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
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Mill Valley, California
Explore WWII Ruins on Point Bonita
4.30.25 mi / 200 ft gainAll 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 the...Read more -
Marina, California
Explore Fort Ord Dunes State Park
5.0One 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 ...Read more -
Richmond, California
Picnic at 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...Read more -
Tiburon, California
Bouldering at Ring Mountain
0.5 mi / 400 ft gainItching 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...Read more -
Muir Beach, California
Bonfire at Muir Beach
5.0Take 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...Read more -
Pacific Grove, California
Visit the Monarch Grove Butterfly Sanctuary
1 miThousands 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...Read more -
Pacific Grove, California
Explore Lovers Point
5.0LOVERS 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 o...Read more -
Pacific Grove, California
Relax at Lover's Point Beach
4.8Getting 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...Read more -
Pacific Grove, California
Catch Sunset on 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 lo...Read more -
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...Read more -
Pacific Grove, California
Exploring Asilomar's Ancient Sand Dunes
4.0Asilomar 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. ...Read more -
Pacific Grove, California
Play Volleyball at 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 find y...Read more -
Richmond, California
Explore Point Pinole Shoreline
5.0Point Pinole Regional Shoreline is a 2,315-acre parkland that juts out into the San Pablo Bay. Only a brief car ride from San Francisco, this is a great spot for a Sunday stroll, picnic or simply to find a quiet space.There are several short trails to choose from that wind through eucalyptus grov...Read more -
Del Monte Forest, California
Relax at Spanish Bay
Spanish Bay is a beach with a view point at the southern tip. You can see waves crashing into rocks and the many different shades of blue. This is a great spot for anyone exploring 17 Mile Drive, as it is scenic and perfect for picnics. There is a golf course nearby that offers some of the mos...Read more