Texas Hill Country’s wine scene shines brightest through San Antonio’s top wine tours. The Taste of Fredericksburg Tour stands out as a fantastic small-group option, combining intimate wine tastings with the charm of historic Fredericksburg. Wine enthusiasts will love the thoughtfully planned Valparaíso & Wine Experience, which perfectly balances city exploration with vineyard visits. For travelers wanting flexibility, the private San Antonio Port and Santiago tours deliver personalized experiences at award-winning wineries.
Let’s explore our favorite wine tours that showcase the best of San Antonio’s wine country.
Key Points
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The “Taste of Fredericksburg Tour” offers a full-day wine tasting experience in the Texas Hill Country, with visits to two local wineries and free time in Fredericksburg.
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The “Viña Del Mar & Casablanca Winery Tour” provides a small-group pre/post-cruise experience, including a guided tour of Valparaiso’s UNESCO city center and a wine tasting in the Casablanca Valley.
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The “Valparaíso & Wine Experience” offers an immersive exploration of Valparaíso and the Casablanca Valley, with a focus on local art, culture, and a customizable experience.
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The “San Antonio Port Private Excursion” includes a personalized tour of the San Antonio port, the Cartagena wetlands, and a visit to a winery known for its Sauvignon Blanc.
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The “Private Santiago & Undurraga Winery Tour” is a full-day private tour from the San Antonio Port, with the flexibility to visit a vineyard or the city first, and a wine tasting at the Undurraga Winery.
Taste of Fredericksburg Small-Group Wine Tour From San Antonio
The Taste of Fredericksburg Small-Group Wine Tour from San Antonio offers a full-day exploration of the renowned Texas Hill Country wine region.
This small-group experience, limited to a maximum of 10 travelers, departs from San Antonio and includes wine tastings at two local wineries. Guests will enjoy behind-the-scenes tours of the production facilities, providing an insider’s look at the winemaking process.
After the tastings, there’s free time in the charming town of Fredericksburg, where participants can enjoy lunch, shopping, and additional wine tastings at their own pace.
Transportation is provided in a comfortable, air-conditioned vehicle, and snacks, such as bottled water, crackers, and dark chocolate, are included.
With a 4.9 overall rating and 98% of travelers recommending the tour, it’s clear that this Taste of Fredericksburg experience offers a delightful and informative day in the heart of Texas wine country.
Read our full review: Taste of Fredericksburg Small-Group Wine Tour From San Antonio Review
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Small Group Pre-Post Cruise Viña Del Mar Valparaiso and Casablanca Winery Tour
Offering a comprehensive exploration of Viña del Mar, Valparaiso, and the esteemed Casablanca Valley, this small-group pre- or post-cruise tour provides a seamless experience for travelers seeking a taste of Chile’s diverse landscapes and renowned winemaking region.
Catering to groups of up to 8 people, the tour promises a personalized experience, with hotel or port pickup and drop-off for added convenience.
Highlights include a guided tour of Valparaiso’s UNESCO-listed city center and a visit to a Casablanca Valley winery for wine tasting. The tour includes local taxes, a professional guide, and air-conditioned transportation, ensuring a hassle-free excursion.
However, reviews suggest some inconsistencies, with concerns about group size and itinerary changes, so travelers should consider this when booking.
The tour starts from $96.90 per person, with free cancellation up to 24 hours before the experience. It’s an excellent option for those looking to maximize their time in the region before or after a cruise.
Read our full review: Small Group Pre-Post Cruise Viña Del Mar Valparaiso and Casablanca Winery Tour Review
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Valparaíso & Wine
This small-group tour provides travelers with an immersive exploration of the vibrant port city of Valparaíso and the renowned Casablanca Valley wine region.
Guests will discover the artistic and cultural secrets of this historic city with the guidance of a personal guide. The tour includes opportunities to experience street art, galleries, and local art, as well as the chance to taste locally-made wine with professional guidance.
The experience is customizable to personal interests, allowing for photography and browsing local boutiques. Pickup options include the cruise terminal or hotel, making it suitable for pre-cruise, post-cruise, or day tours.
While the tour includes bottled water and lunch, the cost of the meal isn’t included in the $160 per person price. Though non-refundable, the tour comes with a lowest price guarantee.
With a 4.9 overall rating and 100% traveler recommendation, the Valparaíso & Wine tour offers an engaging blend of culture, art, and wine tasting.
Read our full review: Valparaíso & Wine Review
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San Antonio Port, Wine Tasting an off the Beaten Path Destination
Venturing beyond the vibrant Valparaíso, this private excursion introduces travelers to the off-the-beaten-path destination of San Antonio port.
The personalized experience includes exploring revitalization projects, visiting the Cartagena wetlands, and concluding with a winery renowned for its Sauvignon Blanc. Along the way, guests will learn about the traditions of the Mapuche people.
The tour, which departs from Santiago or Valparaíso, features a private guide and driver, ensuring a tailored experience. Lunch, dessert, and a wine tasting are included, with bottled water provided for refreshment.
Pickup is available from selected hotels, and an additional fee applies for airport pickup.
While the excursion isn’t wheelchair accessible, it’s suitable for those with moderate physical fitness, as long as they don’t have back problems, aren’t pregnant, or have serious medical conditions.
With a 5.0 rating based on 2 reviews and free cancellation up to 24 hours in advance, this off-the-beaten-path adventure offers a unique and memorable wine-focused experience.
Read our full review: San Antonio Port, Wine Tasting an off the Beaten Path Destination Review
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Private Pre/Post Cruise Tour Valparaiso & Casablanca Wine Valley
Departing from the San Antonio Terminal International (STI), this private pre/post cruise tour allows visitors to explore the captivating Valparaíso and the renowned Casablanca Wine Valley.
Operated by Chile Shore Tours, the tour offers transportation in an air-conditioned vehicle with pickup and drop-off at convenient locations. Priced from $300 per person, the tour provides a flexible 48-hour confirmation and free cancellation up to 24 hours before the experience.
While the tour itself isn’t wheelchair accessible, service animals are welcome. An optional vineyard tour is available at an additional cost of approximately $50.
Reviewers have praised the tour, highlighting the excellent guide and the enjoyable experience. With nearby public transportation and a private group format, this tour offers a unique opportunity to discover the stunning landscapes and renowned wines of the region.
Read our full review: Private Pre/Post Cruise Tour Valparaiso & Casablanca Wine Valley Review
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Pickup San Antonio Port Visit Chocalan Winery & Transfer to Hotel
Visitors arriving at the San Antonio Port can embark on a private tour experience with Jurassic Tour Logistics. This tour includes a pickup at the port, a visit to the Chocalan Winery, and a transfer to the hotel. Priced from $270 per person, the tour offers a personalized journey with only your group participating.
The tour includes a tasting of three wines, a vineyard tour, and a gift glass per person aged 18 and above. Lunch is also provided as part of the experience. During the pickup process, communication is available via WhatsApp to assist with directions or address any concerns.
The tour isn’t wheelchair accessible, but most travelers can participate. With an overall rating of 5.0 based on one review, the tour is praised for its excellent guide, who’s proficient in English, knowledgeable about history and culture, and provides great itinerary planning.
The wine tasting at Bodegas RE, the memorable meal at Casa del Bosque, and the pleasant transfer to the hotel in Santiago further contribute to the tour’s positive feedback.
Read our full review: Pickup San Antonio Port Visit Chocalan Winery & Transfer to Hotel Review
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Private San Antonio Port Pre-Post Cruise Santiago City Tour and Undurraga Winery
For those disembarking at the San Antonio Port, a private tour offers the chance to explore the vibrant city of Santiago and visit one of Chile’s oldest wineries, Undurraga.
This full-day tour provides flexibility, allowing visitors to visit the vineyard first or explore the city first. A professional guide will provide personalized attention and share insights into the city’s key attractions.
The tour includes air-conditioned transportation, wine tasting at Undurraga Winery, and hotel/port pickup and drop-off. While food and drinks aren’t included, the tour covers local taxes and provides a private service.
Cruise passengers must provide their ship details at booking, and there are specific conditions for drop-off at the San Antonio and Valparaíso ports.
The tour has an overall rating of 3.7 based on 3 reviews, with positive feedback highlighting the knowledgeable guides and beautiful sights, and negative feedback citing last-minute cancellations by the tour operator.
Read our full review: Private San Antonio Port Pre-Post Cruise Santiago City Tour and Undurraga Winery Review
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The Sum Up
San Antonio offers a variety of wine tour options to suit different interests and budgets. From small-group tours of nearby Fredericksburg to pre- or post-cruise excursions to wineries in Valparaíso and Casablanca, visitors can explore the region’s diverse wine offerings. These tours provide a convenient and guided way to taste local wines and learn about the winemaking process.