San Diego’s wine scene shines through several standout tours. The top options include day trips to Mexico’s Guadalupe Valley, where expert guides lead private groups through the region’s best wineries with included transportation and lunch. I love the Little Italy walking tours – they’re practical and fun, combining wine tastings with authentic Italian food stops along the way. For something special, evening wine cruises in the bay pair local vintages with cheese plates and spectacular views. These tours consistently earn top marks from visitors for their organization and value. Let’s explore our favorite wine tours in detail.
Key Points
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For a private wine tasting experience in Baja California, Mexico, the Luxury Private Wine Tasting Tour offers a full-day itinerary with winery visits, a five-course farm-to-table lunch, and priced at $269 per person.
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The Valle De Guadalupe Private Wine Tasting Tour provides an all-inclusive 10-hour experience with tastings at 3 boutique wineries, an organic Baja Med lunch, and scenic stops for up to 6 participants.
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For a group wine tour in the Temecula region, the Temecula Wine Country Tour offers a full-day experience with tastings at 3 local wineries, transportation from San Diego, and priced at $279 per person.
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The Wine Tasting Sidecar Tour in San Diego provides a unique 2.5-hour private experience with transportation and gratuities included, priced from $165 per person.
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The Romantic Wine and Cheese Boat Cruise in San Diego offers a private 2-hour cruise with a cheese and cracker platter, allowing guests to bring their own wine, and priced from £121.30 per person.
Luxury Private Wine Tasting Tour to Guadalupe Valley From San Diego
Although located just two hours south of San Diego, the Guadalupe Valley in Baja California, Mexico offers a world-class wine tasting experience.
This luxury private tour takes visitors on a journey to explore the region’s renowned wineries. With a private driver and guide, guests can sip and savor the finest vintages while learning about the wine-making process.
The tour includes a five-course farm-to-table lunch at the acclaimed Finca Altozano restaurant, led by renowned chef Javier Plascencia.
Pickup is available from hotels and homes south of Mission Valley, with meeting points in Chula Vista and Old Town. The tour lasts approximately 8 hours, ending back at the original pickup location.
Priced at $269 per person, this experience provides unparalleled comfort, flexibility, and value, with free cancellation up to 24 hours in advance.
Whether a seasoned wine connoisseur or a curious traveler, this Guadalupe Valley tour is a must-do for anyone seeking an exceptional wine tasting adventure.
From San Diego: Valle De Guadalupe Private Wine Tasting Tour
For those seeking an exceptional wine tasting experience beyond San Diego’s borders, the Valle de Guadalupe in Baja California, Mexico offers a premier private tour. Priced at $1,494 for up to 6 participants, this 10-hour all-inclusive tour provides transportation, wine tastings at 3 boutique wineries, and a 5-course organic Baja Med lunch.
Starting at 9 AM with a scenic drive across the border, the tour includes stops at the El Mirador viewpoint and Valle de Guadalupe before arriving at the renowned Finca Altozano restaurant for lunch. Participants can expect delectable wines, informative winery tours, and breathtaking vistas of the Baja California landscape.
With hotel pickup and drop-off, complimentary water, and a flexible cancellation policy, this private wine tasting tour offers a hassle-free and immersive experience for oenophiles. Travelers must bring a passport, and children are welcome, though only those 18+ can participate in wine tastings.
Premium Valle De Guadalupe Wine and Food Tour
Offering an exceptional wine and culinary experience, the Premium Valle de Guadalupe Wine and Food Tour provides an immersive exploration of Baja California’s renowned wine region.
Rated 5.0 out of 5 with 116 reviews, this all-inclusive tour boasts private transportation, premium wine tastings at three boutique wineries, and a farm-to-table lunch with tapas-style dishes.
Travelers can expect an air-conditioned vehicle, bottled water, beer, and snacks, as well as an expert guide who shares their knowledge of the local area.
While the tour isn’t wheelchair accessible and isn’t recommended for those with certain medical conditions, it offers a memorable experience, with participants often mentioning the fun atmosphere and new friendships formed during the tour.
Priced at €256.64 per person, the Premium Valle de Guadalupe Wine and Food Tour is a must-try for wine enthusiasts and foodies seeking to discover the flavors of Baja California.
San Diego: Little Italy Wine Tasting Walking Tour
Immerse in the vibrant atmosphere of San Diego’s Little Italy as you embark on the captivating San Diego: Little Italy Wine Tasting Walking Tour. Priced at $125 per person, this 3-hour English-language experience takes you on a journey through the neighborhood, sampling distinctive Italian wines and traditional foods.
Led by local guides, you’ll visit three establishments for wine tastings featuring local, Italian, and international selections. Learn about wine styles and pairing tips as you enjoy traditional Italian food pairings, including regional cheeses and pasta.
Stroll through the trendy boutiques and historic buildings of the lively Little Italy district. The tour is wheelchair accessible and suitable for ages 21 and up.
With a free cancellation policy up to 24 hours in advance and a reserve now, pay later option, this wine tasting adventure offers a convenient and immersive way to explore the flavors of San Diego’s Little Italy. Customer reviews highlight the positive experiences of various traveler types.
Champagne Brunch Buffet
The Champagne Brunch Buffet aboard a 2-hour cruise offers a delightful way to experience San Diego’s stunning bay. Setting sail from Broadway Pier, guests can indulge in endless champagne and mimosas as they take in the picturesque views of the USS Midway, Coronado Bay Bridge, and Seaport Village.
The gourmet buffet features chef-attended stations with a variety of delectable options, including waffles with fresh strawberries, build-your-own omelets, and a tantalizing chocolate fountain. For those with dietary restrictions, gluten-free, vegan, and vegetarian options are available upon request.
The lively atmosphere is complemented by DJ tunes and live music, creating a festive ambiance perfect for celebrations. With a maximum capacity of 80 travelers, the cruise offers an intimate and personalized experience.
Reviewers praise the attentive service and scenic vistas, though some noted occasional cold dishes. The Champagne Brunch Buffet is highly recommended for groups, couples, and those seeking a unique and memorable San Diego experience.
San Diego: Sidecar Wine Tasting Tour
Visitors to San Diego can embark on a thrilling sidecar wine tasting tour that offers a unique and unforgettable experience. The 2.5-hour San Diego: Sidecar Wine Tasting Tour takes participants on a ride through downtown San Diego in a tandem sidecar motorcycle, allowing them to enjoy scenic views and major sites while feeling the wind in their hair.
The tour includes visits to three popular wine tasting rooms, where guests can explore the urban wine scene and enjoy complimentary tastings of local wines. Along the way, a knowledgeable guide provides insights into the city’s history and culture.
The tour is limited to 8 participants, ensuring a personalized experience. Priced at $199 per person, the tour offers free cancellation up to 24 hours in advance and the option to reserve now and pay later.
While the experience isn’t suitable for pregnant women, those with mobility impairments, or individuals under 21 years of age, it promises an exciting and memorable way to discover San Diego’s vibrant wine scene.
Guided Temecula Wine Tour From San Diego
For those seeking a comprehensive wine tasting experience from San Diego, the Guided Temecula Wine Tour provides a small-group adventure through the renowned Temecula Valley.
This tour, recommended by 99% of travelers, offers visits to three wineries, an upscale picnic lunch, and exploration of historic Old Town Temecula.
The tour begins with a pick-up from select San Diego hotels, followed by an immersive journey into Temecula’s wine country. Guests will learn about wine culture and tasting techniques from expert guides while sampling the region’s finest offerings.
The tour also includes an opportunity to enjoy an upscale picnic lunch at one of the wineries.
Priced at $258.54 per person, the tour offers free cancellation up to 24 hours in advance and operates daily until February 2026.
While the tour isn’t wheelchair accessible, it welcomes service animals, and dietary requirements can be accommodated.
With its knowledgeable guides and diverse winery experiences, the Guided Temecula Wine Tour provides an excellent way to discover the flavors of Southern California’s wine country.
Valle De Guadalupe Gourmet Tour: Wine & Food From San Diego
One of the premier wine and food experiences from San Diego is the Valle De Guadalupe Gourmet Tour, which immerses travelers in the culinary delights of Mexico’s renowned wine region.
The tour, rated 4.9 out of 5 stars with 100% recommendation from 18 travelers, offers a comprehensive exploration of Ensenada’s vibrant wine, mezcal, and food scene. Guests enjoy included alcoholic beverages during wine tastings, a cheese board, bottled water, and a delectable lunch at Kous Kous del Valle.
Roundtrip transportation from the San Diego area and all gratuities are covered, making this an all-inclusive experience. The tour departs from and returns to the Ventana al Mar meeting point in Ensenada.
With a maximum of 12 travelers per group, this intimate tour ensures personalized attention. Flexible booking and cancellation policies, as well as accommodations for dietary restrictions, cater to the needs of each guest.
This Valle De Guadalupe Gourmet Tour is a must for any wine and food enthusiast visiting San Diego.
Wine Tasting Sidecar: 2.5-Hour Private Tour in San Diego
Embarking on a 2.5-hour private wine tasting sidecar tour in San Diego, participants can explore the city’s vibrant wine scene and uncover hidden gems off the beaten path. Boasting a 92% traveler recommendation and a Badge of Excellence, this unique experience is ideal for families and partners.
Participants can enjoy wine tastings at each venue while taking in the sights from the comfort of a private motorcycle towncar. The tour concludes back at the meeting point, Legacy Resort Hotel & Spa, allowing travelers the flexibility to savor the wines without driving concerns.
With a price starting from $165 per person, the tour includes private transportation, gratuities, and alcoholic beverages, though wine tastings are an additional cost. Participants can take advantage of the free cancellation policy up to 24 hours before the experience.
While the tour isn’t wheelchair accessible, service animals are allowed. Positive reviews highlight the knowledgeable guides, fun atmosphere, and the open-air ride in the sidecar.
Valle De Guadalupe Wine Tour
What better way to explore the renowned Baja wine region than the Valle de Guadalupe Wine Tour? This full-day experience takes you on a small-group excursion to several wineries in the heart of Mexico’s premier wine country.
You’ll enjoy wine tastings complemented by cheese and snacks, all while taking in the stunning countryside views. With round-trip transportation provided from select pickup points in San Diego, Tijuana, Rosarito, Ensenada, and Valle de Guadalupe, you won’t have to worry about driving.
The tour also includes lunch and alcoholic beverages, making it a true wine and dine adventure. And with a 97% traveler recommendation and a Badge of Excellence, you can trust you’re in for a top-notch experience.
Just keep in mind that the tour isn’t wheelchair accessible and isn’t recommended for pregnant travelers. But with free cancellation up to 24 hours in advance, you can plan your trip with confidence.
Valle De Guadlaupe Winery and Vineyard Tour From San Diego
Although located just south of the U.S. border, the Valle de Guadalupe region of Baja California, Mexico, is widely recognized as the premier wine country of North America.
Visitors can experience this renowned wine region on the Valle de Guadalupe Winery and Vineyard Tour from San Diego. The full-day tour includes visits to three wineries, wine tastings, a gourmet lunch, and behind-the-scenes winery tours. The tour departs from downtown San Diego, with hotel pickup available, and takes guests on a scenic drive to the Valle de Guadalupe.
Highlights include tastings at wineries like El Cielo, Adobe Guadalupe, and Baron Blanche, as well as a stop at a pastry and cheese shop. The tour also includes a sit-down gourmet lunch featuring Baja-style dishes with vineyard views.
With a maximum of 15 travelers, the tour provides an intimate and immersive experience in this world-class wine region just south of the border.
All-Inclusive Overnight Wine Tour. Round Trip From San Diego.
Travelers seeking an immersive wine experience can embark on the Bites, Sips & Cheers: Ensenada’s Wine, Mezcal, and Food Tour, a comprehensive overnight excursion round-trip from San Diego.
This all-inclusive tour starts at 9:00 AM and can accommodate up to 15 travelers, with prices varying based on group size, starting from $585 per person. The tour includes lunch at Fauna and Kous Kous, four different wine tastings, and an additional lunch.
Transportation is provided and is wheelchair accessible, stroller accessible, and allows service animals.
The tour ends back at the meeting point in Ensenada, and the border crossing back to San Diego may take time.
The tour can be customized for private interests or budgets, and double occupancy is considered, with a single room incurring an extra fee. Confirmation is received at booking, and most travelers can participate without serious medical conditions, although infants must sit on laps, and any allergies or food restrictions should be notified beforehand.
Romantic Wine and Cheese Boat Tower Cruise
Couples seeking a romantic sunset experience can embark on a private boat cruise through the serene waters of Mission Bay, San Diego.
This 360-degree observation tower cruise, led by a certified captain, offers stunning views and a cozy atmosphere. The cruise includes a cheese and cracker platter, with guests allowed to bring their own wine at no additional cost.
The tour lasts approximately two hours, beginning at 4:30 PM and returning to the meeting point at the Hyatt Mission Bay. Safety equipment, water, and all fees and taxes are included in the price, which starts from £121.30 per person.
Guests can take advantage of the free cancellation policy up to 24 hours before the experience and pay later for added flexibility.
According to the reviews, the knowledgeable captain and excellent service have earned this cruise a perfect 5.0 rating. Visitors have praised the stunning views and informative commentary throughout the journey.
Wine! Wine! Little Italy Wine Tasting Walking Tour
The Vino! Vino! Little Italy Wine Tasting Walking Tour offers a delightful blend of history, wine, and Italian cuisine in San Diego’s vibrant Little Italy neighborhood.
This highly-rated tour, with a 4.6 rating from 46 reviews, takes guests on a guided walking journey through the area, stopping at three locations for wine tastings.
Along the way, participants enjoy Italian food samples, including pizza, calamari, and meatballs, further enhancing the immersive cultural experience.
The tour is wheelchair accessible and suitable for adults 21 and older, with a maximum group size of 12 travelers.
Priced at $125 per person, the tour provides excellent value, including local taxes, food and wine tastings, a professional guide, and hotel pickup and drop-off.
Guests praise the knowledgeable and friendly guides, such as Magda, B’money, Scott, and Angela, who bring the history and culture of Little Italy to life.
While some critiques mention the quality of wine at specific stops, the overall consensus is that the tour offers an enjoyable and memorable experience.
Guadalupe Valley Wine Tour
Step away from the bustling streets of Little Italy and learn about the tranquil beauty of Baja’s Guadalupe Valley for an unparalleled wine and dine experience.
This full-day tour takes small groups to several acclaimed wineries, offering a chance to savor the region’s renowned vintages paired with delectable cheese and snacks. With a 97% traveler recommendation and a Badge of Excellence, this tour promises an unforgettable journey.
Round-trip transportation from select pickup points in San Diego, Tijuana, Rosarito, Ensenada, and the valley itself ensures a seamless experience. Enjoy the convenience of an air-conditioned vehicle and the flexibility of free cancellation up to 24 hours in advance.
Whether you’re a wine enthusiast or simply seeking a unique cultural adventure, the Guadalupe Valley Wine Tour is an exceptional opportunity to explore the flavors of Mexico’s burgeoning wine country.
Don’t miss your chance to be part of this exclusive, likely-to-sell-out experience.
Temecula Wine Country Tour From San Diego
Nestled in the picturesque hills just an hour’s drive from San Diego, Temecula Wine Country offers a captivating escape for oenophiles and casual sippers alike.
For $279 per person, the Temecula Wine Country Tour from San Diego promises an unforgettable experience. Operated by San Diego Ride & Tours, this 5-star rated tour takes small groups of up to 14 travelers to sample vintages from three local wineries, learn about the unique microclimates affecting flavors, and go behind the scenes of the winemaking process.
Hassle-free pickup from select hotels, bottled water, wine tasting fees, and gratuities are all included. Though lunch isn’t provided, guests will have ample time to purchase their own.
With a start time of 9:30 AM and a return to the same meeting point, this tour provides a seamless way to take in Temecula’s celebrated wine culture.
Whether a seasoned connoisseur or a curious newcomer, the Temecula Wine Country Tour promises an exceptional day of discovery and delight.
All-Inclusive Private Wine Tour in Baja
Offering an unparalleled opportunity to take in the captivating wine culture of Baja, the All-Inclusive Private Wine Tour promises a meticulously curated, 4-hour and 15-minute experience.
Departing at 10:30 AM with a minimum of 2 guests, this private tour takes visitors on a journey through hand-picked vineyards, where they’ll enjoy one tasting per person with the option to visit more.
Complementing the wine tastings is a brunch served on the coast, followed by a fine dining experience for groups of 3 or more.
Private transportation is provided throughout, ensuring a seamless and comfortable journey.
With an overall rating of 5 stars based on Viator and Tripadvisor reviews, this tour offers an exceptionally high-quality and all-inclusive wine experience in the picturesque region of Baja.
Confirmation is received upon booking, and most travelers can participate, though it’s not recommended for pregnant individuals or those in wheelchairs.
Little Italy Bella Vita Wine and Culinary Walking Tour
The Little Italy Bella Vita Wine and Culinary Walking Tour provides an immersive experience in the heart of San Diego’s vibrant Italian neighborhood.
This 3-hour tour takes visitors on a journey through the rich flavors and cultural heritage of the area. Starting at 3 PM, guests will embark on a guided walking tour, visiting local eateries and sampling a variety of Italian dishes, from pizza and shrimp to pasta and oysters.
The tour is designed to accommodate up to 12 travelers and includes lunch, alcoholic beverages, and gratuities.
With its wheelchair accessibility and proximity to public transportation, the tour is well-suited for a range of visitors.
However, based on the single review found on Viator and Tripadvisor, the tour received a disappointing overall rating of 1.0 out of 5 stars.
Prospective travelers should carefully consider this feedback before booking.
The Sum Up
San Diego and its surrounding regions offer a wide range of exceptional wine tour experiences. From private tastings in Guadalupe Valley to walking tours through Little Italy, there’s something for every wine lover. Whether you’re seeking a luxurious getaway or a more casual exploration, these tours provide the opportunity to savor the flavors of the region’s renowned vineyards and culinary delights.