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5-Day Historic and Haunted Adventure in St. Augustine

5-Day Historic and Haunted Adventure in St. Augustine Itinerary

Last updated: 2024 Jun 14

Historic Trolley Tours and Museum Marvels

Morning
Start your day with a delightful breakfast at Catch 27, known for its fresh seafood and local ingredients. Afterward, embark on the St. Augustine Hop-on Hop-off Trolley Tour with Museum Entry to get an overview of the city's historic sites and enjoy the flexibility to explore the Castillo de San Marcos National Monument and the Lightner Museum.
Afternoon
For lunch, head to The Florida Cracker Cafe and savor their Southern-inspired dishes. Post-lunch, continue your trolley tour and visit the St. Augustine History Museum and the González-Alvarez House (Oldest House Museum Complex). Conclude your afternoon with a relaxing stroll at the Colonial Quarter.
Evening
Dine at River & Fort Restaurant & Roof Top Lounge for a memorable waterfront dinner. Afterward, experience the city's spookier side with the St. Augustine Ghosts and Gravestones Old Town Trolley Tour, a guided tour that takes you to the city's most haunted locations under the cover of night.
Bedtime
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St. Augustine Hop-on Hop-off Trolley Tour with Museum Entry

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Castillo de San Marcos National Monument

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Lightner Museum

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St. Augustine History Museum

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González-Alvarez House (Oldest House Museum Complex)

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Colonial Quarter

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St. Augustine Ghosts and Gravestones Old Town Trolley Tour

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Maritime Mysteries and Pirate Adventures

Morning
Enjoy a hearty breakfast at The Drunken Horse St. Augustine, a local favorite. Today's journey begins with the St. Augustine Lighthouse and Maritime Museum, where you can climb the historic lighthouse for panoramic views. Then, set sail on the St. Augustine Treasure Hunt Cruise with Onboard Show for a swashbuckling morning on the water.
Afternoon
For lunch, visit The Conch House Restaurant, a vibrant spot with Caribbean flair. Post-lunch, delve into the city's darker history at the St.Augustine Torture Museum, Ghost Hunt, & Tiny Art Tickets. Later, take the St. Augustine Nights of Lights Trolley Tour to witness the city adorned with millions of twinkling lights (seasonal).
Evening
Have a relaxed dinner at Sarbez!, a unique eatery with a bohemian atmosphere. Cap off the evening with the St. Augustine Nights of Lights Pirate Ship Tour, where you can enjoy the holiday lights from the deck of an old seafaring vessel (seasonal).
Bedtime
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St. Augustine Lighthouse and Maritime Museum

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St. Augustine Treasure Hunt Cruise with Onboard Show

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St.Augustine Torture Museum, Ghost Hunt, & Tiny Art Tickets

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St Augustine Nights of Lights Trolley Tour

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St. Augustine Nights of Lights Pirate Ship Tour

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Animal Encounters and Historic Hideaways

Morning
Start with breakfast at Mill Top Tavern and Listening Room, a historic tavern with a cozy ambiance. Then, spend your morning at the St. Augustine Alligator Farm Zoological Park, where you can see exotic birds, mammals, and of course, impressive alligators.
Afternoon
Grab a bite at Candlelight South Restaurant, known for its elegant Southern cuisine. After lunch, visit the Fountain of Youth Archaeological Park, where you can drink from the legendary waters and explore the site where St. Augustine was first settled.
Evening
Dine at The Oak Room Restaurant and Lounge in the beautiful TPC Sawgrass clubhouse. Afterward, enjoy a leisurely drive to nearby Jacksonville for a night out in the city's vibrant entertainment district.
Bedtime
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St. Augustine Alligator Farm Zoological Park

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Fountain of Youth

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Day of Discovery and Culinary Delights

Morning
Breakfast awaits at Castillo Craft Bar + Kitchen, a gastropub offering a unique dining experience. Post-breakfast, immerse yourself in the wonders of the sea at the Marineland Dolphin Meet & Greet, where you can interact with these intelligent creatures.
Afternoon
Head back to St. Augustine for lunch at Barley Republic, an Irish pub known for its hearty fare. Spend your afternoon exploring the Ripley's Believe It or Not! St. Augustine, where the bizarre and the unbelievable come to life. Continue the adventure at the Potter's Wax Museum, home to lifelike wax figures of historical and contemporary personalities.
Evening
Indulge in a sophisticated dinner at Ice Plant Bar, a trendy spot with a focus on craft cocktails and farm-to-table dining. Afterward, take a stroll through the historic district and enjoy the city's nightlife, with live music venues and cozy bars at your disposal.
Bedtime
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St. Augustine Marineland Dolphin Meet & Greet

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Ripley's Believe It or Not! St. Augustine

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St. Augustine Potter's Wax Museum Ticket

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Cultural Capstones and Farewell Feasts

Morning
Begin your final day with breakfast at A1A Ale Works Restaurant & Taproom, a local brewery with a diverse menu. Afterward, visit the Flagler College for a guided tour of this architectural gem, known for its opulent Gilded Age design and historic significance.
Afternoon
For lunch, choose The Backyard at Meehan's, a laid-back spot with a menu to please all tastes. Spend your afternoon at the St. Augustine Boat Cruise and Electric Golf Cart Tour, combining a relaxing water excursion with the freedom to explore the city's nooks and crannies on land.
Evening
Conclude your St. Augustine adventure with a grand dinner at Columbia Restaurant, where the flavors of Spain come to life in a vibrant, family-owned setting. Reflect on your journey as you enjoy the evening, perhaps with a stroll along the bayfront, taking in the sights and sounds of this historic city one last time.
Bedtime
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Flagler College

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St. Augustine Boat Cruise and Electric Golf Cart Tour

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