Spyglass Tours

Guide Kevin Rose delivered an insightful walking tour of St. Augustine on the occasion of my sister’s birthday. Along the route, Kevin peppered his meticulously researched content about St. Augustine, the oldest settlement in America, with humorous anecdotes and restaurant recommendations. He painted a colorful, detailed picture of St. Augustine with each stop, like charms on a souvenir bracelet. Henry Flagler’s “charm” would be the greatest of all, given that the Robber Baron built St. Augustine’s railroads, hotels, and churches. Kevin also unveiled the reasons for the Moorish influences on local architecture. Influences by the Spanish and Native Peoples received equal billing on this tour as well. He also honored our special request to learn more about St. Augustine’s seminal events surrounding the Civil Rights movement. I’ve been on many walking tours and Kevin’s was among the best! He was charming, kind, and knowledgeable—highly recommended Spyglass Tours!

Kevin was a phenomenal tour guide. Listening to the mass produced, scripted tram tours drive by, it was obvious that Kevin's knowledge and passion for the preservation of St. Augustine's true history far surpassed the competition. More than just a tour guide, Kevin offered us great restaurant suggestions after the tour and even told us to text him if we needed any recommendations for the rest of our stay. Kevin is clearly just an everyday guy who loves sharing his city with anyone and everyone. Do this tour if you want a small tour group with a personable guide who knows history and loves to tell the story even more.

Enjoyed a very informative walking tour on 12/30/24 with Kevin. I love that he owns the company with his wife so you know you’re always going to get him- and he’s great! Incredibly knowledgeable and personable. I had no idea about the guided age or Henry Flagler’s influence on Florida. St. Augustine is beautiful and so rich in history, I definitely recommend doing a tour at the start of your visit so you can fully appreciate the city. Plus, this tour is a great value!