St Augustine

Tbilisi

Castillo de San Marcos National Monument

11 S Castillo Drive, St. Augustine

Fountain of Youth

11 Magnolia Ave., St. Augustine

St. Augustine Lighthouse and Maritime Museum

100 Red Cox Drive, St. Augustine

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…

St. Augustine Hop-On Hop-Off Trolley Tour

Sit back as the talented Old Town Trolley conductors share the history, attractions and sights of America's oldest city. Founded by Pedro Menendez de Aviles in 1565, St. Augustine is a unique city filled with colonial Sp…

Adventure Boat Tours - Sunset Water Tour in St. Augustine

We hope to make this your favorite memory to your visit in St Augustine - sharing the history and nature of St Augustine are our favorite things. Being on our tour boat is like floating by the sights on a front porch - r…

Riding with the Ghosts a Golf Cart Ghost Tour in St Augustine

The best way to reach all areas of the Oldest City in search of ghosts without the need to walk. Embark on a fun adventure to experience the dark side of St. Augustine. You will meet your guide at the Plaza de la Constit…

Dolphin and Wildlife Adventure of St. Augustine

Experienced Naturalist on board as your guide, you will be sure to leave with a new passion for our marine life. This part of Florida is beaming with estuary delights, all of which come together to form quite an ecosyste…

Sunset Cruise of St. Augustine

Get lost with the glorious wonder of St. Augustine's attractions. Our Adults Only 21+ option on vessel GREAT BLUE HERON is specifically made for the adult crowd and welcomes anyone 21 and older. We have a beer and wine…

Haunted Trolley Tour of St Augustine

Explore the darker side of the Nation’s Oldest City and let our Ghost Host be your guide. Climb aboard our Trolley of the Doomed as we journey to St. Augustine’s most haunted locations. Be Warned! Experience a frightenin…

Red Boat Tours - World Famous St Augustine Nights of Lights

National Geographic has selected The Ancient City, one of the top-10 places in the world to see Christmas lights, for over a decade! Each year, more lights are added and the Nights of Lights Festival becomes more and mor…

St Augustine Attractions Pass with Trolley

Explore the oldest continuously occupied, European-settled city in the United States -- St Augustine -- your own way! There are several ways to experience St. Augustine's rich history and culture. With this pass, you a…

St Augustine Sunset Boat Tour

There is not a better way to witness the sunset of St. Augustine, then on our boat tour. Our tour guides will educate you on some of the historic sites in Saint Augustine. While we’re on the water, hopefully we will see …

1 Hour Historical Tour of Saint Augustine Florida & FREE Parking

Please support small businesses and consider booking us directly, just use a web search to find us: Pineapple Ride and Tour ***Nights Of Lights Tours are available on our website ONLY*** Our Historical Tour is informat…

Walking History Tour of St. Augustine's Historic District

**IMPORTANT: If you are booking this tour after June 1st 2026, see Spyglass on this site to book our new improved experience** We take a unique approach to tours in St. Augustine, using the latest technology. Our certif…

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 views, spot local dolphins, and enjoy good times with fr…

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 …

Guided Historical Tour of St. Augustine Per Person

Best first way to see St. Augustine. See the highlights of St. Augustine the easy way on a small group golf cart tour. The best first way to see St. Augustine is with Explore Tours and PickUps, especially if it’s your f…

St. Augustine Live Music Sail with Drinks & Sunset Option

Come aboard our spacious state-of-the-art catamaran and choose your perfect St Augustine experience! Opt for a two-hour live music sunset sail with all sails raised, or unwind on a 90-minute After Dark Live Music Cruise …

Self-Guided Walking Tour of St. Augustine’s Old Town

Explore the historic heart of St. Augustine, the oldest continuously inhabited European-founded city in the United States, on this self-guided walking tour through its most iconic streets, plazas, and landmarks. Startin…

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 aspe…

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 & Food Pairing Tour. Perfect for wine enthusiast and curious ne…

Day Trip to Kakheti Wine Region Including 9 Wine Tastings

Experience wine and culture on the day trip to Kakheti Region. You'll visit two Georgian wineries and taste their unique products, from dry reds to sweet whites. You'll also savor a traditional Georgian fresh bread and …

Dolphin, Manatee and SeaTurtle SUP Adventure Tour of St Augustine

There are only a few places in the world where you can encounter the West Indian Manatee and St. Augustine is one of them! Come join us for a once in a lifetime experience that is great for all skill levels. Everyone fro…

St. Augustine Dolphin Watch and Historical Harbor Tour

Sail through the historic harbors near Vilano Beach, as we seek out some of Saint Augustine’s most charming residents, the local dolphin population. We’ll view local bottle-nose dolphins as they frolic, feed, and engage …

Take a Scenic Boat Ride in St. Augustine

A unique view of St Augustine available only from the water. Since the 1900’s St. Augustine Scenic Cruise has been giving visitors to St. Augustine a unique view of the city and a way to enjoy St. Augustine’s historic l…

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 t…