 2025 Travel Guide.

Cupertino Travel Guide