Surf, Sips, and City: San Jose to Livermore California Weekend

Planning an unforgettable weekend getaway? This comprehensive Central California Travel Guide unveils a curated selection of vibrant destinations and delightful experiences within and around the dynamic Silicon Valley. Prepare to explore charming towns, renowned vineyards, bustling culinary scenes, and picturesque coastal villages, all designed for an enriching and memorable escape.

Vibrant colorful houses lining the Capitola boardwalk, reflecting in the serene water, inviting travelers to explore the Central California coast.

During a recent exhilarating girls’ trip to the Greater San Jose, California area, our group embarked on an incredible journey, making strategic stops in four distinct and captivating cities: Livermore, San Jose, Santa Cruz, and Capitola. Our chosen sanctuary for rest and rejuvenation, Hotel Valencia Santana Row in San Jose, proved to be an ideal base. Its central location allowed for convenient access to our daily adventures while providing luxurious comfort each evening.

If you’re contemplating a journey to the heart of the Silicon Valley region, or seeking a vibrant slice of Central California, this weekend travel guide highlights some of the most cherished spots we discovered. We’ll commence our exploration in the northern reaches, beginning with the charming city of Livermore, and gradually make our way southward to the stunning coastal towns of Santa Cruz and Capitola. For pinpoint accuracy and easy navigation to each recommendation, you can consult the interactive Urban Bliss Life Weekend Guide Google Map provided below.

Discovering Livermore, California: Wine Country Charm

Our journey through Central California’s vibrant landscape began in Livermore, a city renowned for its flourishing wine industry and delightful culinary scene. One of the undisputed highlights of any friends’ getaway weekend is sharing laughter and engaging conversations over exceptional food. We enthusiastically kicked off our gastronomic adventures with a hearty and memorable meal at Monica’s, a beloved local institution in Livermore.

Monica’s Livermore: A Culinary Delight

Delicious California Bennie with bacon and avocado at Monica's Livermore, a perfect brunch choice.

2074 Second Street
Livermore, CA 94550
925-292-5568
HOURS: Saturday- Thursday 8:00 am – 3:00 pm
Friday 8:00 am – 3:00 pm, 6:00 pm – 10:00 pm
For more information visit: https://www.monicaslivermore.com/

Monica’s Livermore stands as a premier destination for breakfast, brunch, and lunch, captivating diners with its inviting atmosphere nestled within one of Livermore’s historic original wineries. This modern eatery boasts a sprawling outdoor patio, perfect for enjoying California’s pleasant weather. Monica’s prides itself on serving elevated American comfort food and freshly baked goods, with a strong emphasis on harnessing the freshest seasonal ingredients available. The culinary team’s dedication to quality and flavor shines through in every dish.

During our visit, I was particularly impressed by and thoroughly enjoyed the exquisite California Bennie ($14.95), perfectly crafted with crispy bacon and creamy avocado – a delightful twist on a classic. For those seeking other tantalizing options, I wholeheartedly recommend exploring the fluffy and flavorful Lemon Ricotta Pancakes ($11.95), a sweet indulgence that brightens any morning. Additionally, the opulent Going Coastal Omelette (market price), generously filled with a mound of fresh Dungeness crab, offers a truly decadent and unforgettable seafood experience. Monica’s commitment to fresh, locally-inspired dishes makes it a must-visit for any food enthusiast in Livermore.

Wente Vineyards Estate Tasting Room: A Legacy in Every Sip

A glass of rich, red wine from Wente Vineyards, showcasing the deep color and elegant presentation against a blurred vineyard backdrop.
Enjoying a robust red wine at Wente Vineyards.

Wente Estate Winery and Tasting Room
5565 Tesla Road
Livermore, CA 94550
HOURS: Mon-Sun 11:00am-5:30pm, last tasting at 5pm.
Tastings start at $20/person

Established in 1883, Wente Vineyards holds a distinguished place in American winemaking history as the country’s oldest continuously operated family-owned winery. This remarkable institution is not just a cornerstone of the Livermore Valley; it’s a foundational pillar of California’s entire wine industry. A staggering 80% of all California Chardonnay can trace its lineage back to the original Wente Clone, a testament to the vineyard’s pioneering spirit. Today, fifth-generation winegrower Karl D. Wente meticulously upholds this impressive family legacy, crafting an exceptional array of four distinct Chardonnays that showcase the varietal’s diverse expressions.

Our group opted for the engaging Journey Tasting Experience ($20/person) at the elegant Wente Vineyards Estate Tasting Room. While Livermore Valley is undeniably a celebrated land for Chardonnay, my personal preference often leans towards more robust, full-bodied reds, which can sometimes be elusive in other wine regions like Oregon. I was delighted to discover Wente’s impressive selection of red wines, finding particular satisfaction in the complex and opulent 2016 Petite Sirah (pictured above, $45/bottle). Beyond the exceptional wines, the estate boasts beautifully manicured grounds surrounding the tasting room, providing an idyllic setting to unwind, savor a fine bottle of wine, and bask in the glorious California sunshine. It’s an experience that harmoniously blends history, natural beauty, and exquisite winemaking.

Concannon Vineyards: Home of California Cabernet Sauvignon

Historic Concannon Vineyards tasting room facade, showcasing classic architecture amidst lush greenery.

Concannon Vineyard Tasting Room
4590 Tesla Road
Livermore, CA 94550
HOURS: Daily 11am – 4:30pm

From the pioneering spirit of Chardonnay at Wente, our viticultural journey continued to another legendary Livermore institution: Concannon Vineyard, widely celebrated as the true home of California Cabernet Sauvignon. Much like Wente’s influence on Chardonnay, approximately 80% of all Cabernet Sauvignon vines in California trace their origins back to the iconic Concannon Clone. Also established in the pivotal year of 1883, Concannon Vineyard shares a rich history with its neighbor, adding a delightful layer of historical friendly rivalry to the region’s winemaking narrative. Ignoring any historical debates of who was “first,” we simply immersed ourselves in the exquisite offerings.

Concannon Vineyard delivers precisely the kind of bold, rich, and characterful California Cabernet Sauvignon that enthusiasts seek. Its wines are a true expression of the Livermore Valley terroir, characterized by their robust structure and deep fruit flavors. I was so impressed with their Cabernet Sauvignon that I happily acquired a bottle to bring back home, ensuring a piece of this exceptional California wine country experience could be savored long after our trip concluded. A visit to Concannon offers not just a tasting, but an immersion into the history and heritage of California’s most beloved red grape.

Exploring San Jose, California: The Heart of Silicon Valley

Our Central California adventure continued into San Jose, the vibrant urban heart of Silicon Valley. This bustling metropolis offers a fascinating blend of technological innovation, cultural diversity, and sophisticated lifestyle experiences. Our strategically chosen hotel was perfectly situated in San Jose, right at the epicenter of the premier shopping and dining destination known as Santana Row, making it an ideal launchpad for exploring the city’s myriad attractions.

Santana Row: San Jose’s Premier Lifestyle Destination

Santana Row is more than just a street; it’s a meticulously designed urban village that exudes a chic European ambiance. This bustling boulevard is home to an exquisite collection of high-end boutiques, diverse restaurants, sophisticated wine bars, a state-of-the-art movie theater, and much more. It’s a place where locals and visitors alike come to shop, dine, socialize, and simply soak in the vibrant atmosphere. For the most current and comprehensive list of cafes, restaurants, and shops, be sure to visit SantanaRow.com. Here’s a closer look at some of my personal favorite discoveries along Santana Row.

Cocola Bakery: A Taste of Paris in San Jose

Assortment of vibrant French macarons neatly arranged at Cocola Bakery on Santana Row.

333 Santana Row,
Suite 1045
San Jose, CA 95128

Cocola Bakery is an enchanting French bakery and café that transports visitors straight to the streets of Paris. This delightful spot is a haven for lovers of authentic French pastries, artisanal breads, decadent desserts, and gourmet sandwiches crafted on freshly baked baguettes. Alongside these culinary masterpieces, Cocola also offers a selection of refreshing salads and comforting homemade soups. The sheer popularity of Cocola Bakery often leads to considerable queues, particularly during peak weekend hours, so be prepared for a short wait. However, rest assured, the exquisite macarons – bursting with flavor and perfectly delicate – are absolutely worth every moment of anticipation!

EMC Seafood & Raw Bar: Fresh Catches and Craft Cocktails

A vibrant platter of fresh oysters on ice, ready to be enjoyed at EMC Seafood & Raw Bar on Santana Row.

378 Santana Row,
Suite 1100
San Jose, CA 95128

What truly captivates visitors at EMC Seafood and Raw Bar is the captivating culinary theater staged right in their front window. Passersby can observe their skilled chefs masterfully shucking the day’s freshest oysters, a testament to their commitment to quality and transparency. Inside, EMC offers an unparalleled selection of fresh seafood, highlighted by a lively raw bar featuring a rotating selection of oysters, sashimi, and ceviche. The experience is further elevated by in-house mixologists who craft imaginative and delicious cocktails, perfectly complementing the oceanic flavors. Whether you’re a casual diner seeking a fresh meal or a dedicated seafood enthusiast, EMC’s tantalizing lunch, dinner, and drink options are sure to provide an unforgettable gastronomic journey that excites the tastebuds.

Mendocino Farms: Farm-to-Table Sandwiches and Salads

Fresh and colorful sandwich from Mendocino Farms, displayed on a wooden board with side dishes.

3090 Olsen Dr,
Suite 150
San Jose, CA 95128

Mendocino Farms is a bright, contemporary, and incredibly popular artisanal sandwich and salad shop, originating from Los Angeles. Its Santana Row location is conveniently situated just around the corner from the main thoroughfare. Ordering is streamlined through kiosks or at the counter, and while the station arrangement might initially seem a little unconventional, the exceptionally friendly and attentive staff are always ready to assist with any questions, ensuring a smooth experience. Mendocino Farms prides itself on being a “premium fast-casual” restaurant, a descriptor that aptly highlights its dedication to utilizing incredibly fresh, locally sourced, and sustainably grown ingredients in every dish. I was thoroughly impressed with my sandwich choice – a testament to their innovative flavor combinations and high-quality components. For families traveling with children, here’s a fantastic tip: kids eat FREE all day on Tuesdays, making it an even more appealing option for a wholesome and delicious meal.

Sugarfina: Luxury Candy Boutique for the Discerning Sweet Tooth

A dazzling display of luxury candies in clear cubes at Sugarfina, showcasing a variety of colors and textures.

377 Santana Row,
Suite 1015
San Jose, CA 95128

It’s perhaps fortunate that our time was limited during our visit, as I easily could have spent an excessive amount of time and money indulging at Sugarfina. This exquisite luxury candy boutique is specifically curated for adults, offering a delightful departure from conventional sweet shops. Sugarfina features an impressive collection of over 150 gourmet sweets, meticulously sourced from small artisan candy makers across the globe. The store itself is a feast for the eyes: bright, airy, and impeccably designed, with every confection packaged so adorably that it’s impossible to resist. You are guaranteed to discover unique and charming souvenirs for everyone back home – and undoubtedly, several irresistible treats for yourself. From champagne gummy bears to single malt scotch cordials, Sugarfina transforms candy into an elegant and sophisticated indulgence.

Coastal Charm in Santa Cruz: Sun, Sand, and Stories

After a restful night and a delicious breakfast at Hotel Valencia’s Oveja Negra, we embarked on the next leg of our journey, heading south towards the captivating Central Coast. Our first destination of the day was the iconic beach town of Santa Cruz, a scenic drive of approximately 30-40 minutes from San Jose, depending on traffic. Santa Cruz is renowned for its laid-back surf culture, iconic boardwalk, and vibrant downtown area, offering a refreshing change of pace from the urban energy of Silicon Valley. It’s a place where natural beauty meets eclectic charm.

A colorful and whimsical mural depicting various elements of Santa Cruz culture and nature.

Bookshop Santa Cruz: A Literary Landmark

Interior view of Bookshop Santa Cruz, featuring tall bookshelves filled with books and a cozy reading atmosphere.

1520 Pacific Avenue
Santa Cruz, CA. 95060
HOURS: Sun – Thurs 9 am – 10 pm | Fri & Sat 9 am – 11 pm

For avid readers and casual browsers alike, a visit to Bookshop Santa Cruz is an absolute must. This sprawling 20,000+ square foot independent bookstore has been a cherished cultural landmark since its establishment in 1966. Stepping inside, one is immediately enveloped in a world of literary wonders, reminiscent of the grand scale of iconic bookstores like Powell’s in Portland. The shop features towering floor-to-ceiling bookshelves that are overflowing with an incredible diversity of books across every genre imaginable. Beyond just books, visitors will discover an extensive array of magazines, unique souvenirs, engaging games, and thoughtful gifts scattered throughout its charming nooks and crannies. Bookshop Santa Cruz is more than just a place to buy books; it’s a community hub, a treasure trove of discovery, and a testament to the enduring appeal of independent bookstores.

Buttercup Bakery: Sweet Treats and Savory Bites

A beautifully decorated cupcake from Buttercup Bakery, showcasing intricate frosting and delightful presentation.

1411 Pacific Avenue
Santa Cruz, CA, 95060
Bakery/Cafe hours: Mon-Thurs 10am-9pm | Fri-Sun 9am – 9pm

Conveniently located directly across the street from the esteemed Bookshop Santa Cruz, you’ll find the delightful Buttercup Cakes and Farmhouse Frosting. Online information regarding this charming establishment can be a bit perplexing, leading to confusion about its exact identity or if it’s solely a catering service. However, I assure you, the best way to experience its magic is to simply seek out the physical bakery and café during your visit to Santa Cruz. It’s an incredibly charming spot, exuding a warm and inviting atmosphere that perfectly complements its delectable offerings. Both their breakfast and lunch menus are absolutely delicious, featuring a variety of freshly baked goods, savory dishes, and comforting beverages that are perfect for any time of day. Don’t miss the opportunity to explore this hidden gem in person!

The inviting and cozy interior of Buttercup Bakery, featuring warm lighting and charming decor.
Artistic paintings and comfortable seating arrangements inside Buttercup Bakery, creating a relaxed ambiance.
A selection of delicious baked goods and treats on display at Buttercup Bakery, enticing customers.
A hearty and comforting bowl of soup from Buttercup Bakery, perfect for a cozy meal.

Capitola: A Picturesque Seaside Village Getaway

The iconic colorful houses of Capitola village, nestled along the beach with a tranquil ocean view.

While perhaps not an official incorporated city, the enchanting seaside village of Capitola is a truly distinct and vibrant destination, charmingly nestled adjacent to and often considered a part of Santa Cruz. It is famously recognized for its captivating rows of brilliantly colored houses that gracefully line the waterfront, creating a postcard-perfect scene. The village’s humble origins trace back to a modest tent camp, a testament to its evolution into the beautiful bayfront shopping and dining destination it is today. Capitola offers a unique blend of historical charm, artistic flair, and natural beauty, making it an idyllic spot for relaxation and exploration.

The scenic Capitola boardwalk with colorful houses and beachgoers, offering a quintessential coastal California experience.

Zelda’s on the Beach: Waterfront Dining with a View

A fresh and vibrant Ahi Salad served at Zelda's on the Beach, perfect for a light coastal meal.

203 Esplanade
Capitola, CA 95010
http://www.zeldasonthebeach.com/

For those eager to indulge in a meal while soaking in breathtaking panoramic views of the Pacific Ocean, Zelda’s on the Beach is unequivocally the perfect destination. This iconic restaurant is strategically positioned directly across from the beach and the lively boardwalk, offering an abundance of outdoor patio seating that faces the shimmering water. Zelda’s epitomizes the classic coastal dining experience, serving up a diverse menu that caters to every palate. Diners can savor traditional seafood dishes, generously sized salads bursting with fresh ingredients, and beloved family favorites such as juicy burgers and satisfying sandwiches. Beyond the delectable food, the truly unparalleled ocean view provides a magnificent backdrop to any meal, enhancing the dining experience into something truly unforgettable. It’s a place where delicious food and stunning scenery perfectly converge.

Crispy golden fish and chips, a classic seafood dish served at Zelda's on the Beach.
A plate of perfectly fried calamari, a popular appetizer at Zelda's on the Beach.
A generously sized Chicken Cobb Salad, featuring fresh ingredients and vibrant colors, from Zelda's on the Beach.
Glasses of refreshing white wine, perfect for enjoying with a meal and ocean views at Zelda's on the Beach.
Scenic aerial view of Capitola's colorful Venetian Court apartments and the bustling boardwalk, a true California gem.

As is often the case with truly enjoyable journeys, our time in Central California felt wonderfully short, leaving us with a longing to return and explore countless other hidden gems. Nevertheless, I sincerely hope this comprehensive Central California travel guide serves as an invaluable starting point for planning your very own unforgettable trip to the dynamic Silicon Valley area and its picturesque surroundings. Embrace the adventure, savor the flavors, and create lasting memories on your next California travels.

Have you had the pleasure of visiting any of these enchanting cities? We’d love to hear your recommendations! What other remarkable places would you suggest for an ultimate girls’ getaway weekend in California or beyond? Share your insights and inspire fellow travelers!

More Inspiring Getaway Ideas

  • An Epic Girls’ Getaway Road Trip: Destination Colorado (Denver & Glenwood Springs)
  • Relaxing Escape to The Oregon Garden Resort (Silverton, Oregon)

PIN IT FOR LATER: Your Essential Central California Travel Guide

A stunning visual summary of the Central California Travel Guide, featuring iconic landmarks from Livermore, San Jose, Santa Cruz, and Capitola, perfect for Pinterest sharing.