San Diego · FOOD & DRINK
Every trip runs one free day short. These 15 food & drink experiences are the ones that earn the slot, priced and timed so you can decide over breakfast.
Walk 16 blocks of San Diego’s Gaslamp Quarter with guides such as Blerta, Magda, Benedict, or Ben. Taste food, sample cocktails or mocktails, hear stories of brothels and Prohibition, and finish with dessert in a group of up to 15.
“Knowledgeable guide with fun stops for drinks and snacks. A good look at the history of San Diego. Mediocre vegetarian options.”
Join Captain Phillip aboard Liberty, a hand-restored yacht modeled on a 1904 sailboat, for a 2.5-hour San Diego Bay cruise. With space for six passengers, beer, white wine, soft drinks, snacks, and views of Navy ships, the Coronado Bridge, sea lions, and the skyline, this is a calm, personal evening on the water.
“Captain Phillip’s sailing tour was beautiful! My husband and I went out along the bay with our two other friends and it was an incredible experience! The views, the sailboat, everything was top tier. Will definitely be doing this again in the future and I recommend if you want an intimate personal experience, this is the tour to do! Thank you again!”
Explore San Diego’s Gaslamp Quarter on a three-hour walking food tour with stops for bagels, Greek tapas, street tacos, Cuban empanadas, and homemade ice cream. Guides such as Stefan, Noah, and Lydia add local history and restaurant tips. Lunch is included, but alcohol costs extra.
“Great tour! Stephan was great with the history of San Diego and the Gaslamp Quarter. Very entertaining and all the food was very good. And restaurant staff was very engaging as well. We were a small group, just us lol so we got personalized attention. We did this on second day and glad we did because Stephan gave us a lot of recommendations for food and areas to visit based on our interests.”
Walk San Diego’s Gaslamp Quarter with a small group of up to 15, stopping for six modern Californian tastings. Expect lumpia, a burger, burrito, fish taco, specialty coffee, ice cream, and stories from guides such as Doug, Sydney, Cindy, and Riohn.
“Five stars for our tour guide Sydney. Very friendly and talkative without being overbearing. All of the food was good, and a few items were excellent. I would return to most of the places we were shown, albeit perhaps making different choices based on personal preferences such as chicken over beef etc.”
Walk Old Town San Diego with guides such as Blerta, Ben, Magda, or Bleu, stopping for tacos, salsa, tortillas, tequila cocktails, and other Mexican specialties. Hear stories about Whaley House and El Campo Santo Cemetery, with mariachi at some stops. The tour ends at Fiesta de Reyes.
“This was so much fun and a cool way to see San Diego! The food was great and I loved that we had enough time at each place to sit down and enjoy it! Sometimes on food tours you eat while standing and walking but it was nice to sit and take it all it. Blerta was so great! She made sure to ask us all our favorite food and then give a local recommendation to try for that food. Would highly recommend. Come hungry it’s a lot of food!!”
Travel from San Diego into Mexico’s Valle de Guadalupe with a private guide such as Mario or Rene handling the driving, border crossings, winery visits, and timing. The day includes three tastings, a winery production visit, a five-course BajaMed lunch at Finca Altozano, and hotel pickup in eligible areas.
“Mario was awesome. He picked us up right on time and was so helpful. He pointed out spots along the way and knew a lot of history! This was the best tour I have ever been on. Great wineries, and the food was amazing. He sat with us at lunch, helped order and helped us with any and all questions. He was so intelligent, welcoming, friendly and kind. Crossing back from Mexico was super easy! I felt entirely safe and taken care of. I would recommend this tour and plan to do it again myself. So fun and so worth it! Don’t miss out!”
Walk from San Ysidro into Tijuana for tacos, Mexican breakfast, lunch, dinner, sweets, markets, and drinks. Guides such as Tadeo, Victor, Marisol, Carlos, and Humberto tailor the day to your interests, but you must bring a valid passport and allow extra time to return to the United States.
“If you are looking for a fun filled day in Tijuana seeing where the locals go—look no further this is the tour for you! Tadeo was incredible- he asked our group what we wanted out of tour and he tailored it to make sure we had the experience we wanted! The food, the history, the tequila and shopping were such an awesome way to see Tijuana! This was a 10/10. Highly recommend!”
Walk San Diego’s Gaslamp Quarter for 2.5 hours with guides such as Magda, Kaylee, or Bleu, stopping at three restaurants and Cali Cream Homemade Ice Cream. Expect generous food portions, drink samples, and stories about the former Stingaree red-light district.
“Super fun, great food and overall lovely experience. Our guide Bleu was energetic, informative and had a very positive energy to make the tour even more pleasant.”
Travel from San Diego to Mexico’s Valle de Guadalupe for three boutique winery visits, 10 to 12 tastings, Rosarito fish or shrimp tacos, and a tapas lunch at Adobe Guadalupe. Guides such as Oscar and Priscilla bring local color, while a stocked van keeps the long day comfortable.
“Fantastic experience! Great food, wine, and people! Highly recommend! If you have global entry, makes getting back across the border when you return back easier.”
Join local guides such as Stefan or Angela for a three-hour East Village food walk from Fault Line Park to Sixth Avenue. Expect changing tastings of craft beer, cocktails, pizza, Thai, Greek, Mexican-inspired dishes, and more in a small group of up to 15.
“Stefan, our guide, was such a character -- and I mean that in the best sense. From our first moments together he was gregarious, outgoing and quickly showed that he knew what he was talking about. Every one of the establishments he took us to was excellent. We gladly look forward to returning to each one of them. He was so tight and friendly with the bar staff that it kind of felt like we were on a "behind the scenes" tour. This was a memorable, fun experience that we would unreservedly recommend.”
Walk San Diego’s Old Town for 2.5 hours with an English-speaking guide such as Ben, Blerta, or Magda. Expect food at three restaurants, Mexican dessert, tequila or cocktail samples, stories of the Mexican and American periods, and a look at the Whaley House.
“Blerta was amazing so knowledgeable about everything!!! It was our first time visiting SD and she was so knowledgeable about what she was talking about!! She made us feel comfortable and I loved our group!! Hopefully we get her once we book again!!♥️”
Spend about three hours walking through San Diego’s Little Italy with a guide such as Magda, Scott, or Angela. Taste wine at three local venues, enjoy Italian food at two, and hear neighborhood stories in a group capped at 12 people.
“It was a great experience, highly recommend. Our guide, Kirk, was very knowledgeable and super friendly. Food and wine was amazing!”
Join Maria for a three-hour walking food tour from San Diego’s waterfront to Coronado Island. You’ll sample food from four local favorites, see the USS Midway and Coronado Bridge, ride the ferry, and finish with a historic carousel ride at Seaport Village.
“Superb time in San Diego. Recommended 100% if you are visiting, start with the food tour. Great way to get a feel and great advice about places to visit.”
Cross from San Diego into Tijuana for three craft-beer stops, real Mexican tacos, and local sights. Guides such as Victor, Humberto, and Tadeo tailor the day to the group. The tour includes transportation, water, two beer flights or pints, and a maximum of 12 people.
“Tadeo was a great host! He personalized the experience based on my preferences. I thought the breweries were great, saw some landmarks and tried new foods. I would definitely recommend the experience to a friend. Thank you, Tadeo!”
Spend 2.5 hours walking San Diego’s Little Italy, stopping at four food spots for pappardelle Bolognese, pizza, a slider, drinks, and gelato. Guides such as Anna, Amy, Kirk, and Bianca bring neighborhood stories to life, while the small group size keeps the outing friendly and relaxed.
“What is a very interesting walk, with good food and various drinks. We really liked and Magda excellent guide.Auto-translated”
Water, streets, neighborhoods, or a run out of town.
