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. Muir Woods Night Tour

    Thousands of people flock to Muir Woods every year, yet only a few see it at night, when this beloved park is experienced in a whole new light. The Muir Woods Night Tour happens on the last Friday of every month through October.

    View
  2. Slide Ranch Marin

    Slide On Over

    Marin's Slide Ranch has a popular neighbor in the Muir Beach Overlook. But don’t overlook Slide! This open-to-the-public nonprofit organization sits on 134 acres of coastline and is filled with animals, Pacific scenery, and an adjacent hiking trail.

    View
  3. Sponsored

    Take the Exit to the Best of the San Francisco Peninsula

    The San Francisco Peninsula is proof that some of Northern California’s greatest surprises are hiding just off Highway 101. All you have to do is take the exit.

    View
  4. Hello, Sur!

    Big Sur is home to numerous fantastic beaches and coves, so which one do you choose? Go for the beach that's quintessential Big Sur (and dog-friendly!). Pfeiffer Beach in Pfeiffer Big Sur State Park. Its signature lilac-colored sand is waiting for your feet!

    View

Trending Stories SoCal

View all Stories
  1. Waterfall Hunter

    If you ask a local in Reno about one of the best hiking trails in town, odds are high they’ll point you to Hunter Creek Falls. It’s a year-round favorite, but it absolutely shines in spring, when desert peach wildflowers make a splash—and so does the marquee waterfall.

    View
  2. Wapama Wows

    Hetch Hetchy can be overlooked in Yosemite National Park because of its more remote location and limited facilities. But this is where you’ll also find one of the best day hikes in the park: Wapama Falls.

    View
  3. Bike the Coastal Trail to Pillar Point Harbor in Half Moon Bay

    Ride and Seek

    Oceanside breezes, beautiful beaches, a car-free pathway for biking, and beer at the end: You’re on a roll! The San Mateo Coast was made for beach hopping and beer tasting … and it all goes down smooth as part of an 8-mile out-and-back bike ride.

    View
  4. Tamtastic Sunset

    Sure, the East Peak of Mount Tam is absolutely spectacular at sunset, but some magic-hour enthusiasts are onto a fresh perspective in getting a little more personal space for their panoramic viewings.

    View