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Private Historical Tour of Saint Augustine Florida

Overview
Please support small businesses and consider booking us directly, just use the web to find us.

Our Historical Tour is informative, comfortable, and convenient. Our expert tour guides will take the time to get to know you and share many stories about the oldest continuously occupied european settlement in the continental United States.
Our tours are conducted on an electric vehicle with open sides and seat up to 10 People.

This is an excellent way to see where everything is, and to learn Saint Augustine's history in a fun and informative way.

Three reasons to consider our tour:
- FREE parking or get picked up anywhere downtown, Just call
- We are pet friendly, all sizes and breeds welcome
- This is THE MOST conveniently located and professional tour service available in Saint Augustine.

City: St Augustine
Thu 12 Mar
i
You can choose the date already on the booking website
Starting at $36.00
Thu 12 Mar
Starting at $36.00
Make a reservation
What's Included
Free Parking
Additional Info
  • Service animals allowed
  • Public transportation options are available nearby
  • Infants are required to sit on an adult’s lap
  • Suitable for all physical fitness levels
What To Expect
1
St. Augustine
We will take you on a narrated tour of Historic Downtown Saint Augustine's most interesting places. On this tour you will see most of the attractions, landmarks, and memorials, all while listening to your guide tell you fascinating stories about each place.
2
Lightner Museum
See Henry Flagler's second hotel, the Hotel Alcazar - now home to the Lightner Museum and learn about all the fun activities and amenities Flagler had available for his guests.
3
Cathedral Basilica of St. Augustine
Learn about the Catholic Diocese here in Saint Augustine! On our tour we will tell you about the Catholic Church and its role in city and beyond!
4
National Shrine of Our Lady of La Leche at Mission Nombre de Dios
See where it all began and hear the story of this landmark and details into its founding.
5
The Oldest House Museum Complex
See BOTH of the oldest houses on this tour. There is more than meets the eye!
6
Bridge of Lions
Pass by (or over!) the Bridge of lions, once considered "The Pride of Dixie". Hear about its founding and details about its renovations and other interesting facts
7
Pena-Peck House and Woman's Exchange of St Augustine
See this marvel of a building that used to be the treasury during colonial times. Learn about its two toned architecture.
8
St Francis Barracks
Learn about this historical location and its significance.
9
St. George Street
We pass this street at different crossings on the tour.
10
Ripley's Believe It Or Not
Learn about the original use of the building and its secrets!
11
Perky Pelican Christmas Shoppe
See where the night of lights celebration never ceases.
12
Castillo de San Marcos National Monument
See the fort and hear about all of its significant victories and battles.
13
Memorial Presbyterian Church
See where Flagler and his family are buried and stories surrounding this area.
14
Grace United Methodist Church
See some of the largest single fired pieces of tericota in the world and other marvels and comparisons.
15
Fountain Of Youth Archaeological Park
See the first home of Saint Augustine and hear about its significance.
16
Potter's Wax Museum
Pass by the oldest drug store, potters wax museum.
17
The Vault at the Treasury
See the tallest building and hear about its history.
18
Father Miguel O'Reilly House Museum
This is officially the oldest house! It is closed now, but we can still drive by and see the building and tell you about it.
19
Lincolnville Museum and Cultural Center
Hear about Saint Augustine's rich black history and events that took place in historic lincolnville.
20
St. Augustine Foot Soldiers Monument
See it and hear about it
21
Saint Augustine National Cemetery
Hear about Osceola and the seminoles, as well as the history of who is buried there.
22
Spanish Military Hospital Museum
See where soldiers were treated for injuries during battles at the Fort Castillo San Marcos.
Show 19 more stops
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Traveler Photos
Reviews (158)
cindybX4983VE
Feb 2025
A visiting friend and I did the 1 hour Historical Tour Feb 17. Our guide was very knowledgeable and, at various places, let us get out to snap some pictures. The tour vehicle is electric, so it was quiet and didn't interfere with hearing our guide. It's also small enough that we could drive down many of the tighter streets to see the original houses and sights. The large tour vehicles you see driving around wouldn't be able to access these smaller streets. I really enjoyed the tour and wouldn't hesitate to use Pineapple Tours again when we have visitors in town. The online reservations are easy and your confirmation document includes lots of information about where to park, when to arrive, etc. Very helpful.
Response from Host
Feb 2025
Cindy, Thank you for your review and for pointing out several of the ways Pineapple Ride and Tour surpasses other tours! We are thrilled that you had a great tour and a great experience overall. We hope to see you again soon.
JSThieme
Feb 2025
This was a great way to get oriented and learn some history of St Augustine before heading out on our own. More personal and comfortable than the crowded trolleys!
Response from Host
Feb 2025
Thank you for taking the time to leave us a review. We are happy to hear that you enjoyed our more personable and intimate tour as opposed to the large, crowded, trolleys. We hope you had a great Saint Augustine Experience and we hope to see you again on another tour!
Terry_M
Feb 2025
Informed and personal guide. Garry knew the facts and was responsive to questions. And we had our own small group with was helpful
Response from Host
Feb 2025
Terry, we are happy you enjoyed your tour with Garry. Thank you for leaving us a review!

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