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    1. Local experiences/
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    5. St. Augustine Wine, Cocktail and Food Experience

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    St. Augustine Wine, Cocktail and Food Experience

    Sample local wines, cocktails, and cuisine while exploring historic St. Augustine’s vibrant downtown.

    From$139/ person

    Duration

    3 hrs 30 mins

    Includes

    Wine tastings, cocktails, food samples

    Highlights

    Discover St. Augustine’s culinary scene as you stroll through the historic district, tasting wine, cocktails, and local cuisine. Visit three top venues and enjoy the city’s charming architecture and vibrant atmosphere.

    1. Explore the city’s best wine and cocktail spots
    2. Savor charcuterie boards and local cuisine
    3. Stroll through picturesque alleys and historic sites
    4. View landmarks like the Old City Gates and Castillo de San Marcos
    5. Experience America’s oldest thoroughfare, Aviles Street

    What's Included

    1. Wine tastings
    2. Cocktails
    3. Food samples

    Things to Know

    All guests must be 21 or older and present a valid US ID or passport before the tour.


    FAQs

    Q: How much walking is involved?

    A: The tour is approximately 3.5 hours long and involves walking on historic, sometimes uneven, brick-lined streets.


    Q: How much food is provided?

    A: The tour includes food pairings at three distinct venues, showcasing a variety of dishes.


    Q: Can you accommodate dietary restrictions or allergies?

    A: Dietary accommodations can be requested; please inform the tour operator in advance.


    Q: What types of food will we try?

    A: Expect a mix of cheese & charcuterie, smoked meats, and other local specialties.


    Q: Are drinks included?

    A: Yes, the tour includes handcrafted cocktails, boutique wines, and non-alcoholic options.


    Q: How large are the groups?

    A: Public tours are semi-private with 8 people or fewer.


    Q: Will we be sitting down or eating while walking?

    A: The tour includes stops at venues where guests can sit and enjoy their food and drinks.


    Q: Should I eat before the tour or come hungry?

    A: It's recommended to come hungry, as the tour includes multiple food pairings.


    Q: Are gratuities included in the price?

    A: Gratuities are not included and are appreciated for excellent service.

    Cancellation policy

    Full refund if cancelled at least 1 week before the tour. Date changes must be made more than 48 hours in advance and can be rescheduled once at no cost. Cancellations within 24 hours are not refundable, but tickets are transferable to another party.

    Meeting location

    Casa de Vino 57, 57 Treasury Street, St. Augustine, FL 32084

    Perfect for

    • Wine lovers exploring America's oldest city on a girls' weekend getaway
    • Couples seeking a romantic culinary stroll through historic St. Augustine
    • Food and drink enthusiasts wanting a guided local tasting experience
    Experience provided by St. Augustine Experiences
    Experience provided by St. Augustine Experiences

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text (650) 414-7338

    Reference #AQU8AK

    St. Augustine Wine, Cocktail and Food Experience

    $139

    Ages 21+

    1

    Handpicked for you, so you can book with confidence

    • Best local prices

    • Flexible cancellation

    • Private and secure

    Each booking directly supports small businesses in our community.

    5.0 stars• 614 reviews

    Review summary

    5.0
    Excellent
    614 reviews•Google Maps

    If you're looking for a way to truly understand St. Augustine beyond the surface, this is clearly the experience locals and visitors alike can't stop talking about. The overwhelming sentiment across reviews is that these tours feel less like formal guided experiences and more like exploring with a knowledgeable friend who genuinely loves what they do. Tour guides like Russ, Alex, Stephen, Gary, and Luc consistently earn praise for transforming what could be routine sightseeing into something memorable and personal. People specifically mention the conversational, warm approach that makes hours fly by without feeling rushed or scripted. What really stands out is the variety of tours offered, from walking history tours to specialized food and drink experiences. The guides demonstrate remarkable depth of knowledge about St. Augustine's 450-year history while keeping things entertaining with humor and storytelling. Reviewers repeatedly mention discovering hidden gems and lesser-known stories they would have missed on their own, with many saying they learned things about the city even as locals. The thoughtful touches make a difference too: guides provide follow-up emails with recommendations, accommodate special needs like families with infants, offer water and rain ponchos, and even adjust itineraries on the fly. Several people specifically recommend requesting certain guides by name and booking early in your trip so you can explore the recommended spots afterward. The universal thread? This isn't a forgettable tourist activity but rather an experience that deepens your connection to the city.

    What people are saying

    Review 1 of 5
    5/5

    This walking tour of St. Augustine’s Historic District was an absolute delight! Our guide was knowledgeable, engaging, and brought the city’s 450+ years of history to life with fascinating stories and hidden details we would’ve otherwise missed. A perfect blend of education and charm. I highly recommend for anyone wanting to truly appreciate America’s oldest city!

    Photo of Lana Wilson

    Lana Wilson

    May 20, 2025

    Review 1 of 1
    5/5

    This walking tour of St. Augustine’s Historic District was an absolute delight! Our guide was knowledgeable, engaging, and brought the city’s 450+ years of history to life with fascinating stories and hidden details we would’ve otherwise missed. A perfect blend of education and charm. I highly recommend for anyone wanting to truly appreciate America’s oldest city!

    Photo of Lana Wilson

    Lana Wilson

    May 20, 2025