Outbound Collective logo

Gilroy, California

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

Top Chillin Spots in and near Gilroy

  • 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
  • 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

    4.0
    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. ...
    Read more
  • Davenport, California

    Beach Picnic at 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...
    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
  • San Jose, California

    Catch a Sunset at Alviso Marina County Park

    3.0
    9 mi / 72 ft gain
    This tranquil 20.6 acre park is open year round from 8am to sunset. It’s the gateway to the Don Edwards San Francisco Bay National Wildlife Refuge. It is filled with boardwalks, trails, and all kinds of wildlife. I went here with the sole intent of catching a pretty sunset after a long week.  I g...
    Read more
  • Carmel-by-the-Sea, California

    Catch a Sunset at Carmel Beach

    4.7
    It’s a dream of mine to live in Carmel-by-the-Sea.  You might recognize Carmel because Clint Eastwood was the mayor from 1986 to 1988.  An idiosyncrasy you may not know about Carmel is the fact that there are no street addresses on any house in Carmel.  Everyone gets their mail at the post office...
    Read more
  • Del Monte Forest, California

    Explore Highway 1 from Carmel to Big Sur

    4.6
    Being from the Central Coast, every time I visit the area I like to do the same trip - Simply because it is amazing. The trip starts along 17 mile drive located in Carmel. From the road, you see the Central Coast icon, the Lone Cypress. Being one of the most photographed trees in North America, i...
    Read more
  • Carmel-by-the-Sea, California

    Hike along the Carmel River Beach Trail

    1 mi / 100 ft gain
    Known as "Ribera Beach" by locals, this stretch of land nestled between Carmel River State Beach and Monastery Beach is not to be missed! The trails are easy to get to and can be accessed by 4 locations. The first entrance is on Highway 1 at the Bay School (between Ribera Road and Monastery Beach...
    Read more
  • Carmel-by-the-Sea, California

    Surf Carmel River State Beach

    5.0
    Carmel State beach is located in Monterey county.  It's your typical beach break with both lefts and rights.  One thing that is super unique about Carmel is that the water is some of the clearest in all of California.  Depending on the sandbars, this can be a really fun wave!  It's also a great p...
    Read more
  • Carmel-by-the-Sea, California

    Hike to the Top of Inspiration Point

    5.0
    1.3 mi / 850 ft gain
    This magnificent trail was recently converted into part of the Monterey Regional Parks System. Walk through pastures of cows, through coast oaks, up a steep incline with vast views of Carmel Valley, Carmel and the Pacific Ocean up to the top where a picnic table awaits you at Inspiration Point. T...
    Read more
  • Davenport, California

    Hike around Greyhound Beach and Climb Greyhound Rock

    0.7 mi / 0 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 ...
    Read more
  • Carmel, California

    Point Lobos Natural Preserve Loop

    4.7
    7.14 mi / 640 ft gain
    Point Lobos contains headlands, coves and rolling meadows, and its offshore area forms one of the richest underwater habitats in the world, popular with divers. Wildlife includes seals, sea lions, sea otters, migrating gray whales (from December to May), and thousands of seabirds, who also make t...
    Read more
  • 3160 North Shoreline Boulevard, California

    SUP Shoreline Lake

    3.0
    Shoreline Lake features a big lake, many hiking and biking trails, and lot of picnic areas in Mountain View, CA. Kayaks, SUP, and various boats can be rented from the boat house. This is a great place to enjoy the water no matter what season it is. There are large grassy areas for kids to run and...
    Read more
  • Pescadero, California

    Pick Berries at Swanton's Berry Farm

    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...
    Read more