Redwood City

Day Trips

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

day 1
Exploring Historic Center
morning
:

Begin your day with a leisurely stroll around the historic downtown area of Redwood City, soaking in the charm of the old buildings and vibrant storefronts. Stop for a delicious breakfast at a local café, where you can savor fresh pastries and locally brewed coffee. Afterward, visit the San Mateo County History Museum to learn about the region's rich heritage through engaging exhibits.

afternoon
:

Head to the nearby Courthouse Square, where you can relax in the sun or enjoy a picnic lunch from a nearby deli. Explore the local shops that line the streets, featuring unique boutiques and artisanal goods. As the afternoon progresses, consider renting a bike to ride along the scenic waterfront pathway at the Redwood Creek.

evening
:

As the sun sets, enjoy dinner at one of Redwood City's diverse restaurants, offering everything from Italian to Asian cuisine. After your meal, catch a live performance at the Fox Theatre, a beautifully restored venue that hosts a range of shows. Conclude your evening with a stroll through the beautifully lit streets, reflecting on your day.

day 2
Nature Walks at Edgewood Park
morning
:

Start your day with a hearty breakfast at a local eatery before heading to Edgewood Park and Natural Preserve, known for its stunning views and diverse ecosystems. Enjoy a peaceful morning hike along one of the many trails, where you might spot local wildlife and vibrant wildflowers. Take your time to appreciate the serene environment and breathe in the fresh air.

afternoon
:

After your hike, enjoy a packed lunch at one of the park's picnic areas, surrounded by nature. Spend the afternoon exploring more trails or engage in birdwatching, as Edgewood Park is home to many bird species. If you’re feeling adventurous, consider trying out some photography to capture the park's natural beauty.

evening
:

Return to Redwood City for dinner at a farm-to-table restaurant that sources ingredients locally. Enjoy the relaxed atmosphere and savor dishes that highlight the flavors of the region. After dinner, take a leisurely walk around the neighborhood, enjoying the cool evening air and the sounds of nature.

day 3
Adventure at Huddart Park
morning
:

Kick off your day with breakfast at a cozy café before heading to Huddart Park, known for its lush redwoods and scenic trails. Spend your morning hiking through the towering trees, immersing yourself in the tranquility of the forest. Don't forget to bring your camera to capture the stunning landscapes and unique flora.

afternoon
:

After your hike, find a quiet spot for a picnic lunch, enjoying the sounds of nature around you. Spend the afternoon exploring the park’s various trails or consider trying your hand at horseback riding if you brought your own horse or rented one locally. Engage with fellow hikers and share stories about the park's beauty and your adventures.

evening
:

Conclude your day with a delightful dinner at a local steakhouse, where you can relish a hearty meal. Afterward, head back to your accommodation to relax or enjoy a nightcap at a nearby bar. Reflect on your day of adventure amidst the majestic redwoods.

day 4
Beach Day at Half Moon Bay
morning
:

After a quick breakfast, set out for a day at Half Moon Bay, just a short drive from Redwood City. Upon arrival, take a leisurely walk along the beach, feeling the sand between your toes and breathing in the salty ocean air. Spend some time watching the surfers or simply enjoying the stunning coastal views.

afternoon
:

Grab lunch at a beachfront café, where you can savor fresh seafood while overlooking the waves. Afterward, engage in some beach activities like frisbee, paddleboarding, or simply lounging in the sun. If you're feeling adventurous, rent a bike and explore the scenic coastal trail.

evening
:

As the sun sets over the ocean, find a nice vantage point to watch the beautiful sunset. Head back to Redwood City and enjoy dinner at a local restaurant, sharing highlights of your beach day. End your evening with a stroll through the town center, enjoying the lively atmosphere.

day 5
Wine Tasting in Woodside
morning
:

Begin your day with a delightful breakfast at a local bakery, enjoying freshly baked goods and coffee. Afterward, take a scenic drive to Woodside, a charming town known for its wineries and beautiful landscapes. Your first stop should be a vineyard for a morning wine tasting experience, where you can learn about the winemaking process.

afternoon
:

Continue your wine adventure by visiting another winery for a leisurely lunch on the patio, paired with their signature wines. Spend the afternoon exploring the vineyards, taking in the picturesque scenery and perhaps participating in a winery tour. Don’t forget to pick up a bottle or two of your favorites to take home.

evening
:

Return to Redwood City and enjoy dinner at a wine-themed restaurant that complements your day. Relish in the flavors of the wines you tasted earlier, creating a perfect pairing with your meal. Wrap up the night by sharing your wine experiences with friends or family.

day 6
Cultural Exploration at Local Museums
morning
:

Start with breakfast at a popular local diner, where you can fuel up for a day of exploration. Your first stop should be the San Mateo County History Museum, where you can dive into the area's rich history through engaging exhibits. Spend your morning learning about the local culture and heritage.

afternoon
:

After the museum, enjoy lunch at a nearby café, then head to the nearby CuriOdyssey, a science and wildlife center where you can engage with interactive exhibits and see local wildlife up close. Spend your afternoon exploring the hands-on activities and learning about the environment. If time allows, visit the nearby Sweeney Ridge for panoramic views of the Bay Area.

evening
:

Return to Redwood City for dinner at a restaurant that features local art, giving you a taste of the local culture. After your meal, enjoy a night out by catching a live performance or concert at a local venue. Conclude your evening with a nightcap at a nearby bar, soaking in the vibrant local nightlife.

day 7
Exploring Filoli Historic House and Garden
morning
:

Enjoy breakfast at a quaint café before heading over to Filoli Historic House and Garden, a stunning estate with beautiful gardens and rich history. Spend your morning wandering through the meticulously maintained gardens, taking in the vibrant flowers and serene landscapes. The experience is perfect for photography enthusiasts or anyone looking to connect with nature.

afternoon
:

After exploring the gardens, take a guided tour of the historic house to learn about its fascinating history and architecture. Enjoy lunch at the Filoli café, where you can savor seasonal dishes made from fresh ingredients. Spend the rest of the afternoon exploring the estate’s trails or relaxing in the gardens.

evening
:

As the day wraps up, return to Redwood City for dinner at a farm-to-table restaurant that emphasizes local produce. Reflect on the beauty of Filoli over a leisurely meal. Consider finishing your evening with a walk through the town center, enjoying the ambiance of the evening lights.

day 8
Kayaking on the Bay
morning
:

Start your day with breakfast at a waterfront café, enjoying the view before heading out for a kayaking adventure. After a quick briefing on safety and equipment, set out on the calm waters of the San Francisco Bay. Spend your morning paddling, taking in the beautiful scenery and watching for local wildlife, such as sea lions and birds.

afternoon
:

Enjoy a picnic lunch on the shore or at a designated picnic area, soaking up the sun and the views. Spend your afternoon either kayaking more or relaxing on the beach, enjoying the warmth and tranquility of the bay. Consider joining a guided tour to learn more about the local ecology and history.

evening
:

Return to Redwood City in the late afternoon and freshen up before dinner. Choose a restaurant with a view to enjoy the sunset while you dine, relishing the fresh seafood options available. After dinner, take a stroll along the waterfront, reflecting on your day of exploration.

day 9
Local Shopping and Dining Experience
morning
:

Begin with a leisurely breakfast at a local café known for its artisanal coffee and breakfast options. Afterward, head to the downtown area to explore the local shops and boutiques, where you can find unique gifts and artisanal goods. Take your time browsing, chatting with shop owners, and discovering hidden gems.

afternoon
:

Enjoy lunch at a trendy restaurant featuring a menu of locally sourced ingredients. Spend your afternoon visiting the farmer's market if it's open, where you can sample fresh produce and artisanal products. Engage with local vendors and learn about their products and stories.

evening
:

Wrap up your shopping day with dinner at a popular local eatery, where you can indulge in a varied menu. After your meal, consider visiting a local craft brewery or wine bar to sample regional drinks. End your evening by enjoying the vibrant atmosphere of Redwood City, perhaps catching a movie or a live show.

Discover Redwood City

Read more in our Redwood City 2025 Travel Guide.

Redwood City Travel Guide