Sunnyvale, California

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

Top Chillin Spots in and near Sunnyvale

  • Half Moon Bay, California

    Cowell-Purisima Coastal Trail

    4.5
    6.8 mi / 528 ft gain
    This trail begins at the Cowell State Beach parking lot and is only open on the weekends. From the lot, take the short Cowell Ranch Access trail to a scenic overlook. There are steps down to the secluded pocket beach just above the main trail. The trail playfully meanders along the cliffside with...
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  • Felton, California

    Tree Climb Mount Hermon

    5.0
    Climbing an aerial obstacle course through the redwoods of Mount Hermon is a great way to experience the thrill of climbing and being in the trees.  See what it's like to scurry through the trees like a squirrel.  This unique vantage point offers amazing views of the redwoods. There are many aeri...
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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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  • 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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  • Felton, California

    Redwood Grove Loop

    4.0
    0.93 mi / 144 ft gain
    Henry Cowell Redwoods State Park is located just a few miles north of the city of Santa Cruz, along Highway 9. The park is home to an array of hiking and biking trails, but the crown jewel of the park is the Redwood Grove Loop Trail, which is only a 1/4 mile in from the park's entrance. Many peo...
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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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  • Half Moon Bay, California

    Half Moon Bay Coastal Trail

    4.6
    5.51 mi / 220 ft gain
    Start at the visitor center along Kelly Avenue. Take note that the day parking fee is $10 in 2024 for each vehicle. You will then be able to enjoy both the Coastside Trail and Francis Beach (plus other beaches) with access to the amenities such as coin-operated showers and a semi-private beach. ...
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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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  • 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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  • Livermore, California

    Del Valle Regional Park

    4.5
    Looking for a quick summer escape filled with stand up paddling, canoeing, fishing, hiking, and picnics? Look no further than Del Valle Regional Park. Consistently considered one of the best campgrounds in the Bay Area, the centerpiece of Del Valle is a 5-mile long lake that allows swimming, fish...
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  • Santa Cruz, California

    Rincon Fire Trail to San Lorenzo River

    5.0
    1.42 mi / 328 ft gain
    The Rincon Fire Trail Starts at a small dirt parking lot next to CA-9 and traverses down the mountain to the San Lorenzo River Connecting with the Pipeline Trail. The trail can be a simple one of a mile out and back or up to 5 miles depending on your preference. The elevation will change by about...
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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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  • 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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  • Half Moon Bay, California

    Catch the Sunset at Maverick's Beach

    5.0
    1 mi
    Maverick's beach is most well-known for the Maverick surf competition and the gnarly waves which surface here in the winter months. For the rest of the year, the beach is still a site to see. With huge waves crashing ¼ mile off shore and bluffs towering 100 feet above you, it’s a picturesque plac...
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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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