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Day 2

Head over to the Bay Side!

Morning: Cultural Attractions

Tour Stanford University’s campus and enjoy a visit to the Cantor Arts Center, home to the world’s second largest collection of Rodin sculptures. Learn more about local history at the San Mateo County History Museum in Redwood City, the Colma Historical Association Museum, the Millbrae Train Museum, or the Peninsula Museum of Art in Burlingame.

Discover the past, present, and future of aviation at Hiller Aviation Museum in San Carlos, or explore computing and its impact on society at the Computer History Museum in Mountain View.

For a truly unique experience, swing over to Filoli in Woodside, a National Historic Trust site comprised of a gorgeous mansion and magnificent surrounding gardens.

Mid-Day: Shop and Dine

The bayside boasts four large shopping centers, as well as several quaint retail neighborhoods and streets with exquisite restaurants. Hillsdale Shopping Center in San Mateo is the Peninsula’s largest enclosed mall, offering everything from classic to eclectic, and featuring California cuisine like Paul Martin’s American Grill.

You could also head over to Pausa Bar & Cookery and enjoy delicious, fresh and authentic Italian meals; made from scratch with the bounty of Northern California from Chef/Owner Andrea Giuliani. Or, venture yourself into the golden years of Hollywood at the unique Qube Bar & Grill and enjoy a modern-day twist on American Traditional.

Stanford Shopping Center, one of the few open air centers in the nation, features spectacular, award winning gardens and sculptures by California artists, and over 140 stores. In addition, Palo Alto’s walkable, pedestrian–friendly downtown is bordered by historic residential neighborhoods and tree–lined avenues that offer dining at Vina Enoteca Restaurant, The Sea by Alexander’s Steakhouse, and MacArthur Park.

Daly City’s Serramonte Shopping Center is an enclosed regional shopping mall with a collection of 120 local, regional and national stores, restaurants and services. The Shops at Tanforan in San Bruno boasts over 100 stores and eateries, as well as a movie theater. 

Burlingame’s Broadway and Burlingame Avenues provide you with big city amenities in a small town environment. Dine at restaurants like Coconut Bay Thai Restaurant, Stella Alpina Osteria, Barracuda Japanese Restaurant, or try out an “Impossible Burger” at Maverick’s Jacks, which is just down the street Also, be sure to stop by Shama Thai Massage for a relaxing afternoon!


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The bayside boasts four large shopping centers, as well as several quaint retail neighborhoods and streets with exquisite restaurants. 

Early Afternoon: Outdoor Adventures

The bay has no shortage of outdoor activities, so make your next stop one of San Mateo County and Silicon Valley’s many trails or parks for a hike, bicycle ride or sightseeing.

The Japanese Tea Garden, located within Central Park in San Mateo, features a granite pagoda, tea house, koi pond, and bamboo grove. Pulgas Water Temple was built as a monument to the engineering marvel that brought Hetch Hetchy water more than 160 miles from the Sierra Nevada Mountains and is located in Redwood City.

Take in the natural beauty of Elizabeth F. Gamble Gardens in Palo Alto, a non-profit horticultural foundation on a two and a half acre property that includes formal and demonstration gardens, a historic house, a carriage house, and a tea house.

Go for a hike over at Wunderlich Park in Woodside and explore a hillside area of redwood forest, open meadows, and beautiful oaks and madrones. There are also opportunities to go on a horseback ride through the redwoods.

If golf is your sport, the bayside boasts two public courses: Poplar Creek Golf Course in San Mateo and TPC Harding Park in San Francisco.

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The bay has no shortage of outdoor activities, with many trails or parks for a hike, bicycle ride or sightseeing.

Late Afternoon: Sip and Savor Wine & Beer

Next, visit one of the bayside’s wine tasting rooms. Thomas Fogarty Winery in Woodside, situated at 2000 feet above sea level, was founded in 1978 by inventor Dr. Thomas Fogarty and offers sweeping panoramas of the Bay Area.

The aroma of wine aging in French oak barrels will make you feel as if you are in an Italian villa when you visit Domenico Winery in Redwood City, or Cuvée Wine Cellars, Devil’s Canyon Brewing Company, Flying Suitcase Wines, Sante Arcangeli Family Wines, or Russian Ridge Winery in San Carlos.

Also, while visiting Redwood City, make sure to visit Freewheel Brewing Company, which offers a fun, pub-style taproom with updated bar food & garden. Or you can head up north to South San Francisco and take an Intro Class at the San Francisco Wine School.

Evening: Entertainment

End your day on a high note by taking in some of the entertainment and night-life that the bayside has to offer. Fox Theatre in Redwood City features live shows, concerts, plays, and musicals produced by Broadway By the Bay, and Dragon Productions Theatre Company in Redwood City offers live productions.

The revitalized downtown in Redwood City boasts a 20-screen movie theater, a vibrant nightlife at Angelica’s and many restaurants including Donato Enoteca, La Viga and LV Mar.

Swing over to San Mateo to enjoy a fun shopping area with a 12-screen movie theater and numerous restaurants (many with live entertainment), such as, Espetus Brazilian Steak House, The Swingin’ Door, The Fish Market,, Joy Sushi, PorterhouseAmici’s East Coast Pizzeria, or Bay Watch Restaurant.

Have a paint night while enjoying a glass of wine at Create, Mix & Mingle, catch broadcast horse racing from around the world at Northern California’s newest satellite wagering facility, San Mateo’s Jockey Club, or cheer for one of Stanford University’s many sports teams at a home game.