History, Cocktails, Food, & Beer | St. Augustine Experiences

$ 30

St. Augustine Historic Walking Tour

Welcome to our St. Augustine Historic Walking Tour! Whether it's your first day on vacation, or your only day in town, let us introduce you to America's oldest city on this 90 minute loop of our northern Historic District. We'll discuss architecture, city planning, pirates, civil rights, and our favorite restaurants to give you the best first experience of our beautiful city!

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Sweets & History Walking Tour

Come see the sweeter side of St. Augustine! This St. Augustine walking tour is perfect for families! Join us on this daytime dessert & history tour while we discover mom and pop candy shops, local bakeries, and why we love the nation's oldest city. Includes a gift bag that will be filled with treats from each location along the way to take home! It's like Halloween every day on this tour!

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St. Augustine Wine, Cocktail, and Food Experience

Voted the #1 wine & cocktail experience in the world in 2022, this St. Augustine walking tour blends wine, cocktails, food, and history to create an incredible afternoon for your family and friends. Take in the picturesque streets and architecture between sipping on colorful cocktails, enjoying cheese & charcuterie, and mouthwatering smoked meats. Perfect for couples, reunions, bachelorettes, and corporate outings!

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St. Augustine Beer & History Crawl

Step into the vibrant story of St. Augustine's past on our Beer & History Crawl, where every sip and step is a celebration of 459 years of rich heritage. From the storied streets of Lincolnville to the iconic Old City Gates, join us on a journey through centuries of captivating history. This St. Augustine historic walking tour includes a perfectly paired beer snack to refresh and refuel your senses.

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St. Augustine Food Tour

Join our exciting St. Augustine Food Tour, and discover the city's delicious secrets! This St. Augustine walking tour focuses solely on food, so is perfect for families with kids. Dive into the stories behind four handpicked food stops that showcase the best of local flavors. Immerse yourself in St. Augustine's rich history as we guide you through an unforgettable culinary adventure. Come hungry and leave happy!

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Bourbon, Whiskey, & History Experience

Journey back in time and experience the rich flavors on our St. Augustine Bourbon, Whiskey, and History Crawl. Stroll through the historic brick-lined streets of America's oldest city, guided by an Executive Bourbon Steward and member of the Stave & Thief Society, who will weave together the local history with the intriguing heritage of bourbon and whiskey in the USA. On this St. Augustine historic walking tour, visit select venues to enjoy flights of meticulously curated bourbon and whiskey, paired with delectable bites to elevate your tasting experience. Appreciate the artistry of these spirits, from their modest beginnings to their celebrated status in American culture.ed with delectable bites to elevate your tasting experience. Appreciate the artistry of these spirits, from their modest beginnings to their celebrated status in American culture.

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LEARN ST. AUGUSTINE BLOG

Nightlife, Music, Food, What to Do, Fishing and other Leisure Activities around the First Coast

Ultimate Guide to St. Augustine Restaurants

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St. Augustine Nights of Lights 2025-2026: What You MUST Know Before You Visit

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Complete Guide to St. Augustine Breweries

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CHECK OUT OUR BLOG

See what our guests say

christina a
1/27/2025
				Great! Our guide, Alex, was very knowledgeable and taught us a lot about St. Augustine. We, also, appreciated his tips on where to eat and the best time to visit St. Augustine.
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Sonya Walters
1/26/2025
				Alex and his wife are masters at their craft! You will have an experience whether it be with food, wine, cocktails, delectable sweets, whatever but with a wonderful refreshing dose of ACCURATE total history. The time they put into their continued study and education is apparent! We were amazed!
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Jennifer Hess
1/26/2025
				Great history, details and food recs for later. Cozy and personal. Great guide!!!
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L R
1/26/2025
				The perfect mix of food, drink, and history all rolled into a great afternoon! 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!
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Larry Reed
1/26/2025
				First time down to St. Augustine and could not imagine a better way of getting introduced to this enchanted city. From the moment we met our guide, Alex's enthusiasm and knowledge of the city were immediately evident. He seamlessly blended St. Augustine's amazing history with its incredible food scene, making each stop on the tour a delightful mix of education and indulgence. The tour consisted of a great variety of local eateries and experiences and we enjoyed them all, each offering unique flavors and styles. Alex shared fascinating stories about the city's founding, architecture, and cultural influences. It was a wonderful way to experience the city, walking through charming streets while savoring authentic local delicacies and learning a tremendous amount about the the oldest city in America's intriguing history. What made the tour even better was Alex’s warm personality; he was engaging, personable, and truly passionate about St. Augustine. His attention to detail, combined with his insider knowledge made for a memorable and enriching experience. He went above and beyond the tour providing tons of great info for places to eat and things to do beyond the scheduled tour. I highly recommend this tour and can’t wait to return for another adventure with Alex!
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Susie M
1/25/2025
				Highlight of the trip! So fun to learn all the history while strolling St. George street. Our guide, Amy, was extremely knowledgeable and interesting. We got so many sweets we had loads to take home. Definitely recommend!
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Deestheman
1/25/2025
				Great foods, top shelf/strong drinks & well organized Gary is a great story teller and he makes you feel comfortable as if you’re at home. He knows a lot about the town and takes you to good places. You’ll got upscale drinks, not wells and cheap beer. The food is great and the tour is well organized. It is well worth the price. I’ve been on many food tours and this was one of my favorites. Don’t hesitate due to the price, it is well worth the price of admission. I’m really glad we took this tour.
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John M
1/25/2025
				The king of St. Augustine Gary is the king of St. Augustine. Greatest tour in the area, really in touch with his history. great drinks great time. (Don’t watch the PBS special)
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Jacquelyne P
1/25/2025
				Amazing tour! Gary is the best tour guide! I went with my boyfriend and his mom we had such an amazing time. The food was great, drinks were great, and Gary has a such a big personality. Nonstop laughing, he is amazing. I would 100% do this tour again. You will not regret!
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Regina G
1/24/2025
				Excellent tour…we look forward to exploring St Augustine again with St Augustine Experience! Although only an 1-1/2 hour tour, our guide’s knowledge of St Augustine history covered 5 centuries, with interesting facts and captivating stories. His recommendations were very helpful as well. We plan to use St Augustine Experience when we return!
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sean o
1/22/2025
				Excellent orientation to St. Augustine Perfect length. Tour guide Russ was knowledgeable and engaging. His passion for his role was evident throughout. He provided excellent insights into little known facts regarding St. Augustine’s history, and recommendations on places to visit and dine.
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Katie G.
1/22/2025
				Great Food Would love more Stops for the $$$ For the cost, I feel like we could have went to more places. I’ve been on plenty throughout different cities and this was the most expensive with less stops.
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Blake K
1/19/2025
				Great Tour Garry does a great job with the tour. Food portions and drink portions are great. Group size was also great, not a huge number of people so you get a personal experience.
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Tracy H
1/19/2025
				Drink, Food, and History Garry was great! It is our first time to St Augustine and we wanted to learn some history and enjoy some great food. This tour did not disappoint.
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Amanda C
1/18/2025
				Food Tour French restaurant was excellent! Some of the best food I’ve ever had on a food tour. Don’t skip the pralines, they were also phenomenal.
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Suehanen
1/13/2025
				Day One - History Tours We did the history tour (not the "Sweets) version - our first day in town which was perfect. We found areas we would want to visit, and some that we did not. We thoroughly enjoyed our tour with Russ and the fascinating history he shared about St. Augustine. As we walked to various points of interest, he skillfully blended well-known landmarks with hidden gems, offering a unique perspective on the city’s rich past. His storytelling brought history to life, making the experience both engaging and educational.
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Roving25181
1/13/2025
				Wonderful time Great tour. We did the holiday lights tour. The guide was very knowledge and very friendly. We had a wonderful time. He suggested several restaurants for us to try.
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SandiH33
1/12/2025
				A must-do in St. Augustine Garry is a wonderful tour guide. He has a wealth of amazing information about the history of St. Augustine and it’s all interesting, not boring at all!!The food & drink stops each provide a unique flavor and taste of the city. Definitely worth the price!!
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Michael P
1/11/2025
				St. Augustine historic walking tour What a great tour! We did the St. Augustine, historic walking tour with Alex. He is a great guide. Full of information and highly personable. Great ideas for restaurants and other attractions as well. I highly recommend this tour. We will definitely do another of his tours the next visit.Thanks Alex!
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Steven R
1/10/2025
				Informationnal The tour guides's knowledge of St Augustine was amazing and he was very down to earth and he had a great sense of humor.....
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Amy S
1/10/2025
				Must do first day in St. Augustine! Get to know the hot spots!! My husband and I got lucky. We ended up being the only ones on the tour so it truly felt like we were hanging out with a "local" friend. The food was amazing. So much to learn, but it was interesting. I'm not a history person, but I totally was not bored! We had so much fun. Garry is great!! You won't be disappointed!!
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Mark D
1/08/2025
				Highly recommended Garry did an excellent job. Very entertaining and educational. Would definitely recommend this tour to friends. Great way to see St. Augustine!
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Gillian T
1/07/2025
				Great walking tour! We thoroughly enjoyed our evening walking tour of the beautiful city of St. Augustine and learning about some of the history of the place. Our guide Luc was very friendly and informative and seemed genuinely enthusiastic about sharing his knowledge of the city with us. I can highly recommend this tour!
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Bill Harding
1/06/2025
				What a great time we had. The knowledge of the history of St Augustine was first rate and was delivered with humor and passion for his city
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Paul welsh
1/06/2025
				Russ was an amazing guide who provides and incredible experience and storytelling of the Old City. Had a great time with his further insight to the St Augustine of an area we go down there quite frequently. Loved the restaurants we went to which had great food options and excellent bourbon selection pairings with some new bourbon I haven't tried. I will definitely look for this experience again.
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Lee Schmidt
1/06/2025
				Alex was very knowledgeable and had a really good voice where anyone in the group could hear him. Made suggestions and answered questions. One of the best tours ever.
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Jennifer G-V
1/06/2025
				Me and my wife Jennifer just did a walking history tour of St Augustine with Alex. He is very informative. We learned so much about this small but historic town on this tour. Highly recommend his services to anyone looking to do any tours. Can’t wait to do another tour with him.
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Companion28979993421
1/06/2025
				Best tour guide ever! Our tour guide was fantastic... Both knowledgeable and enthusiastic about St. Augustine! He could answer any question that you would ask without having to look at notes or his phone.
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Paul Smith
1/06/2025
				Gary was very knowledgeable of the area and provided us with a great tour with awesome drinks and food. We will definitely be using him again. We have friends that we will bring next time. I'm just sorry there's only 5 stars we can award him. Update: we returned for another visit and had Russ and Amy as guides this time. They were both very knowledgeable about the history we learned and enjoyed the experience greatly. When we come back we are bringing friends. Overall, great experience.
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Jenny Turay-Reese
1/06/2025
				The food tour was perfect for our family of 5. Alex was so amazing and accommodating. We didn't realize that we would be his only guests, so we really had an individualized experience. We stopped at 4 locations and each one was an experience of learning about history and trying new foods. We first stopped at Gaufre's where we had kielbasa with pierogies and some of the best sauerkraut we have tried. We then stopped at Meehan's Irish Pub and had a sampler of reuben rolls, irish clam chowder and oyster meehan. The oyster trying was an memorable experience for the kids and Alex for sure. Our next stop was Moho Old City BBQ where we had an amazing sampler of wings, smoked turkey, brisket, mac n cheese and corn. This was a kiddo favorite. Our final stop was for dessert at Mayday where we tried ice cream flights of many flavors. This tour was so much more than we expected. We learned more history and amazing facts from Alex than we did on other tours we took prior to this. He also gave us many tips and advice. We never felt like we were on a time limit or rushed, and Alex even took us to other hidden gems as we walked between locations. We would definitely recommend this tour or any of the tours that are offered through St Augustine Experiences.
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Small Group
Walking Tours

This guarantees a much more fun and personal experience! Your friendly guide is always nearby with more stories, food, and drinks!

EXPERT LICENSED GUIDES

Enhance your St. Augustine visit with a craft beer experience on the Ale Trail, or a fun day enjoying superb cocktails and wine alongside some of the best food in town on our Perfect Pairing Tour, or you can let us show you just how sweet St. Augustine truly is with our Not Just a Chocolate Tour.

Delicious Food & Drink!

Have a mid afternoon snack at one of our taprooms on the Ale Trail. Get a take home bag on top of your tastings on the Not Just a Chocolate Tour! Eat your way though St. Augustine on our Perfect Pairing Tour!

You Deserve The Best St. Augustine Experiences

Voted #1 in the World on TripAdvisor's Travelers Choice 2022

Where should we eat in St. Augustine? What should we see in St. Augustine? Let us help you answer these questions with our award-winning culinary and historic walking tours. St. Augustine Experiences combines the best food, drinks, and history into unforgettable adventures that showcase the charm and stories of the nation’s oldest city.

Our 90-Minute St. Augustine Historic Walking Tour is a guest favorite, diving into 4 ½ centuries of fascinating history while highlighting all our favorite places to eat and drink. Perfect for first-timers and locals alike, this tour is the ultimate introduction to the magic of St. Augustine.

For those who love a good pairing, don’t miss our Wine, Cocktail & Food Experience, which was ranked #1 in the world in 2022! Sip fine wines, savor hand-crafted cocktails, and indulge in delicious dishes as you explore St. Augustine’s vibrant food and drink scene in style.

Food lovers will adore our St. Augustine Food Tour, perfect for families or guests who prefer not to drink, with a focus on the city’s favorite local dishes. Sweet tooths will delight in our St. Augustine Sweets & History Tour, where you’ll taste chocolates, pralines, and other confections while filling an insulated bag with goodies to enjoy at your own pace-it’s like trick-or-treating for grown-ups!

Beer enthusiasts can hop on our St. Augustine Beer & History Crawl, where history takes center stage as you sip craft beer (or wine!) and hear incredible stories about St. Augustine’s past. This tour blends fascinating history with great drinks for a truly unique experience. For whiskey aficionados, our St. Augustine Bourbon, Whiskey, & History Experience is a journey through exceptional bourbons and whiskeys paired with captivating stories of the city’s past.

Whether you’re sipping, savoring, or exploring, our small group tours ensure a fun and intimate experience led by friendly, knowledgeable guides who make you feel like a local friend.

Make the most of your time in St. Augustine with tours that locals and visitors alike rave about-there’s something for everyone to love!

North Florida is Our Home

Come Experience It With Us!

From the Spanish colonial architecture to the history and stories of St. Augustine, let us take you on an interactive journey through the city’s history. Our guides are certified and our groups are small, meaning you’ll get to know the city like a local. Discover the buildings, history, and people that shaped our city into what it is today.

THE BEST WALKING TOURS OF ST. AUGUSTINE

History * Beer * Chocolate * Cocktails * Wine * Food

THE BEST WALKING TOURS OF ST. AUGUSTINE

History * Beer * Chocolate * Cocktails * Wine * Food

St. Augustine Historic Walking Tour

Sweets & History Walking Tour

St. Augustine Wine, Cocktail, and Food Experience

St. Augustine Beer & History Crawl

St. Augustine Food Tour

Bourbon, Whiskey, & History Experience

LEARN ST. AUGUSTINE BLOG

Nightlife, Music, Food, What to Do, Fishing and other Leisure Activities around the First Coast

Ultimate Guide to St. Augustine Restaurants

St. Augustine Nights of Lights 2025-2026: What You MUST Know Before You Visit

Complete Guide to St. Augustine Breweries

See what our guests say

Small Group
Walking Tours

EXPERT LICENSED GUIDES

Delicious Food & Drink!

You Deserve The Best St. Augustine Experiences

Voted #1 in the World on TripAdvisor's Travelers Choice 2022

North Florida is Our Home

Come Experience It With Us!

WANT TO HEAR MORE FROM US?

Sign Up For Our Email List

HAVE QUESTIONS?

THE BEST WALKING TOURS OF ST. AUGUSTINE

History * Beer * Chocolate * Cocktails * Wine * Food

THE BEST WALKING TOURS OF ST. AUGUSTINE

History * Beer * Chocolate * Cocktails * Wine * Food

St. Augustine Historic Walking Tour

Sweets & History Walking Tour

St. Augustine Wine, Cocktail, and Food Experience

St. Augustine Beer & History Crawl

St. Augustine Food Tour

Bourbon, Whiskey, & History Experience

LEARN ST. AUGUSTINE BLOG

Nightlife, Music, Food, What to Do, Fishing and other Leisure Activities around the First Coast

Ultimate Guide to St. Augustine Restaurants

St. Augustine Nights of Lights 2025-2026: What You MUST Know Before You Visit

Complete Guide to St. Augustine Breweries

See what our guests say

Small Group Walking Tours

EXPERT LICENSED GUIDES

Delicious Food & Drink!

You Deserve The Best St. Augustine Experiences

Voted #1 in the World on TripAdvisor's Travelers Choice 2022

North Florida is Our Home

Come Experience It With Us!

WANT TO HEAR MORE FROM US?

Sign Up For Our Email List

HAVE QUESTIONS?

Small Group
Walking Tours