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Chula Vista, California

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

Top Chillin Spots in and near Chula Vista

  • Santee, California

    Cowles Mountain via Big Rock Road

    4.5
    4.32 mi / 1109 ft gain
    Start by plugging 8125 Arlette St, Santee, CA into your GPS. This takes you to Big Rock Park, a convenient parking spot for the Cowles Hike. From here you want to walk through the park, and around the right side of the tennis court. This will take you to the fenced entrance to the hike. Head sout...
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  • Santee, California

    Cowles Mountain via Big Rock Trail

    4.0
    4.86 mi / 1207 ft gain
    Starting somewhat near sea-level, Cowles Mountain via the Big Rock Trail climbs about 1000 ft in elevation.  This trail is about 5 miles total, out and back.  Arrive at Big Rock park which has good parking.  At the park you will walk to the left of the tennis courts past the limits (the fence) of...
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  • Jamul, California

    Hike the Hollenbeck Canyon Trail

    4.6 mi / 626 ft gain
    The trail is wide and well maintained. The first mile of the trail is well shaded by oak trees. You'll see stunning rocky peaks and rolling green hills as the trail continues. There are three creek crossings to be aware of. Cleveland National Forest is dog friendly, but bring a leash! Hunting is ...
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  • San Diego, California

    Watch the Sunset at Windansea Beach

    5.0
    One of San Diego's hidden gems. This beach offers an incredible and beautiful view any time of the day. My favorite time to go to this beach is during the sunset. There is a set of stairs just north of the parking lot that leads down to the cliffs where you can sit, hang out, and relax. It's also...
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  • San Diego, California

    La Jolla Cove

    4.8
    La Jolla Cove is one of the most photographed beaches in San Diego, located on the coast just south of Torrey Pines Natural Reserve. La Jolla Cove is also one of the best spots in San Diego for snorkeling and scuba diving. This calm cove is ecologically protected with many animals making their ho...
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  • San Diego, California

    Swing on the La Jolla Tree Swings

    3.0
    From Torrey Pines Rd, turn left onto La Jolla Shores Drive. After about 1/4 of a mile down start to look for parking preferably near UCSD Coastal Apartments. Once parked walk along the UCSD apartments until you see Discovery way. Make a left at Discovery where you will then cross the street. You ...
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  • San Diego County, California

    Photograph Scripp's Pier

    4.9
    Parking is easy, there are tons of random street you can park on just a little walk away. Be sure to arrive on scene at least an hour before sunset. Make sure to look up the sunset time and the weather forecast. Clouds will make for the most dramatic images with the most color from the sunset. Ex...
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  • San Diego, California

    Surfing at Black's Beach via the Main Gate

    5.0
    1 mi / 650 ft gain
    With arguably some of San Diego’s best waves, Black’s Beach can be found in the vicinity of the University of California San Diego campus, at the southern end of Torrey Pines State Beach and north of La Jolla Shores. Stately eight-figure mansions now line the bluffs where pastures and the Black f...
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  • San Diego, California

    Black's Beach via the Ho Chi Minh Trail

    4.3
    0.61 mi / 259 ft gain
    Finding the actual trail is 80% of the adventure. Once you turn down La Jolla Farms Road you will follow it for about 3/4 of a mile and there won't be anything too apparent that you are there, except a few cars parked along the street. Make sure to plug in the directions from the map so you know ...
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  • San Diego, California

    Black's Beach via the Gliderport

    4.3
    0.7 mi / 269 ft gain
    Park at the Torrey Pines Gliderport, which is conveniently empty before sunrise. The hike down to Black's Beach features a steep hike down a winding path of natural and manmade steps along the cliff face, but stay left and cruise the bluff for endless opportunities to observe, reflect and explor...
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  • San Diego, California

    Torrey Pines Gliderport

    4.5
    Park at the Torrey Pines Gliderport and walk to the railing over the cliffs. From there you can see north to Black's Beach and the Torrey Pines golf course. To the south you can see La Jolla Shores and La Jolla cove. Walk the path down to Black's Beach if you want some exercise. There is food and...
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  • San Diego, California

    Los Penasquitos Canyon Loop

    3.3
    6.77 mi / 131 ft gain
    Los Penasquitos Canyon Loop After about a five minute hike on the trail you will start to enter into Los Penasquitos Canyon. Every section of the trail is different, one minute you are walking next to a stream with trees arching over the trail and another minute you are walking through an open f...
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  • San Diego, California

    Explore Chambers Hidden Dam and Waterfall

    3.2
    0.5 mi
    Once you get off on Poway road, turn right onto Sabre Springs Parkway. Take your immediate left onto Creekbridge Road and park right there on the hill. Walk straight down towards the black gate and go down the hill. Turn right on the trail and walk down 1/4 mile to the dam, and another 500 yards ...
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  • San Diego, California

    Beach Trail

    5.0
    1.43 mi / 259 ft gain
    I'm stoked for those of you to find this adventure! Torrey Pines is home to a species of tree that is one of the most rare native pines in the United States. Below I have directions on how to get to the trailhead as well as the parking lot to park for the hike. There is a charge to get into the...
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  • Del Mar, California

    Sunset Seat in Del Mar

    3.8
    In a place in our country where you can take an epic sunset picture nearly everyday, its hard say there is one location tin San Diego that is better than another. I'll let you in my new favorite secret spot to take amazing sunset pictures with a cool piece of art work at the location. Visit the t...
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  • Poway, California

    Relax at Lake Poway

    4.0
    It costs $5 to enter the park and they are open 6am to sunset everyday. There is plenty of parking and this park is huge! This place has so many outdoor recreational activities such as fishing, hiking, running, archery, feeding ducks, or just having a picnic. With so many possibilities in this on...
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