Little Italy Walking Tours

Little Italy Walking Tours

San Diego’s favorite place to go out!

History, Italian Flavor, Socializing

Little Italy is one of San Diego’s best places to take a stroll. With so many restaurants, coffee shops, unique bars, and shops, you can spend hours getting to know the area by foot. Our Little Italy walking tours will shed light on the very beginning of the neighborhood. Find out why so many Italian immigrants decided to call San Diego home, and how they catapulted the region as the world’s capital for tuna fishing. Learn about the downfall of the community and redevelopment of the Little Italy neighborhood throughout recent years that has established this neighborhood as one of the best places to live and eat in San Diego. You’ll visit the piazzas and get to know their significance to the neighborhood. , Join the Little Italy San Diego walking tour and get to know the Italian people and restaurants that have rooted themselves in the area generations ago. 

Why Little Italy?

San Diego’s Little Italy is situated a few blocks from the waterfront/Embarcadero and Balboa Park with easy access to the cruise ship port, I-5 freeway and the airport. The Little Italy walking tour gets you strolling through its quaint streets lined with charming cafes and boutique shops. It’s the perfect neighborhood to stroll around in for brunch, lunch, dinner, coffee or a quick bite. If you’re a food enthusiast seeking to uncover the Italian culture and culinary treasures of Little Italy, we highly recommend a food tour or a private tour. Many creative restaurateurs have established Little Italy as their ideal location for their unique restaurant concepts.  While you can get some of the city’s best Italian food here, you can also find other cuisines served within the walls of some of the most intriguing restaurant concepts. Your San Diego tour guide will provide you with a unique experience on your Little Italy food tour. You’ll discover the streets that are lined with businesses, buildings, piazzas and food that have sprouted by true love and passion.  The essence of the first Italian immigrants of San Diego continues to live today in how the community came together to rebuild it after its downfall. Little Italy is one of our favorite neighborhoods to bring visitors, alongside Old Town, La Jolla, and Downtown San Diego. Contact us today to book a fully customizable private tour.

Check out some of the Little Italy walking tours that we offer

Vino! Vino! Little Italy Wine tasting tour

Vino! Vino! Wine Tasting Tour

Historic walking tour through Little Italy

Historic Walking Tour

Ocean Beach Brewery Tours

Stay Crafty - Brewery Tour

Scavenger hunt tour through Little Italy

Scavenger Hunts

Our San Diego Tour Guides

Our San Diego Tour Guides

Kaylee Killebrew - Tour Guide

I’ve lived in San Diego for: 5 years, I quickly fell in love with this city. 

My favorite thing about being a tour guide is: Meeting people from all over the world, making them laugh, showing them some of my favorite spots and creating meaningful memories. 

My favorite San Diego neighborhood is:  Hillcrest or Old Town. Both are walkable and friendly places with endless restaurants, bars, coffee shops etc. You can find me in Old Town most weekends.

My favorite restaurant in San Diego is: This is a tough choice, for atmosphere and cocktails probably InsideOUT or Coasterra. For Breakfast…Morning Glory or Great Maple. For Dinner, Queenstown, Underbelly or Bronx Pizza. There are way too many options to choose from!

My favorite thing to do in San Diego is: To Read on the beach, host dinner parties with friends or scope out new happy hour spots.

Kaylee Killebrew

Kaylee Killebrew - Tour Guide

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Magdalene Medofer - Tour Guide

I’ve lived in San Diego for: my whole life, I was born here.

My favorite thing about being a tour guide is: meeting new folks and sharing San Diego with them.

My favorite San Diego neighborhood is: Barrio Logan, I love the history of Chicano Park, the eclectic artisan shops, and extensive food scene.  The weekend is the best time to explore and watch the lowrider car clubs cruise the neighborhood and visit the shops.

My favorite restaurant in San Diego is: Artifact at the Mingei in Balboa Park.  Any dish off their international food menu will blow your mind.  They also host monthly themed dinners that highlight a particular cuisine and region.

My favorite thing to do in San Diego is: Go for a hike at Cuyamaca State Park and swim at Green Valley Falls.

Magdalene Medofer

Tour Guide

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Aparna Thakur - Tour Guide

I’ve lived in San Diego for: 1 ½ years!

My favorite thing about being a tour guide is: Meeting new people, showing them around and telling stories and history of the city.

My favorite San Diego neighborhood is: La Jolla because of its beautiful beaches, great restaurants and shopping as well as abundance of sea life.

My favorite restaurant in San Diego is: Brigantine

My favorite thing to do in San Diego is: Watching sunset in point loma Ocean Beach

Aparna Thakur

Tour Guide

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Raul Torres Valadez - Tour Guide

I’ve lived in San Diego for: One year recently and also when I was a teenager.

My favorite thing about being a tour guide is: Meeting new people.

My favorite San Diego neighborhood is:  Pacific Beach and Coronado.

My favorite restaurant in San Diego is: Oscar’s Mexican seafood and Birrieria la Huasteca.

My favorite thing to do in San Diego is: Hike in the canyons.

Raul Torres Valadez

Tour Guide

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Ben Schorr - Tour Guide

I’ve lived in San Diego for: 5 years, I quickly fell in love with this city. 

My favorite thing about being a tour guide is: Meeting people from all over the world, making them laugh, showing them some of my favorite spots and creating meaningful memories. 

My favorite San Diego neighborhood is:  Hillcrest or Old Town. Both are walkable and friendly places with endless restaurants, bars, coffee shops etc. You can find me in Old Town most weekends.

My favorite restaurant in San Diego is: This is a tough choice, for atmosphere and cocktails probably InsideOUT or Coasterra. For Breakfast…Morning Glory or Great Maple. For Dinner, Queenstown, Underbelly or Bronx Pizza. There are way too many options to choose from!

My favorite thing to do in San Diego is: To Read on the beach, host dinner parties with friends or scope out new happy hour spots.

Ben Schorr

Tour Guide

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Bleu Ford - Tour Guide

I’ve lived in San Diego for: A long time!  I moved to San Diego in 1986 so I have lived here for most of my life.  I consider it my adopted home town.

My favorite thing about being a tour guide is:  I love both meeting new people and sharing knowledge about this beautiful city.  After retiring from USPS I wanted to do work that brings me joy and I have found that being a guide.  I love getting a laugh from a group or seeing the spark of excitement when I share a bit of San Diego’s colorful history.

My favorite San Diego neighborhood is:  I am partial to my own hood, North Park.  I love living here!  We lost so many great places due to Covid but it warms my heart to see that this neighborhood is returning to being a vibrant and fun place.  It always seems like there is something new or some fun event happening.

My favorite restaurant in San Diego is:  A few of my go-to favs are Buona Forchetta in South Park for relaxed patio dining with great food Jimmy Carter’s in Hillcrest for the comfortable and colorful ambiance and great Mexican comfort food and Shwarma Guys food truck (which parks regularly at 30th and Grape in South Park).  It is my go-to “I’m super hungry and too tired to cook” take home.  It always hits the spot.

My favorite thing to do in San Diego is: I recently got an e-bike and my new love is re-discovering the uptown area on two wheels.  It is pretty amazing how differently you see the city on a bike.  I love strolling through Balboa Park with my wife.  We are so lucky to have this awesome park with such a rich history so close to our home.  Finally, you can’t beat an early morning walk along the harbor.  The waterfront is beautiful in the morning quiet with a bit of fog hanging in the air.

Bleu Ford

Tour Guide

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