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How to Spend 3 Days in St. Augustine

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How to Spend 3 Days in St. Augustine
Settled by Spanish explorers in 1565, led by Pedro Menendez de Aviles, St Augustine is the oldest continuously-occupied European settlement in the USA. Landing on the feast day of Augustine of Hippo, they named the town San Agustin and quickly dug in fortifications to protect themselves. And so a town was born and continues to thrive over 400 years later with many of the original buildings still standing.

These days visitors flock to Saint Augustine for its history and beauty. Horses clip-clop through the 144-block National Historic Landmark District as the townspeople drift by in period costume. There are regular historical re-enactments and music festivals. And when you get tired of venturing into the past, there’s that long sandy beach to head for, or even Florida’s oldest alligator farm.
 
Day 1: Step Back in Time

If you’re in Saint Augustine you’re obviously ready to step into the past. Take the trolley tour and find out about the history, sights and attractions from a well-informed trolley conductor. Check out Saint Augustine’s oldest house; the old jail – definitely haunted; the Fountain of Youth; Lightner Museum; and the magnificent 17th century fortificiation, Castillo de San Marcos. Wander through the old colonial Spanish neighborhoods, and sit in an old-time café and imagine it’s 200 years ago.

Day 2: Take to the Skies
To get a wider perspective, take a helicopter tour. Check out Saint Augustine, Porpoise Point  and Old Downtown from a bird’s point of view. Or fly high over Saint Augustine Beach, perhaps even include neighbouring Viliano Beach, Conch Island, Bird Island, San Jose Forest and Fort Matanzas and Saint Augustine Lighthouse on a long ride through the skies. If you’re a bit of a romantic, take an evening flight and let the sunset add that extra bit of beauty.

Day 3: Beach and Island

It’s time to get back into this century with a bit of beach fun. Head out to Anastasia Island for long, sandy beaches: Saint Augustine Beach, Crescent Beach and Matanzas Inlet. Then in the evening, just when you’ve forgotten all about history, meet some of Saint Augustine’s oldest residents on the ghost trolley ride.
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St Augustine Tours & Activities (3)
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St. Augustine Hop-On Hop-Off Trolley TourWine Tasting & Winery Tours

St. Augustine Hop-On Hop-Off Trolley Tour

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Explore the best of St Augustine on this narrated, hop-on hop-off Old Town trolley tour. Hop-off at any of the 23 stops, visit more than 100 points of interest such as the Old Jail, Flagler College, and Spanish Colonial neighborhoods. Discover more about America’s oldest city, founded in 1565 by Pedro Menendez de Aviles, from your friendly and informative conductor who shares interesting narration about St. Augustine's history.
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  • 1 hour 20 minutes
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  • 1 hour 20 minutes
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Haunted Trolley Tour of St AugustineGhost & Vampire Tours

Haunted Trolley Tour of St Augustine

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St. Augustine’s original “frightseeing” tour is an evening of fear and fun. Board Ghosts and Gravestones' Trolley of the Doomed for a spooky ride through St. Augustine's sinister past. Listen to stories of the ghosts and ghouls believed to still wander the streets of the town as you pass haunted hot spots. Feel your blood run cold as you visit the Old Jail, the site of countless strange occurrences over the years, and keep an eye out for malicious spirits at the Old Drug Store. The frights continue at Potter’s Wax Museum’s Chamber of Horrors, where retellings of gruesome executions are sure to lead to shivers. Expect a tour so scary, it should come with a warning.
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  • 1 hour 30 minutes
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  • 1 hour 30 minutes
  • Free Cancellation

Saint Augustine Day Trip from OrlandoDay Trips

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Saint Augustine Day Trip from Orlando

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Step back in time with a visit to enchanting St Augustine — one of America’s oldest towns — on this full-day tour from Orlando. This 10-hour excursion arrives in St Augustine by mid-morning, giving you hours to spend on your favorite activities. Stroll along cobbled pathways, admire Spanish Colonial architecture, indulge in delicious seafood at a waterside restaurant, see historic landmarks, and add on an optional sightseeing cruise or trolley tour.
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  • 10 hours
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  • 10 hours
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