
Tours & Transportation
During a stay at one of our historic inns, taking tours of St Augustine is one of the best ways to see and learn about parts of the Old City that you ordinarily might not have the pleasure of finding. As the Oldest City in North America, St Augustine is filled with tons of cultural and historically significant attractions, and many of these spots are best visited with a knowledgeable tour guide that can tell you unique facts about the city and the people who inhabited it. Enjoy Tours of the Old City; a variety are offered, such as tours focusing on architecture, African American history, or tales of the Golden Age of Henry Flagler. There are even tours that will take you to five or six of St. Augustine’s best restaurants. In addition to the Walking Tours, you also can find Train Tours, Boat Tours, Helicopter Tours, Old Town Trolley Tours, and Carriage Tours. One of the most popular types of tours are Ghost Tours, which visit different sites throughout the city that are believed to be haunted.
For those who love the ocean and all of the things St Augustine Beach has to offer, there are also Sailing Tours and Fishing Charters available. The sailing tours cruise about the bay and lead to specific places around St Augustine like Fort Matanzas, Conch Island, and the Bridge of Lions, all of which make for a great way to spend a romantic evening on the water. St Augustine Tours are the only way to experience the Old City.
- Tours
- Transportation
Tours

Bed and Breakfast Holiday Tour
Returns for 2025
Find that blinking Christmas necklace, organize your friends, and make plans today to enjoy St. Augustine's 2025 Bed and Breakfast Holiday Tour!

Historic Tours of Flagler College
Historic Tours of Flagler College highlight the architectural heritage of the former Hotel Ponce de Leon, listed as a National Historic Landmark. Built by railroad magnate Henry M. Flagler in 1888, the Ponce is considered one of the finest examples of Spanish Renaissance architecture and was one of the most exclusive resorts of its day. Tours are normally 10am and 2pm. Please check the website for any variations.

Florida Water Tours
Our Beautiful City by Water
Our very popular year-round tours include the Dolphin and Wildlife Adventure (great for all ages), Sunset Cruise (ages 21 and over), Wine Tasting Cruise (ages 21 and over), and our Full Moon Tours.
Our bar on board is open during all tours, with mimosa specials during the daytime cruises! Catch us during the holidays to enjoy our famous Nights of Lights cruise! We have plenty of free parking at the marina and a restroom on board for your convenience!

Ghost Tours of St. Augustine
Not Your Average Ghost Tour
We employ over 40 professional storytellers who continue to study and uncover even more haunting tales of the town's dark history.
All of our stories are researched through historic libraries, old church documents, diaries and personal interviews. Nothing is made up nor exaggerated, and there are no "effects" used on our tours... if you have a Ghostly Experience while out there with us, you'll know it's real!

Ghosts & Gravestones
Tales of misfortune and mayhem
Explore the darker side of the Nation's Oldest City and let our Ghost Host be your guide. Face your fears in Potter's Wax Museum's Chamber of Horrors and then ENTER the town's most haunted building, the "Old Jail," for an up close and personal encounter. Don't miss this frightfully fun tour!

San Sebastian Winery Tour
Founded in 1996
Located in one of Henry Flagler's old East Coast Railway buildings. Enjoy at your leisure a self-guided complimentary winery tour and wine tasting, where you can taste a selection of our wines on a walking tour. Enjoy a short audio-visual presentation in our upstairs theater and discover the art of winemaking as you learn the important details of our 5,000 gallon stainless steel tanks where the wine is fermented and stored prior to bottling. It's fun and educational for the whole family!

St. Augustine City Walks
Eat, Drink, and TASTE your way through History! Learn how culinary heritage from around the world actually influenced St. Augustine's history over the centuries, as you tour the vibrant downtown historic district. This tour is all about delicious food AND fun history and sightseeing along the way. You will have a blast while seeing some of the city's best sights. Our tour is limited to 10 guests per day.

St. Augustine Distillery
The Spirit of Florida
Take a FREE tour of our distillery and watch as we mix, mash, cook and distill small batch vodka, rum, gin and whiskey in a historically renovated ice manufacturing plant from 1917. Learn the history of ice and distilling in Florida, see our products being made, and then taste our small batch spirits for yourself in our tasting room.
Our handcrafted spirits are made according to the pioneer tradition of American distilling. We hand cut and mill our fresh ingredients and distill them in small batch copper pot stills for fuller and rounder flavors.

The Tasting Tours
Eat like a LOCAL
Experience St. Augustine's only luxury tour company with a 'hometown' feel - as you explore the historic district with top cultural experts and culinary superstars.
Enjoy a variety of St. Augustine's preferred venues, during our three-hour tours, where each location has been hand selected to ensure the ultimate dining experience. Indulge in some of the best local cuisine, perfectly paired with delicious wine, and thoroughly enjoyed by all who appreciate a true 'foodie' adventure! Join us to EAT, DRINK and truly EXPERIENCE St. Augustine!

Whetstone Chocolates
Tasting Tours
Our Chocolate Tasting Tours have been created especially for chocolate lovers. Let us take you on an adventure into Whetstone Chocolates' inside knowledge and tasting tips.
Over 45 minutes, you will learn the best ways to understand different types of chocolate, how it should be tasted and what to look out for. As you progress through the tour, you will also discover how to pick out the flavors and texture influenced by such things as the type of cocoa used, and other secrets of the trade.