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8 Days of Exploration in St. Augustine

8 Days of Exploration in St. Augustine Itinerary

Last updated: 2024 Jun 30

Historic Landmarks and Pirate Tales

Morning
Start your adventure at the iconic Castillo de San Marcos National Monument. This historic fort offers a glimpse into the past with its well-preserved structure and informative exhibits. After exploring the fort, head to The Blue Hen Cafe for a delightful breakfast featuring Southern comfort food.
Afternoon
In the afternoon, visit the fascinating Flagler College, known for its stunning architecture and rich history. Take a guided tour to learn about its origins as a luxury hotel built by Henry Flagler. For lunch, enjoy a meal at The Floridian, which offers farm-to-table Southern cuisine with a modern twist.
Evening
As evening approaches, embark on the thrilling St. Augustine: Ghosts and Gravestones Old Town Trolley Tour. This tour takes you through some of St. Augustine's most haunted locations while sharing spine-chilling stories of the city's past. End your day with dinner at Catch 27, known for its fresh seafood dishes.
Bedtime
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Cultural Treasures and Nighttime Adventures

Morning
Begin your day with a visit to the Lightner Museum, housed in the former Alcazar Hotel built by Henry Flagler. The museum features an eclectic collection of artifacts, including Victorian art glass, stained glass, and more. For breakfast, stop by Cousteau's Waffle and Milkshake Bar for delicious waffles and milkshakes.
Afternoon
Next, explore the historic González-Alvarez House (Oldest House Museum Complex), which dates back to 1723 and offers insights into colonial life in St. Augustine. Enjoy lunch at Preservations Kitchen, offering locally sourced dishes in a charming setting.
Evening
In the evening, join the exciting St Augustine: Ghosts and Spirits Golf Cart Pub Crawl. This unique tour combines ghost stories with visits to some of St. Augustine's best pubs for drinks along the way. Conclude your night with dinner at Columbia Restaurant, famous for its Spanish-Cuban cuisine.
Bedtime
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Nature Encounters and Sunset Cruises

Morning
Start your morning with an unforgettable experience at the St. Augustine Alligator Farm Zoological Park. This park is home to every species of crocodilian in the world as well as exotic birds and reptiles. Afterward, have breakfast at The Kookaburra, known for its Aussie-inspired coffee and pastries.
Afternoon
Afterward, visit the serene grounds of Mission Nombre de Dios, where you can explore beautiful gardens and historic sites that mark America's first mission settlement founded in 1565 by Pedro Menendez de Aviles followed by lunch at Maple Street Biscuit Company which serves up hearty biscuit sandwiches.
Evening
As evening falls embark on relaxing sunset cruise aboard the iconic pirate ship duringSt.Augustine: Torture Museum Ghost Hunt Tiny Art Tickets[289205] this scenic boat ride offers breathtaking views over Matanzas Bay coupled with intriguing tales from history . Wrap up your day enjoying dinner overlooking waterway offered byHarry’s Seafood Bar & Grille
Bedtime
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Architectural Marvels and Chocolate Delights

Morning
Begin your day with a visit to the Memorial Presbyterian Church, an architectural gem built by Henry Flagler in memory of his daughter. The stunning design and serene atmosphere make it a must-see landmark. Afterward, enjoy breakfast at Georgie's Diner, known for its hearty breakfast options and retro vibe.
Afternoon
In the afternoon, explore the historic Father Miguel O'Reilly House Museum. This museum offers insights into the early history of St. Augustine and its role in Spanish colonial times. For lunch, head to The Ice Plant, a unique restaurant located in a restored ice plant building, offering farm-to-table dishes and craft cocktails.
Evening
As evening approaches, indulge your sweet tooth with the St. Augustine: Chocolate & Sweet Walking Tour with Tastings. This tour takes you to some of the best dessert spots in St. Augustine, where you can sample delicious chocolates and sweets. End your day with dinner at A1A Ale Works, offering a variety of seafood dishes and craft beers.
Bedtime
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Pirate Adventures and Scenic Views

Morning
Start your morning with a visit to the St. Augustine Pirate and Treasure Museum. This interactive museum showcases pirate artifacts and treasures from around the world, making it a fun experience for all ages. Afterward, have breakfast at The Bunnery Bakery & Cafe, known for its freshly baked pastries and coffee.
Afternoon
Next, head to the iconic St. Augustine Lighthouse and Maritime Museum. Climb to the top of the lighthouse for breathtaking views of the city and learn about its maritime history through engaging exhibits. For lunch, enjoy a meal at O'Steen's Restaurant, famous for its fried shrimp.
Evening
In the evening, embark on an unforgettable adventure with the St. Augustine: Black Raven Tropical Sunset Cruise. This pirate-themed cruise offers stunning sunset views over Matanzas Bay along with entertaining pirate shows on board . Conclude your night dining atThe Reef Restaurant which offers panoramic oceanfront views coupled delectable seafood dishes.
Bedtime
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Historic District Exploration and Haunted Tales

Morning
Begin your day exploringSt Augustine Historic District[22650] this area is filled charming cobblestone streets lined historic buildings quaint shops cafes art galleries after strolling around grab breakfast atSunday featuring locally sourced ingredients creative brunch menu .
Afternoon
Afterward delve deeper into history visitingGovernor's House Cultural Center Museum[24043] which showcases rich cultural heritage through various exhibits artifacts followed by lunch atCasa Maya known fresh Latin American cuisine vibrant atmosphere .
Evening
As evening falls join thrilling haunted pub crawl duringSt.Augustine Haunted Pub Crawl Walking Tour Guide[428202] this guided tour takes you some most haunted pubs city sharing spine-chilling stories along way wrap up day enjoying dinner lively ambiance offered byProhibition Kitchen
Bedtime
Find amazing hotels in St. Augustine, Florida.

Art and History Immersion

Morning
Start your day with a visit to the Lightner Museum, housed in the former Alcazar Hotel built by Henry Flagler. The museum features an eclectic collection of artifacts, including Victorian art glass, stained glass, and more. For breakfast, stop by Cousteau's Waffle and Milkshake Bar for delicious waffles and milkshakes.
Afternoon
Next, explore the historic González-Alvarez House (Oldest House Museum Complex), which dates back to 1723 and offers insights into colonial life in St. Augustine. Enjoy lunch at Preservations Kitchen, offering locally sourced dishes in a charming setting.
Evening
In the evening, join the exciting St Augustine: Ghosts and Spirits Golf Cart Pub Crawl. This unique tour combines ghost stories with visits to some of St. Augustine's best pubs for drinks along the way. Conclude your night with dinner at Columbia Restaurant, famous for its Spanish-Cuban cuisine.
Bedtime
Find amazing hotels in St. Augustine, Florida.

Nature Encounters and Sunset Cruises

Morning
Start your morning with an unforgettable experience at the St. Augustine Alligator Farm Zoological Park. This park is home to every species of crocodilian in the world as well as exotic birds and reptiles. Afterward, have breakfast at The Kookaburra, known for its Aussie-inspired coffee and pastries.
Afternoon
Afterward, visit the serene grounds of Mission Nombre de Dios, where you can explore beautiful gardens and historic sites that mark America's first mission settlement founded in 1565 by Pedro Menendez de Aviles followed by lunch at Maple Street Biscuit Company which serves up hearty biscuit sandwiches.
Evening
As evening falls embark on relaxing sunset cruise aboard the iconic pirate ship duringSt.Augustine: Torture Museum Ghost Hunt Tiny Art Tickets[289205] this scenic boat ride offers breathtaking views over Matanzas Bay coupled with intriguing tales from history . Wrap up your day enjoying dinner overlooking waterway offered byHarry’s Seafood Bar & Grille
Bedtime
Find amazing hotels in St. Augustine, Florida.
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