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St Augustine Luxury Tours

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St Augustine Tours

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Paranormal Encounter in St. Augustine

We will investigate the spirits that linger near the Oldest Wooden School House on St. George Street with exclusive access to both the gardens and …More

4.8 (67)

Paranormal Encounter in St. Augustine

We will investigate the spirits that linger near the Oldest Wooden School House on St. George Street with exclusive access to both the gardens and...

2 hours • Free Cancellation
4.8 (67)
from
$75
St. Augustine Historical FOOD Tour on Electric Cart with Pick Up

Taste and sip your way through the rich and fascinating history of the Ancient City, using its cuisine as your guide. Enjoy perfectly curated food …More

Likely to Sell Out
Likely to Sell Out
4.8 (65)

St. Augustine Historical FOOD Tour on Electric Cart with Pick Up

Taste and sip your way through the rich and fascinating history of the Ancient City, using its cuisine as your guide. Enjoy perfectly curated food...

3 hours • Hotel pickup offered • Free Cancellation
4.8 (65)
from
$145
Walk the Oldest Streets of South St. Augustine Haunting Tour

Not only will you hear of the haunted past, but you'll also hear of guest experiences while on tour; and possibly hear from my ghost …More

5.0 (197)

Walk the Oldest Streets of South St. Augustine Haunting Tour

Not only will you hear of the haunted past, but you'll also hear of guest experiences while on tour; and possibly hear from my ghost...

60 to 70 minutes • Free Cancellation
5.0 (197)
from
$20
Wraiths of the Watchtower: Sinister St. Augustine Ghost Tour

Embark on a spine-tingling adventure through the historic streets of St. Augustine with our captivating ghost tour. Guided by an expert in the city’s eerie …More

4.2 (89)

Wraiths of the Watchtower: Sinister St. Augustine Ghost Tour

Embark on a spine-tingling adventure through the historic streets of St. Augustine with our captivating ghost tour. Guided by an expert in the city’s eerie...

1 hour • Free Cancellation
4.2 (89)
from
$26
St. Augustine Night of Lights by Electric Cart

There is no better way to enjoy the famous Nights of lights in St Augustine than from an electric cart. Unobstructed views for taking perfect …More

4.4 (147)

St. Augustine Night of Lights by Electric Cart

There is no better way to enjoy the famous Nights of lights in St Augustine than from an electric cart. Unobstructed views for taking perfect...

30 to 45 minutes • Free Cancellation
4.4 (147)
from
$42
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
Haunted Saint Augustine A Paranormal Investigation

In a small group experience, you will learn how to assess seemingly haunted phenomena and what compromises an actual haunting using your senses and research …More

4.9 (78)

Haunted Saint Augustine A Paranormal Investigation

In a small group experience, you will learn how to assess seemingly haunted phenomena and what compromises an actual haunting using your senses and research...

2 hours • Free Cancellation
4.9 (78)
from
$49
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
Nights of Lights Sailboat Tour at St Augustine Sailing

What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experience aboard a luxury sailing yacht. While many tours …More

5.0 (18)

Nights of Lights Sailboat Tour at St Augustine Sailing

What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experience aboard a luxury sailing yacht. While many tours...

1 hour 15 minutes • Free Cancellation
5.0 (18)
from
$129
St Augustine Dolphin & Historical Landmark Cruise w Sunset Option

Cruise through St. Augustine’s scenic waterways on Fury’s Historic Landmark Boat Tour, where history, wildlife, and coastal scenery come together. Keep an eye out for …More

4.8 (16)

St Augustine Dolphin & Historical Landmark Cruise w Sunset Option

Cruise through St. Augustine’s scenic waterways on Fury’s Historic Landmark Boat Tour, where history, wildlife, and coastal scenery come together. Keep an eye out for...

1 hour 30 minutes • Free Cancellation
4.8 (16)
from
$30
Private Golf Cart Tour in St. Augustine

Experience the historic charm of St. Augustine, Florida, in style with our luxury, 8-passenger including the guide, and golf cart tours. Discover the nation's oldest …More

5.0 (54)

Private Golf Cart Tour in St. Augustine

Experience the historic charm of St. Augustine, Florida, in style with our luxury, 8-passenger including the guide, and golf cart tours. Discover the nation's oldest...

1 hour • Free Cancellation
5.0 (54)
from
$200
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
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
Haunted History Boat Tour in St. Augustine

As the sun dips below the horizon and darkness cloaks the ancient city of St. Augustine, the bayfront tells a different story—one of restless spirits, …More

5.0 (10)

Haunted History Boat Tour in St. Augustine

As the sun dips below the horizon and darkness cloaks the ancient city of St. Augustine, the bayfront tells a different story—one of restless spirits,...

1 hour 30 minutes • Free Cancellation
5.0 (10)
from
$33
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
Old Jail After Dark Paranormal Experience

Prepare yourself for a night you’ll never forget at The Old Jail After Dark. The 2 hour and 30-minute paranormal experience allows you to participate …More

4.9 (29)

Old Jail After Dark Paranormal Experience

Prepare yourself for a night you’ll never forget at The Old Jail After Dark. The 2 hour and 30-minute paranormal experience allows you to participate...

2 hours 30 minutes
4.9 (29)
from
$106
Guided Salt Marsh Kayak Tour

Join us for one of the top rated kayak experiences in the USA! This 2-hour guided kayak adventure combines awesome wildlife in fertile marshes with …More

5.0 (12)

Guided Salt Marsh Kayak Tour

Join us for one of the top rated kayak experiences in the USA! This 2-hour guided kayak adventure combines awesome wildlife in fertile marshes with...

2 hours • Free Cancellation
5.0 (12)
from
$50
: Step back in time with pastime private historical tours

There isn’t a funnier way of Sightseeing in Saint Augustine, riding around in our unique vehicles are guides dressed up in 1920s fashion. You become …More

4.9 (357)

: Step back in time with pastime private historical tours

There isn’t a funnier way of Sightseeing in Saint Augustine, riding around in our unique vehicles are guides dressed up in 1920s fashion. You become...

1 hour 30 minutes • Free Cancellation
4.9 (357)
from
$38
Adults Only Sunset River Jazz Cruise in St. Augustine

Relax on a serene adults-only Sunset River Jazz Cruise along the historic St. Augustine bayfront. This two-hour journey features live jazz, artisanal charcuterie, and a …More

5.0 (8)

Adults Only Sunset River Jazz Cruise in St. Augustine

Relax on a serene adults-only Sunset River Jazz Cruise along the historic St. Augustine bayfront. This two-hour journey features live jazz, artisanal charcuterie, and a...

2 hours • Free Cancellation
5.0 (8)
from
$64

Frequently Asked Questions

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

Recent tour reviews
Do it! You won’t regret it!
New York City
St. Augustine Historical FOOD Tour on Electric Cart with Pick Up
Brittany_P, Sep 2026
Do it! You won’t regret it!
We had a BLAST on our tour! I’ve always done walking tours, but after this ride-along, I don’t think I’ll ever go back!
Read more
Amazing experience!
New York City
St Augustine Dolphin & Historical Landmark Cruise w Sunset Option
Kathy_H, Sep 2026
Amazing experience!
We absolutely loved this experience! The crew James, Jamie, and Ky were all amazing and so knowledgeable. We will definitely do it again. 🫶
Read more
Great tour
New York City
St Augustine Dolphin & Historical Landmark Cruise w Sunset Option
StPpp, Sep 2026
Great tour
Great cruise Really enjoyed ourselves
Read more
Best city tour
New York City
: Step back in time with pastime private historical tours
Kathryn_F, Sep 2026
Best city tour
This is by far the best way to see St. Augustine and learn of its history! Reggie was a fantastic, and very knowledgeable guide! Lived every minute of it.
Read more
Right from the parking...
New York City
Old Jail After Dark Paranormal Experience
kevin_s, Sep 2026
Right from the parking...
Right from the parking lot all four of us began to experience unusual activity. Inside it was crazy how we could communicate with the divining rods and through the talking box. Quite an experience if you're a skeptic. There truly are trapped souls there
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
Great night!
New York City
: Step back in time with pastime private historical tours
jenniferhC9630RC, Sep 2026
Great night!
We had a wonderful tour with Reggie! Being a 25 year local, he really knew the history. Highly recommend his tour.
Read more
We loved it!
New York City
Old Jail After Dark Paranormal Experience
Hope_B, Sep 2026
We loved it!
This experience was amazing. They had several pieces of different paranormal equipment for us to use. I was skeptical about the experience prior to going but I thought it would be a lot of fun for our family and it certainly was! We had experiences that we simply could not explain. I highly recommend anyone that is considering going here to go and when you do, grab the rods. :)
Read more
Food and wine tour
New York City
St. Augustine Historical FOOD Tour on Electric Cart with Pick Up
Sue_W, Sep 2026
Food and wine tour
The historical references were very good as was the food and wine. Jennifer was great and so Informative. The Treylor Park restaurant was our favorite along with the desserts from Southern Grounds company. Would definitely recommend the tour with Jennifer.
Read more
Our haunted boat ride!
New York City
Haunted History Boat Tour in St. Augustine
E3474JGdanielc, Sep 2026
Our haunted boat ride!
Let start by saying the staff is amazing. They were so attentive to every detail of the tour and making the passengers feel safe and welcome. Our Captain was very nice and made sure all guests got on and off the boat safely. The Ghost guide was Katrina, and she spun the ghost stories aboard the ship with such enthusiasm it really drew you in. The bartender "Rose" was very funny and helped keep my tab going all night. The experience was wonderful, and the mood was made even better by the lightning storms we could see out in the distance over the ocean; it really helped set the mood. I would recommend this tour to anyone including families.
Read more
Awesome experience, first...
New York City
Haunted Saint Augustine A Paranormal Investigation
Harold_S, Sep 2026
Awesome experience, first...
Awesome experience, first time ever doing a ghost tour and this was more than just a tour, it’s a must do.
Read more
Jazz was great, all in all a very enjoyable evening.
New York City
Adults Only Sunset River Jazz Cruise in St. Augustine
jgW9357DJ, Sep 2026
Jazz was great, all in all a very enjoyable evening.
This was an awesome cruise! The live Jazz was great and the music greeted us from the start until we docked at the end of the boat trip. The captain and crew were very sociable and my wine was a quality brand. No dolphins, but we did pass a pirate ship on the way. We couldn't have been happier with the cruise.
Read more
Great date night
New York City
Adults Only Sunset River Jazz Cruise in St. Augustine
761cheryla, Aug 2026
Great date night
What a beautiful night for a sunset boat and jazz tour! Staff very engaged and entertaining. Would do again.
Read more
great evening with u.s. ghost adventures
New York City
Wraiths of the Watchtower: Sinister St. Augustine Ghost Tour
taryns404, Aug 2026
great evening with u.s. ghost adventures
Had an amazing experience with Martha! She was super passionate about St.Augustine, very kind, attentive, and had neat stories about the ghost/spirit history in town.
Read more
Fun Time!
New York City
Haunted Saint Augustine A Paranormal Investigation
Keith_B, Aug 2026
Fun Time!
It was a great experience. Laura showed us a few locations that are prone to activity. We were able to use various instruments and results with several of them. Definitely would recommend!
Read more
10/10 experience a must when you visit
New York City
Walk the Oldest Streets of South St. Augustine Haunting Tour
624miraclew, Aug 2026
10/10 experience a must when you visit
ephram (hope i’m spelling it correctly) was amazing definitely a 10/10 experience he was very educational and knew how to make it feel spooky will definitely be back to visit with him
Read more
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