- TripBuzz discovered 139 different types of activities for couples in the San Mateo area, including Parks (like Coyote Point Recreation Area), Gardens (like The San Mateo Japanese Garden), Hiking Trails (like Sawyer Camp Trail at Crystal Springs Reservoir) and Walking Trails (like Sawyer Camp Trail), and much more.
- We discovered a total of 713 date ideas in or near San Mateo, California, including 695 fun or romantic activities in nearby cities within 25 miles like San Francisco, Half Moon Bay, Pacifica and Berkeley.
Showing 621-630 of
1241
22.6 Miles
63%
81 votes
Stevens Creek Blvd and Mary Ave, Cupertino, CA 95014
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Featuring the Cupertino Veterans Memorial, the 28 acre Cupertino Memorial Park has a gazebo, amphitheater and pond populated by ducks. The park can be used for softball and tennis and has a playground as well as picnic areas.
22.6 Miles
With 9,000 cases of wine being produced annually, the Picchetti Winery can be a popular destination for those wanting to see large-scale winery operations with on-site vineyards. There is also an extensive tasting room with an adjoining picnic table area.
22.6 Miles
Desiderata Sailing is a yacht rental service that allows visitors to charter a boat for a variety of activities around San Francisco. They schedule and plan each trip individually, and offer day excursions and overnight trips.
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
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.