Weekend in San Diego Itinerary by JetSettingFools.com

Our Ultimate Weekend in San Diego Itinerary + Travel Tips

Sunny San Diego is the perfect destination for a weekend escape! The popular southern California city has something for everyone. Beautiful beaches, famous parks, unique neighborhoods and an exciting nightlife.

We created this Weekend in San Diego Itinerary to feature the absolute best things to do on a 3 day getaway!

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How To Plan a Weekend in San Diego Itinerary

For many years we resided in Phoenix and made countless weekend trips to San Diego. That said, no two of our San Diego weekends were exactly the same.

Beaches, baseball and craft beer are among our favorite things in San Diego. Still, we challenged ourselves to discover new sights and districts we had yet to visit.

Based on our experiences, advice from locals and tips from fellow travelers, we have created an ideal San Diego Weekend Trip!

As you start to make reservations for your San Diego 3 Days Itinerary, staying organized is key. We recommend using our Printable Travel Planner to track all the details! 

Travel Planner Printables by JetSettingFools.com

Planning a longer California vacation? Use our tips for Driving the Cali Coast and advice for Things To Do in San Francisco and Malibu


 

3 Day San Diego Weekend Itinerary

Surfers in the water at Pacific Beach, San Diego, CA, USA

Our San Diego Itinerary is packed with everything you need for a superbly fun weekend. So what are you waiting for? Let’s go to California!

 

Day 1: Top San Diego Sightseeing

Night out in San Diego CA

Kick off your 3 Day San Diego Itinerary with the classic sights. Start at the city’s origins in Old Town. Then make your way downtown for a bit more sightseeing, followed by dinner and drinks.

 

Old Town San Diego

A destination for history, shopping and dining, Old Town is an excellent place to start your San Diego weekend.

The Old Town State Historic Park is a living history museum that celebrates the origins of the city. The complex is comprised of historic buildings and exhibits that depict what life was like here in the 1800s. 

There is no entry fee – it’s one of the best free San Diego attractions! Use this brochure for more information.

Pro Tip: One of the best ways to explore on the first day is with a Hop On Hop Off Trolley Pass.

 

Little Italy

Dating to the 1920s, the Little Italy neighborhood in San Diego is one of the last remaining Italian enclaves in the United States.

At one time home to 6,000 Italian families, it’s still a thriving community that features public art and quaint piazzas.

What Little Italy is best known for is its fabulous outdoor weekend market. In addition to the fresh produce, there are several vendors that sell locally prepared foods.

The Little Italy Mercato, which runs for six blocks on West Date Street, happens on Saturday mornings from 8am until 2pm and Wednesdays from 9:30am to 1:30pm.

 

Downtown San Diego 

Downtown San Diego at Dusk, CA, USA

Downtown is a hub of culture and entertainment, highlighted by impressive museums, harbor views and shopping. We are sharing a few of our top picks for what to do here.

 

USS Midway Museum

Onboard the USS Midway, San Diego, CA, USA

The USS Midway aircraft carrier is anchored at Navy Pier and visiting it is one of the top San Diego activities. In service for nearly half a century, the Midway was converted into a museum in 2004.

Visitors use self-guided audio tours to navigate their way through the legendary naval vessel. The Midway Museum also offers a dedicated children’s tour.

 

San Diego Harbor Cruise

San Diego Bay Cruise Heading out of the harbor, California, USA

On a San Diego Bay Cruise, passengers enjoy spectacular views while listening to commentary about the city’s history. There are multiple daily departures and a choice of 1- or 2-hour bay cruises.

Top Tip: Whale Watching Cruises – like this one – are one of the best things to do in San Diego. The whales migrate past the California coastline from December through April.

 

Seaport Village

An outdoor shopping mall and dining hub along the Embarcadero, Seaport Village is a pleasant spot along the waterfront.

As it is featured in every San Diego vacation guide, it can be quite touristy. That said, it is a great place to enjoy an ice cream, browse for souvenirs and people watch.

On Saturdays, you can peruse the fresh-caught seafood at the Tuna Harbor Dockside Market from 8am to 1pm.

If you do want to grab a bite to eat in the area, the highly rated Kansas City Barbeque is packed with Top Gun memorabilia!

 

Gaslamp Museum at the Davis-Horton House

This Victorian-era heritage home has a lovely garden and details the history of downtown. Plus, it’s haunted! 

 

San Diego Padres Baseball Game 

Padres game at Petco Park, San Diego, CA, USA

Catching a game at Petco Park is a highlight of any 3 Day Weekend in San Diego. Located in the heart of the Gaslamp District, the stadium is one of the best in Major League Baseball.

In addition to watching a game, the San Diego skyline views are incredible, there is a kid-friendly ‘Park at the Park’ and the concessions feature local eateries and craft breweries.

 

A Night Out in San Diego Gaslamp 

The epicenter of downtown San Diego nightlife, this historical district is the perfect place to wrap up your first day in ‘America’s Finest City’.

In addition to the numerous restaurants, bars and night clubs, the area is also center stage for several fun events – like street parties and music festivals.

You can begin your evening on a fascinating guided walk of the Gaslamp Quarter. The Brothels, Bites and Booze Tour includes snacks and sips as you soak in the atmosphere!

How To Plan a San Diego Weekend Itinerary by JetSettingFools.com


 

Day 2: More of the Best Places To Go in San Diego

San Diego Skyline from Beach on Coronado, CA, USA

On the second day of your San Diego Trip Itinerary, explore the city’s top park. Then, take the ferry to Coronado!

 

Balboa Park

Must-See San Diego Balboa Park, CA, USA

A massive green space and cultural destination, Balboa Park is a must-visit on your weekend trip to San Diego. It’s open 24 hours a day, 7 days a week – and is free!

Top attractions are the planned gardens, miles of walking trails and some of the city’s best museums. 

In our weekend itinerary for San Diego, we recommend spending just the morning here. To help you choose which fun things to do, we are highlighting some top choices.

 

San Diego Zoo 

This world-famous zoo is one of the most incredible in the world. The state-of-the-art facility houses more than 4,000 animals. To save some time, you might want to buy tickets in advance.

 

Botanical Building and Lily Pond

Exterior view of the Botanical Building, Balboa Park, San Diego, CA, USA

The most photographed spot in the park is the 1915 Botanical Building from across the Lily Pond and Lagoon.

While the viewpoint is iconic, visiting the Botanical Building is fun, too! It’s home to more than 2,000 plants, including orchids and palms. 

 

Japanese Garden

The Japanese Friendship Garden features meticulously planned green spaces, koi ponds, bridges and waterfalls. There is a fee to enter.

 

Inez Grant Parker Memorial Garden

This free rose garden is one of the must-see sights in Balboa Park. The roses are in bloom from March through December – but April and May are the peak months.

 

Spreckels Organ

With 5,098 pipes in 81 ranks, this is the largest outdoor musical instrument in the world. You can catch a free organ concert on Sundays at 2 in the afternoon.

 

Museums in Balboa Park

While none of these are free, there is a Balboa Park Explorer Pass that can save money if you plan on visiting multiple venues.

  • Fleet Science Center: An educational and interactive facility with a planetarium, IMAX theater and hands-on exhibits.
  • San Diego Natural History Museum: Dinosaurs and fossils are top attractions.
  • San Diego Museum of Art: A vast and incredible collection, including masterpieces and sculptures.
  • San Diego Air & Space Museum: An aviation history mecca with flight simulators and displayed aircraft.

 

Walking Trails at Balboa Park

Visitors can also choose to just wander Balboa Park on foot. It features an astounding 65 miles of walking and biking trails, which are open 24/7/365.

A fun way to cover some ground is by joining fellow travelers on this highly-rated tour, which even includes coffee!

 

Coronado, California

People relaxing on the beach, Coronado, San Diego, California, USA

Just across San Diego Bay (and technically a peninsula, not an island) – Coronado is a must-see on your 3 Days in San Diego Itinerary.

Appealing to tourists for decades, the pleasant community boasts high-end resorts, an artsy downtown district and one of the best beaches in America.

It’s just a 15-minute ferry ride to Coronado Ferry Landing, which puts you in the perfect position to start exploring. One popular way to see Coronado is via a guided Segway Tour that navigates through the area with the help of a local guide.

 

What To See in Coronado

Hotel Del, San Diego, CA

The number one reason many come here is to see the Hotel del Coronado. Dating to 1888, the Hotel Del is a National Historic Landmark and has been visited by everyone from Marilyn Monroe to Muhammad Ali.

However, this luxury property isn’t the only reason to see this stylish San Diego neighborhood. Some other fun activities on Coronado include spending time on the pristine beaches and going to boutique shops on Orange Avenue.

 

Dinner on Coronado

Although Coronado feels like a small town, there are a copious number of places to eat. In fact, some of the best restaurants in San Diego are located here.

Coronado Brewing Company ranks as our top choice for a casual meal and local beers. The classic Pub Burger is our go-to, but the Ahi Fish Tacos are phenomenal, too!

Seafood is naturally a specialty on Coronado – and Lobster West is our top pick. Try the Lobster Roll – and accompany it with a bowl of Lobster Bisque or Clam Chowder.

Other recommended seafood restaurants on Coronado include Brigantine and Bluewater Boathouse.

How To Spend a Weekend in San Diego, California by JetSettingFools.com


 

Day 3: Discover the Best San Diego Beaches

View of Surfers at Ocean Beach, San Diego, CA, USA

To wrap up your 3-day trip to San Diego, spend time on the beautiful Pacific coastline. It’s quite possibly the best thing to do on a Weekend San Diego Itinerary!

Our favorite seaside communities are Point Loma, Ocean Beach, Mission Beach, Pacific Beach and La Jolla. Torrey Pines State Beach, just a bit further north, is a prime sunny day destination, as well.

 

Point Loma

OK, while Point Loma doesn’t actually have beaches for playing and swimming, the coastline offers some spectacular views. The top spot is Cabrillo National Monument Park.

The best things to do are exploring the tidal pools, hiking the Bayside Trail, taking in the view at Whale Overlook and visiting Old Point Loma Lighthouse.

 

Sunset Cliffs Natural Park

Dramatic drops, rocky bluffs, natural arches and hidden caves are prime reasons to visit Sunset Cliffs. The nature park encompasses 1.5 miles of rugged shoreline.

You can also choose to stay on the top of the cliffs for the unrivaled panoramic views. Just remember to bring binoculars to spot migrating whales!

Adventurous travelers can head down the Ladera Steps to explore the sea cave at low tide (and at your own risk).

 

Ocean Beach

View on Ocean Beach, San Diego, CA, USA

The town of Ocean Beach dates to the late 1800s. Here surfers ride the waves and people come to hang out and walk the pier.

Other things to do are embarking on a self-guided historic walk, seeking out artistic murals and checking out the pups at the original Dog Beach in OB.

If you’re looking for food and drink, Wonderland Ocean Pub is our go-to in OB. However, South Beach Bar & Grille is a close second (especially if it’s Taco Tuesday).

 

Mission Beach

This strand embodies the classic Southern California atmosphere. A skinny, 2-mile peninsula is just two blocks wide – bordered by the Pacific Ocean to the west and Mission Bay on the east.

The top activity is to stroll, bike or rollerblade along the boardwalk promenade. Belmont Park is a big tourist attraction in Mission Beach, too. Riding the 1927 Big Dipper wooden roller coaster is a must! 

For sustenance, head to Draft South Mission, where they serve big portions and feature a massive craft beer list or FIT Social for tacos and margaritas.

 

Pacific Beach

Crystal Pier, Pacific Beach, San Diego, CA, USA

Exuding a chill vibe and home to loads of fun beach bars is what encouraged us to spend many of our 3-day weekends in San Diego at PB.

The same oceanfront boardwalk in Mission Beach extends to Pacific Beach (and north to Law Street Beach). The wide and shallow shores are ideal swimming, sunbathing and building sandcastles!

The iconic Crystal Pier is a super spot to catch a beautiful San Diego sunset. Another place for an amazing SoCal sundowner is to perch on the deck at Lahaina Beach House.

While there are several fun oceanfront restaurants in PB (like World Famous, Baja Beach Café and PB Shore Club), our top spot is Bare Back Grill. They make absolutely divine burgers!

 

La Jolla

La Jolla Cove, La Jolla San Diego, CA, USA

Posh and fabulous, La Jolla entertains visitors with a striking shoreline, boutique shops and a copious amount of eateries.

At La Jolla Cove, sea lions and pelicans provide the entertainment. The tide pools and Sunny Jim’s Sea Cave are two fun spots to explore, too.

Sandy La Jolla Shores Beach is the prime place for bodyboarding and bonfires. Just to the north, adventurous travelers (and fans of abandoned structures) can hike down to see The Mushroom Beach House.

When you’ve had enough of the beach, head for Prospect Street. Here hip cafes, slick restaurants, and bespoke boutiques stand alongside famous brands.

If you’re looking for an amazing view of San Diego, drive up to Mount Soledad National Veterans Memorial. Here a large white cross stands in honor of all who have served in the US Armed Forces.

 

Torrey Pines

Active travelers may want to head further north to Torrey Pines, where an abundance of outdoor adventures await.

Torrey Pines State Park boasts a network of hiking trails along the top of the rocky cliffs, offering fine Pacific Ocean vistas.

The most impressive views, however, are from a paraglider. Thrill-seekers can take to the skies from the Torrey Pines Gliderport!

If you prefer to keep both feet on the ground, Torrey Pines State Beach is an incredible location backdropped by towering cliffs.

However, Black’s Beach is the most famous stretch of sand in the area, because, well…everyone is naked.

How To Spend 3 Days in San Diego, CA by JetSettingFools.com


 

Weekend in San Diego Itinerary Map 

Use this Google Map for an interactive version of our Attractions Map of San Diego below.

Weekend in San Diego Itinerary Map by JetSettingFools.com


 

More Things To Do in San Diego, California

Best Beaches, OB, San Diego, CA, USA

Above we outlined our version of three perfect days in San Diego, but there really is heaps more to see! We are highlighting a few additional options for your SD getaway.

 

SeaWorld

Love it or hate it, this is still a top attraction to include on a San Diego vacation itinerary. If you decide to go to SeaWorld, plan on spending an entire day at the animal park.

 

SD Safari Park

Located north near Escondido, this sprawling zoo features unique and endangered animals in a more natural habitat.

Exhibits include the Asian Savanna, African Plains, the Tiger Trail, Hidden Jungle and Gorilla Forest. Learn more!

 

San Diego Day Trips

If you are planning a longer stay, you may want to squeeze a fun excursion in. We are highlighting some of the top-rated day trips that can be added to your San Diego travel itinerary.

 

Valle de Guadalupe, Mexico Wine and Food Tour

On this full-day adventure, you sip and swirl on ‘La Ruta del Vino’ in one of the oldest wine-producing regions in North America. Transportation, appetizers and tastings are all included!

 

Tijuana, Mexico

Get an introduction to the Mexican city of Tijuana on a full day excursion from San Diego. Taste-test local Baja spirits, eat real Mexican tacos and learn more about TJ’s fascinating culture. 

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Travel Tips for Your San Diego Weekend 

View of Children's Pool La Jolla, Sea Lions on the Beach, San Diego, California, USA

Now that we have detailed what to do in our 3-Day San Diego Itinerary, we’re sharing some honest advice and a few packing hacks.

 

Best Month to Visit San Diego

Determining the best time to go to San Diego really depends on what you want to see and do on your vacation.

Summer is typically considered the ideal season. So naturally, it’s also the busiest and most expensive months. 

SD in the autumn still has nice weather, yet there are fewer crowds and prices start to come down. Fall is our favorite season in San Diego.

Traveling in Winter to San Diego is perfect for budget travelers and those looking to avoid crowds. Unless you visit for New Year’s Eve!

March is busy (due to it being a major spring break destination), but there’s usually a lull in visitors from late April until mid-May. 

 

Where To Stay in San Diego

We’ve often preferred staying in Little Italy, and Kasa is a prime property in a superb location. Amenities include a sauna and sun terrace plus an outdoor swimming pool and fireplace.

The 4-Star Hilton San Diego Bayfront features direct access to Petco Park via the Harbor Drive Pedestrian Bridge. Additional features include hot tubs, a luxury spa and a lovely on-site lounge.

Before starting your search, read our tips for Booking the Best Hotels!

 

What To Pack for Your San Diego Getaway

Okay, it’s time to get out your suitcase or backpack. Grab our FREE Checklist and let’s get you to California!

 

Proper Shoes 

Our itinerary includes a lot of walking. Make sure you pack comfortable walking shoes for your trip.

I like these by Columbia and Kris prefers wearing Merrell trail shoes. At the beach in the summertime, I go with my favorite Reef Flip Flops, and Kris slips on these Sanuks.

 

Layered Clothing

Regardless of what time of year you visit, you will want to pack clothes that can be layered. The ‘June Gloom’ weather is not a myth – so carry a hoodie that can be tucked into your day bag.

Even on warm sunny days, nights can be chilly. So keep that in mind, you don’t want to have to splash out for an overpriced “I ❤️ SD” sweatshirt!

 

Sunscreen

The sun is strong in California – even on cool and or even partly cloudy days. We once spent a foggy spring day at Pacific Beach and didn’t think sunblock was necessary.  A terrible and very uncomfortable mistake!

 

Travel Camera 

San Diego is a beautiful city – so don’t forget your camera! We use a Canon Rebel with a 18-135mm lens. This set-up takes outstanding photos and is an excellent value camera for travelers. 

 

Start planning your trip in the USA! Search for the lowest airfares, the best accommodations and fun things to do…then start packing! Want additional advice? Head over to our Travel Planning Page and for country-specific information, take a look at our Travel Guides Page!

 

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Best Weekend in San Diego Itinerary by JetSettingFools.com