SAN DIEGO
San Diego’s best days out.
A short guide to the 15 best wine tours, with what each one costs, how long it runs and who you book it through.
2-hour San Diego Bay yacht brunch with bottomless mimosas, chef-attended buffet, live music, and views of USS Midway and Coronado Bridge.
Most Popular“Great experience. Food was pretty good. Our server Mitchel was awesome and kept the bubbles flowing.”
Vintage yacht sunset sail on San Diego Bay with beer, wine, snacks, and a small-group cruise under full sail.
“The best boating experience we ever had! Small group and very relaxing ride. Captain was very knowledgeable and personable.”
Private Guadalupe Valley wine tour from San Diego with pickup, 3 tastings, BajaMed lunch, and a guide who keeps the day moving safely.
“Of all the wine tour options, I'm glad we picked this one. Mario was awesome. He picked me and my four friends up at our hotel and curated a great day for us. We had a private tour which was great. Mario knows so much about the area, its history, and the wines and he…”
Valle de Guadalupe wine and food day trip from San Diego with Rosarito tacos, a tapas lunch, and 3 boutique winery tastings in one 12-hour tour.
“Oscar was amazing and got to show us some beautiful wineries. I would’ve loved to see more, if we spent less time at the wineries. Other than that the driver and Oscar were great and the wineries had good wine selections.”
San Diego to Temecula day trip with Old Town strolling, tastings at three wineries, and lunch. Includes hotel pickup and narrated drive.
“Great trip! Queen Victoria took good care of us! Tour facilitator was responsive and addressed all our questions beforehand. Lunch was absolutely scrumptious and the vineyards each offered something different. Highly recommend adult outing!”
A 3-hour walking wine tour through San Diego’s Little Italy: three wine tastings, Italian bites, and a guided neighborhood story for $125.
“Tour guy was professional and knowledgeable. However the wine that was served at the first two stops was not of good quality. Given the price of the tour it should have been much better.”
Private Valle de Guadalupe wine and cheese tour from San Diego with pickup, three winery tastings, and vineyard lunch included.
“This trip, the wineries, the customer service from the owner Ray, and our driver Jeff made this tour an amazing experience. I went with my gf to 3 wineries where we were picked up and dropped off in San Diego, had tastings at each winery, and the amazing lunch at Decantos. I would 100% recommend…”
Private San Diego sidecar tour with two wine stops at Liberty Station and Pali Wine Co., guided city ride with flexible pacing.
“To be honest we felt the tour was misrepresented as a wine tasting tour. It was more of a sidecar tour of the city with 1 stop for wine tasting vs the 3 that was indicated on your site. Last stop was at a hotel that gave you $11 bottle of wine and some cheese…”
Walk Little Italy with a guide for 3 wine-and-food stops, pairing tips, and classic Italian bites from Vino Carta to Piazza della Famiglia.
“Fantastic!”
Ride an open sidecar through Downtown San Diego and stop at 3 wine rooms for guided tastings and stories from a local guide.
“They never showed up!!!!!!”
9-hour Valle de Guadalupe wine tour from San Diego with three tastings, a winery production walkthrough, lunch, and border-crossing views.
“Marco was a great driver and guide. The countryside was beautiful, and the wines were good. The wineries were stunning.”
A private 5-hour San Diego County wine tour with pickup, A/C comfort, and three winery stops in Escondido and beyond.
“The Private San Diego County Wine Tour with host Darren Manson was fabulous. The tour was absolutely one of the best tours that can be had.”
Private sunset wine-and-cheese cruise in Mission Bay with a 360° observation tower, BYOB, and a knowledgeable USCG captain.
“The ride captured stunning views of the ocean and San Diego. The captain was great and he was very knowledgeable! He had an assortment of snacks and even a blanket.”
Small-group wine and food day in Valle de Guadalupe from San Diego with 3 tastings, meals, and round-trip border transport.
“The excellent tour guide . His attention to detail and knowledge made out wine tour a great one. Humberto was a true professional guide top block”
A 2.5-hour Carlsbad wine-and-bites crawl with included tastings at 3 spots and a friendly host, Sue, for a laid-back 4 pm start.
“We had an amazing time on the Italian Bites and Wine tour. The food was delicious, and the wine pairings were perfect. Our host, Sue, was the highlight—she was so friendly, knowledgeable, and made the whole experience incredibly fun. We highly recommend this tour to anyone looking for a great day out.”
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