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San Diego, California

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

Top Hiking Spots in and near San Diego

  • Santee, California

    Oak Canyon in Mission Trails Regional Park

    5.0
    3.22 mi / 249 ft gain
    Starting on Father Junipero Serra Trail, drive 0.7 miles west to the Old Mission Dam parking lot on the left. The park closes the gates at 7pm, so make sure to park early, or plan your hike in such a way that you don't get locked in! If you think you'll need longer, you can park out on the main r...
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  • San Diego, California

    Pyles Peak

    5.0
    6.03 mi / 1706 ft gain
    Most people who live in San Diego have heard of, if not hiked, Cowles Mountain. At 1591 ft., Cowles is the highest peak in the city of San Diego. It's a hugely popular destination for day hikers and trail runners looking to get in a little trail time and take in the 360 degree views the summit h...
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  • San Diego, California

    Guy Fleming Trail

    5.0
    0.76 mi / 95 ft gain
    This trail is located in Torrey Pines State Natural Reserve, a beautiful area about 20-30 minutes north of San Diego. To access the reserve, park in the lot off of North Torrey Pines Road (pay $10 to park). If you don't want to walk up the huge hill at the beginning (it is steep and long), I beli...
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  • Santee, California

    Kwaay Paay Trail

    2.4 mi / 846 ft gain
    Park your car in the small gravel parking lot at the southwest corner of Father Junipero Serra Trail and Bushy Hill Drive (this is especially important if you plan to take the sunset hike, so you'll be outside the locked park gate when you descend). There will be other hikers parked there, but I'...
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  • San Diego, California

    Los Penasquitos Waterfall via Los Penasquitos Canyon Trailhead

    4.3
    4.15 mi / 115 ft gain
    The Los Penasquitos Preserve waterfall is a hidden gem of San Diego and a popular spot for locals within the area. The hike to the waterfall lies within a preserve of approximately 4,000 acres. There are many different trailheads that lead to the waterfall all offering a unique experience. I alwa...
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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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  • 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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  • Santee, California

    Crystal Cave

    4.0
    0.46 mi / 59 ft gain
    Starting at 8100 Mesa road, you will see parking along the side of the road in a few places, take advantage where you find it.  Pass over the trail gate that marks the start of the journey. This will be a quick trip, as the total distance is less than a mile out and back. Head a quarter mile or ...
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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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  • 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

    Explore Cabrillo National Monument

    4.5
    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...
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  • San Diego, California

    Bayside Trail

    4.0
    1.99 mi / 397 ft gain
    The Bayside Trail features beautiful spring wild flowers and is accessible year-round. The trail is wide with a few rest stops and benches along the way. The trail is breezy, much cooler than many trails inland, featuring ocean views throughout the duration.  This monument commemorates the landi...
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  • San Diego, California

    Black Mountain via Nighthawk Trail

    5.0
    4.05 mi / 764 ft gain
    Starting at the trail head at the end of Oviedo way, you will see a power line on top of the small hill across from the rec center, which is the start of the South Point View Trail. Follow this trail about a mile until you see a sign for the 'Little Black Mountain Loop' . This is a 4.1 mile loop ...
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  • San Diego, California

    Black Mountain Peak via Miner's Ridge Loop Trail

    2.5
    4.3 mi / 951 ft gain
    The Miner's Ridge Loop Trail is a relatively mild 4.3-mile loop that takes you to the 1554-foot summit of Black Mountain Peak. Even from the parking lot, the views to the east are stunning. Get there early in the morning on a clear day, or arrive just before sunset to get the full experience. T...
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  • Poway, California

    Catch a Sunset at Twin Peaks Mountain

    2 mi
    Start by parking at Silverset Park. You will see the trail head for Twin Peaks just behind the park. Park outside of the park if you think you'll be staying past sunset, as the park gates close at dark! Once you spot the trail head, veer left to the path heading up towards the peaks. You will eve...
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