The Best Chillin in San Diego

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

  • 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...
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  • San Diego, California

    Explore Old Town San Diego State Historical Park

    4.5
    1 mi
    From where Father Junipero Serra established the first of 21 California Missions in 1769, this area was the first permanent European settlement in the San Diego region. Today, past and present meet in a preserved historical park located near Downtown San Diego. You can explore life as it was in t...
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  • San Diego, California

    Photographing 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

    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, California

    Discover the Spruce Street Suspension Bridge

    4.0
    Located at the intersection of Spruce Street and First Avenue this spot is hard to miss! There is no parking lot, but there is plenty of street parking nearby!! This suspension bridge is one of those hidden gems in San Diego. Located within Banker's Hill, this bridge brings peace and serenity. It...
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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

    Explore 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

    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

    Watch the Sunset with Your Dog at Ocean Beach Dog Beach

    5.0
    Ocean Beach Dog Beach is considered "The Original Dog Beach" and one of the first leash-free dog beaches in the U.S., according to city's website.  There's something really magical about being at a beach during sunset, and even up to an hour after sunset can still cast beautiful light on the wate...
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  • San Diego, California

    Hike to Black's Beach via the Ho Chi Minh Trail

    4.7
    1 mi / 400 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

    Hike the Balboa Park Trails

    4.6
    4.3 mi / 459 ft gain
    The Balboa Park Trail offers the chance to see wildlife and is open year-round. The trail is shared by runners, families, hikers, and bikers. Dogs are able to use the trail but must be kept on leash. There is a dog park you will pass by. 
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  • San Diego, California

    Climb the Famous California Balboa Bell Tower

    5.0
    This tour allows you to climb up the iconic landmark of Balboa Park. It has never been open to the public to climb until January 2014. An easy seven floor climb brings you to a beautiful viewing deck. From the top of the tower you'll be able to see the glimpses of the San Diego Zoo, the Cuyamaca ...
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  • San Diego, California

    Hike to Black's Beach via the Gliderport

    4.3
    2 mi / 350 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

    Visit 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

    Stroll the Visitor Center Loop Trail

    1.4 mi / 170 ft gain
    The Visitor Center Loop Trail is a well maintained, quick hike with shady spots scattered along the path. This hike is great for kids and dog owners. There is a great network of connecting trails if you wish to extend the distance! Dogs are allowed on this trail but must be kept on leash. The tra...
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  • San Diego, California

    Catch a Sunset at Sunset Cliffs

    4.7
    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...
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