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St. Augustine City Walks Sightseeing Tours

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  • Wed Open 24 Hours

St. Augustine, FL ·571.11 mi

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Amenities

  • Family friendly
4.5
49 reviews
5 star
37 4 star
7 3 star
2 2 star
1 1 star
2
Tripadvisor traveler Gary S 08/04/25

We did the Free Pirates and Colonial History Walking Tour with Lenny. These are done on Sunday night at 6PM and it was fabulous. We had been on the paid trolley tour and done a ghost tour and Lenny's historical knowledge was the most interesting and accurate. It is apparent he loves what he does and he kept us moving but provided us with enough info to keep us interested.

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Tripadvisor traveler realhumanskulldotcom 08/08/24

In St. Augustine, where history’s alive,City Walks will make your spirit thrive!With cobblestones beneath your feet,They guide you through each charming street.Our guide was a joy, with stories to share,Of pirates, explorers, and a dragon’s lair!With every step, a tale was spun,And soon we were lost in all the fun.We meandered past fountains, forts, and more,Through alleys and pathways with secrets galore.The past came to life, with laughter and grace,As City Walks led us from place to place.From haunted houses to grand old inns,Every stop brought grins and wins.We learned, we laughed, we marveled and sighed,As history danced and legends replied.So if you’re in town and wish to explore,St. Augustine City Walks will open the door.To a world of wonder, both old and new,With tales that enchant and sights to view.A whimsical journey, a magical ride,With City Walks, you’ll beam with pride.Book a tour and you’ll soon agree,It’s the best way to discover the Old City!

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Tripadvisor traveler spartancg 02/16/24

We enjoyed the food and wine tour this afternoon with Ed as our guide. It was a fabulous afternoon with wonderful food and drink. I tried escargot and a gyro for the first time. There was also plenty of local history to learn as well. This was a great experience and recommend it to all!!

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Tripadvisor traveler annecorbo 09/23/23

So sorry to say this but it was definitely not worth the money. Thought we were getting a wine & food pairing tour but we got a history lesson. Tour guide was awesome. Friendly, courteous and knowledgeable. But $278 (for 2) and we got 3 glasses of wine, a couple of ravioli (delicious), escargot (didn’t eat it), hummus (plain), and a gyro (not really). Oh and 2 mini donuts. I’m sorry but for $278 we could have had a spectacular lunch with wine and an amazing dinner with wine. Make sure to ask specifically what you are getting in this “food & wine” tour.

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Tripadvisor traveler Christine K 03/06/19

Celebrating our wedding anniversary, my wife booked a history buffs dream get away to the city that began the new world. We rode the trollies, took the tours, walked and read for hours. But Saturday night my wife had a special treat for me. We arrived late, as we had a mix up with our departure time, but Lenny stuck it out and waited for us to begin the tour. A rainy evening did not damper the mood at all, Lenny even took a route with cover to avoid the rain. The information and historical knowledge he shared with us was candid, raw, and the stuff they never wrote in the history books. Have you ever seen the show Drunken History on discovery channel? Lenny nailed it!! First beer was FREE! This was hands down the most exciting way to learn the story of Saint Augustine. 5 stars all the way!!

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