Sip Around Town
Urban landscape and award-winning wines
What to Expect on the Urban Winery Tour
- Visit 3 urban wineries across San Diego, each offering a unique tasting room experience
- Travel between locations on a guided driving tour, with narration about the neighborhoods and landmarks along the way
- Enjoy curated wine tastings at each stop (tasting flights, not full pours)
- Learn how urban wineries operate, including grape sourcing from California vineyards and on-site production
- Meet winery staff or winemakers and gain insight into the winemaking process from grape to glass
- Enjoy a light food pairing at one of the stops (such as charcuterie, sandwiches, or small bites)
- Experience a relaxed, social atmosphere designed for both beginners and wine enthusiasts
- Discover local wineries you may not visit on your own, with recommendations for further exploration
About the Urban Winery Tour:
What People Are Saying About Our Tours:
Wine Production
Meet the winemakers, and get a glimpse into their production facilities and their unique way of creating their perfect wines. You’ll learn how grapes travel from barrel to bottle, how varietals are blended, and how winemakers decide when to release a library wine.
Taste award winning wine
With the ability to choose grapes from various vineyards in Northern and Southern California, urban wineries can make stellar wines that have been recognized and awarded. From Pinot Noir to Cabernet Sauvignon, you’ll taste great wine from the best urban wineries in San Diego. Sip red and white varietals, poured by independent winemakers who love to talk about terroir, barrel aging, and food pairing.
Explore San Diego
You will have the chance to explore a variety of different neighborhoods as you drive from winery to winery. Our professional guides will enlighten you about our fascinating city as you stroll, walk, and enjoy outdoor seating at each location. Many wineries are within walking distance, making it easy to find a seat, relax, and enjoy a glass. Some locations even feature live music, art events, and complimentary pours during special occasions.
Urban Wine Tasting FAQS
Urban Wine Tasting FAQS
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
Read BioMagdalene 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
Read BioAparna 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
Read BioRaul 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
Read BioBen 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
Read BioBleu 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
Read Bio