Looking for 3 perfect days in San Diego that will show you a diverse history of this beautiful city? If you plan to spend 3 days in San Diego, this itinerary is ideal for adults and families with older kids. Our Day Trips TravelingMom is a San Diego native and she’s sharing the insider tips with touring ideas, meal suggestions and plans for after dark in this San Diego three day itinerary.

Spend 3 days exploring beautiful city in this San Diego three day itinerary. The perfect mix of history, dining, amusements, learning and nightlife is covered over 3 days in San Diego.

The San Diego skyline at night – Photo Credit: Pixabay

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San Diego Three Day Itinerary

There are so many incredible things to explore in San Diego. As a result, you might be overwhelmed with all the ideas! If you have 3 days to spend in San Diego, this itinerary can be a lifesaver. I’ve included meal suggestions, a day at SeaWorld, Little Italy day trip and options for enjoying the San Diego nightlife!  All attractions can be reached by foot, by taking the trolley, complimentary hotel shuttle or local ride share. Therefore, using this San Diego three day itinerary, you won’t need your own vehicle.

Day 1: Explore the History of Old Town, San Diego

In this San Diego three day itinerary , I’ve made Old Town San Diego your travel home base. Old Town offers families plenty in the way of entertainment, shopping and dining. It’s also centrally located with quick public transportation access. There is a San Diego Transit Trolley Station just a short walk away, which allows public transportation access to many San Diego attractions.

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Best Western PLUS Hacienda Hotel Old Town

4041 Harney St, San Diego, CA 92110

This lovely hillside hotel in the heart of Old Town San Diego is terraced with patios and lush landscaping. Rooms are spacious with handcrafted Santa Fe-inspired furnishings, and some offer private balconies. The location is ideal for walking to attractions. The hotel offers cooked-to-order breakfasts daily from 6 a.m. to 10 a.m.  for a fee.

Book your San Diego vacation package with TravelingMom partner Get Away Today. Packages include discounted hotel and attraction tickets.

Spend 3 days exploring beautiful city in this 3 day itinerary of San Diego. The perfect mix of history, dining, amusements, learning and nightlife is covered over 3 days in San Diego.

Best Western PLUS Hacienda Hotel Old Town is centrally located to walking and public transportation – Photo Credit: Julie Bigboy/Day Trips TravelingMom

Old Town

From hotel, wall southwest on Harney St. toward Calhoun St. Turn right onto Calhoun St. Turn left onto Twiggs St. Turn right onto Calhoun St. Turn left onto Wallace St at arrive at the Robinson-Rose House.

Old Town San Diego is a historical location your kids will actually enjoy! Unlike stuffy museums, Old Town is open-air, with historical buildings, small free-entry museums and areas for kids to play. Start your Old Town San Diego visit at the Robinson-Rose House, which now holds visitor information. From here you’ll be able to walk a loop to see everything.

Spend 3 days exploring beautiful city in this 3 day itinerary of San Diego. The perfect mix of history, dining, amusements, learning and nightlife is covered over 3 days in San Diego.

The streets of Old Town are lined with historical buildings and free museums for exploring – Photo Credit: Julie Bigboy/Day Trips TravelingMom

Step inside the first San Diego Courthouse, Mormon Battalion Historic Site,  Seeley Stable and Wells Fargo History Museum. My favorite is the one-room Mason Street schoolhouse where all eight grades were taught together. The adobe La Casa de Estudillo is another must-see, with rooms decorated as they would have been in the 1800s. There’s a garden courtyard here for kids to explore. Kids will also enjoy the various shops including Cousin’s Candy Shop and Miner’s Gems and Minerals, so don’t forget the souvenir money!

Spend 3 days exploring beautiful city in this 3 day itinerary of San Diego. The perfect mix of history, dining, amusements, learning and nightlife is covered over 3 days in San Diego.

Eating their old fashioned candy sticks on the porch of the printing office – Photo Credit: Julie Bigboy/Day Trips TravelingMom

Lunch at Miguel’s Cocina in Old Town

2444 San Diego Avenue
San Diego, CA92110

Walk San Diego Ave, restaurant is on the left (a 4 minute walk from Twigg Ave)

Miguel’s Cocina is a popular lunch location for visitors and locals alike. Start off your meal with their must-try freshly made tortilla chips and incredible jalapeño white sauce. Seriously, you may find yourself wanting to lick the bowl! Dishes are made with handmade tortillas and topped with fresh salsas. Consequently, I’d be happy with a “light lunch” of a bowl of chips, white sauce and a margarita!

Presidio Park

2811 Jackson St, San Diego, CA 92110

From Old Town, walk NE on Mason St. Turn left on Jackson St. Continue straight onto Presidio Dr and follow the road.

Take the walk up to the vantage point of Presidio Park (about .6 miles with some hills). The Junípero Serra Museum sits on the site of the first permanent European settlement in what is today the State of California. There are gorgeous views all around and the grassy palm-studded lawn is ideal for photos. Inside an exhibition showcases San Diego’s cultural influences from indigenous Kumeyaay to the early settlers. Admission to the museum is complimentary, with a suggested donation.

TravelingMom Tip: If you want to explore more of Presidio Park, keep walking up the hill to reach additional grounds. There are arbors, beautiful views of the city and large grassy areas for play.

Dinner at Casa Guadalajara

4105 Taylor St, San Diego, CA 92110

From Presidio Park, head north on Jackson St. toward Presidio Dr. Turn left onto Presidio Dr. Turn left onto Taylor St. (restaurant is on the left). Approximately 5 minutes. 

Casa Guadalajara is located in the Bazaar Del Mundo section of Old Town. This festive spot has fun shopping, all with a Mexican flair. The restaurant is bright and colorful, with both indoor or courtyard dining. Kids enjoy the live mariachi music. Platters are large, so consider sharing but save room for dessert because the deep fried ice cream and sopapillas are worth it!

From here you might want to waddle back to the hotel for rest. But if you’re looking for a bit of evening adventure, you can end your night with a scare!

Spend 3 days exploring beautiful city in this three day San Diego itinerary. The perfect mix of history, dining, amusements, learning and nightlife is covered over 3 days in San Diego.

A bounty of sizzling Mexican food platters at Casa Guadalajara – Photo Credit: Julie Bigboy/Day Trips TravelingMom

Whaley House Museum

To return back to the hotel, walk southwest on Taylor St. toward Juan St. Turn left onto Juan St. Turn right onto Harney St. (approximately 7 minutes).

To reach the Whaley House, continue walking toward Calhoun St. Turn left onto San Diego Ave. (one minute more).

While you can certainly tour the Whaley House during the day, the late night ghost hunting tours are the hot ticket. The Whaley House has been called the “Most Haunted House in America.” During the 90-minute tour you’ll hear history behind the legendary spirits that haunt the house. Attendance for the ghost hunting tours is limited to just 20 guests (ages 12+ only) so purchase tickets in advance.

TravelingMom Tip: Scaredy cat? You can still tour the Whaley House during daylight hours on a self-guided tour. This museum and some tours have a fee.

Day 2: Making a Splash at SeaWorld San Diego

Breakfast at Old Town Mexican Cafe

2489 San Diego Ave, San Diego, CA 92110

From hotel, walk southwest on Harney St. toward Calhoun St. Turn left onto San Diego Ave. 

The hearty breakfast options at Old Town Mexican Cafe will kick-start your morning! Choose Grande Breakfast Burritos, Pork Carnitas Hash, Spanish Omelettes or my personal favorite, Chilaquiles. And if you just want breakfast without the Mexican influence, choose pancakes instead of tortillas But I don’t know why you’d want to – the Old Town Mexican Cafe serves amazing handmade tortillas.

Spend 3 days exploring beautiful city in this three day San Diego itinerary. The perfect mix of history, dining, amusements, learning and nightlife is covered over 3 days in San Diego.

A big Mexican style breakfast burrito is a must-do in San Diego! – Photo Credit: Julie Bigboy/Day Trips TravelingMom

SeaWorld San Diego

500 Sea World Dr, San Diego, CA 92109

The Best Western Plus Hacienda Hotel Old Town offers a complimentary area shuttle. Check at the desk to see when they’ll be driving to SeaWorld. Or drive your own car (parking at SeaWorld is $20 per vehicle).

SeaWorld is definitely an all-day theme park. With a variety of activities, rides, shows and attractions, you’ll have no problem filling your day with fun and learning. I do recommend arriving when the park opens, especially on weekends. If rides are important, get to those first thing before the lines get too long.

Spend 3 days exploring beautiful city in this three day San Diego itinerary. The perfect mix of history, dining, amusements, learning and nightlife is covered over 3 days in San Diego.

Arrive to SeaWorld early & you might get the rides all to yourself! – Photo Credit: Julie Bigboy/Day Trips TravelingMom

Check the guide for show times as many of the times overlap during the busy summer season. The new Orca Encounter is where you’ll see the beautiful killer whales. Sea Lions Live is a silly favorite for the kids.

The dining options at SeaWorld are better than most theme parks. I highly recommend the Dine With Orcas buffet lunch with killer whale encounters while you eat. Fill in the rest of the day by visiting the aquariums, touch pools and animal exhibits.

TravelingMom Tip: Plan your visit to SeaWorld San Diego during one of their exceptional special events. There are events for Lunar New Year, Seven Seas Food Festival, Halloween Spooktacular and SeaWorld’s Christmas Celebration.

Looking to save money on tickets and food? Purchase discount tickets for SeaWorld San Diego and the Dine With Orcas meal via our partner Get Away Today.

Spend 3 days exploring beautiful city in this three day San Diego itinerary. The perfect mix of history, dining, amusements, learning and nightlife is covered over 3 days in San Diego.

Exploring the touch pools at SeaWorld San Diego – Photo Credit: Julie Bigboy/Day Trips TravelingMom

Dinner at Island’s Restaurant in Mission Valley

2441 Fenton Parkway, San Diego , CA 92108
From SeaWorld San Diego, either drive your own car or take ride share to Island’s for dinner.
For 25 years, Island’s has been serving up delicious food in San Diego. Island’s burgers are top notch. I always use a fork to eat my Hawaiian burger. Island’s burgers tend to be oversized and overflowing with toppings, which is never a bad thing! A big order of Island fries is a must; they really are the best. There are also salads, sandwiches and wraps.
To return back to the hotel after dinner, the trolley station is within walking distance of the restaurant  (approximately 7 minutes).
Head southeast on Fenton Pkwy toward Fenton Marketplace Driveway. Turn right at Northside Dr and station is on the left. Purchase a GREEN line trolley ticket and exit at Old Town.
Spend 3 days exploring beautiful city in this three day San Diego itinerary. The perfect mix of history, dining, amusements, learning and nightlife is covered over 3 days in San Diego.

You can’t go wrong with burgers & fries at Island’s Restaurant – Photo Credit: Julie Bigboy/Day Trips TravelingMom

Day 3: Little Italy and Downtown San Diego

Walk to Old Town Transit Center. From hotel, walk southwest on Harney St toward Calhoun St. Turn right onto San Diego Ave. Continue onto Wallace St. Turn left onto Taylor St (approximately 8 minutes walk).

At the station, take the GREEN line towards downtown, hopping off at County Center/Little Italy (just three quick stops).

Harbor Breakfast

1502 India St, San Diego, CA 92101
Approximately 3 minutes walk from Little Italy trolley station. Head east on W Cedar St toward Kettner Blvd. Turn right onto India St. 
Classic breakfast dishes with a fresh and flavorful twist. All the filling breakfast basics are here, like omelettes, eggs Benedict, pancakes and biscuits with gravy. My fav? Harbor Challah French toast with homemade berry sauce – yum!

Little Italy Mercato Farmer’s Market (Saturday only)

519 W Cedar St, San Diego, CA 92101

Short two minute walk from restaurant. Head north on India St. toward W Cedar St. Turn right onto W Cedar St.

If you plan your visit to Little Italy on a Saturday, you’ll have the opportunity to experience this award-winning Mercato. California certified farmers & ranchers sell flowers, cheeses, eggs, honey and nuts. Other vendors supply fresh-baked breads, jams, dips, sauces, and snacks. The perfect San Diego souvenir is to be found along the five long blocks. Lots of tasty food samples along the way too!

Spend 3 days exploring beautiful city in this three day San Diego itinerary. The perfect mix of history, dining, amusements, learning and nightlife is covered over 3 days in San Diego.

5 blocks filled with homegrown San Diego goodness at the Farmer’s Market – Photo Credit: Julie Bigboy/Day Trips TravelingMom

Additional Little Italy Itinerary

If you’re visiting on any day other than Saturday, there are still many things to see in Little Italy. Read my day trip itinerary for Little Italy including recommendations for a self-guided walking tour (and free smart phone app).

Little Italy Pizza Tour for Lunch (Saturday only)

555 W Beech St Suite 101, San Diego, CA 92101

From Farmer’s Market area, head east on W Cedar St toward Columbia St. Turn right onto Columbia St. Turn right onto W Beech St.

When in Rome…eat pizza! The perfect combination of history, pizza and walking is provided on this entertaining Little Italy Pizza Tour. You’ll have the chance to visit 5 different eateries in the Little Italy district, sampling a variety of pizzas. I took this tour with a friend and it was delightful. I still can’t decide which pizza was my favorite, but I sure did enjoy trying them all!

Additional Little Italy Dining Suggestions

If your visit brings you to Little Italy on a day other than Saturday, I highly recommend the following restaurants.

  • For upscale dining, make a reservation for Civico 1845.
  • Filipi’s Pizza Grotto offers the classic pizza experience.
  • For casual dining and craft beers, choose Ballast Point Brewing.
Spend 3 days exploring beautiful city in this three day San Diego itinerary. The perfect mix of history, dining, amusements, learning and nightlife is covered over 3 days in San Diego.

Little Italy, San Diego – Photo Credit: Julie Bigboy / Day Trips TravelingMom

Waterfront Park & Maritime Museum

Heading towards the water, walk down W. Grape, W. Cedar, W. Beech or W. Ash (Do not walk down either W. Fir or W. Date, as both will dead-end). 

Waterfront Park is a perfect place for free play because of the expansive grassy lawns and large playground. Families are welcome to cool off in the spray fountains on a warm day.

The Maritime Museum,  Star of India and U.S.S. Midway are also located along N. Embarcadero. Discount tickets can be purchased from our partner Get Away Today.

Additional Downtown Itinerary Suggestions

  • If you’re looking for more downtown San Diego ideas, consider a 20-minute walk along N. Embarcado to Seaport Village.
  • Visit Coronado across the bay. See my one-day San Diego itinerary for more information about taking a harbor ride to the island.
Spend 3 days exploring beautiful city in this three day San Diego itinerary. The perfect mix of history, dining, amusements, learning and nightlife is covered over 3 days in San Diego.

Waterfront Park in San Diego, California – Photo Credit: Pixabay

Downtown San Diego After Dark in the Gaslamp Quarter

Walk back to County Center/Little Italy trolley station and take the GREEN line to the Gaslamp Quarter. 

When night falls in San Diego, the Gaslamp Quarter really shines. This happening area offers a diverse range of activities.

  • If it’s baseball season, take in an evening Padres game at Petco Park.
  • Happy hour is happening at pubs and bars all over the Gaslamp. Try the Tipsy Crow or Stone Brewing Tap Room.
  • Live music can be found in many of the coffee houses and pubs. Try The House of Blues for a large venue, The Shout! House for dueling pianos or Prohibition Lounge with a 1920s vibe.
  • Dinner options are plentiful. For upscale, try Lionfish Modern Coastal Cuisine. Kids love The Old Spaghetti Factory.
  • Dance the night away at one of the many nightclubs like Onyx or Oxford Social Club.

TravelingMom Tip: Many of the venues in the Gaslamp are 21+. Be sure to check the websites ahead of time for age limits before taking the kids.

Spend 3 days exploring beautiful city in this three day San Diego itinerary. The perfect mix of history, dining, amusements, learning and nightlife is covered over 3 days in San Diego.

Take an evening tour of San Diego for a different perspective on the city -Photo Credit: Pixabay

San Diego City Lights Night Tour

470 Kettner Blvd., Seaport Village, San Diego

See San Diego in a whole new light on this evening tour of the city at night. Guests on this Old Town Trolley Tour will see the the historic Gaslamp Quarter, Balboa Park, the view atop of the Coronado Bridge and Embarcadero’s bayfront views. You’ll disembark the tour in Coronado for a 20-minute stop at the Ferry Landing. This spot allows for a spectacular view of the twinkling nighttime city skyline. The photo you take here will be the ideal San Diego souvenir!

Discounted tickets for Old Town Trolley Tours are available through our partner Get Away Today.

Spend 3 days exploring beautiful city in this 3 day itinerary of San Diego. The perfect mix of history, dining, amusements, learning and nightlife is covered over 3 days in San Diego.