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St Augustine Cultural Tours

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St Augustine Tours

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Private Guided Historic Electric Cart Tour of St. Augustine

Join local guides on a tour of St. Augustine's walled city featuring the city's 450-plus-year history. This 90-minute, personally narrated tour occurs on the comfort …More

5.0 (1,234)

Private Guided Historic Electric Cart Tour of St. Augustine

Join local guides on a tour of St. Augustine's walled city featuring the city's 450-plus-year history. This 90-minute, personally narrated tour occurs on the comfort...

1 hour 30 minutes • Free Cancellation
5.0 (1,234)
from
$200
Guided Historical Tour of St. Augustine Per Person

Best first way to see St. Augustine. See the highlights of St. Augustine the easy way on a small group golf cart tour. The best …More

Likely to Sell Out
Likely to Sell Out
5.0 (666)

Guided Historical Tour of St. Augustine Per Person

Best first way to see St. Augustine. See the highlights of St. Augustine the easy way on a small group golf cart tour. The best...

1 hour • Free Cancellation
5.0 (666)
from
$45
History Walking Tour in St. Augustine

Step into 460 years of history on the most popular walking tour of St. Augustine. On this engaging small-group experience, explore America’s oldest city with …More

5.0 (471)

History Walking Tour in St. Augustine

Step into 460 years of history on the most popular walking tour of St. Augustine. On this engaging small-group experience, explore America’s oldest city with...

1 hour 30 minutes • Free Cancellation
5.0 (471)
from
$35
1 Hour Historical Tour of Saint Augustine Florida & FREE Parking

Please support small businesses and consider booking us directly, just use a web search to find us: Pineapple Ride and Tour ***Nights Of Lights Tours …More

4.9 (229)

1 Hour Historical Tour of Saint Augustine Florida & FREE Parking

Please support small businesses and consider booking us directly, just use a web search to find us: Pineapple Ride and Tour ***Nights Of Lights Tours...

1 hour • Free Cancellation
4.9 (229)
from
$48
St Augustine Shared Golf Cart Tour

A golf cart tour is the best way to experience the entire downtown area and visit the sites on the north of the colonial city. …More

4.8 (207)

St Augustine Shared Golf Cart Tour

A golf cart tour is the best way to experience the entire downtown area and visit the sites on the north of the colonial city....

1 hour • Free Cancellation
4.8 (207)
from
$32
Private Historical Tour of St. Augustine

Best first way to see St. Augustine. See the highlights of St. Augustine the easy way on a small group golf cart tour. The best …More

Likely to Sell Out
Likely to Sell Out
4.9 (206)

Private Historical Tour of St. Augustine

Best first way to see St. Augustine. See the highlights of St. Augustine the easy way on a small group golf cart tour. The best...

1 hour • Free Cancellation
4.9 (206)
from
$225
St Augustine Boat and Golf Cart Tour

Unique opportunity to see the Old City from the water and land. Choose from two departure times daily: morning or sunset. Your guide will greet …More

Likely to Sell Out
Likely to Sell Out
4.8 (177)

St Augustine Boat and Golf Cart Tour

Unique opportunity to see the Old City from the water and land. Choose from two departure times daily: morning or sunset. Your guide will greet...

2 hours 30 minutes • Free Cancellation
4.8 (177)
from
$85
Wicked St. Augustine: Bootleggers, Brothels & Gambling in the Ancient City

The Wicked St. Augustine tour delves into the unwritten history of the nation's oldest city. You will hear stories of the illicit industries that made …More

4.9 (96)

Wicked St. Augustine: Bootleggers, Brothels & Gambling in the Ancient City

The Wicked St. Augustine tour delves into the unwritten history of the nation's oldest city. You will hear stories of the illicit industries that made...

1 hour 30 minutes • Free Cancellation
4.9 (96)
from
$32
St. Augustine Free Walking Tour

Enjoy a 90-minute walking tour through the nation’s oldest city, exploring centuries of history, architecture, and hidden stories that shaped St. Augustine. From the Castillo …More

4.9 (55)

St. Augustine Free Walking Tour

Enjoy a 90-minute walking tour through the nation’s oldest city, exploring centuries of history, architecture, and hidden stories that shaped St. Augustine. From the Castillo...

1 hour 30 minutes • Free Cancellation
4.9 (55)
from
$5
St Augustine at Sunset History Golf Cart Tour

A golf cart tour is the best way to experience the entire downtown area and visit the sites on the north of the colonial city. …More

5.0 (13)

St Augustine at Sunset History Golf Cart Tour

A golf cart tour is the best way to experience the entire downtown area and visit the sites on the north of the colonial city....

1 hour 30 minutes • Free Cancellation
5.0 (13)
from
$42
ST. Augustine Historic Founding to Gilded Age Walking Tour

The uniqueness of this tour will provide you with visiting sites and discussing all that began to construct our Country. This tour is merely a …More

5.0 (10)

ST. Augustine Historic Founding to Gilded Age Walking Tour

The uniqueness of this tour will provide you with visiting sites and discussing all that began to construct our Country. This tour is merely a...

1 hour 30 minutes • Free Cancellation
5.0 (10)
from
$28
St. Augustine Walking History Tour

St. Augustine, renowned as the oldest city in the United States, is more than just a historical destination; it’s a vibrant community offering a unique …More

5.0 (2)

St. Augustine Walking History Tour

St. Augustine, renowned as the oldest city in the United States, is more than just a historical destination; it’s a vibrant community offering a unique...

2 hours • Free Cancellation
5.0 (2)
from
$45
10 am Walking History Tour of St Augustine Historic District

This is the tour that was our 11am and 2pm tour, just better! Discover the rich history of St. Augustine, the oldest city in the …More

5.0 (2)

10 am Walking History Tour of St Augustine Historic District

This is the tour that was our 11am and 2pm tour, just better! Discover the rich history of St. Augustine, the oldest city in the...

2 hours • Free Cancellation
5.0 (2)
from
$31
St Augustine True Crime History Tour by GA

Climb aboard your zero-emissions EV cart and discover the crimes and murders through the history of beautiful St. Augustine. This 60-minute ride will take you …More

5.0 (1)

St Augustine True Crime History Tour by GA

Climb aboard your zero-emissions EV cart and discover the crimes and murders through the history of beautiful St. Augustine. This 60-minute ride will take you...

1 hour • Free Cancellation
5.0 (1)
from
$39
St Augustine Private Horse-Drawn Carriage Ghost Tour

Experience a different side of St. Augustine on a horse-drawn carriage ghost tour through the city's historic streets. As you travel through the oldest city …More

5.0 (1)

St Augustine Private Horse-Drawn Carriage Ghost Tour

Experience a different side of St. Augustine on a horse-drawn carriage ghost tour through the city's historic streets. As you travel through the oldest city...

45 minutes • Free Cancellation
5.0 (1)
from
$175
Casa de Vino 57 Historical Tours The British Period 1763-1784

Our tours at Casa de Vino 57 Historical Tours are personally tailored to each individual or party. We use a balanced mix of both primary …More

5.0 (1)

Casa de Vino 57 Historical Tours The British Period 1763-1784

Our tours at Casa de Vino 57 Historical Tours are personally tailored to each individual or party. We use a balanced mix of both primary...

2 to 3 hours • Free Cancellation
5.0 (1)
from
$72
A Self-Guided Audio Tour of St Augustine's Twisted History

On this self-guided audio tour, you will dig up the good, bad, and ugly stories buried under St. Augustine's historic streets. St. Augustine is the …More

5.0 (1)

A Self-Guided Audio Tour of St Augustine's Twisted History

On this self-guided audio tour, you will dig up the good, bad, and ugly stories buried under St. Augustine's historic streets. St. Augustine is the...

120 to 150 minutes • Free Cancellation
5.0 (1)
from
$15
St. Augustine Ghost Tour (Self-Guided Audio Tour)

Scary, fun, affordable. This is the most responsive, low-bandwidth audio ghost tour on the market. No app. No data harvesting. No bloated code. Just streamlined, …More

5.0 (1)

St. Augustine Ghost Tour (Self-Guided Audio Tour)

Scary, fun, affordable. This is the most responsive, low-bandwidth audio ghost tour on the market. No app. No data harvesting. No bloated code. Just streamlined,...

1 hour 30 minutes
5.0 (1)
from
$5
Torrid Tales Two More True Crime in St. Augustine

In a town full of tour activity, this one is unique and rare. We will follow the footsteps of victims, sometimes at the spot they …More

5.0 (1)

Torrid Tales Two More True Crime in St. Augustine

In a town full of tour activity, this one is unique and rare. We will follow the footsteps of victims, sometimes at the spot they...

1 hour 30 minutes • Free Cancellation
5.0 (1)
from
$31
1 Hour Private Historical Tour of Saint Augustine, Florida

***Nights Of Lights tours are available directly on our website ONLY*** See Saint Augustine like you never have before on one of Pineapple Ride and …More

4.7 (40)

1 Hour Private Historical Tour of Saint Augustine, Florida

***Nights Of Lights tours are available directly on our website ONLY*** See Saint Augustine like you never have before on one of Pineapple Ride and...

1 hour 10 minutes • Hotel pickup offered • Free Cancellation
4.7 (40)
from
$325

Frequently Asked Questions

These answers are based on answers previously given to Cool St. Augustine customers' questions.

Recent tour reviews
Best focused tour!
New York City
Private Guided Historic Electric Cart Tour of St. Augustine
Carole_K, Sep 2026
Best focused tour!
The host is very knowledgeable. His tour has a smaller range but goes into depth pulling the architecture and history of the central historic area. We had 6 on our group and each of us agreed that the tour was we'll worth the time and money. You can't go wrong.
Read more
Amy our guide was knowledge and paced the tour well.
New York City
History Walking Tour in St. Augustine
Tango627inNewYork, Sep 2026
Amy our guide was knowledge and paced the tour well.
Amy was very knowledgeable about the history of St. Augustine. She was able to present a complicated history (it's Spanish, no it's British, no it's Spanish again, no....) in a digestible and easy to understand manner.She also planned the walk well to have some stops that included opportunities to sit and listen to her, as well as take advantage of some air conditioning.She also made some great suggestions about the local dining. We tried one of her recommendations (the Greek / Polish restaurant right near the pick up spot) and she was so right!! Delicious and great value!
Read more
Great time!!
New York City
Guided Historical Tour of St. Augustine Per Person
Rebecca_D, Sep 2026
Great time!!
Very informative and great background of the history. Mark was full of facts and fun tales!! Great small group experience!
Read more
Great oratory on history....
New York City
History Walking Tour in St. Augustine
otownboy_8, Sep 2026
Great oratory on history....
Great oratory on history. And satisfaction with great restaurant recommendations. Definitely enjoyed the experience
Read more
History lesson on the go!
New York City
Guided Historical Tour of St. Augustine Per Person
420gailh, Sep 2026
History lesson on the go!
We wanted a more intimate experience with our history tour of the town and this did not disappoint. Mark, our guide was so knowledgeable and friendly and engaging to all the guests. We had 7 total on our tour and that was the perfect size. We were taken all around the city and could ask questions at any time. Those in my group would all recommend this tour experience.
Read more
Informative tour with an outstanding tour guide, Bob!
New York City
St Augustine at Sunset History Golf Cart Tour
386annettek, Sep 2026
Informative tour with an outstanding tour guide, Bob!
This tour did not disappoint! We learned so much history about St. Augustine. Bob, our tour guide, was fantastic! He was so knowledgeable and in addition to the historical facts, he added great trivia which made the stories more interesting. He was friendly, professional, and so nice. We highly recommend the tour and Bob as the guide.
Read more
Super cool
New York City
St Augustine Private Horse-Drawn Carriage Ghost Tour
kayla_a, Sep 2026
Super cool
Went with my partner and had an amazing time! Cool stories and a beautiful “happy” did an amazing job getting us around. :)
Read more
A lovely experience
New York City
Private Guided Historic Electric Cart Tour of St. Augustine
Y2307LPsuzanner, Sep 2026
A lovely experience
We had a wonderful time! Dale was friendly and knowledgeable. He seems passionate about the history of St. Augustine and his enthusiasm is contagious.
Read more
Five Stars! Highly Recommended!
New York City
1 Hour Historical Tour of Saint Augustine Florida & FREE Parking
gurushankarc, Sep 2026
Five Stars! Highly Recommended!
Five Stars! Highly Recommended!We had an absolutely fantastic time on the 1-hour historical tour of St. Augustine with Ryan from Pineapple Ride and Tour! Ryan was incredibly knowledgeable about the rich history of this beautiful city. He was engaging from start to finish and brought the stories to life with a great sense of humor that kept everyone entertained. We learned so much in just one hour and had a great time doing it. We are already planning to come back for a 2-hour tour next time to dive even deeper into the history. If you are visiting St. Augustine, definitely book a tour with Ryan!
Read more
Excellent tour
New York City
St Augustine Shared Golf Cart Tour
F4067PKthomasg, Sep 2026
Excellent tour
Excellent tour, well worth the money. The guide was fantastic, provided a lot of history info about St. Augustine. Happy that we did the tour.
Read more
Loved the history!
New York City
10 am Walking History Tour of St Augustine Historic District
Sonya_D, Sep 2026
Loved the history!
The tour guide was very knowledgeable, courteous and friendly. I enjoyed the history of St. Augustine and highly recommend this tour!
Read more
Wonderful historical tour of St. Augustine!
New York City
1 Hour Historical Tour of Saint Augustine Florida & FREE Parking
jgW9357DJ, Sep 2026
Wonderful historical tour of St. Augustine!
We had an awesome historical tour of St. Augustine with Ryan, our guide. He was a treasure trove of information!If you want to understand the history of St. Augustine, this is the tour for you. We were able to ask many questions, and the smaller tour bus allowed for a more personal tour catered to our interests. He was also able to guide us on best places to visit after the tour, as our time was limited in St. Augustine.
Read more
Full of history
New York City
St Augustine Shared Golf Cart Tour
Katrinia_K, Aug 2026
Full of history
So interesting! Robert had so so much history and fun facts for the entire tour. One of the best tour guides in St Augustine.
Read more
Golf cart tour of St Augustine
New York City
St Augustine at Sunset History Golf Cart Tour
Larissa_S, Aug 2026
Golf cart tour of St Augustine
I really enjoyed this tour because it is a smaller group and more personalized. Garry was a great tour guide and took us to so many places around St. Augustine. He is very knowledgeable & shared a lot of information about the city. You don’t go into any of the buildings so keep that in mind. The description on Cool St. Augustine is a little misleading. We still had fun and even saw a peacock!
Read more
Great tour!
New York City
St. Augustine Free Walking Tour
lilianasK1971LP, Aug 2026
Great tour!
We loved the free walking tour! Adam was such a great guide - very knowledgeable, upbeat, and also considerate (whenever we stopped, he would find a shady spot for everyone to stand and listen to him). Also, at the end of the tour, he gave us a list of his favorite restaurants. We ate at several ones that he recommended and lived them! Highly recommend this tour!
Read more
Wonderful!
New York City
Private Historical Tour of St. Augustine
Helen_A, Jul 2026
Wonderful!
Super experience! Learned so much! Ask for Karen, she’s AMAZING! And I’m going to buy her book on Amazon to refresh my memory of all the great information.
Read more
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