Where to Stay, Eat & Shop For a Laid-Back, Luxurious Weekend
By Riley Schepf
With one of the best coastlines in all of California, a lively bar scene, incredible restaurants suited for every kind of appetite, and nearly perfect weather, it’s not hard to fall in love with San Diego. While you could spend far more than three days there, if you’re short on time, you’ll want to make the most of your trip. That’s why I’m breaking down all of the highlights you aren’t going to want to miss the next time you’re in one of the most beautiful cities in the country.
Day 1: La Jolla and Torrey Pines
Start your trip with a slow morning in La Jolla. Grab a quick coffee at Better Buzz or enjoy something light at The Flower Pot Cafe and Bakery, then make your way to the breathtaking cliffs of Torrey Pines State Natural Reserve. The trails here wind along the coastline atop sandstone bluffs, offering incredible sweeping ocean views without being too strenuous. If you’re a daredevil, I can’t recommend the tandem paragliding enough, which gives you a stunning 20-minute flight over the sea. Not a risk taker? I still suggest visiting—it’s a great spot to sip your coffee or enjoy your breakfast.
After your hike, head back toward the village for lunch. Duke’s La Jolla is a personal favorite, especially if you’re looking for a slice of Hawaii without leaving the mainland. Just don’t forget to get a Mai Tai and a slice of the Hula Pie. The Cottage and Cove House are also delicious options.
Once you’re stuffed and need to digest, spend your afternoon at La Jolla Cove, where you can watch sea lions lounging on the rocks or take a dip if you’re feeling brave. Or you can make your way over to Girard Avenue, where you’ll find charming boutiques and one-of-a-kind shops.
As the day winds down, make your way down to Sunset Cliffs. It might be popular, but it’s for a reason. Sunset here really is that good. Bring a blanket (and maybe a bottle of wine), sit along the cliffs, and soak up your first day in the city.
And of course, because San Diego is all about food as much as it is the views, make your way over to Little Italy and grab a table at Vinarius, where you can enjoy mouthwatering pasta and pizza.
Bonus: If you’re not ready to go to bed after this long day, head over to the Gaslamp District, where you’ll find a variety of bars and clubs.
Day 2: Balboa Park & North Park
Whether you decided to keep the party going or you went back to your hotel, start your morning off with a quiet trip to Balboa Park. The park is a sprawling, 1,200-acre historic dream filled with museums, gardens, and more. Even if you’re not planning to go to the museum, walking through the park itself is worth the time. If you do pop into one spot, the San Diego Museum of Art offers a variety of well-curated exhibitions that won’t eat up your whole day.
From there, get a change of scenery at North Park, which is arguably one of the coolest neighborhoods in the city. It’s artsy, a little gritty in the best way, and packed with independent shops, record stores, and some of the best food in San Diego.
Grab a low-key lunch at The Taco Stand for tacos you won’t be able to stop thinking about, or at Tabu Shabu for traditional Japanese hot pot, then spend the afternoon wandering. Pop into local boutiques, check out street art, and stop for coffee at Communal Coffee, which doubles as a flower shop.
If you’re into craft beer, North Park is where you want to be. My personal favorite is Modern Times Beer, but Pure Project and Seek are great options too.
For dinner, Trust is one of those places that locals consistently recommend.
Day 3: Beach Day
(image of Mission Beach: HERE)
It wouldn’t be a trip to San Diego without a trip to the beach. There are three great options depending on your mood: Pacific Beach, Mission Beach, or Coronado. Pacific Beach is a little more lively, Mission Beach has more classic and relaxed vibes, and Coronado is more upscale.
No matter which beach you choose, renting a bike and cruising along the boardwalk is one of the easiest ways to take in the ocean without having to do much planning.
If you head to Pacific, head to Kono’s Cafe for brunch. It’s casual, right by the water, and exactly the kind of place you want on your last day. Just be sure to order the french toast or breakfast burrito. The Henry is a fantastic option if you’re on Coronado Island. Plus, they have their own in-house coffee and smoothie bar and make fresh homemade pastries every morning.
If you have time before heading out, make a quick stop in Old Town San Diego for a glimpse into the city’s roots, or swing back through your favorite neighborhood for one last coffee or souvenir.
Where to Stay in San Diego
La Valencia
This historic pink hotel is perched above the ocean in the heart of La Jolla and feels like old Hollywood by the sea. There’s a reason this Spanish-tiled dream getaway has been welcoming guests for 100 years.
The Lafayette Hotel & Club
This bold and maximalist hotel is very different than the La Valencia, making it the perfect fit for travelers who want to something a little more vibrant. Every inch of the hotel is Instagram-worthy—from the pool to the 1920s inspired supper club.
Hotel Del Coronado
This one comes with a higher price tag, but boy is it worth it. The 28-acre beach destination has been around for over 130 years and has hosted everyone from President Benjamin Harrison to Charlie Chaplin to Marilyn Monroe.
Where to Eat in San Diego
If you’re looking for more restaurant options beyond the ones listened above, consider some of these.
Born and Raised
A glitzy, high-end steakhouse in the heart of Little Italy.
Morning Glory
A very picture-worthy, pink breakfast spot known for their extremely fluffy pancakes.
Nico’s Fish Market
A brick n’ mortar fish market and restaurant only minutes away from Crystal Pier, where the fresh is caught fresh daily.
Cocina de Barrio North Park
A casual eatery offering a wide variety of Mexican plates from Oaxaca and other Mexican regions.
When to Visit San Diego
The best time to visit San Diego is entirely dependent on what kind of trip you want to have. But, the truth is, it truly is a year-round destination. Spring brings mild temperatures and fewer crowds, but if the beach is a must, the summer is worth the trip.
