Vino! Vino! Wine Tasting Tour in San Diego’s Little Italy

Vino! Vino! Wine Tasting Tour in San Diego’s Little Italy

A guided tour

through the flavors and aromas of Little Italy

Planning a romantic date or your next friend’s night out? Our Little Italy wine tasting tour is the perfect way to elevate your outing and get to know one of San Diego’s most unique downtown neighborhoods.

As we stroll through this historic fishing town, you’ll learn all about the area’s rich history and, of course, sample the food and award winning wine that makes Little Italy one of the best dining locations in all of San Diego and, dare we say, Southern California.

About Wine Tasting In Little Italy:

Vino! Vino! is a walking San Diego wine tour and a great way to get to know Little Italy, San Diego – one of the chicest neighborhoods in the Downtown area. Meet with your tour guide and head on to your culinary flavor adventure. With many unique boutiques, historic buildings, and luxury high-rises, this area is known today as a great area to stay and find some of the best food and drink establishments in all of San Diego. On this fine wine tour, you will visit 3 establishments and sample a variety of premium wines from Southern California wine country and beyond. You will meet local wine enthusiasts who are eager to share with you small production wines, as well as Italian favorites. Spend the day learning about the different styles of great wine, and taste your way through Little Italy. Taste not just great wine but Italian foodie favorites such as Italian cheeses and a favorite pasta dish.

  • A walking history tour of San Diego’s own Little Italy
  • Explore the sights, sounds, smells and flavors of this chic Downtown neighborhood
  • Learn about unique premium wines from California, Italy and other parts of the world
  • Get to know some of San Diego’s biggest wine fanatics at 3 venues

Important Information:

All guests must bring valid ID with them for the wine tour

Rates:

Adults (Ages 21+): $125.00

Duration:

3 hours

Private Groups:

Do you have a group of 10 or more guests?  Contact us to book a private wine tour.

Book Online Now:

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glasses of wine lined up on a table for the Little Italy wine tasting tour

WINE TASTING

From local San Diego wines to Italian classics, you’ll learn all about different premium wine varieties as you taste your way around this chic downtown area.

wine and pasta offered on a San Diego wine tour

SMALL BITES

Of course, it wouldn’t be a complete Little Italy tour without some delicious food. We’ll indulge in Italian favorites, including a generous cheese board and a pasta dish.

HISTORY TOUR

Explore the town’s hidden gems and learn the history of the Italian immigrants that helped revive this area and transform it into the thriving community it is today.

Explore + Experience

Our Restaurant Partners

2161 India St
San Diego, CA 92101

Is a small, family-owned California wine retailer and tasting room that sources their wines globally from small, sustainable wineries and vineyards.

1643 India St, San Diego, 92101

(619) 255-7826

This restaurant is the epiphany of everything we love of Italian cuisine.  From their hand made pasta, to their traditional pizza, house-baked breads and cookies, and house-made gelato.  Enjoy the best of Italian cuisine in a relaxed environment. 

Pali Wine Co.

2130 India Street,

San Diego, CA, 92101

An urban winery in the heart of Little Italy, they source grapes from the Santa Rita Hills area in California to create their acclaimed Pinot Noir and Chardonnays.  They offer a beautiful indoor/outdoor setting where they serve their wines and some delectable bites.

Little Italy

Ready to wine and dine with us in Little Italy?

Book your tour

Our Little Italy wine tour is the perfect choice for your next date night or girl’s night out, and all it takes is a few easy steps to book your tour!

Learn something new

What makes sipping a glass of wine even more enjoyable? Learning all about the flavors and aromas you’re experiencing.

Meet the locals

As we make our way through local wineries, you’ll meet some of the wine enthusiasts responsible for producing some of the best wines in San Diego.

Spoil your senses

From the sights of the historic buildings to the scents of fine wines, this winery tour is the ideal experience for satisfying all of your senses.

Little Italy

Ready to wine and dine with us in Little Italy?

Book your tour

Our Little Italy wine tour is the perfect choice for your next date night or girl’s night out, and all it takes is a few easy steps to book your tour!

Learn something new

What makes sipping a glass of wine even more enjoyable? Learning all about the flavors and aromas you’re experiencing.

Meet the locals

As we make our way through local wineries, you’ll meet some of the wine enthusiasts responsible for producing some of the best wines in San Diego.

Spoil your senses

From the sights of the historic buildings to the scents of fine wines, this wine tour is the ideal experience for satisfying all of your senses.

An elevated touring experience

If you’re looking for a more upscale approach to seeing San Diego, the Vino! Vino! Tour is for you. But don’t worry, we always maintain a down-to-earth feel with our fun and friendly tour guides and close partnerships with local wine and food establishments.

Where history and modern luxury meet

San Diego’s Little Italy caters to all tastes. From luxury high rises and trendy restaurants to historic buildings and quaint piazzas, this downtown neighborhood has so much to offer, and you’ll get to experience it all while tasting unique wines from San Diego and across the world.

A wine-lovers paradise

While we’ll certainly be dining on classic Italian dishes, this tour is all about the vino. As we make our way through three different establishments, you’ll get to sample and learn about unique wine varieties and meet with the local wine fanatics that produce them!

The perfect group outing!

What better way to connect with others than over a glass of wine and delicious food? When you book for groups of 10 or more, you can join us in Little Italy at any day and time. Plus, you can choose exclusive add-ons to make your custom tour even more memorable.

Vino! Vino! Tour FAQs

Wine tasting in Little Italy wouldn’t be complete without delicious food to go with it. Enjoy a wine tasting paired with a light Italian dining, where you’ll get to taste Italian favorites including cheeses and a daily pasta dish from one of our restaurant partners.

Instead of wine or beer, you have the option of selecting non-alcoholic beverages. Additionally, we will indulge in traditional Italian cuisine such as a cheese board and pasta. We will also embark on a historical walking tour of Little Italy, discovering lesser-known parts of the town and learning about the impact of Italian immigrants on the community’s development and growth.

There is no strict dress code, but we recommend smart-casual attire. Also consider the weather on the day of your wine tour, as we will be outside walking from restaurant to restaurant. You will be walking so wear comfortable shoes.

Yes! If you book a custom tour for 10 or more people, you have the flexibility to schedule your visit to Little Italy on a day and time of your choice, and you can also add-on exclusive options to make the experience even more tailored to your liking.

We offer daily food tours in Little Italy, La Jolla, Old Town, and the Gaslamp Quarter in Downtown San Diego. If you have a group of 10 or more, we suggest booking a private tour to ensure you and your group are well accommodated. Private tours can be booked on the day and time of your liking, as long as the restaurants are open.

You may make modifications or cancel up to 24 hours before the start of your tour.  In the event that the tour does not meet the minimum guest count of 4 guests needed to operate, our team will reach out to you with options to switch your tour, or offer you a full refund.

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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