San Jose, California

Looking for the best chillin in San Jose? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around San Jose. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Chillin Spots in and near San Jose

  • Redwood City, California

    Old Growth Redwood Loop

    4.4
    5.68 mi / 1480 ft gain
    This hike starts at the parking lot of the El Corte de Madera Open Space Preserve. The lot is located roughly a mile south on Skyline Boulevard from the Skeggs Point Vista. From the parking lot, take the Methuselah Trail for 0.3 miles until you reach the Timberview Trail. Take this trail for anot...
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  • Santa Cruz, California

    Surf at Natural Bridges State Beach

    4.5
    Natural Bridges is off of West Cliff Drive to the north of popular Santa Cruz break, Steamer Lane. The break is a right point break, which breaks on a rocky shelf and reef. The break is best during sizable swells (NW, SW, and West) and a low tide. Be sure to check the wind, this break gets blown ...
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  • Davenport, California

    Greyhound Beach and Greyhound Rock

    0.26 mi / 128 ft gain
    The trailhead is at the Greyhound Rock State Marine Conservation Area which is directly off Highway 1. There is a large paved parking lot with a good amount of trees so finding a shady parking spot isn't that difficult (if that's important to you). The parking lot is located on the beach cliffs ...
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  • Scotts Valley, California

    Panther Beach

    5.0
    0.27 mi / 22.97 ft gain
    Panther Beach: Santa Cruz's Hidden Coastal Gem Panther Beach is a stunning, secluded beach nestled among rocky cliff sides along California's Highway 1. This is a great place to catch an awesome sunset, and there's even some decent bouldering on the beach archway for climbing enthusiasts. Beach...
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  • Davenport, California

    Shark Fin Cove

    4.3
    Shark Fin Cove is a large rock formation in an inlet off Highway 1 in Northern California. It is located 1 mile south of Davenport and 10 miles north of Santa Cruz. There is a sizable parking lot located on the side of Highway 1 to park in. Walk down the path left of the parking lot and cross the...
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  • Davenport, California

    Old Davenport Pier

    5.0
    The ruins of Davenport Pier are located on Davenport Pier Beach, just north of Davenport on Highway 1, which is about 11 miles north of Santa Cruz. The pier was never completed and the support system for it was left on the beach, the first pillar arch has had a chain swing added to it and can be ...
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  • Pescadero, California

    Canyon Rim Route

    5.0
    8.94 mi / 2070 ft gain
    Located deep within the Santa Cruz Mountains, Butano State Park boasts a large redwood canyon with many miles of hiking trails as well as campsites. This state park is one of the quietest and least visited parks on the peninsula making a perfect place to escape the hustle of the Bay Area  Butano...
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  • Pescadero, California

    Pick Berries at Swanton's Berry Farm

    4.0
    Take a spectacularly scenic drive or bike ride out to this quaint coastal berry farm. Look out onto the shimmering ocean while you pick the ripest and sweetest berries yourself. Head inside their shop to enjoy pre-made jams, pies, chocolate covered strawberries, and so much more. While you're ins...
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  • Pescadero, United States

    Relax at Costanoa Lodge

    3.0
    Looking for a quick escape from the city, but sleeping on the ground isn’t really your thing? Look no further than Costanoa Lodge in Pescadero, an upscale "glamping" experience just an hour south of San Francisco with tons of hiking options. This is a really fun option for anyone who enjoys being...
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  • Foster City, California

    Paddle the Foster City Lagoon

    5.0
    The Foster City Lagoon is one of the most calm waters to paddle on.  This is a great spot for beginners to learn how to paddleboard for the first time. The lagoon gets very still and makes it the perfect spot for reflection photos.  On sunny days, there are many kayakers, SUP, small boats, and ev...
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  • Half Moon Bay, California

    Southern Beaches at San Gregorio State Beach

    4.0
    1.48 mi / 16 ft gain
    Not a trail per se, but approximately 3 miles (down and back) of beautiful beach to walk down. Lots of interesting caves, wild animals, and rock formations to discover. This is a popular location for sea kayakers. San Gregorio State Beach was originally founded to protect the estuary at the back ...
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  • San Mateo, California

    Sugarloaf Mountain

    5.0
    1.64 mi / 417 ft gain
    Sugarloaf is tucked away in Laurelwood Park which is located in a residential neighborhood right off of Hwy 92 in San Mateo, making this a great hiking & trail running option for Peninsula residents. I always park on Glendora Dr. and follow the paved path down towards the playground. At the ...
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  • Half Moon Bay, California

    Martin's Beach

    4.5
    Martin's Beach is a beach about 7 miles south of Half Moon Bay. It features a large, very cool looking rock formation right off the coast. This beach is accessible via Martin's Beach Road, which is a small turn off on your right when southbound on Highway 1, though sometimes the road is only open...
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  • Pescadero, California

    Exploring Big Sur to Pigeon Point

    We started off in Big Sur and took as many pull-off viewpoints as possible between Big Sur and the final destination, Pigeon Point Lighthouse. The weather was foggy in some spots but would open up to reveal the vast Pacific Ocean and sun in others. The weather was mild for us but we're familiar w...
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  • Pescadero, California

    Pigeon Point Lighthouse

    5.0
    Pidgeon Point Lighthouse is conveniently located just 50 miles south of San Francisco. Constructed in 1872 and standing at 115 feet, it is among the tallest lighthouse in America. Part of the state park system, it is surprisingly secluded. Numerous parking space were available in the lot with ha...
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  • Pescadero, California

    Bean Hollow State Beach

    5.0
    There are a bunch of places to photograph this beach if you head north on the trail that runs along the beach. There is parking at the beach but it can fill up quickly! The only warning you need is about the tide. Make sure you are watching it the entire time because it can creep up on you and ...
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