San Diego, California
Looking for the best chillin 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 Chillin Spots in and near San Diego
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San Diego, California
Beach Trail
5.01.43 mi / 259 ft gainI'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...Read more -
Coronado, California
Explore Bayview Park
5.0Even though I am quite familiar with this spot, I doubt that most San Diegans have sat in the benches at this little park to take in the sunset, sunrise, or spectacular views of downtown San Diego. I'm absolutely positive that most out-of-towners have no idea that this little gem exists. I want t...Read more -
La Mesa, California
Catch a Sunset at Lake Murray
Lake Murray Reservoir provides drinking water to parts of San Diego, and thus is a no swimming lake. This is one of the reasons it is such a great place to photograph! If you are shooting the sunset, use this app to check the time the sun sets, and get to the lake at least 30 minutes prior to set...Read more -
San Diego, California
Los Penasquitos Canyon Loop
3.36.77 mi / 131 ft gainLos 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...Read more -
Santee, California
Cowles Mountain via Big Rock Road
4.54.32 mi / 1109 ft gainStart 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...Read more -
Santee, California
Cowles Mountain via Big Rock Trail
4.04.86 mi / 1207 ft gainStarting 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...Read more -
Coronado, California
Coronado Beach
4.6Photograph 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 -
Del Mar, California
Sunset Seat in Del Mar
3.8In 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...Read more -
San Diego, California
Explore Chambers Hidden Dam and Waterfall
3.20.5 miOnce 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 ...Read more -
San Diego, California
Explore Cabrillo National Monument
4.5Cabrillo 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 -
San Diego, California
Bayside Trail
4.01.99 mi / 397 ft gainThe 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...Read more -
San Diego, California
Point Loma Tide Pools
4.5Begin by making your way towards the Point Loma Naval Base. Continue along that road as far as it goes and you will come to the Cabrillo National Monument. Upon entering the park you will have to pay a fee to get down to the tide pools. It is $5 per car or $3 per person if you choose to walk in. ...Read more -
Coronado, California
Spend a Day at Silver Strand State Beach
5.0A 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 beach...Read more -
Encinitas, California
Encinitas Coastal Rail Trail
2.61 mi / 33 ft gainThe Cardiff/Encinitas Coastal Rail Trail (part of the longer, ongoing project to eventually run 44 miles between Oceanside and San Diego) is a beautiful, mellow, and well-maintained pathway that runs from the corner of Chesterfield Dr. & San Elijo Ave. (right across the street from the Patago...Read more -
Poway, California
Relax at Lake Poway
4.0It 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...Read more -
Imperial Beach, California
Catch a Sunset at the Imperial Beach Pier
5.0From 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