Vino! Vino! The Little Italy Wine Tour in San Diego, California

Red Wine
White Wine
Rose Wine
Local Food
City Tasting, Food Tour
Meal, Tour guide
City, Cultural, Historical
Minimum Drinking Age
/ Person
Bianca B
Response rate: 
Response time:
several hours
Activity Overview
A Wine Tasting Tour of Little Italy
This walking tour is a perfect way to explore Little Italy, San Diego. It is one of the stylish neighborhoods in Downtown. With many exclusive boutiques, historic buildings, and luxury apartments, it is known as the best place to stay, wine and dine in all of San Diego. On this trip, we will visit four establishments, meet wine enthusiasts who are eager to share with you small production wines and Italian favorites. You will learn the various styles of wine, delight in delicious Italian foods including bruschetta, pizza, calamari, and a special sangria paired with excellent wine.

Little Italy is a historic town that was built on conflicts and the love of a community. The Italian settlers came to California in the mid-19th century and used their fishing skills to make a living. The Italians in San Diego dominated the fishing industry, and because of this, it was recognized as the tuna fishing capital city of the world. In this tour, you will learn how the Italians worked to fish, package, market and distribute this food that is on every menu in America today.
  • 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 wines from California, Italy and other parts of the world
  • Get to know some of San Diego’s biggest wine fanatics
  • Enjoy tastes of 9 wines and some Italian food
Not Included
  • Tip for your guide
Max 10 people
Start Time
Weekly on Saturday4:00 PM
3 H
More Info
Cancellation Policy
  • Cancellations made 7 days before will be fully refunded.
  • Cancellations made at a later date will not be refunded.
2 reviews   0 comments
Overall Experience
(5.0 of 5)
Little Italy Wine Tasting
We so enjoyed walking through Little Italy and sampling wines at some quaint old family restaurants. Our guide Angela was so sweet and funny. The wines we sampled went the spectrum from very dry whites to exotic limited production reds. All in all a lot of fun. What a great way to spend a Saturday evening.
Overall Experience
My wife and I went on the Vino Vino Wine Tour of Little Italy and we had a blast! We sampled a ton of great wine at four different restaurants, wine spots or bars. The small food plates were tasty - loved the tapas and pizza - and the guide was tremendous. Rebecca was smart and funny, informative and fun. What a great way to learn about this historic neighborhood three miles away from my house, in ... more a city I've lived in for 10 years! I knew nothing of Little Italy before, had a great date night with my wife, and drank plenty of wine to justify uber-ing home. Highly recommended.
Overall Experience
Tastings Nearby
/ Person
San Diego, California, United States
5 Days, 4 Nights
Experience the land of tequila and mariachis with the first Tequila Tour Company ever from San Diego to Tequila, Mexico est. 2014. We operate tours to Guadalajara and the truly beautiful ... moresurrounding areas, Tlaquepaque, Los Altos, Amatitan and Tequila. Spend your days exploring these areas of Mexico with a true tequila aficionado, Juan Andres Ortiz the owner of the company.

Our Tequila Trail Tours are all-inclusive. Direct flight airfare round trip, Extremely unique 5 star Tequila Barrel resort lodging at the La Cofradia Resort, All meals included (breakfast, lunch, and dinner) and comfortable, spacious transportation with a stocked bar inside for the entire trip in Mexico and a knowledgeable experienced driver that is reserved only for our group the entire time. This is an all-Inclusive tour that requires a minimum of 12 or more people in order to operate.

Tequilarias visited are: La Cofradia, Jose Cuervo, Herradura (all day tour), Tres Mujeres, Don Abraham, and San Matias, Sauza, and a few more with time permitting. These excursions include food, drink, and tasting. We also offer a shopping tour of Tlaquepaque, a very unique destination renowned for its art galleries, silver, and history. You will also get to experience downtown Guadalajara where we tour, shop and experience this cultural area of Mexico. Tijuana airport serves both departing and returning flights. Ensure to carry your Passport.

The only thing you will pull money from your pocket for would be, shopping (bottles of Tequila), tips, and extra alcoholic drinks with breakfast and dinner. Everything else is included! All drinks are included in all your tour tastings.

Tequila Trail Tour Itinerary

Day 1:
Meet around 7 am at CBX cross-border express, adjoining 2745 Otay Pacific Drive San Diego. Depart from Tijuana international airport. Precise times will be provided once reservations are guaranteed.

Arrive at Guadalajara at around 12-1:30 pm. Transfer to La Cofradia, our hotel located in Tequila Mexico, where we will spend 4 nights/5days. Check in by approximately 3pm. Our initial tour at La Cofradia includes tastings and concludes with a welcome dinner in their underground restaurant, to conclude we then visit Tequila Mexico to listen to local music with some tapas and drinks!

Day 2:
Breakfast at the Hotel at 8am. Kick-off the day by 10 am. Visit two tequilarias, Tres Mujeres, in the township of Arenales, and Don Abraham in the township of Amatitan Jalisco. Enjoy a tequila tasting and savor a delicious authentic Mexican- style lunch. Return trip to Tequila Mexico for Dinner, Shopping and a Grand Fiesta in the square! OLE!

Day 3:
Breakfast at the Hotel at 8am, as we need to depart by 9am on our agenda of the day.
Visit Los Altos town and enjoy tastings at San Matias. In the afternoon, we’ll tour Tlaquepaque renowned for Art galleries, and Shopping, here we’ll have dinner and drinks and of course Mariachis!

Day 4:
Breakfast at Hotel at 8 am. The day starts at around 9am with an ALL DAY ALL INCLUSIVE tour of Herradura that includes Lunch, Drinks, and Entertainment until 6 pm. Head over to the town of Tequila, Mexico, where we will view two tequilarias, Sauza and Don Jose Cuervo for drinks and snacks as well as more celebrations in the square!

Day 5:
Depart from the hotel and proceed to Guadalajara to the airport for the return flight. Breakfast and Lunch included on this day (Time permitting, touring Guadalajara and some shopping).
/ Person
San Diego, California, United States
2 Days, 1 Night
Our Grand Wine Tour offers you a chance to enjoy two days in Baja in the company of a professional and bilingual guide. You’ll experience a light-hearted and social ride through ... moreValle de Guadalupe, Baja Mexico and by visiting some charming wineries you can learn more about the culture of Mexico and winemaking. You will learn tidbits and nuggets of information that will inspire, educate and entertain you and your group! This will allow you to discover the Aha! In Baja! Our Grand Baja tour is truly THE ULTIMATE tour for any wine lover

Hands down dollar for the value we are the best at what we do as a tour company and we know and excel at guest relations from start to finish. Just read our reviews on all our social media 100% 5 stars. Ask our repeat customers too!


Tour Baja wineries in style for 2 days and 1 night.

Visit the museum of Vino and the convention center of wines in the Valle, if time allows.

Spend the night at a private Mexican B&B 5 star with comfort and view of Pacific Ocean.

Take in picturesque views.

Sample tasty wines with a meat/cheese/bread platter

Savor great food prepared by excellent world renowned chefs.

Taste chocolates & olive oil

Share the knowledge with other charming people

Enjoy a round-trip transfer in an air-conditioned tour vehicle

Explore the wine country territory of Baja and learn a bit about the culture.


Day 1

7:30-8: 30 am: Convene at Congress Café in Old Town, San Diego, California. Complimentary breakfast. Your host will provide the itinerary for the day and validate the genuine identification and papers for travelling to Mexico. Kindly ensure to bring a signed copy of the Release and Liability for each guest, and your passport.

9 am: Board and leave for Mexico. Transportation with an organized description from a Baja enthusiast. Viva la Mexico! Upon departure, a champagne toast is provided.

10:00-1pm: Arrive in Puerto Nuevo for a light-hearted 2-hour shopping experience. You’ll enjoy a lobster lunch in Puerto Nuevo overlooking the Pacific Ocean.

1:30 pm: Visit the oldest winery in the Valley, Santo Tomas with tastings and a behind the scenes tour.

4 pm: Tour the museum of Vino and the convention center of wines in the Valle, if time is favorable.

4:30 pm: Enter a five-star Mexican B&B for lodging (dinner not included).

Day 2

9-10am: Complimentary breakfast served at your five-star Mexican B&B.

10:00am-6pm: Head into the Valle de Guadalupe to enjoy a full day of adventure. Wine trail with visits to 3-5 wineries, if time permits, and one behind the scenes trip. (Lunch included).

6-9-pm: Travelling to the USA and border crossing. Border wait time can delay for up to 2.5 hours unless a Fast Pass is requested (Recommended). Just let us know at the time of booking.

9-10pm: Estimated time of return to Congress Café to conclude the tour.
/ Person
San Diego, California, United States
1 Day
Our same-day ‘pay-as-you-go’ group excursion will transfer you from our pick up location at San Ysidro, California, situated at the Tijuana border crossing. There is also ... morean additional pick-up point in Rosarita Beach.

Sit back and experience the travel as we guide you through a delicious exploration of Baja California’s wine country. We’ll take you south for an amazingly scenic drive to the Valle de Guadalupe, located in Northern Baja California, Mexico. Your guided tasting trip will break at three wineries that prioritize on award-winning handcrafted wines, and a relaxed stop for lunch where you can dine facing the vineyards. Tours are planned for wine and food lovers, and we’ve done all the arrangement and logistics task for you. You will learn tidbits and nuggets of information that will inspire, educate and entertain you and your group! This will allow you to discover the Aha! In Baja! If you are searching for transportation ONLY, this is the ideal package for you!

Hands down dollar for the value we are the best at what we do as a tour company and we know and excel at guest relations from start to finish. Just read our reviews on all our social media 100% 5 stars. Ask our repeat customers too!


Explore Baja wineries plus a chance for some shopping too!

Visit Baja wineries in style. We visit three venues.

Planning and concierge service

Take in beautiful views

Enjoy wonderful food

Share the experience with other fun people

Relax with round-trip transportation in an air-conditioned tour vehicle

Experience the wine country region of Baja.


8-9am: Meet and greet at the US/Mexico border in San Ysidro. Our expert and bilingual tour guide will welcome your group at a set departure point where we will walk you through the USA/Mexico borderline on our way to the transportation point. Your host will offer an agenda for the day and prove the appropriate papers and identification for accessing Mexico. Kindly ensure to bring your passport and a verified copy of the Release and Liability for each visitor.

9-10am: Board and depart for Valle de Guadalupe, Mexico’s Wine Country. Departure and drive plan may vary depending on the point of departure. Transportation with an organized description from a Baja enthusiast.

10:30am-12pm: Enter the first venue.

12:30pm-1: 30 pm: Arrive at the second venue.

2:30-3: 30 pm: Savor a gourmet lunch overlooking the vineyards of an award-winning restaurant.

4:00pm-6: 30 pm: Relax and experience the delightful drive back to your tour’s departure spot (drive time is subject to change depending on your return location).

6:30-8:30-pm: USA and Mexico border crossing. Border wait time can last up to 2.5 hours.