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St Augustine Private Sightseeing Tours

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St Augustine Tours

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Audio Guide to the Ghosts of St Augustine’s North Side

Experience the magic of GPS playback on this stroll through St Augustine. This city was once a harsh place to live, and many have lost …More

5.0 (1)

Audio Guide to the Ghosts of St Augustine’s North Side

Experience the magic of GPS playback on this stroll through St Augustine. This city was once a harsh place to live, and many have lost...

60 to 80 minutes • Free Cancellation
5.0 (1)
from
$15
Nights of Lights Private Electric Joy Ride up to 5 people!

Join us for the jolliest Nights of Lights Joy ride in St. Augustine, a fun-filled holiday tradition! Experience the magic of our stunning holiday lights …More

4.5 (136)

Nights of Lights Private Electric Joy Ride up to 5 people!

Join us for the jolliest Nights of Lights Joy ride in St. Augustine, a fun-filled holiday tradition! Experience the magic of our stunning holiday lights...

45 minutes • Free Cancellation
4.5 (136)
from
$200
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
Mobile Wine Tasting and Food Pairing Tour St. Augustine

St. Augustine Mobile Wine Tasting Tour: Sip, Savor & Explore Experience the charm of St. Augustine like never before with our exclusive Mobile Wine Tasting …More

4.4 (18)

Mobile Wine Tasting and Food Pairing Tour St. Augustine

St. Augustine Mobile Wine Tasting Tour: Sip, Savor & Explore Experience the charm of St. Augustine like never before with our exclusive Mobile Wine Tasting...

2 to 3 hours • Free Cancellation
4.4 (18)
from
$129
Nights of Lights Private Electric Joy Ride up to 7 People!

Join us for the jolliest Nights of Lights Joy Ride in St. Augustine, a fun-filled holiday tradition! Experience the magic of our stunning holiday lights …More

4.7 (15)

Nights of Lights Private Electric Joy Ride up to 7 People!

Join us for the jolliest Nights of Lights Joy Ride in St. Augustine, a fun-filled holiday tradition! Experience the magic of our stunning holiday lights...

45 minutes • Free Cancellation
4.7 (15)
from
$250
St. Augustine Private Tour on Premium Electric Cart with Pick Up

Bring your sense of adventure, and up to 6 of your closest friends for a private tour that is second to none. Explore themes like …More

Likely to Sell Out
Likely to Sell Out
4.7 (12)

St. Augustine Private Tour on Premium Electric Cart with Pick Up

Bring your sense of adventure, and up to 6 of your closest friends for a private tour that is second to none. Explore themes like...

1 hour 30 minutes • Hotel pickup offered • Free Cancellation
4.7 (12)
from
$199
Self-Guided Walking Tour of St. Augustine’s Old Town

Explore the historic heart of St. Augustine, the oldest continuously inhabited European-founded city in the United States, on this self-guided walking tour through its most …More

4.5 (6)

Self-Guided Walking Tour of St. Augustine’s Old Town

Explore the historic heart of St. Augustine, the oldest continuously inhabited European-founded city in the United States, on this self-guided walking tour through its most...

1 hour 30 minutes • Free Cancellation
4.5 (6)
from
$10
St. Augustine City Self-Guided Walking Audio Tour

Embark on a self-guided walking tour of St. Augustine, the nation's oldest city! Start your journey at the historic Castillo de San Marcos, exploring centuries-old …More

4.5 (4)

St. Augustine City Self-Guided Walking Audio Tour

Embark on a self-guided walking tour of St. Augustine, the nation's oldest city! Start your journey at the historic Castillo de San Marcos, exploring centuries-old...

2 to 3 hours • Free Cancellation
4.5 (4)
from
$15
Tarot Tour

Embark on a mystical journey through the enchanting streets of downtown St. Augustine with our Tarot Tour. Glide effortlessly on our electric golf cart for …More

4.3 (3)

Tarot Tour

Embark on a mystical journey through the enchanting streets of downtown St. Augustine with our Tarot Tour. Glide effortlessly on our electric golf cart for...

1 hour 30 minutes • Free Cancellation
4.3 (3)
from
$175
Self-Guided Haunted Ghost Walking Audio Tour in St. Augustine

Spooky, professionally narrated, music theme infused, GPS navigated, built in EMF Reader, audio tour on our walking tour app. You'll hear the stories of St. …More

4.2 (17)

Self-Guided Haunted Ghost Walking Audio Tour in St. Augustine

Spooky, professionally narrated, music theme infused, GPS navigated, built in EMF Reader, audio tour on our walking tour app. You'll hear the stories of St....

45 to 55 minutes • Free Cancellation
4.2 (17)
from
$10
Historic St Augustine Audio Self Guided App GPS Tour

Go at your own pace, anytime. This is a location aware smart phone guided walking tour. Get our app, put your phone in your pocket …More

4.2 (14)

Historic St Augustine Audio Self Guided App GPS Tour

Go at your own pace, anytime. This is a location aware smart phone guided walking tour. Get our app, put your phone in your pocket...

50 to 65 minutes • Free Cancellation
4.2 (14)
from
$9
St. Augustine's Lost Souls: a Smartphone Audio Ghost Tour

Join our ghost guide Jefferson on a spooky adventure as you discover the hauntings of St. Augustine through your smartphone! On this easy to walk …More

4.0 (7)

St. Augustine's Lost Souls: a Smartphone Audio Ghost Tour

Join our ghost guide Jefferson on a spooky adventure as you discover the hauntings of St. Augustine through your smartphone! On this easy to walk...

2 hours • Free Cancellation
4.0 (7)
from
$11
America‘s Oldest City: An Audio Tour of St Augustine

From its jaw-dropping Bridge of Lions to the resilient fortress of Castillo de San Marcos, St. Augustine is like a historical theme park where the …More

4.0 (5)

America‘s Oldest City: An Audio Tour of St Augustine

From its jaw-dropping Bridge of Lions to the resilient fortress of Castillo de San Marcos, St. Augustine is like a historical theme park where the...

75 to 90 minutes
4.0 (5)
from
$20
Nights of Lights Private Electric Joy Ride up to 12 people!

Discover the enchanting Nights of Lights in St. Augustine from the comfort of a private electric golf cart. Perfect for groups of up to 12, …More

4.0 (2)

Nights of Lights Private Electric Joy Ride up to 12 people!

Discover the enchanting Nights of Lights in St. Augustine from the comfort of a private electric golf cart. Perfect for groups of up to 12,...

45 minutes • Free Cancellation
4.0 (2)
from
$425
Private Tour Historical of Saint Augustine Florida

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of USA as you make your way to …More

Private Tour Historical of Saint Augustine Florida

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of USA as you make your way to...

5 hours 30 minutes
from
$452

Frequently Asked Questions

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

Recent tour reviews
Awesome Tour & Guide!
New York City
1 Hour Private Historical Tour of Saint Augustine, Florida
S1548WVcheryls, Jul 2026
Awesome Tour & Guide!
I booked the private 2 hour tour for my family to celebrate the 250th on Saturday July 4th! Ryan our guide provided a fantastic experience and was quite knowledgeable about the history of St. Augustine. We got to see so much of the area in 2 hours- highly recommend the private tour. I would definitely book this again when returning to St. Augustine!
Read more
A golf cart tour is the...
New York City
St. Augustine Private Tour on Premium Electric Cart with Pick Up
Sheila_H, Jun 2026
A golf cart tour is the...
A golf cart tour is the most comfortable and best way to take it all in. You will need to drive back to the Fountain of Youth and purchase a ticket to see the fountain. Highly recommend.
Read more
Great tour without the big cost
New York City
Self-Guided Walking Tour of St. Augustine’s Old Town
Lynn K, May 2026
Great tour without the big cost
We love audio self guided tours. They are inexpensive and very informative. You go at your own pace and it picks up where you are. This one was nice. There is a lot of walking ( we did 9000 steps). We saw a lot of the old area of town by the fort and past the draw bridge. We would recommend.
Read more
Awesome tour
New York City
1 Hour Private Historical Tour of Saint Augustine, Florida
dgeansjay, May 2026
Awesome tour
Awesome tour, expert knowledge, learned about several places in St Augustine that I've never heard of.
Read more
Scooter was a fantastic...
New York City
St. Augustine Private Tour on Premium Electric Cart with Pick Up
Liberty_H, Apr 2026
Scooter was a fantastic...
Scooter was a fantastic guide and driver. He shared a wealth of information, experience and insight about St Augustine. Pick up and time management were seamless.
Read more
Easy and Fun Walk Through St. Augustine
New York City
St. Augustine City Self-Guided Walking Audio Tour
U3652FLmarissam, Mar 2026
Easy and Fun Walk Through St. Augustine
The St. Augustine Tour was perfect for our family. The stories were interesting, the directions were easy to follow, and we loved exploring the historic streets at our own pace. A simple and enjoyable way to learn about the city together.
Read more
Just our style
New York City
Self-Guided Walking Tour of St. Augustine’s Old Town
Jana_N, Mar 2026
Just our style
This was a perfect way to see and experience St Augustine. Easy to follow and go at your own pace. The earlier you start, the less crowded it will be.
Read more
Such Fun- wine tasting and pairing
New York City
Mobile Wine Tasting and Food Pairing Tour St. Augustine
Lori C, Feb 2026
Such Fun- wine tasting and pairing
Our host were fabulous and got the fun going! The three stops were each unique and a great time. We loved Bob at our first stop. Highly recommend this event!!
Read more
Informed Auided Tour
New York City
Nights of Lights Private Electric Joy Ride up to 5 people!
Danny_H, Jan 2026
Informed Auided Tour
The tours are a great way to learn about the history of St. Augustine as well as enjoy the Night of Lights. The weather was chilly, but the complimentary blankets made for s comfortable tour.
Read more
Great experience
New York City
Nights of Lights Private Electric Joy Ride up to 5 people!
Bruce_T, Jan 2026
Great experience
Was a great way to see the lights and learn some history of the town. Our guide was friendly and knowledgeable
Read more
Great experience
New York City
Nights of Lights Private Electric Joy Ride up to 7 People!
Roxy_M, Jan 2026
Great experience
Very nice experience, not the cookie cutter tour you get with some of the trollys. We had a private tour and learned quite a bit of history.
Read more
So fun! So fun! So fun!
New York City
Mobile Wine Tasting and Food Pairing Tour St. Augustine
335jerryk, Jan 2026
So fun! So fun! So fun!
OMG what a great time! We came with two couples, my wife was celebrating her birthday and the other couple consisted of my wife's good college friend and her husband. We planned a weekend together to see the sights of St. Augustine, and this tour topped out as the best event of the weekend. Three great venues were introduced to us by our fun and knowledgeable guide Jenna, who also had equipped her electric cart with a karaoke machine and a few handheld bubble guns so imagine singing your way around town in an open air vehicle with bubbles everywhere and pedestrians singing along with you as you drive by on your way to the next wine and food location. It was a blast and would be perfect for a bachelor/bachelorette party or similar gathering as well.
Read more
Definitely rule touring the area more often
New York City
Nights of Lights Private Electric Joy Ride up to 12 people!
Eladio_A, Jan 2026
Definitely rule touring the area more often
It was very nice informative the area was really crowded with a lot of party goals which made it a little bit festive for us wasn't as much lights as we thought it would be but we had a good experience not worth the money we paid but I'm glad we did it
Read more
Excellent tour!
New York City
Nights of Lights Private Electric Joy Ride up to 7 People!
Anna_P, Dec 2025
Excellent tour!
This was an excellent tour! Our tour guide Jack was very informative. We had our 8 and 10 year old grandsons with us. Jack spoke to them in terms they could understand, keeping them interested and asking questions. I would highly recommend this tour!!
Read more
Great tour!
New York City
St. Augustine’s Lost Souls: a Smartphone Audio Ghost Tour
Kristin_W, Oct 2025
Great tour!
It was busy when we did this tour on Sunday afternoon. hard to completely pay attention to the narrative when surrounded by so many people and vehicles. It was still a great walk and we were able to do some side quests and jump right back in. The information is all transcribed so you can read through it later. There was a big pile of barf at the gate of the Tolomato Cemetery. Perfect for the story of the Bishop. I was definitely queasy.
Read more
Amazing experience! Worth the time
New York City
Tarot Tour
Erin_H, Aug 2025
Amazing experience! Worth the time
It was amazing! They knew things about us that we didn't tell them. It was very positive and they hit a long neat historic sites.
Read more
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