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How to Spend 3 Days in St. Augustine

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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3 Tours and Activities

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St. Augustine Hop-On Hop-Off Trolley Tour

St. Augustine Hop-On Hop-Off Trolley Tour

star-4.5
2237
Explore the best of St Augustine on this narrated Old Town trolley tour. See 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 30 minutes
  • Free Cancellation
From
$38.48
From
$38.48

Haunted Trolley Tour of St Augustine
Likely to Sell OutLikely to Sell Out

Haunted Trolley Tour of St Augustine

star-4
605
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. Expect a tour so scary, it should come with a warning.
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  • 1 hour
  • Free Cancellation
From
$34.30
From
$34.30

Take a Scenic Boat Ride in St. Augustine

Take a Scenic Boat Ride in St. Augustine

star-4.5
769
Discover a new perspective on St. Augustine—and enjoy a relaxing trip out on the water—on this sightseeing boat tour. Pick from multiple start times, head to the marina, and hop aboard. You’ll see highlights like the Bridge of Lions, Castillo de San Marcos National Monument, and National Shrine of Our Lady of La Leche; can spot wildlife like dolphins; and will learn the stories behind the sights from your captain’s narration.
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  • 1 hour 15 minutes
  • Free Cancellation
From
$23.96
From
$23.96


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