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April 25, 2026
Los Gatos, CA

Cecily & Austin

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Things To Do

From the coastal charm of Santa Cruz to the iconic sights of San Francisco, the Bay Area is filled with unforgettable experiences. Whether you're in the mood for wine tasting, hiking, beach days, or world-class dining, there's something nearby for everyone. We hope you take some time to explore and enjoy the places we love most!
Los Gatos

Los Gatos

Los Gatos, CA

Downtown Los Gatos (DTLG)

130 N Santa Cruz Ave, Los Gatos, CA 95030

Charming shops, cozy cafes, and some of the best restaurants around — Downtown Los Gatos is where you’ll find us wandering (probably with a coffee from Los Gatos Coffee Roasting Company or a gelato from Dolce Spazio Gelato in hand). Some of our favorite spots downtown are LOMA Brewing Company for a cold beer, Pedro’s Restaurant & Cantina for the best Mexican food, and Oak & Rye for pizza that's totally worth the trip!

St. Joseph's Hill Open Space Preserve

75 Church St, Los Gatos, CA 95030

If you're feeling adventurous, you can hop off the Los Gatos Creek Trail and head up St. Joseph’s Hill. Locals lovingly call it "The Damn Trail" — partly because it overlooks the Lexington Reservoir Dam, and partly because of the famous "Dammit Run" race every August that benefits Los Gatos High School (LGHS)! Cecily spent the majority of her high school cross country and track days running this trail — so it holds a special (and slightly sweaty) place in her heart. Lace up your sneakers... and watch out for that third hill!

Testarossa Winery

300 College Avenue, Los Gatos, CA 95030

Tucked into the hills of Los Gatos, Testarossa Winery is one of California’s oldest and most beautiful wineries, with a rich history dating back to 1888. Beyond its award-winning wines and stunning stone cellars, it holds a special place in our hearts — it’s where Cecily’s parents were married! Whether you're stopping by for a wine tasting or just to enjoy the views, it’s a piece of Los Gatos history you won't want to miss.

Campbell

Campbell

Campbell, CA

Downtown Campbell

201 E Campbell Ave, Campbell, CA 95008

Downtown Campbell is full of charm, cozy cafes, cute boutiques, and one of the best farmers' markets around. It's extra special to us — it’s where Cecily and Austin first met and later reconnected over drinks both at Water Tower Kitchen! Don’t miss a stop at Aqui for their famous “industrial strength” margaritas (a favorite of Austin’s mom, Judy!). If you're here on a Sunday, stroll through the Farmers' Market for delicious food trucks, live music, and adorable local art stands.

Pruneyard

Pruneyard, Campbell, CA 95008

An open-air shopping and dining center that's perfect for an afternoon adventure! You'll find boutique shops, a movie theater, breweries, and some of our favorite restaurants — especially LUNA, where we love to grab a cozy dinner (and some of the best margaritas around — they have tons of options!). It's a great spot to wander, window shop, and enjoy the California sunshine!

Santa Cruz

Santa Cruz

Santa Cruz, CA

Pleasure Point

East Cliff Drive, Santa Cruz, CA 95062

One of our favorite spots to watch surfers catch waves! Pleasure Point is laid-back and beautiful — a great place for a beach walk, people-watching, and grabbing a bite at local favorites like Pleasure Point Café (home of the BEST breakfast burritos!).

San Jose

San Jose

San Jose, CA
San Francisco

San Francisco

San Francisco, CA
For all the days along the way
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