La Mesa, California
Looking for the best chillin in La Mesa? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around La Mesa. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Chillin Spots in and near La Mesa
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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 -
Jamul, California
Hollenbeck Canyon Trail
4.65 mi / 709 ft gainThe 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 ...Read more -
San Diego, California
Catch a Sunset at Sunset Cliffs
4.8Sunset 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
5.0San 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, California
Sunset Cliffs Open Ceiling Cave
0.5 miStarting 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 -
San Diego, California
Cabrillo Sea Cave (CLOSED)
3.4From 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
4.8Cabrillo 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
4.51.99 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 -
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 -
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 -
San Diego, California
Swing on the La Jolla Tree Swings
3.0From 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 County, California
Photograph Scripp's Pier
4.9Parking 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
Surfing at Black's Beach via the Main Gate
5.01 mi / 650 ft gainWith 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
Black's Beach via the Ho Chi Minh Trail
4.40.61 mi / 259 ft gainFinding 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
Windansea Beach
5.0One of San Diego's hidden gems. This beach offers an incredible and beautiful view any time of the day. An amazing 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 ...Read more -
San Diego, California
Black's Beach via the Gliderport
4.30.7 mi / 269 ft gainPark 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