St. Augustine's Wine, Cocktail and Food Experience
5

St. Augustine's Wine, Cocktail and Food Experience

By St. Augustine Experiences
Recommended by 99% of travelers
99% of reviewers gave this product a bubble rating of 4 or higher.
What is Travelers’ Choice?
Tripadvisor gives a Travelers’ Choice award to accommodations, attractions and restaurants that consistently earn great reviews from travelers and are ranked within the top 10% of properties on Tripadvisor.
Lowest price guaranteeReserve now & pay laterFree cancellation

Ages 21-99, max of 8 per group
Duration: 3h 30m
Start time: Check availability
Mobile ticket
Live guide: English
More

Travelers’ Choice Best of the Best
2024

  • Alcoholic Beverages
  • Bottled water
  • Lunch
What's not included
  • Gratuities


Start:
  • 57 Treasury St, St. Augustine, FL 32084, USA
    Please enter the courtyard of Casa de Vino 57 and come to the bar.
End:
  • 6 Aviles St, St. Augustine, FL 32084, USA
    The tour finishes on Aviles Street near the Plaza de la Constitución.

  • Wheelchair accessible
  • Service animals allowed
  • Near public transportation
If you have questions about accessibility, we’d be happy to help. Just call the number below and reference the product code: 218787P3

  • Confirmation will be received at time of booking
  • Not recommended for travelers with back problems
  • Not recommended for pregnant travelers
  • No heart problems or other serious medical conditions
  • Most travelers can participate
  • Vegetarian option is available, please advise at time of booking if required. Any other dietary needs cannot be accommodated on this tour (no vegan, kosher, nut allergies, dairy free or gluten-free diets)
  • This tour/activity will have a maximum of 8 travelers

  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.

If you have questions about this tour or need help making your booking, we’d be happy to help. Just call the number below and reference the product code: 218787P3

From
$154.00
per adult
Select date and travelers

Similar experiences

Itinerary
  • 57 Treasury St, St. Augustine, FL 32084, USA
    Please enter the courtyard of Casa de Vino 57 and come to the bar.
  • Pass by
    Castillo de San Marcos National Monument
  • 1
  • 2
    Pass by
    St. Photios Greek Orthodox National Shrine
  • 3
    Pass by
    Cathedral Basilica of St. Augustine
    Government House Museum
  • 6 Aviles St, St. Augustine, FL 32084, USA
    The tour finishes on Aviles Street near the Plaza de la Constitución.
About the operator
Don’t take it from us – here’s what people have to say about this operator:
  • St. Augustine Experiences
    5.0 of 5 bubbles1,318
    St. Augustine, Florida
    Joined in November 2019
  • Richard and Rho... K
    0 contributions
    5.0 of 5 bubbles
    Great walking tour!
    Excellent experience! Luv was very knowledgeable and a great communicator. First time in St Augustine and we learned so much. Highly recommend
    Written March 13, 2025
  • JCC896
    0 contributions
    5.0 of 5 bubbles
    Take this tour first thing
    Russ is an excellent tour guide. We had never been in St Augustine before and we took his tour first thing. It was the perfect choice as he not only explained the incredible history of the town but also pointed out a number of his places to eat and have a drink. It made our 3 days in town much more enjoyable.
    Written March 12, 2025
  • lynnk262
    0 contributions
    5.0 of 5 bubbles
    Learn new things. Take a small group walking tour!
    Russ was informative and fun to walk with and learn. Small group walking tours are simply the best for getting the lowdown on a town.
    Written March 12, 2025
  • roxannew822
    0 contributions
    5.0 of 5 bubbles
    BEST TOUR
    This tour was the absolute highlight of our trip to St. Augustine. All the little sweet shops were delicious, but the interactive history tour headed up by Russ S. was incredible. I wish we would have done this tour first- he gave us so many tips and tricks to make the rest of our stay wonderful.
    Written March 11, 2025
  • Roving299481
    0 contributions
    5.0 of 5 bubbles
    Great walking tour
    My husband and I thoroughly enjoyed our Sweets and History walking tour around St. Augustine with our guide, Russ. He was full of interesting facts regarding many events in St. A’s past. The sweets were delicious! Brought some home to enjoy during the week! Highly recommend this tour. 90 minutes was a perfect time frame.
    Written March 3, 2025
  • Jennifer D
    0 contributions
    5.0 of 5 bubbles
    Engaging and Fun Walking Tour!
    Amy was extremely knowledgeable and passionate about the history and very informative about good restaurants. She really told a story about the local history and was so upbeat and friendly. The time flew by. It was a fun thing to do! I highly recommend this walking tour!
    Written March 1, 2025
  • katwO2078DE
    0 contributions
    5.0 of 5 bubbles
    Excellent walking tour!
    Very informative tour! I learned so much about St Augustine’s amazing history. Our guide Russ had some wonderful dining recommendations and suggestions of places to explore.
    Written February 27, 2025
  • I7604BFjanec
    0 contributions
    5.0 of 5 bubbles
    Russ is the best!
    Great experience. Factual historical information and thorough detail. Russ was awesome and the weather was perfect for our tour.
    Written February 27, 2025
  • LightPacker776094
    0 contributions
    5.0 of 5 bubbles
    History and whiskey, what’s not to like.
    Our guide Russ Saunders goes above and beyond to make the experience unique to your group. The 3 venues we visited were very good. Russ knows St Augustine history and happily shares it with his companions. The bourbon/whiskey tasting experience was new to me. I found a couple new favorites. Considering doing similar tour next year.
    Written February 26, 2025
  • Larry H
    0 contributions
    5.0 of 5 bubbles
    Great tour and good restaurant reviews
    Russ shared a great deal of the history of this ancient city in a friendly and easy to understand manner. Loves his job!!!
    Written February 26, 2025
  • leslier250
    0 contributions
    5.0 of 5 bubbles
    Very much worth your time!
    Some history walking tours may be meh, but not this one. Russ was our guide and kept things moving and very interesting. Highly suggest investing your time and money into this excursion and learning about 400+ years of St Augustine history.
    Written February 22, 2025
  • lucih300
    0 contributions
    5.0 of 5 bubbles
    History walking tour a must
    We really enjoyed the tour, very informative, the tour guide was really nice and made everyone in the group feel reallycomfortable.
    Written February 20, 2025
  • LightPacker776094
    0 contributions
    5.0 of 5 bubbles
    Touring with an expert
    Our tour guide Russ was very knowledgeable and fun. He told many history stories and lead us through the streets of St Augustine with ease and consideration. We would love to book another tour with him in the future.
    Written February 20, 2025
  • karenwA9989PI
    0 contributions
    5.0 of 5 bubbles
    Russ was the best walking tour guide ever
    Had an amazing time on the walking history tour with Russ! He was very knowledgeable about the history of the area and had wonderful recommendations for restaurants and things to do in the area! I highly recommend you take the tour!
    Written February 20, 2025
  • Joywc84
    0 contributions
    5.0 of 5 bubbles
    Perfect day! Highly recommend!
    Highly recommend this wonderful walking tour of St. Augustine - Alex was very knowledgable about the history of the area and shared quite a few interesting stories that we would not have known about otherwise. Along the way, he also provided recommendations for the best place to eat, drink and visit. Afterwards, we enjoyed a few of his recommendations and they were spot on! Our only regret is doing this on our second day instead of our first! He also does other tours that we will recommend to others and sign up for on a return visit - ie: food tours! We had 10 people on our tour and it was the perfect sized group.
    Written February 20, 2025
See all 1,318 reviews
These reviews are the subjective opinions of Tripadvisor members and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Most Recent: Reviews ordered by most recent publish date in descending order.

Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as wait time, length of visit, general tips, and location information.

Popular mentions

5.0
5.0 of 5 bubbles927 reviews
Excellent
906
Very good
13
Average
2
Poor
1
Terrible
5

Craig W
Punta Gorda, FL1 contribution
5.0 of 5 bubbles
Feb 2025 • Family
This is by far the best food/wine/cocktail/history tour I've ever taken. Went with my wife and adult children over Valentines Day weekend. Gary was an amazing host! He has carefully and thoughtfully curated the best food, wine, and craft cocktail venues in town, and as we strolled through old town from venue to venue, he regaled us with the history of the town, in a conversational, off-beat, and really fun way. Gary is a character in the best possible sense, and even will dip into stories of his own that somehow, someway related to the history, archaeology, and culture of the historical St. Augustine, as well as the present St. Augustine, as we strolled along.

Some tips: show up hungry and plan to skip dinner if your tour is late-afternoon. The food is amazing and there's alot of it! For parking, your best bet is to stay at an Airbnb or VRBO that's within walking distance of the old city. If not, plan on parking just outside of town at one of the tram services, and take their free shuttle - you'll pay for the tram but it will be worth it. If you MUST try to park nearby the meeting space, show up in the morning to find a spot. If you wait until just before the tour, you'll be out of luck.

In any case, you'll receive calls and texts to help you out the day of the tour - these guys are pros and won't let you down.

My highest recommendation for this amazing tour. You'll learn alot about the city, you'll eat and drink the best the city has to offer, and really enjoy yourself during this great tour!
Written February 16, 2025
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Jorge M
2 contributions
5.0 of 5 bubbles
Sep 2023 • Family
We had a wonderful time on this walking tour enjoying our tour guide Debra Hayes historical insight and knowledge of St. Augustine. A very well planned tour that started at Casa de Vino 57 enjoying fine wines and a charcuterie board as well as learning of the historical nature of the property this establishment is located at, we then continued on Treasury Street where once again Debra impressed us with very specific historical knowledge by discussing how and where the original Treasury building was located and how at one point the street was walled for the security of entering the building. She took us by an escavation sight, we traveled on various streets stressing the significance of certain buildings to include the Greek Museum on St. George Street which she had us tour, took us to a lunch at Mojo Old City BBQ and explained why she selected this specific restaurant and may I say it was spectacular! From there we proceeded to the town square where she gave us history of Flagler College, the Alcazar and various other buidlings before taking us to Aviles street where she shared what the brass markeres meant on the sidewalks depicting the burial sights where a cementary was found to exist. The final stop and couldn't of been any better was Prohibition Kitchen where we enjoyed cocktails and a wonderful dessert.
We will have Debra give us other tours when visiting St. Augustine and highly recommend her to all visiting this great Old City.
Written September 11, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

John A
Oronoco, MN5 contributions
5.0 of 5 bubbles
We went on the food and drink tour with Russ Saunders and it was outstanding. We went to three restaurants, one for appetizers and wine, one for entrees and drinks, one for dessert and another drink. Food was great as were the drinks. We walked about a mile and Russ gave us a lot of information about the history and architecture of the city. We highly recommend it.
Written October 3, 2024
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Boden
Ann Arbor, MI10 contributions
1.0 of 5 bubbles
Jul 2023
Let's start with the positives. The food was good.

This tour was overpriced and disappointing. If you visited these same restaurants on your own, you'd spend quite a bit less. So, how was the walking tour? St. Augustine being a beautiful historic city, we anticipated the tour would be informative, enjoyable, and enlightening. Garry, our guide, professed expertise in the city's history but talked more about himself than anything else. Our walking route was through the shopping district with party music blasting. Although bottled water is supposed to be included, it is not. Please bring your own. It is brutally hot in the summer, and on this tour you will be outdoors most of the time. We ducked into a small museum for relief from the heat. It was quite interesting, highlighting the Greek influence on the city, but we were rushed through without any time to enjoy it or any meaningful commentary from our guide. Our guide was very proud of this tour. We were told three times that this tour was #1 in the world. I can understand how that might have come to be. At the final stop, the participants were pressured to submit a review, not later, now. Is this fair? Garry actually looked over the shoulder of one participant to see what they were writing. In the privacy of my own home, I am comfortable giving an honest review. Save yourself from disappointment and look elsewhere.
Written July 30, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Mitch P
Tampa, FL26 contributions
5.0 of 5 bubbles
This tour was a great success. Garry is a wonderful guide. I booked a tour for my family of 10 and we unfortunately ran into trouble trying to drive into town by the 2:00pm start. He accommodated us so well and pushed our reservations so we could make all the stops and still get in the history lessons. Garry went above and beyond and I was so appreciative for him making it all work out even though we were 2 hours late. He didn’t get #1 in the WORLD for nothing!! The man is a pro

Highly recommend booking this tour your first day in town as you learn so much about the city that can help lead you on to your next plans or dinner reservations
Written December 30, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

L R
1 contribution
5.0 of 5 bubbles
Jan 2025 • Friends
Our first time in St. Augustine and this gave us exactly what we were looking for: a great feel for the city, lots of great suggestions for places to go and things to do, extending far beyond the published stops. Alex was such a great and knowledgeable guide, infusing a tremendous amount of historical knowledge with the current day vibe of the city and food scene. You immediately felt like you were visiting an old friend who was showing you around!
Written January 26, 2025
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Porter B
2 contributions
5.0 of 5 bubbles
Dec 2024 • Couples
Garry is a one of a kind tour guide. He has a plethora of unique knowledge about the city of St. Augustine that no other tour guide possesses. His incredible story telling ability brings ancient history to life. He has a great sense of humor and always knows how to engage with the group.
Written December 20, 2024
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

markbU6871ON
Whitehouse Station, NJ3 contributions
5.0 of 5 bubbles
Feb 2023
We recommend this tour to get an overview of the city's history and geographic layout. The tour was informative, and the food was excellent. We visited several different restaurants and each stop provided large portions of high-quality food and drinks.

Our guide was very knowledgeable and able to make many suggestions on how we should spend the rest of our time in St Augustine.

This tour should be your first stop when visiting St Augustine.
Written February 20, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Sunshine793315
1 contribution
5.0 of 5 bubbles
Feb 2024 • Couples
There is a line from one of Garry's poems that reads, "Where have all the special people gone?" Well, you meet them in his stories from his extensive knowledge of St. Augustine's history, both past and present. From the tastes of exceptional wine and food, and his imaginative descriptions of days gone by, you find yourself slipping into the past history of the city. If you are looking for a top tour in St. Augustine, this is the one you do not want to miss!
Written March 3, 2024
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

keo s
67 contributions
5.0 of 5 bubbles
Mar 2023
Fantastic time with Deborah and eating and drinking our way through St Aug. We had a ton of fun and learned a lot about the history of the city and fantastic places to shop as well. There were 4 folks in our group and it was easy to walk and plenty to eat/drink. It's a great way to get to know the city if it's your first time here and to get to know specific pointers for the next time that we come back.

I highly recommend this tour if you are foodie and want to try several different types of things throughout the city that are not tourist traps. Have fun!
Written March 24, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

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