- Our list of the best things to do in San Mateo, California, features the top 973 nearby activities — including 339 great attractions with user approval ratings of 90% or more!
- San Mateo, CA has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Food & Drink, Entertainment & Shows, and Sights & Landmarks.
- The results below include the top 21 things to do within the city of San Mateo, CA , followed by 952 popular activities in nearby cities, including San Francisco, Pacifica, Half Moon Bay, Berkeley, Los Altos, San Carlos, South San Francisco, Palo Alto, Oakland, Cupertino, Sausalito, Mountain View, Sunnyvale, San Leandro, Alameda, Fremont, Hayward, Newark, San Bruno, Union City, Castro Valley, Redwood City, Belmont, Daly City, Santa Clara, Menlo Park, Burlingame, San Ramon, Tiburon, Richmond, Dublin, Saratoga, Pleasanton, Milpitas, Lafayette, Danville, Lodi, Santa Ynez and San Rafael
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1637
22.6 Miles
86%
21 votes
21250 Stevens Creek Blvd., Cupertino, CA
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Located on the DeAnza College campus, the Flint Center for the Performing Arts hosts live music and standup comedy performances for attendees to enjoy. The location's offerings include symphony orchestra concerts and comedy shows from the likes of Bill Cosby.
22.6 Miles
Spanning several miles, Perimeter Trail takes hikers around Angel Island State Park. Along with hiking, the trail is frequently used by other outdoor enthusiasts including bicyclers, runners and bird/wildlife watchers.
22.6 Miles
Located on 5,271 acres of parkland, the Pleasanton Ridge Regional Park is a public park that provides scenic views overlooking the local area. The park contains a number of nature trails commonly used by hikers, cyclists, and equestrian riders.
22.6 Miles
91%
22 votes
72 Main Street, Tiburon, CA 94920
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Couloir Wines - Straight Line Wine Tasting Room offers a wide section of handcrafted wines. Patrons can visit and taste wines in the tasting room or patio while learning the history of Couloir's vineyards and their winemaking philosophy.
22.6 Miles
Located in Angel Island State Park, Perimeter Road is a 5 mile trail with several sight seeing locations with views of the bay. Visitors often spot wildlife like deer. The trail has a picnic area.
22.6 Miles
Situated next to a bay, Tiburon Peninsula Chamber of Commerce provides a scenic location to enjoy the ocean views. The streets are made from cobblestone, and are filled with restaurants and gift shops.
22.6 Miles
81%
27 votes
13100 Montebello Road, Cupertino, CA 95015
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Picchetti Ranch Open Space Preserve features a brick winery building and farm complex. The open space lands offers a respite from everyday life and an opportunity to experience and learn about the diverse natural environment in the Bay Area.
22.7 Miles
Gaslight Charters offer private sailing trips of the San Francisco Bay. The scow schooner can accompany up to 50 guests, is well maintained and can be chartered for events such as weddings, private parties, ash scattering and more. The captain and crew are experienced professionals and very friendly.
22.7 Miles
More than just a rental shop, Sea Trek Ocean Kayak offers classes, lessons, and treks in Sausalito. They also have paddleboards available.
22.7 Miles
100%
12 votes
85 Liberty Ship Way, Sausalito, CA 94966
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Specializing in small group charters, Apparition Sailing Adventures provides a great way to see and explore nature. Along with views of landmarks like the Golden Gate Bridge, wildlife animals like pelicans and sea lions may also be seen.