Old Time Trolley Jail

Old Town Trolley Tours: The Easiest Way To Explore St. Augustine

Old Time Trolley

St. Augustine is one of my all time favorite towns and on a recent visit I was surprised to find so many awesome things around every single turn. If you don’t like fighting parking while traveling, I have found a solution for you. Exploring St. Augustine is so easy when you hop on Old Town Trolley Tours. When you board the trolley, you will not have any parking worries, as the trolley will stop in several fun places throughout St. Augustine. It’s best to familiarize yourself with a map of St. Augustine before you board the trolley, so you know when and where you need to disembark.

Sign St Augustine

I boarded at Stop #1: The Old Jail. There are four other stops where Old Town Trolley tickets and more can be purchased. The parking at Stop #1 is convenient and easy to use. Your ticket does include free admission to the St. Augustine History Museum and free use of the Beach Shuttle. Note: Your ticket is good for three consecutive days.


Old Town Trolley Tours has several stops in St. Augustine and it’s OK to hop on and off where you want to go. Keep in mind that the trolley runs the same route and you will not return to Stop #2, until you have completed the whole route, which takes a good 90 minutes. When you find a sign like this, the trolley driver will let you hop on and off here.

Old Town Trolley Stop

Pace yourself accordingly. And hey, if you are on vacation, what’s a little bit of time riding a trolley around, right? With stops throughout St. Augustine, you will find the awesome attractions that you want to visit.


If you love history, be sure to stop at Castillo De San Marcos and The Fountain of Youth. On the day I visited Castillo De San Marcos, a United States Naturalization Ceremony was taking place.

Naturalization Ceremony

Visitors were allowed to explore The Fort and observe. I took it all in and had a new appreciation of what being an American Citizen means to me. The Fountain of Youth was beautiful and offered an opportunity to learn more about the history of St. Augustine.

Fountain of Youth View

The Old Town Trolley drivers are also very knowledgeable, in regards to Florida history and all that St. Augustine has to offer.


St. George Street is my go to street when it comes to shopping in St. Augustine. From hats, jewelry and beautiful pottery there is something for everyone.

Pottery In St. Augustine

A day of shopping in St. Augustine would not be complete without a slice of pizza from Pizza Time and a pastry from the Spanish Bakery & Cafe.

Old Time Trolley Tours in St. Augustine will take a lot of stress off of you, the traveler when exploring America’s Oldest City, St. Augustine. It’s also important to note that many hotels in the area offer free transportation to Stop #1 of Old Time Trolley Tours. Have fun exploring St. Augustine and don’t be afraid to hop on and off the Old Time Trolley!

*Thank you to Florida’s Historic Coast for providing me with a pass to experience all that St. Augustine has to offer.


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A traveler at heart with a passion for travel in the Midwest. SaraB

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12 thoughts on “Old Town Trolley Tours: The Easiest Way To Explore St. Augustine

  1. Trolley tours are such a great way to learn about a destination. I’ve been wanting to visit St. Augustine, so I’m bookmarking this for future reference. 🙂 I’ll definitely have to keep these cinnamon rolls in mind!

  2. We loved exploring St Augustine – we actually found it to be really fun to explore by bike and foot, though we did see the Old Town Trolley Tours trundling throughout the town, and it would be a great idea to jump on a tour especially on days where it’s too hot out for exercise!!

  3. The public parking ramp near the visitors center is probably the easiest parking I have found in the downtown area, unless I have stumbled upon a street parking space. The trolley takes care of all of your parking issues, enjoy!

  4. Trolley tours are fun. Where the seats comfy? I find many hurt my back. Love history, I would like to explore St. Augustine.

  5. I believe that would be The Bunnery Bakery and Cafe… They have super, awesome, sticky cinnamon rolls!

  6. Silly me, I walk all around when I visit St. Augustine. I should let someone else move me around. As long as they stop for me to get a righteous sticky bun from that coffee shop downtown (not sure the name), I will be content.

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