Connecting St. Augustine With The World

Old Town Trolley Tours of St Augustine

167 San Marco Avenue
St. Augustine, Florida 32084

With 500 years of history, St. Augustine is full of sights and attractions to entertain and educate. For over 30 years, Old Town Trolley Tours® has provided sightseeing tours highlighting the best of St. Augustine. Hop aboard and experience Transportainment®, a delightful combination of transportation and entertainment. Our friendly conductors narration includes a fascinating and fun mix of trivia and humorous stories. Old Town Trolley Tours cover the entire city with frequent pickups at all our 22 stops allowing you to hop on and off and explore on your own at anytime on the tour. Our tours offer a 100% money back guarantee.

Sightseeing in St. Augustine

Sightseeing in St. Augustine is fun and easy if you know where to look. Tours of the Nation's Oldest City are available in all forms of transportation from guided walking tours to romantic carriage rides and everything in between. Follow the links below to find some unique ways to get around town while taking in all of the hottest attractions and most fascinating historic sites. St. Augustine sightseeing through our recommended links will provide some of your best photo opportunities and most cherished vacation memories. Let someone else lead you through the oldest city to ensure that you won't miss a thing!

Explore St. Augustine as the settlers did via horse-drawn carriage.

Something that many repeat tourists to St. Augustine will tell you is that you must go on a carriage ride at least once. A narrated tour in a horse drawn carriage can be an idyllic romantic activity or a memorable family event. Many of the carriages are able to accommodate up to twelve comfortably.

All aboard! Cruise through the Nation's Oldest City on a trolley train.

The sightseeing train tours are not only the best way to learn the history of the town in relation to all of the historic sites in less than two hours, but are also a practical way to get around town if you are staying in the historic downtown area. While wearing the sticker, you can get on and off the train all day, making sure to see all the sights before hopping back on to take the train to the stop nearest your hotel or charming bed and breakfast.

Sail away on a special St. Augustine cruise.

Visit the city marina for group and private water tours via sailboats, kayaks, speed boats, pirate ships or multi-deck ferries. See the sights of St. Augustine in the glow of an afternoon sunset or watch dolphins race the ship's bow into the St. Augustine inlet.

Take to the skies and see all of the Oldest City from the air!

Breathtaking helicopter tours feature events such as the Nights of Lights, but are also just as gorgeous on a clear day. Get a bird's eye view of downtown St. Augustine and the 24 miles of beaches stretching from the Castillo de San Marcos to Fort Matanzas. The clear air of Northeast Florida is always a welcoming atmosphere for aviators, and there are definitely plenty of sights to see below, both natural and historic.

Get up and close and personal with a guided walking tour of St. Augustine.

Creeping through the dark, narrow alleys of St. Augustine on a guided ghost tour is an experience that can't be missed. The history of St. Augustine is better learned through interaction with a knowledgeable guide than through gleaning it from the signs around town. Walking tours allow you to get the closest view of St. Augustine's detailed architecture, but watch out for ghosts lurking around the corners!

Destination Subcategories

Country Carriages

The clip clop of horse hooves, red brick streets, and tree covered streets will relax you so you can absorb the history of St. Augustine from the 1565 Spanish founding to modern time. Our guide will narrate the rich history of St. Augustine in a 45 minute to hour tour. You haven't experienced St. Augustine until you've been on a carriage tour! Horseback rides on the beach also available.

St. Augustine Eco Tours

DOLPHINS, BIRDING, & EXPLORING with Northeast Florida's premier outdoor outfitter. A professional Naturalist will accompany your group on a boat or kayak excursion through local rivers and creeks. Small groups insure an unforgettable experience. This is your best chance to see wild dolphins and other incredible wildlife! SERIOUS NATURE - SERIOUS FUN - LET'S GET ON THE WATER! For reservations, please call 904-377-7245.

  • Country Carriages

    • Web
    • 904-826-1982
  • Fort Mose' Historical Society

    • Web
    • 904-823-2232
  • Haunted St. Augustine

    • Web
    • 904-824-8840
  • Lightner Museum

    • Web
    • 904-824-2874
  • Mission of Nombre de Dios & Shrine

    • Web
    • 904-824-2809
  • Oldest Wooden Schoolhouse

    • Web
    • 904-824-0192
  • Schooner Freedom Charters, Inc.

    • Web
    • 904-810-1010
  • St. Augustine Scenic Cruise

    • Web
    • 904-824-1806