Culture Club

Urban hike in San Diego through Gastown and Little Italy and Balboa Park

San Diego is one of the world’s most beautiful cities, and you get to travel through 100 years of its history on a modern- day 5.5-mile urban loop hike that’s filled with food, art, culture, and epic natural beauty! Start at Balboa Park’s California Tower, which has re-opened after 80 years! Built in 1915 for the Panama-California Exposition, the tower now offers a tour ($22.50) that concludes at a brilliant observation deck with 360-degree views of the city. To the north, the famous San Diego Zoo is framed by the Cuyamaca Mountains, while the southern vistas showcase skyscrapers flanked by the Coronado Bridge and, on clear days, Mexico. The east and west views of the Laguna Mountains and Point Loma loom and linger.

Next, head west on El Prado and turn left on Sixth Avenue. Heading south, you’ll notice a distinct change in scenery as you descend into the Gaslamp Quarter, the lively heart of downtown San Diego. After 1.5 miles, take a short detour east on K Street to check out Petco Park, one of baseball’s newest stadiums. Continue south on Sixth and make a right on L Street, which connects with the Martin Luther King Jr. Promenade under the classic Gaslamp Quarter sign. Take the path through the parks until the intersection of Market Street, and you’ll come to the tallest waterfront building on the West Coast, the Manchester Hyatt. For a more modern approach to an observation deck, head to the 40th floor and the Top of the Hyatt, a swanky bar with floor-to-ceiling windows showing off every facet of SoCal’s second biggest metropolis.

Afterwards, just one block west, take Kettner Boulevard south to the coast into Seaport Village, a ritzy San Diego shopping staple whose Embarcadero Park is a popular jogging spot. Enjoy gorgeous coastal views as you meander north along the ocean-hugging path. Pass the 70-year-old USS Midway on the way to the 150-year-old Star of India (both of which you can explore). Directly across from the Star is the recently opened Waterfront Park, which you’ll walk through to Cedar Street. After walking two blocks east on Cedar, head north on India Street, the main stretch of San Diego’s Little Italy (and home to delicious authentic fare). This concludes your compact culture tour of downtown San Diego! Now, head north on India Street until hitting Hawthorn Street. Take Hawthorn east 10 blocks to its end at Sixth, head north 4 blocks to El Prado, and turn right to return to the past … and your ride home. Cultural coup complete!

No dogs on observation decks.

Trending Stories NorCal

View all Stories
  1. Sequoia Re-opens Crystal Cave

    Step inside Sequoia & Kings Canyon National Park's hidden world by visiting the newly re-opened Crystal Cave—the only cave in the parks open to the public. Closed for four years, this rare marble karst cavern is welcoming visitors once again, but only through the summer season!

    View
  2. Afternoon on the Island

    What is it about tiny islands in the middle of lakes? There’s something that just draws you in. It’s even more fun when getting there is half the adventure because you have to reach it by canoe, kayak, paddleboat, or a ranger-guided boat tour!

    View
  3. Easiest Best Hike in the World

    Choose the easiest and most view-rewarding hike in Yosemite. Okay, we’ll go first: the combination of hiking to Sentinel Dome and Taft Point. Both of these lookouts are within a couple miles of each other on Glacier Point Road

    View
  4. Hiker in the forest at Mount Sutro in San Francisco

    San Francisco's Middle Earth

    No need to travel to New Zealand to visit Middle Earth. San Francisco’s Mount Sutro Open Space is practically Hobbiton—a hidden “shire” in the middle of the city. Okay, maybe not quite as magical, but still an incredible place to take a hike in city limits.

    View

Trending Stories SoCal

View all Stories
  1. Locals' Feature: Jim Litchfield, Owner of Reno Fly Shop

    If there's a river, you're likely to find Jim Litchfield there. As the owner of Reno Fly Shop, Nevada's premier fly fishing outfitter and shop, Jim's passion for rivers knows no bounds: he's fished in places near and far, including Alaska, Bolivia and Christmas Island. But home is beautiful Reno, where he has been running Reno Fly Shop and leading tailored river float and fly fishing adventures (including beginner-friendly options) for over a decade.

    View
  2. Can't Top This

    San Francisco’s Presidio was already a fantastic place to hang out for the afternoon, a beautiful site within the largest urban national park in the United States (the Golden Gate National Recreation Area). And Presidio Tunnel Tops is like a cherry on top. Make that two cherries on top, with the newly opened (July 2025) Outpost Meadow, a 1.5-acre green space located at Old Mason Street across from the Crissy Field Marsh in the Presidio.

    View
  3. Volcanic Activity

    Northern California is home to one of the most unique ecosystems in the country: Lassen Volcanic National Park. The region features geothermal areas, including the largest dome volcano in the world, Lassen Peak. Hike to the top of this active volcano on a 5-mile out-and-back.  

    View
  4. Oh Ryan

    Sure, it’s those whimsical trees that give Joshua Tree National Park its marquee billing; but this beautiful landscape also has surrounding mountains and its night sky—one of the darkest in Southern California and designated an International Dark Sky Park. Joshua Tree has four allowable stargazing parking lots, and a newly opened haven for spending the night nearby...

    View