Cupertino, California

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

Top Chillin Spots in and near Cupertino

  • Kensington, California

    Tilden Little Farm

    3.3
    First make sure to stop at the store and stock up on fresh lettuce and celery for the animals. Your kids (or just the kid in you) will love to feed them! Note that they're only allowed to eat lettuce and celery, so don't try to feed them your own snacks or get creative. ;) If you want to make it...
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  • Mill Valley, California

    Camp at Kirby Cove

    4.5
    Yes, you can camp just over the Golden Gate! Kirby Cove Campground has 4 overnight campsites and 1 picnic area for day use. The campground is set near a coarse-sand beach and offers amazing views of the Golden Gate, as long as it’s not a super foggy SF day. From the parking lot, it's a steep ~1 m...
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  • Sausalito, California

    Swedes Beach

    This is a small tucked away beach in Sausalito, CA.  Being in the bay, it has very calm waters and is easy to swim in, though the water will be very cold.  There are pilings in the water that are remnants of the old piers.  It is a great beach to watch the sunset at. There is very limited street...
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  • Mill Valley, California

    WWII Ruins on Point Bonita

    4.3
    0.25 mi / 200 ft gain
    All throughout the Marin Headlands are WWII-era bunkers, batteries and ruins, including a complex on the hillside above the Point Bonita Lighthouse that provide amazing views of San Francisco, the Golden Gate, and the north coast. Drive out to the parking lot for the Point Bonita Lighthouse in t...
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  • Marina, California

    Marina State Beach

    3.5
    From the moment you turn into the parking lot, you know Marina State Beach is special. Grab a parking spot in the large lot and then run down the dunes and onto the shoreline! The beach feels spacious on this section of the shore and gives plenty of room to run around or to put down a blanket to ...
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  • Marina, California

    Fort Ord Dunes State Park

    5.0
    3.08 mi / 141 ft gain
    One of the best parts of Monterey is the beaches – but their popularity is also their weakness, so if you want seclusion head to the lesser-known Fort Ord Dunes for solitude and beautiful views of Monterey Bay and the Pacific Coast. Historically, this location was chosen as the location for Fort...
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  • Richmond, California

    Point Molate Beach Park

    The beach park is very small but has sand along the shore for water access. Along the small cliffs of the beach there are picnic tables and grills for a nice cookout and family picnic. This beach would also be a great place for kayaking or standup paddle boarding as it is fairly secluded and away...
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  • Tiburon, California

    Bouldering at Ring Mountain

    0.5 mi / 400 ft gain
    Itching to climb outdoors near San Francisco?  With only a quick drive from the city, Ring Mountain is a beautiful nature preserve overlooking the city of San Francisco offering two main rock formations, Turtle Rock (Pictured) and Split Rock.  Split Rock is the slabby rock south of the parking ar...
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  • Muir Beach, California

    Bonfire at Muir Beach

    5.0
    Take in a scenic sunset and enjoy the warmth of a bonfire on the beach! Muir Beach changes the number of fire pits it has seasonally. May through November, the beach offers 6 fire pits, and in the colder months (December through April), there are 3 fire pits on the beach toward the south end of t...
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  • Pacific Grove, California

    Monarch Grove Butterfly Sanctuary

    1 mi
    Thousands of monarchs can be found here October through February. It's a small park with a path through the center. Park near the Monarch Grove hotel at the sign that says "Caution: Butterflies present", and cross the street to walk down the short path (pink houses will be on your right) and to t...
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  • Pacific Grove, California

    Lovers Point

    4.8
    LOVERS POINT PARK AND BEACH: According to local legend, this park was originally called "Lovers of Jesus Point," back in the era when Pacific Grove was a Methodist retreat camp. Since the late 1800s, the beach at Lovers Point in Pacific Grove has been a popular spot for boating and swimming, and...
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  • Pacific Grove, California

    Relax at Lover's Point Beach

    4.8
    Getting there: Drive to the bottom of Ocean View Boulevard in Pacific Grove, California. You will reach a small parking lot. Unfortunately, the parking here is limited. On the bright side, this means the crowds never get too big! The ocean has open swells for surfers, diverse marine-life for snor...
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  • Pacific Grove, California

    Bike at Asilomar State Beach

    At Asilomar State Beach, adventure is accessible in many forms. I had the opportunity to rent a bike from Adventures by the Sea. Rentals start at $25, and while you are not permitted to ride along the boardwalk that leads you to the beach, you may walk your bike through the exquisite sand dunes A...
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  • Pacific Grove, California

    Asilomar Dunes Natural Preserve

    4.0
    0.59 mi / 52 ft gain
    Asilomar State Beach covers 107 acres of land. It is home to a delicate ecosystem that has been sustained through the years after it was almost destroyed. The intricate dunes at Asilomar are what have survived after the over-grazing back in the early 1900's that damaged about 480 acres of dunes. ...
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  • Pacific Grove, California

    Asilomar Conference Grounds

    Asilomar translates to “refuge by the sea,” a phrase that accurately depicts the Asilomar Conference Grounds. The area started as a YWCA women’s empowerment camp in 1913 and has since transitioned into a well-preserved state beach. It is located in the beautiful Monterey Peninsula.  If you fin...
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  • Pacific Grove, California

    Asilomar State Beach

    Asilomar, or “refuge by the sea” definitely lives up to its name. The beach is expansive and less-populated than other nearby destinations. With large sandbars and rocky outcroppings, it is a great place to enjoy sunset.  This beach is also known for its premium surf, so expect a show from the l...
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