St. Augustine's Sweets & History Walking Tour





Description
Rated #22 in the USA on TripAdvisor, this is one of the most exciting tours in St. Augustine! Perfect for families, foodies, and anyone who loves a little indulgence. On this small-group walking tour, you’ll explore historic downtown St. Augustine with a local guide who feels more like a friend, sharing fascinating stories from the city’s 460-year history. Along the way, you’ll stop at some of our favorite partner establishments to enjoy hand-selected pastries, chocolates, and other local sweets. The best part? Each guest receives a take-home insulated bag filled with extra treats collected on the tour at our partner establishments, so the experience keeps on giving long after your walk ends. You don’t have to eat it all at once! With small groups, personable guides, and a perfect mix of history and sweets, this tour is designed to delight every sense while giving you an insider’s view of St. Augustine.
Tour Options
Itinerary
Government House dominates the west end of the Town Plaza, a unique Spanish land use component lying within a National Historic Landmark District. Along coasts, plazas were to begin at the waterfront - to see and to be seen. Since 1598, a government building has stood on this site with a view of the harbor landing, accommodating administrative headquarters and residences of colonial governors appointed by the Crowns of Spain, then Britain, then Spain again. After Spain ceded Florida to the United States in 1821, this current Government House served as a courthouse and briefly as a Capitol of the new Territory of Florida.
Historic park in the center of downtown St. Augustine. The original city plan was built out from this location. It is bordered by The Government House, the Cathedral Basilica, and the Bridge of Lions and Matanzas Bay. Spain's 1573 Law of the Indies, Leyes de los Indies, specified that colonial town plans set aside such a plaza for government, church and public use. Along coasts, plazas were to begin at the waterfront - to see and to be seen.
Housed in the former Ponce de Leon Hotel that was built by Henry Flagler in 1888.
Visit some of our favorite vendors and discover the history of St. Augustine's most famous street.
The Cathedral Basilica of St. Augustine is a historic cathedral in St. Augustine, Florida, and the seat of the Catholic Bishop of St. Augustine. Constructed over five years (1793–1797), it was designated a U.S. National Historic Landmark on April 15, 1970. Its congregation, established in 1565, is the oldest Christian congregation in the contiguous United States.
Just steps from St. Augustine’s historic city gates at St. George Street, the St. Photios Greek Orthodox National Shrine, an institution of the Greek Orthodox Archdiocese of America, is dedicated to the first colony of Greek people who came to America in 1768.
Highlights
What's included
Traveller Ratings
Important Information
- Wheelchair accessible
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Not recommended for travelers with spinal injuries
- Not recommended for travelers with poor cardiovascular health
- Travelers should have at least a moderate level of physical fitness
- We can only accommodate nut free options on the Not Just a Chocolate Tour. We cannot accommodate vegan, kosher, dairy allergies, sugar free or gluten-free restrictions.
Reviews(299)
We had a fantastic walking tour with Russ in St. Augustine! He is incredibly knowledgeable and clearly passionate about the city's history, bringing every stop to life with fascinating stories and local insights. The dad jokes were an added bonus. Some got more groans than laughs, but that's exactly what great dad jokes are supposed to do! 😄 Russ is also a genuinely friendly and approachable guide who made the whole experience feel relaxed and engaging. If you're visiting St. Augustine and want to learn about the city while having a great time, I highly recommend taking a tour with Russ. Thanks again for a wonderful morning!
Tour was great, informative and a great addition to our vacation in St Augustine! Russ was the best, 5 stars!
Great time. Russ was very informative and friendly. 10/10 recommend.
Russ was incredible! Very knowledgeable and made the experience very fun! We learned do much more than we knew about the area! Affordable too!
Russ was an awesome tour guide. He knew a lot of history about St Augustine and took us to the best sweet spots there were. He even shared his best list of restaurants with us. I highly recommend this tour and Russ too!
Russ was an amazing tour guide. He was very knowledgeable about St Augustine history. Would definitely recommend this tour!!
The tour was fantastic. Russ' personality made the tour!! The different bourbons were a nice surprise and the different places we visited some I'd not been to in the past. Thank you, Russ for a fun afternoon.
Russ was great!! We learned a lot and had a great time. Not just history, he gave us a lot of tips for a great visit!! Great dad jokes too!
Our tour was absolutely wonderful! Russ was so knowledgeable about Saint Augustine's history, while keeping the conversations relatable and funny. We took his advice on where to have dinner (the Drunken Horse restaurant WOW, insanely good!) and we feel as though we know all of the hidden gem spots of Saint Augustine after touring with Russ this morning. So glad we booked his tour for the beginning of our trip! Five stars
We had a great time on our tour, led by Russ. It’s a good thing a bag was provided-we brought so much home and ate plenty while we toured.



