Top St Augustine Seasonal & Special Occasions

Sunset is one the most beautiful times of day and many people like to take cruises to see sights from the water when the sun goes down. Kick up the fun with this St. Augustine Sunset Booze Cruise that allows you to see the sights at sunset and enjoy some drinks on the water, too. This cruise has room for up to 24 passengers and takes place in a unique cycle boat.

Want to eat out during your trip to St. Augustine, but not sure where to go? Get acquainted with the city’s wine and food scene during this St. Augustine Food, Wine, and Cocktail Tour. Go to some of the most unique spots in the city to grab a bite and an alcoholic beverage in the afternoon, one of the best times to explore, with a guide who knows the city’s history well.

A delicious tour of America’s Oldest City awaits you on this chauffeured food and wine tour through St. Augustine. This auto-adventure whisks you through the streets of St. Augustine’s historic district in an open-air electric vehicle, stopping at some of the guide’s favorite dining venues. Local cuisine paired with tasty wines await your taste buds. As you ride along the streets, pass Flagler College, the Huguenot Cemetery and other historical landmarks.

Grabbing drinks in a new city can sometimes be overwhelming finding your own way from place to place. This Toast of St. Augustine Walking Pub Crawl takes the stress out of asking for directions with an experience led by a guide. You’ll visit historic pubs in St. Augustine while enjoying alcoholic beverages and learning about the city’s past.

Sail along St. Augustine’s picturesque coastline—and indulge in a number of generous wine samples—during this two-in-one tour. Make your own way to the dock, hop aboard the pontoon boat, and get comfortable: as you set off, you’ll see landmarks like the Castillo de San Marcos, the Bridge of Lions, and more. You’ll also taste six different wines, and will have access to the on-board bar.

St. Augustine is no stranger to spirits, spectors, and somethings that go bump in the night. As the oldest continuously occupied colonial city in the United States, it has a bloody real-life history that’s inspired ghostly tales. Decide for yourself whether or not some of the Ancient City’s landmarks are resting places for the undead during this exciting pub crawl. You’ll visit bars and restaurants where the employees and patrons report ghostly encounters.

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 pictures. Avoid traffic by navigating through smaller street not accessible to larger cars and buses. Easy to get in and out of and more importantly its far more fun!

Combine your love of ghost stories with your spirited attitude on a 2.5-hour haunted bar crawl of St. Augustine. Together with your guide, visit four venues and enjoy a free drink and exclusive discounts at each. Between sips, listen to metaphysical and supernatural stories surrounding the city. Along the way, get to know some of St. Augustine's most popular neighborhoods, including the Flagler district and Old Spanish area.

As the oldest continuously occupied colonial settlement in the United States, St. Augustine has a wealth of history within its city limits. See both historical sites and natural landscapes while on this shared sailing cruise. Climb aboard a luxury yacht and sail down the Tolomato River and Matanzas River. This small-group sailing tour passes by the St. Augustine Lighthouse and Bridge of Lions, as well as showcases spectacular sunset views.

See St. Augustine’s spectacular Nights Of Lights celebration from the water with this unique boat tour. This excellent way to see the city shine is available as a public tour consisting of as many as 32 people or you can book a smaller boat for an intimate, private tour for up to six. Float by the Bridge of Lions, see the Old Fort, and marvel at the Old City lit up with holiday cheer.

The annual Night of Lights celebration is one of St. Augustine’s most popular events. Running from November through January, the Ancient City lights up with more than 3 million sparkling lights that dance along the centuries-old architecture. Explore Old Town and other historical areas illuminated by this joyous event during a private golf cart tour. No matter if you love holidays or history, this special experience is sure to leave a smile on your face.

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 city from the comfort of your own personal golf cart, guided by knowledgeable local experts. Cruise through brick-lined streets, past centuries-old architecture, and along the scenic waterfront as you soak in the rich history and vibrant culture of this enchanting destination. During the holiday season, see one of the top ten holiday lights displays in the world on your own personal golf cart tour. Downtown St. Augustine glows with holiday magic as millions of tiny white lights that drape the city's unique Spanish Colonial architecture and glow from the downtown sidewalks to the rooftops, over the Bridge of Lions, along historic buildings, public spaces, hotels, restaurants, and approximately 20 blocks of the Nation's Oldest City's historic district. No long lines, no waiting, and a central pick-up location.

Stroll along St. Augustine's century-old streets in the company of a local—and sample the best of its craft beer offerings as you explore—on this immersive, two-in-one tour. In the afternoon, meet your guide at one of the city's beloved breweries, where you'll enjoy a tour and tasting. Then, set off on foot: you'll discover a number of top historical landmarks, will hear stories from your guide, and will enjoy more tasting sessions.

St. Augustine Haunted Pub Crawl, where history, spirits, and the supernatural intertwine. Prepare to embark on a thrilling expedition through the ancient streets of this bewitching city, where every cobblestone holds secrets from the past. Join us as we delve into the chilling tales and haunted legends that have shaped St. Augustine's haunted reputation.

Spend a relaxing evening sailing along the historic bay front of St. Augustine just as the sun begins to set on this sailing excursion. Board your private vessel, complete with captain and crew, and enjoy a leisurely sail into the sunset. See points of interest such as Porpoise Point, Vilano Beach, Anastasia State Park, the Castillo de San Marcos National Monument, and the Bridge of Lions.

Experience the magic of St. Augustine like never before with Nights of Lights in a Moke! Cruise through historic streets adorned with millions of dazzling lights in the comfort of an open-air Moke vehicle. Immerse yourself in the enchanting glow of the city's renowned holiday display, enjoying a cozy and intimate tour. With its vintage charm and modern flair, the Moke perfectly complements the festive ambiance. Create unforgettable memories with loved ones as you bask in the beauty of Nights of Lights—a truly unique and captivating adventure.

Explore St. Augustine’s Bay Front from the water on this private day cruise on a luxury sailing yacht, with space for up to six passengers. With a USCG-licensed captain at the helm, sail along the historic bay front. Look for wildlife, including dolphins, and admire the historic sites. Relax onboard, learn about sailing, or even take the helm.

This is a one-of-a-kind tour in which you get to stroll around historic St Augustine learning tidbits of interesting facts as you get your picture taken. Completely personalized to your own interests including WHERE you want to go (those listed are just suggestions) and HOW you like to be in pictures: silly, formal, posed, candid, etc or an entire variety! You will receive up to 25 images, professionally edited, delivered digitally within 48 hours usually. Option to purchase more if we got a lot of great ones!

The best way to experience the haunted side of the Old City without the walking. You will visit the most mysterious sites located around the entire town accompanied by a city certified guide and designated driver. Most ghost tours in St Augustine involve a significant amount of walking which limits the area accessible. Our Pub Crawl allows guest to explore most areas by riding on an open cabin electric vehicle. Your first beer in on us! For larger groups, please call us.

Bay to City (boat/cart) Nights of Lights Tour—new for this year—offers the full VIP experience. Nights of Lights Bay to City experience, private groups of up to six, or by the seat. We cruise you by boat along the glowing waterfront and land you downtown at your waiting cart to whisk you and your crew through the middle of all the merrymaking on a complete boat and cart-guided tour. You get the nation’s best holiday lights, the important history behind the lights, and local culture in this premium Nights of Lights experience. All this without all the hassle of parking and all that walking. It just does not get more comfortable or convenient to enjoy this Florida tradition.

We provide Private Chauffeured Car Service to St Augustine Florida and the surrounding areas in style. We feature the latest model, black-on-black-on-black, 6 passenger Chevy Suburban. Our Luxurious Chariots will whisk you from here to there, near or far, for whatever the occasion or non-occasion.

Experience the Magic of St. Augustine: Exclusive Bayfront Boat Tour Embark on a journey of coastal elegance and timeless charm with our bespoke boat tour along the enchanting bayfront of St. Augustine, Florida. Whether you're celebrating a birthday, bachelorette party, holiday, or any special occasion, this tour promises an unforgettable aquatic adventure. Highlights: Historical Landmarks and Hidden Gems: Cruise past centuries-old Spanish architecture, the awe-inspiring Castillo de San Marcos, the St. Augustine Lighthouse, and the majestic Bridge of Lions. Discover tucked-away spots only accessible by boat, steeped in local lore and history. Sunset Splendor: Set against the backdrop of the Atlantic Ocean, witness a breathtaking St. Augustine sunset from the best vantage point in town. The sky paints a vivid tapestry of warm hues, creating a serene and magical atmosphere.