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St Augustine Food, Wine & Nightlife

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St Augustine Tours

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Bourbon and Whiskey History Tour in St Augustine

Experience the best bourbon tour in St. Augustine, starting with a behind-the-scenes visit to the city’s celebrated distillery. Enjoy a guided bourbon tasting created just …More

5.0 (21)

Bourbon and Whiskey History Tour in St Augustine

Experience the best bourbon tour in St. Augustine, starting with a behind-the-scenes visit to the city’s celebrated distillery. Enjoy a guided bourbon tasting created just...

3 hours 30 minutes • Free Cancellation
5.0 (21)
from
$209
St. Augustine's Wine, Cocktail and Food Experience

Ranked #8 in the U.S.A. on Cool St. Augustine, our award-winning Wine, Cocktail & Food Experience is the ultimate way to discover why St. Augustine …More

5.0 (1,422)

St. Augustine's Wine, Cocktail and Food Experience

Ranked #8 in the U.S.A. on Cool St. Augustine, our award-winning Wine, Cocktail & Food Experience is the ultimate way to discover why St. Augustine...

3 hours 30 minutes • Free Cancellation
5.0 (1,422)
from
$159
Wine & Dine Pairing Tour (St. Augustine, Rolling)

A 'Progressive Style' Foodie Adventure (ROLLING): This unique food tour invites you to explore the vibrant neighborhoods BEYOND the historic core. Satisfy your appetite with …More

4.9 (263)

Wine & Dine Pairing Tour (St. Augustine, Rolling)

A 'Progressive Style' Foodie Adventure (ROLLING): This unique food tour invites you to explore the vibrant neighborhoods BEYOND the historic core. Satisfy your appetite with...

3 hours • Free Cancellation
4.9 (263)
from
$155
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
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
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
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
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
Cooking Class/Dinner W/ Celebrity French Chef OR Private Chef Ser

This is a hands-on culinary experience with an Emmy and James Beard winner chef! Under the guidance of chef AlexG, you will prepare a gourmet …More

4.6 (9)

Cooking Class/Dinner W/ Celebrity French Chef OR Private Chef Ser

This is a hands-on culinary experience with an Emmy and James Beard winner chef! Under the guidance of chef AlexG, you will prepare a gourmet...

2 hours 30 minutes
4.6 (9)
from
$115
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
St Augustine Nights of Lights Tour with Live Music and Sunset Opt

Fury’s Nights of Lights cruises offer a one-of-a-kind way to experience St. Augustine’s holiday magic from the water, giving guests sweeping, unobstructed views of the …More

4.7 (69)

St Augustine Nights of Lights Tour with Live Music and Sunset Opt

Fury’s Nights of Lights cruises offer a one-of-a-kind way to experience St. Augustine’s holiday magic from the water, giving guests sweeping, unobstructed views of the...

1 hour 45 minutes • Free Cancellation
4.7 (69)
from
$82
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
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
Wine Tasting Cruise in St. Augustine

Start your evening out by winding down on the water! Let us take you on an adventure to the bay-front, where our experienced guides will …More

4.9 (492)

Wine Tasting Cruise in St. Augustine

Start your evening out by winding down on the water! Let us take you on an adventure to the bay-front, where our experienced guides will...

1 hour 30 minutes • Free Cancellation
4.9 (492)
from
$49
Night of Lights: #1 Party Boat in St. Augustine, FL

Experience the magic of St. Augustine's Nights of Lights with Old Town Party Boat! Glide along the scenic waterways of the nation's oldest city while …More

4.8 (112)

Night of Lights: #1 Party Boat in St. Augustine, FL

Experience the magic of St. Augustine's Nights of Lights with Old Town Party Boat! Glide along the scenic waterways of the nation's oldest city while...

1 hour 30 minutes • Free Cancellation
4.8 (112)
from
$47
Day Cruisin' Tour - #1 Party Boat in St. Augustine, FL

Join our Day Cruisin' Tour for day drinking, dancing & singing! Party with us while we cruise up and down the Matanzas River viewing Old …More

5.0 (3)

Day Cruisin' Tour - #1 Party Boat in St. Augustine, FL

Join our Day Cruisin' Tour for day drinking, dancing & singing! Party with us while we cruise up and down the Matanzas River viewing Old...

1 hour 30 minutes • Free Cancellation
5.0 (3)
from
$47
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
Blood On The Cobblestones True Crime Tour of St Augustine

Beneath the charming facades and centuries-old cobblestone streets of St. Augustine lies a chilling truth: this city isn’t just the oldest in America—it’s one of …More

4.7 (178)

Blood On The Cobblestones True Crime Tour of St Augustine

Beneath the charming facades and centuries-old cobblestone streets of St. Augustine lies a chilling truth: this city isn’t just the oldest in America—it’s one of...

2 hours • Free Cancellation
4.7 (178)
from
$35
St. Augustine Haunted Pub Crawl

Step into the moonlit streets of America’s oldest city and embark on a haunted pub crawl unlike any other. In St. Augustine, history isn't just …More

Likely to Sell Out
Likely to Sell Out
4.5 (106)

St. Augustine Haunted Pub Crawl

Step into the moonlit streets of America’s oldest city and embark on a haunted pub crawl unlike any other. In St. Augustine, history isn't just...

2 hours • Free Cancellation
4.5 (106)
from
$35

Frequently Asked Questions

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

Recent tour reviews
Perfect way to spend an afternoon!
New York City
Wine Tasting Cruise in St. Augustine
KrisKnight, Sep 2026
Perfect way to spend an afternoon!
Its always a great day to be on a boat! We had a fun day seeing a few of the sights of St Augustine while also trying some interesting wines - which are accompanied by a little snack! Perfect way to spend an afternoon!
Read more
Wine on the Water!
New York City
Wine Tasting Cruise in St. Augustine
Patricia_B, Sep 2026
Wine on the Water!
We had such a nice time on the wine tasting boat tour with Florida Water Tours! Sipping wine while cruising the beautiful waters was wonderful—and getting to see dolphins and other wildlife made it even more spectacular. Our captain and tour guides were lovely, knowledgeable, and entertaining, with just the right sprinkle of humor. Such a fun and relaxing way to experience St. Augustine! Highly recommend!
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
Had a great time, was...
New York City
St. Augustine Haunted Pub Crawl
Ryan_B, Sep 2026
Had a great time, was...
Had a great time, was shown awesome spots to grab a drink and told cool stories about the haunted history of the spots we went to, our guide was had great energy, would definitely do it again!
Read more
The Real St. Augustine.
New York City
St. Augustine’s Wine, Cocktail and Food Experience
patrickwD9139TF, Sep 2026
The Real St. Augustine.
If you want to experience the “real” St. Augustine, book your tour with Garry. You will not be disappointed. His insights into the history, the people, and the food and beverage scene in SA are on point, and we’ve been coming to SA for over 30 years. We would highly recommend this.
Read more
Awesome must see
New York City
St. Augustine’s Wine, Cocktail and Food Experience
18mariles, Sep 2026
Awesome must see
Garry was so amazing! Quirky guy, incredibly knowledgeable on all the city’s history and will not give you a watered down version. The drinks and food pairings were special and delicious, and the walk was wonderfully entertained by Garry’s natural storytelling. I would come back just for the places he showed us, and I’d book another trip just to see what else he has in store! Thank you!
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
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
Murder fun
New York City
Blood On The Cobblestones True Crime Tour of St Augustine
Jennifer_K, Aug 2026
Murder fun
Super fun tour. Robert was so knowledgeable and kept us engaged. Added bonus getting to walk around and see fun spots around town.
Read more
Ghost/history tour
New York City
St. Augustine Haunted Pub Crawl
lindsaybD993UA, Aug 2026
Ghost/history tour
Our guide Morgan was amazing! So knowledgeable and fun! He was the best!
Read more
St Augusrine wine and dine
New York City
Wine & Dine Pairing Tour (St. Augustine, Rolling)
45billied, Aug 2026
St Augusrine wine and dine
If you are ever in St Augustine this is definitely something to book. Katie made our experience the highlight of our trip! Well worth the money. Kudos Katie for a wonderful time
Read more
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