El Cajon, California

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

Top Chillin Spots in and near El Cajon

  • Coronado, California

    Coronado Beach

    4.6
    Photograph the iconic and historic Hotel Del and Coronado Beach on Coronado Island. The Del is a beautiful Victorian resort, which is the second-largest wooden structure in the United States. The Del offers amazing photo opportunities during sunset and during sunrise when it is beautifully backli...
    Read more
  • Coronado, California

    Coronado Central Beach

    5.0
    Coronado Central Beach in San Diego is a 1.5-mile-long, wide sandy beach set against the backdrop of the iconic Hotel del Coronado. It’s popular for swimming, surfing, sunbathing, and beachcombing. The flat terrain is ideal for skimboarding and walking, attracting families who often spend the ent...
    Read more
  • San Diego, California

    Bonfire at Fiesta Island

    4.7
    This island offers scenic views of of mission bay and if you're lucky, you can catch fireworks from Sea World. The bonfire rings are stationed around the island, so make sure you get there early to stake yours out, especially if you're headed there on the weekend. Dogs are allowed off leash at th...
    Read more
  • Coronado, California

    Silver Strand State Beach

    5.0
    A day at the Silver Strand State Beach is a must, playing in the surf and searching for seashells. Parking can be challenging, as all beaches on Coronado Island are very busy.  I recommend coming early in the morning and planning to stay all day.  Lots of food options are close to every be...
    Read more
  • 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 ...
    Read more
  • 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...
    Read more
  • San Diego, California

    Catch a Sunset at Sunset Cliffs

    4.8
    Sunset Cliffs Natural Park area is a 68-acre park on the western edge of Point Loma. The cliffs overlook the Pacific, creating a great spot to take in the sunset. If you head to the parking lot off of Sunset Cliffs, you can get a great view from Pappy's Point. Try to get there a bit before the su...
    Read more
  • San Diego, California

    Picnic at Sunset Cliffs in San Diego

    5.0
    San Diego has so much outdoor adventure to offer! After exploring and playing all day head over to Ocean Beach to catch the sunset with a packed picnic at Sunset Cliffs. The cliffs are pretty vast, but filled with lots of spectators. It can be a bit trafficy getting in and out around sunset so gi...
    Read more
  • 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...
    Read more
  • San Diego, California

    Black's Beach via the Ho Chi Minh Trail

    4.4
    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 ...
    Read more
  • San Diego, California

    Sunset Cliffs Open Ceiling Cave

    0.5 mi
    Starting from you parking spot on the street you will see it right away. Then look to the right in the small bay--to the right of it you'll see a small place to climb down. There is no rope so be careful when scaling it. Walk south until you hit the reef wall and walk along it until you get aroun...
    Read more
  • Imperial Beach, California

    Catch a Sunset at the Imperial Beach Pier

    5.0
    From San Diego, head South on Hwy 5 for 12 miles. Take a right on exit 5A for Palm Ave/CA-75. Take CA-75 west for 1.6 miles. Stay on Palm Ave as it splits from CA-75. Take Palm Ave for 1 mile until it reaches the coast. Turn left on Seacoast Dr and take it for 1 mile until you reach the Imperial ...
    Read more
  • 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...
    Read more
  • San Diego, California

    Torrey Pines Gliderport

    4.6
    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...
    Read more
  • San Diego, California

    Cabrillo Sea Cave (CLOSED)

    3.4
    From the park entrance, follow the park road down to the tide pools parking area. From the parking area, follow the trail down to the cliffs, and head north. If it is high tide, this route will be inaccessible, so be sure that you are visiting this area at low tide. Follow the cliff as it wraps a...
    Read more
  • San Diego, California

    Explore Cabrillo National Monument

    4.8
    Cabrillo National Monument is named after Juan Rodriguez Cabrillo, the first European explorer to reach America's Wet Coast. There are many knowledgable rangers in the park who are eager to share interesting historical facts.  Activities in the park include hiking: the Bayside Trail offers 2 mile...
    Read more