St Augustine
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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 who is part historian, part new friend, part drinking buddy, you’ll explore the city’s historic streets and architecture while hearing the stories and characters that shaped America’s oldest city. The route changes regularly, allowing us to highlight different partner establishments depending on the day and season. While beer lovers will feel right at home, each stop offers beverage options beyond beer, which may include wine, cider, cocktails, hard seltzers, THC-infused drinks, or non-alcoholic selections. Food is included during the experience, making this a fun, social, and well-paced way to enjoy St. Augustine’s history. If you’re looking for an exciting and unique way to experience St. Augustine’s history while discovering favorite local spots you might never find on your own, this is the walk for you.
5.0(132)
3 Hours
St Augustine
- Free cancellation
From
$129
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Viator
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 for our guests, and take part in a thieving demonstration, sampling whiskey pulled straight from the barrel, an unforgettable moment for any whiskey fan. Continue through the brick-lined streets on a walking tour where history and flavor meet, stopping at two of our favorite local restaurants for whiskey flights paired with delicious bites. This is more than a tasting! It’s a one-of-a-kind journey through St. Augustine’s past and its thriving whiskey culture.
5.0(20)
3h 30m
St Augustine
- Free cancellation
From
$209
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Viator
Island Boulevard Tour (St. Augustine, Rolling)
DINE LIKE A LOCAL ON ISLAND TIME with a laid-back, tropical party on wheels - as we explore the hidden gems of the BOULEVARD! Slip on your tropical attire & flip-flops as we cross the historic Bridge of Lions! What’s Included: AUTHENTIC VIBES: Indulge in mouthwatering culinary delights, at 4 of the island's hottest destinations, that unveil the authentic flavors beyond the bustling downtown! INSIDER INSIGHT: Expertly guided by a local insider who knows all the best spots to eat, drink, and chill. LAID BACK TRANSPORTATION: Chauffeured, open-air vehicle that'll have you feeling like you're cruising with Jimmy Buffett himself! PARADISE FARE: Dive into delectable island fare that offers a nice size lunch experience - plus games, limbo & more! Note: 24-HOUR ADVANCE NOTICE REQUIRED FOR ANY FOOD ALLERGIES. Age 21+ only. Sorry, NO pets of any kind. 4-person min to depart. Primary focus is on the cocktail and culinary scene with a bit of history & sightseeing sprinkled in.
5.0(6)
3 Hours
St Augustine
- Free cancellation
From
$145
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Viator
Taste of St. Augustine Tour (St. Augustine, Family Friendly)
SUMMERTIME FUN! A Family-Friendly Tasting Adventure (Ages 8+) Celebrate the flavors and stories - as you stroll through St. Augustine’s Historic District. On this light walking tour, you’ll explore brick-lined streets, iconic landmarks, and festive hideaways - stopping at 7+ locally loved spots to savor delicious bites that showcase the city’s rich culinary traditions. This roaming, taste-as-you-go experience is the perfect way to gather with family and friends. Come hungry, leave full of local flavor!
5.0(6)
2 Hours
St Augustine
- Free cancellation
From
$85
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Viator
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 complimentary glass of boutique wine while you watch the sunset over the water. Ideal for date nights or a calm evening with friends, this cruise offers comfortable seating and scenic views, perfect for conversation and unwinding. Enjoy the laid-back atmosphere as you take in the sights and sounds of the river, with wildlife like dolphins occasionally making an appearance. - 2-hour adults-only cruise starting at sunset - Live jazz band sets the mood for relaxation - Includes artisanal charcuterie and one complimentary glass of wine - Comfortable seating and scenic views, perfect for socializing
5.0(4)
2 Hours
St Augustine
- Free cancellation
- New
- Likely to sell out
From
$64
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Viator
Historic District Brunch Tour (St. Augustine, Strolling)
ENJOY BRUNCH ALL WEEKEND LONG! This leisurely strolling tour blends food, fun, and history — a unique way to explore the oldest city while indulging in everyone’s favorite weekend tradition: brunch. Enjoy seated sweet and savory tastings at each stop, perfectly paired with craft mimosas, bold Bloody Mary's, or locally brewed coffee cocktails — elevated, yet effortlessly relaxed. BRUNCH BITES: Sweet and savory tastings at 4+ favorite brunch spots — each with their own delicious spin on morning classics. SIPS THAT SHINE: Perfectly paired pours, from crisp bubbly to bold Bloody Mary's and handcrafted cocktails. SCENIC STROLL: Explore the charming streets of the Nation’s Oldest City with a local foodie guide sharing hidden gems, history, and culture along the way. Note: 24-HOUR ADVANCED NOTICE REQUIRED FOR FOOD ALLERGIES. Age 21+ only. Sorry, NO pets of any kind. 4-person min to depart. Primary focus is on the culinary scene with a bit of history & sightseeing sprinkled in.
5.0(4)
3 Hours
St Augustine
- Free cancellation
From
$135
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Viator
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 Town St. Augustine. Expect drinking games, singalongs, and unforgettable moments! Our crew will play an upbeat playlist to start the party on our beautiful historic waterway! This tour is great for bachelorette & birthday parties! THIS IS A PARTY BOAT - EXPECT A PARTY! All tours are BYOB - Bring your own booze and food with you! AGE REQUIREMENT: 18 YEARS OR OLDER
5.0(3)
1h 30m
St Augustine
- Free cancellation
From
$47
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Viator
Booze and Boos Haunted St. Augustine Ghost Walking Tour
Nightly Spirits Historic Haunted Booze & Boos Tours look at some of the spookiest places in St. Augustine while allowing time to really enjoy the "spirits" along the way. Our tours stop at several different local bars and give you a look into their haunted and historic past. The Ancient City has a rich history, filled with tales of epic battles, violent bloodshed, and eccentric individuals. St. Augustine is notoriously haunted. If you’re brave enough to meet some ancient ghosts, join Nightly Spirits for an up-close look at just what makes this city so spirited! Come try us out, this isn't your ordinary ghost tour, and we are confident that you will love our pirate guides!
5.0(51)
2h 30m
St Augustine
- Free cancellation
- Likely to sell out
From
$34
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Viator
St. Augustine's Sweets & History Walking Tour
Rated #22 in the USA on TripAdvisor, this is one of the most exciting tours in St. Augustine! Perfect for families, foodies, and anyone who loves a little indulgence. On this small-group walking tour, you’ll explore historic downtown St. Augustine with a local guide who feels more like a friend, sharing fascinating stories from the city’s 460-year history. Along the way, you’ll stop at some of our favorite partner establishments to enjoy hand-selected pastries, chocolates, and other local sweets. The best part? Each guest receives a take-home insulated bag filled with extra treats collected on the tour at our partner establishments, so the experience keeps on giving long after your walk ends. You don’t have to eat it all at once! With small groups, personable guides, and a perfect mix of history and sweets, this tour is designed to delight every sense while giving you an insider’s view of St. Augustine.
5.0(295)
1h 30m
St Augustine
- Free cancellation
From
$89
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Viator
St. Augustine's Wine, Cocktail and Food Experience
Ranked #8 in the U.S.A. on TripAdvisor, our award-winning Wine, Cocktail & Food Experience is the ultimate way to discover why St. Augustine was named Southern Living’s #1 Small Town Food City. In a relaxed, small-group setting, you’ll explore the city’s historic streets with a local guide who quickly becomes a new friend, stopping at some of our favorite restaurants, bars, and boutique spots along the way. Indulge in handcrafted cocktails, boutique wines, and dishes worth talking about, carefully selected to highlight the best flavors this foodie city has to offer. Each stop is thoughtfully chosen to complement the next, creating a journey of taste, story, and history. From savory bites to perfectly paired drinks, laughter to insider tips, this tour isn’t just about tasting, it’s about discovering the city through its flavors. By the end, you’ll understand why locals and visitors alike keep coming back.
5.0(1361)
3h 30m
St Augustine
- Free cancellation
- Likely to sell out
From
$159
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Viator
Chauffeured Brunch Tour (St. Augustine, Rolling)
WEEKENDS: Join us for an ultimate Brunch Tour experience in the heart of St. Augustine! Indulge in four of the city's most sought-after brunch spots, each offering a unique and delectable menu. Whether you're a local or a visitor, our tour promises to be a delicious adventure! BRUNCH BONANZA: Dive into the flavors of the most beloved brunch spots, indulging in everything from savory dishes to sweet treats. BRUNCH BUNCH CRUISE: Relax & enjoy the ride in our chauffeured open-air electric vehicle, with a local culinary insider, while soaking in the city's sights and sounds. BRUNCH BLISS: Don't miss out on this brunch affair, complete with amazing libations, that promises to leave your tummy blissfully satisfied! Note: 24-HOUR ADVANCE NOTICE REQUIRED FOR ANY FOOD ALLERGIES. Age 21+ only. Sorry, NO pets of any kind. 4-person min to depart. Primary focus is on the culinary scene with a bit of history & sightseeing sprinkled in.
4.9(45)
3 Hours
St Augustine
- Free cancellation
From
$145
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Viator
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 bold flavors, unique pairings, and unforgettable hospitality. From savory beginnings to sweet endings - you will enjoy one bite, one sip, and one story at a time. Highlights: CULINARY DELIGHTS: Each dish is thoughtfully paired with an exquisite wine or artisanal cocktail (pairings are subject to vary). INSIDER INSIGHTS: Get the scoop from a local culinary insider who'll be your guide throughout the journey. LEISURELY EXPLORATION: Stroll through St. Augustine's charming streets, soaking in its beauty and vibrant food scene, at casual pace. Note: Pairings are included. 24-HOUR ADVANCE NOTICE REQUIRED FOR ANY FOOD ALLERGIES. Age 21+ only. Sorry, NO pets of any kind. 4-person min to depart. Primary focus is on the culinary scene with a bit of history and sightseeing sprinkled in.
4.9(775)
3 Hours
St Augustine
- Free cancellation
- Likely to sell out
From
$135
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Viator
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 four progressive style stops, each offering a seated tasting experience in one of our city’s hidden gems. From savory starters to sweet finishes, every course is paired with a boutique wine or artisanal cocktails. Bonus: arrive via the comfort of our chauffeured vehicle. Highlights: ELEVATED EXPERIENCE: Delve into St. Augustine's culinary scene with exclusive tastings at four (4) top-tier venues. LOCAL INSIGHT: Benefit from insider knowledge shared by a local culinary guide. CHAUFFEURED COMFORT: Explore the city's charm in comfort aboard our open-air electric vehicle. Note: Pairings are included. 24-HOUR ADVANCE NOTICE REQUIRED FOR ANY FOOD ALLERGIES. Age 21+ only. Sorry, NO pets of any kind. 4-person min to depart. Primary focus is on the culinary scene with a bit of history and sightseeing sprinkled in.
4.9(264)
3 Hours
St Augustine
- Free cancellation
- Likely to sell out
From
$155
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Viator
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 give you a tour on nature, wildlife, and famous historic landmarks. We are lucky to see a plethora of wildlife during this cruise including dolphin and birds like the famous Roseate Spoonbill! Remember, this entertaining cruise is during the sunset in the winter months, and in the early evening the rest of the year! You will receive a presentation and sampling of 6 fabulous wines (including local favorites) as we cruise past the famous historic bayfront. Our bar on board has an excellent variety of beer, wine, bubbly and soft drinks for purchase at very reasonable prices. There are no other tours like this in St. Augustine!
4.9(461)
1h 30m
St Augustine
- Free cancellation
- Likely to sell out
From
$49
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Viator
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 the true St. Augustine cuisine, our licensed guides are fully knowledgeable in all aspects of our town's history. This will immerse our guests with an understanding of the people who have resided here throughout the ages as well as the food they've enjoyed. Wine or beer are provided with each food stop.
4.9(351)
3 Hours
St Augustine
- Free cancellation
- Likely to sell out
From
$139
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Viator
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 researched stories about the true history of St. Augustine. Our pubs are international and focus on the multi-cultural history of our city, including its beverages as well.
4.8(68)
2 Hours
St Augustine
- Free cancellation
From
$63
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Viator
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 selections paired with adult beverages and dessert thoughtfully chosen by our Certified Sommelier with nearly 20 years of experience in fine wine and culinary culture. Experience a tour that blends the very best of St. Augustine—exceptional local restaurants, boutique shopping, and a comprehensive history experience led by a Certified Historian. Food and wine are the treasures you seek—and you’ll find them while riding in style through St. Augustine’s historic streets in a zippy, late-model low-speed vehicle. Take in the sights, scents, and stories of the nation’s oldest city between stops that showcase hand-selected local cuisine paired with expertly curated wine tastings. Pick up within Downtown or West King area available. This exclusive, FUN-filled tour offers a deliciously unique insight into St. Augustine. Ready to climb aboard?
4.7(46)
3 Hours
St Augustine
- Free cancellation
From
$139
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Viator
Sunset Cruise - #1 Party Boat in St. Augustine, FL
Embark on our breathtaking Sunset Cruise in the heart of historic St. Augustine, Florida! We will be partying, singing & dancing along the scenic Matanzas River while enjoying stunning views of the nation's oldest city from the water. As the sun dips below the horizon, casting vibrant colors across the sky, you'll sail past our iconic landmarks with your favorite drink in hand! Enjoy great music, show off your dance moves, and toast to the beauty of a St. Augustine sunset on this unique party boat adventure! THIS IS A PARTY BOAT - EXPECT A PARTY! All tours are BYOB - Bring your own booze and food with you! AGE REQUIREMENT: 18 YEARS OR OLDER
4.7(255)
1h 30m
St Augustine
- Free cancellation
From
$47
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Viator
The Original Haunted Pub Tour
The Original Haunted Pub Tour takes a group of adventurous and fun loving pub crawlers on a quest to seek out and befriend the liquid and non-liquid spirits at the towns most haunted pubs. Each night is a unique masterpiece not to be missed. The only thing that remains the same is that we have a great time while enjoying the company with new friends - some that join us night after night after night... So, don't hesitate, sign up to tour with the most experienced and best company - GhoSt Augustine! We started the pub tours in St. Augustine back in 2002 and the fun has never stopped. Are you one of the chosen few to join us on this legendary tour tonight? If you are, just be prepared, tonight you will be Face to Face with the Spirits!
4.6(405)
2h 30m
St Augustine
- Free cancellation
From
$27
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Viator
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 surrounded by dazzling holiday lights with your favorite drink in hand! We will be partying, dancing, singing & making memories while cruising past historic landmarks, beautifully adorned with twinkling lights, creating a festive atmosphere. Don't forget your camera to capture the enchanting moments! THIS IS A PARTY BOAT - EXPECT A PARTY! All tours are BYOB - Bring your own booze and food with you! AGE REQUIREMENT: 18 YEARS OR OLDER
4.6(116)
1h 30m
St Augustine
- Free cancellation
From
$47
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Viator
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 illuminated bayfront, the Bridge of Lions, and Castillo de San Marcos. The 2-hour Sunset Nights of Lights Tour combines a breathtaking coastal sunset with the city’s glowing transformation, blending golden skies with millions of sparkling lights for a truly cinematic experience. The 1.5-hour Nights of Lights Viewing Tour focuses on the full nighttime display, showcasing the city at peak brilliance. Both tours include live music, complimentary drinks, snacks, holiday cookies, and festive 3-D glasses that elevate every twinkling light—creating a holiday experience you can’t get on land.
4.6(70)
1h 45m
St Augustine
- Free cancellation
- Likely to sell out
From
$78
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Viator
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 the most haunted by history’s darkest deeds. Join us for the Blood on the Cobblestones Pub Crawl, a true crime walking tour that pairs cold cocktails with even colder cases, taking you through the shocking, scandalous, and unsolved murders that still echo through the Ancient City. As you sip your way through some of St. Augustine’s finest bars, we’ll guide you to the scenes of five unforgettable crimes—each more twisted than the last. From colonial secrets to 20th-century tragedy, this tour reveals the blood-stained underbelly of a city better known for its beauty.
4.6(173)
2 Hours
St Augustine
- Free cancellation
From
$35
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