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Los Gatos, California

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

Top Chillin Spots in and near Los Gatos

  • Livermore, California

    Del Valle Regional Park

    4.0
    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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  • Half Moon Bay, California

    Hike Along the Half Moon Bay Coastal Trail

    4.6
    5 mi / 104 ft gain
    Start at the visitor center along Kelly Avenue. Take note that the day parking fee is $10 in 2016 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.Th...
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  • Moss Landing, California

    Whale Watching off Moss Landing

    The Monterey Bay National Marine Sanctuary is home to some of the most diverse and rich waters in our oceans, and you have the chance to see it up close and personal! The big prize is getting to see a whale, but these waters are teeming with other wildlife from dolphins to otters to sea lions.  F...
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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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  • Moss Beach, California

    Cypress Tree Tunnels at Moss Beach

    4.5
    0.79 mi / 105 ft gain
    The Cypress Tree Tunnels are a quick jaunt from San Francisco (22 miles) and make for a great half-day trip. Getting here depends on traffic, but 30 minutes from the center of the city is doable. Parking is relatively easy. You can either park at the south end of the area at the Cypress Cove entr...
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  • Moss Beach, California

    Fitzgerald Marine Reserve

    5.0
    0.89 mi / 46 ft gain
    Located beside a residential neighborhood, Fitzgerald Marine Reserve offers a rare glimpse of life in the northern California intertidal zones. There are parking spaces and restrooms available, as well as ranger-led guided tours. Be sure to check the tide charts and go during low tide (preferab...
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  • Half Moon Bay, California

    Devil's Slide Bunker

    4.3
    The Devil's Slide Bunker is perched out on a point the defiantly juts out into the ocean. The Bunker is covered in constantly changing graffiti, which provides a stunning contrast to the gorgeous seaside. Hop on Highway 1 South. Just south of Pacifica there is a tunnel. Once you go through the t...
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  • Pacifica, California

    Surf at Pacifica State Beach

    4.5
    If you're looking for a place to surf and Ocean Beach isn't quite your speed or Santa Cruz is too far, head to Pacifica, specifically Linda Mar. Linda Mar is usually more wind protected and user-friendly than ocean beach. Break out your longboard or hybrid board and head to this beach. There is e...
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  • Pacifica, California

    Picnic at Sharp Park Beach

    4.0
    A medium size beach with darker sand with big rocks and a paved path for walkers and joggers.  The beach is a great place to bring a picnic and watch the sunset.  It is located next to Pacifica Pier, which is popular for fishing.
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  • Marina, California

    Explore Fort Ord Dunes State Park

    5.0
    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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  • Pacifica, California

    Fish at Pacifica Pier

    5.0
    This is a great place for fishing or just taking a walk to watch the sunset.  It's a great place to walk or jog, or even bring a pup!  There are lot of people fishing throughout the pier.   A short walk away is Sharp Park Beach, where you can relax and bring a picnic to watch the sunset.
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  • Oakland, California

    Hike Redwood Regional Park via the Dunn Loop

    5.0
    3.6 mi / 606 ft gain
    The Redwood Regional Dunn Loop is just outside of Oakland, and can be reached from anywhere in the Bay Area for a fun day or half-day trip. The trail is open year-round. In the spring, wildflowers are abundant. The trail has a great mix of sun and shade. Dogs are allowed, but must be kept on leash. 
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  • Pacific Grove, California

    Visit the 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

    Explore Lovers Point

    5.0
    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 o...
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  • Daly City, California

    Mussel Rock Loop

    4.0
    1.95 mi / 322 ft gain
    Mussel rock, a three-story, 50 million year old rock that has been carried some 500 miles northwest from Southern California, is where the San Andreas fault meets the Pacific Ocean. It's also an excellent spot to drink some wine and catch a sunset. From San Francisco, take Highway 1 south towar...
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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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