St Augustine

Orlando

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

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…

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…

Sunset Cruise of St. Augustine

Get lost with the glorious wonder of St. Augustine's attractions. Our vessel OSPREY is specifically made for the adult crowd and welcomes anyone 21 and older. We have a beer and wine bar on board, with a fantastic sele…

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…

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…

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…

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 Nights of Lights Tour with Narrarated Sunset Option

Celebrate the magic of Nights of Lights aboard our comfortable power catamaran with two festive options: Nights of Lights Sunset Tour (Narrated) Enjoy a beautiful sunset cruise followed by St. Augustine’s dazzling holid…

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…

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…

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…

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 …

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 …

Red Boat Tours - BYOB Sunset Cruise on St. Augustine’s Waterway

Bring your own beverages, kick back, and relax with a cold one and let us show you St. Augustine from OUR point of view! As the shadows get long and the sun sets behind the skyline, you'll feel the stresses of the week s…

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…

Ghost Tour of St. Augustine: The Original Haunted History Tour

The Haunted History Tour is taking a different approach for your paranormal experience. The tour is based in the complete and accurate history of the city of St. Augustine and the sites that are visited. All guides are f…

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…

History Walking Tour in St. Augustine

Step into 460 years of history on the most popular walking tour of St. Augustine. On this engaging small-group experience, explore America’s oldest city with a knowledgeable local guide who is part-historian and part-ne…

Adventure Boat Tours - Nights of Lights by Water in St. Augustine FL

Nights of Lights Holiday Boat Cruise - The Florida Version of a Sleigh Ride Make this season unforgettable with a Nights of Lights cruise — a holiday tradition that brings your whole crew together. It’s our Florida vers…

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…

Day Trip to Historic St. Augustine from Orlando with Hotel Pickup

Enjoy a day in America's oldest town, St Augustine. On this day trip from Orlando, head northeast to the picturesque town, where you can wander the cobbled streets and enjoy a meal in one of the many promenade cafes. …

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 f…

: Step back in time with pastime private historical tours

There isn’t a funnier way of Sightseeing in Saint Augustine, riding around in our unique vehicles are guides dressed up in 1920s fashion. You become one of our city's attractions as you often have your picture taken and …