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St Augustine Luxury Tours

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St Augustine Tours

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Toast of St. Augustine Walking Pub Crawl - drinks included

Toast of St. Augustine is a historic pub crawl based on the history of St. Augustine. Our licensed and certified guides will tell you thoroughly …More

4.9 (67)

Toast of St. Augustine Walking Pub Crawl - drinks included

Toast of St. Augustine is a historic pub crawl based on the history of St. Augustine. Our licensed and certified guides will tell you thoroughly...

2 hours • Free Cancellation
4.9 (67)
from
$63
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
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
Nights of Lights Holiday Cruise Experience

Celebrate the magic of the holiday season by floating on the water, admiring the renowned Nights of Lights from a unique perspective. Glide along as …More

5.0 (4)

Nights of Lights Holiday Cruise Experience

Celebrate the magic of the holiday season by floating on the water, admiring the renowned Nights of Lights from a unique perspective. Glide along as...

1 hour • Free Cancellation
5.0 (4)
from
$74
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
Airboat Adventure in Saint Augustine with a Guide

This Sea Dragon Airboat Safari is among the most exciting fresh water tours that Florida has to offer. Experience the freshwater tributaries along the beautiful and …More

4.8 (1,037)

Airboat Adventure in Saint Augustine with a Guide

This Sea Dragon Airboat Safari is among the most exciting fresh water tours that Florida has to offer. Experience the freshwater tributaries along the beautiful and...

1 hour 30 minutes • Free Cancellation
4.8 (1,037)
from
$80
St. Augustine Nights of Lights Tour - Each Booking is a Row for 4

IMPORTANT DETAILS: Reservations must be made by ROW – NOT BY PERSON. This is a private row that will accommodate a maximum of 4 people …More

3.8 (249)

St. Augustine Nights of Lights Tour - Each Booking is a Row for 4

IMPORTANT DETAILS: Reservations must be made by ROW – NOT BY PERSON. This is a private row that will accommodate a maximum of 4 people...

30 to 45 minutes • Free Cancellation
3.8 (249)
from
$81
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
St Augustine Floating Tiki Boat Cruise with BYOB Option

Explore St. Augustine’s beautiful Intracoastal Waterway on your private floating tiki boat! This BYOB cruise is the perfect way to relax, take in scenic waterfront …More

4.9 (8)

St Augustine Floating Tiki Boat Cruise with BYOB Option

Explore St. Augustine’s beautiful Intracoastal Waterway on your private floating tiki boat! This BYOB cruise is the perfect way to relax, take in scenic waterfront...

1 hour 30 minutes • Free Cancellation
4.9 (8)
from
$86
St. Augustine's Sweets & History Walking Tour

Rated #22 in the USA on Cool St. Augustine, this is one of the most exciting tours in St. Augustine! Perfect for families, foodies, and …More

5.0 (308)

St. Augustine's Sweets & History Walking Tour

Rated #22 in the USA on Cool St. Augustine, this is one of the most exciting tours in St. Augustine! Perfect for families, foodies, and...

1 hour 30 minutes • Free Cancellation
5.0 (308)
from
$89
Private Dolphin Tours in St. Augustine, Florida

Explore the stunning coastal waters of St. Augustine on a private dolphin tour. Encounter the intelligent bottlenose dolphins in their natural habitat, often seen feeding …More

5.0 (2)

Private Dolphin Tours in St. Augustine, Florida

Explore the stunning coastal waters of St. Augustine on a private dolphin tour. Encounter the intelligent bottlenose dolphins in their natural habitat, often seen feeding...

2 hours • Free Cancellation
5.0 (2)
from
$90
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
The Last Ride Private Golf Cart Ghost Tour for up to 7 people!

Come take the last ride! A electric golf cart ghost tour!! Panda Tours is excited to announce their partnership with Haunting Hour St. Augustine! The …More

5.0 (99)

The Last Ride Private Golf Cart Ghost Tour for up to 7 people!

Come take the last ride! A electric golf cart ghost tour!! Panda Tours is excited to announce their partnership with Haunting Hour St. Augustine! The...

45 minutes • Free Cancellation
5.0 (99)
from
$120
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 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 Historic Bar Crawl

Our original walking tour combines St. Augustine history with relaxed stops at some of our favorite local pubs and restaurants. Led by a local guide …More

5.0 (133)

St. Augustine Historic Bar Crawl

Our original walking tour combines St. Augustine history with relaxed stops at some of our favorite local pubs and restaurants. Led by a local guide...

3 hours • Free Cancellation
5.0 (133)
from
$129
The Ghoulish Gourmet Haunted Food Tour

Join us for The Ghoulish Gourmet, St. Augustine's premier haunted food tour, where spine-tingling ghost stories meet mouth-watering local cuisine. From centuries-old taverns to hidden …More

5.0 (4)

The Ghoulish Gourmet Haunted Food Tour

Join us for The Ghoulish Gourmet, St. Augustine's premier haunted food tour, where spine-tingling ghost stories meet mouth-watering local cuisine. From centuries-old taverns to hidden...

3 hours • Free Cancellation
5.0 (4)
from
$129
Corks & Forks Pairing Tour (St. Augustine, Strolling)

A 'Progressive Style', Seated Food Adventure (Strolling): This tasting experience takes you to four (4) handpicked venues — with each stop offering a dish featuring …More

4.9 (788)

Corks & Forks Pairing Tour (St. Augustine, Strolling)

A 'Progressive Style', Seated Food Adventure (Strolling): This tasting experience takes you to four (4) handpicked venues — with each stop offering a dish featuring...

3 hours • Free Cancellation
4.9 (788)
from
$135
Feast of Saint Augustine Historical Walking Food Tour

This is a food and wine tour that celebrates our history, today. Not only do we focus on local establishments to provide the best of …More

4.9 (353)

Feast of Saint Augustine Historical Walking Food Tour

This is a food and wine tour that celebrates our history, today. Not only do we focus on local establishments to provide the best of...

3 hours • Free Cancellation
4.9 (353)
from
$139
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

Frequently Asked Questions

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

Recent tour reviews
Best Air Boat Ride Ever
New York City
Airboat Adventure in Saint Augustine with a Guide
jillf591, Sep 2026
Best Air Boat Ride Ever
We took the airboat ride with Captain Mike. The headphones and what were on them were amazing! Stories and music. We saw many beautiful things. We saw alligators which Captain Mike said they hadn’t seen all day because it’s alligator hunting season. You really need to experience this activity! It was so amazing!
Read more
Worth the ride
New York City
Airboat Adventure in Saint Augustine with a Guide
495zackaryt, Sep 2026
Worth the ride
Captain Elly was fun, knowledgeable, and a good pilot. She had lots of jokes too, great time
Read more
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
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
Carl is awesome!
New York City
The Last Ride Private Golf Cart Ghost Tour for up to 7 people!
J4232VWallisonb, Sep 2026
Carl is awesome!
Carl was an excellent guide! His knowledge of the area and his story telling were phenomenal. Will definitely book the 2 hour next trip.
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
Judi with an i
New York City
Corks & Forks Pairing Tour (St. Augustine, Strolling)
577raet, Sep 2026
Judi with an i
Our tour was great! The food and wine was delicious! Our guide was engaging and informative.
Read more
A lovely morning
New York City
Private Dolphin Tours in St. Augustine, Florida
Y2307LPsuzanner, Sep 2026
A lovely morning
Kathy and Chris were friendly and knowledgeable. We had a lovely time and saw lots of wildlife. We would go again!
Read more
Amazing Food/Wine Tour
New York City
Corks & Forks Pairing Tour (St. Augustine, Strolling)
Harold_S, Sep 2026
Amazing Food/Wine Tour
If I could give this tour more than 5 stars, I would. Katie (Tour guide) was an exceptional guide whose warmth and hospitality truly set the tone for the entire outing. The food was so delicious, and the wine tasting exceeded all of our expectations, the pairings were perfectly curated. Katie’s energy, local knowledge, and attentiveness made this the highlight of our trip. Highly recommend!
Read more
Excellent experience
New York City
St. Augustine’s Sweets & History Walking Tour
Roam797077, Sep 2026
Excellent experience
An amazing tour with Russ! My sister and I had the best time!!
Read more
Sweet experience, highly recommend!
New York City
St. Augustine’s Sweets & History Walking Tour
robsR6939LC, Sep 2026
Sweet experience, highly recommend!
What a fun and sweet experience. Alex was an excellent tour guide, passionate and educational. All the sweets were very tasty and we also got a goodie cooler of sweets to take home. Hyppo popsicles and Piece, Love and Dunts minis were to die for.
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
New York City
Feast of Saint Augustine Historical Walking Food Tour
Richard_C, Aug 2026
Great
Although it was raining, we had a great time. Our tout guide was very knowledgeable and kept us entertained.
Read more
Great tour!! Highly Recommend
New York City
The Last Ride Private Golf Cart Ghost Tour for up to 7 people!
F9812UImonicah, Aug 2026
Great tour!! Highly Recommend
Carl was very informative and had fascinating stories about the haunted history of St Augustine. Had a fun time
Read more
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