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5-day Trip to St. Augustine, FL

5-day Trip to St. Augustine, FL Itinerary

Last updated: 2024 Jun 14

Historic Exploration

Morning
Start your day by visiting the iconic Castillo de San Marcos National Monument, the oldest masonry fort in the continental United States. Afterward, take a stroll through the historic streets and admire the beautiful architecture, including a visit to Flagler College.
Afternoon
Enjoy a delicious lunch at The Floridian, a local favorite known for its Southern-inspired cuisine. In the afternoon, explore the Lightner Museum, housed in a former hotel and showcasing art and artifacts from the Gilded Age.
Evening
For dinner, head to The Ice Plant, a trendy restaurant specializing in craft cocktails and farm-to-table cuisine. Afterward, take a haunted tour of the city with the St. Augustine Ghosts and Gravestones Old Town Trolley Tour.
Bedtime
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Visit Castillo de San Marcos National Monument in St. Augustine, FL
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Castillo de San Marcos National Monument

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Visit Flagler College in St. Augustine, FL
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Flagler College

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Maritime History and Natural Wonders

Morning
Start your day by visiting the St. Augustine Lighthouse and Maritime Museum, where you can climb to the top for panoramic views of the city. Afterward, grab breakfast at The Back 40 Urban Cafe, a cozy spot known for its delicious brunch options.
Afternoon
Head to the St. Augustine Alligator Farm Zoological Park, where you can see a variety of wildlife, including alligators and exotic birds. Enjoy a quick snack at The Hyppo Gourmet Ice Pops before exploring the Fountain of Youth, a historical site with beautiful gardens and a legendary spring.
Evening
Indulge in dinner at Catch 27, a seafood-centric restaurant known for its fresh and sustainable dishes. Afterward, take a relaxing stroll along the waterfront and enjoy the sunset views.
Bedtime
Find amazing hotels in St. Augustine, FL.
Visit St. Augustine Lighthouse and Maritime Museum in St. Augustine, FL
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St. Augustine Lighthouse and Maritime Museum

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Visit St. Augustine Alligator Farm Zoological Park in St. Augustine, FL
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St. Augustine Alligator Farm Zoological Park

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Museums and Cultural Attractions

Morning
Start your day by visiting the St. Augustine History Museum, where you can learn about the city's rich history through interactive exhibits. Afterward, grab breakfast at Mellow Mushroom, a popular pizza joint with a laid-back atmosphere.
Afternoon
Explore the unique exhibits at the Potter's Wax Museum and the Medieval Torture Museum. For lunch, head to Pusser's Caribbean Grille for a taste of Caribbean cuisine. Continue your cultural exploration with a visit to the Lightner Museum, housed in a former hotel and showcasing art and artifacts from the Gilded Age.
Evening
Enjoy a romantic dinner at Collage, a fine dining restaurant known for its creative dishes and intimate ambiance.
Bedtime
Find amazing hotels in St. Augustine, FL.
Visit St. Augustine History Museum in St. Augustine, FL
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St. Augustine History Museum

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Visit Potter's Wax Museum in St. Augustine, FL
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Potter's Wax Museum

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Outdoor Adventures

Morning
Start your day with a kayak tour of the St. Augustine Dolphin and Manatee Paddle or Kayak Tour, where you can paddle through the scenic waterways and spot wildlife. Afterward, grab a quick bite at Le Macaron French Pastries.
Afternoon
Visit the Fort Matanzas National Monument, a Spanish colonial fort that offers stunning views of the surrounding marshlands. For lunch, head to A1A Ale Works, a brewpub with a diverse menu. Afterward, explore the St. Augustine Old Jail, a historic site that offers guided tours.
Evening
Enjoy a seafood dinner at Caps on the Water, a waterfront restaurant known for its fresh seafood and picturesque views.
Bedtime
Find amazing hotels in St. Augustine, FL.
Visit St. Augustine Dolphin and Manatee Paddle or Kayak Tour in St. Augustine, FL
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St. Augustine Dolphin and Manatee Paddle or Kayak Tour

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Visit Fort Matanzas National Monument in St. Augustine, FL
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Fort Matanzas National Monument

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Leisurely Exploration

Morning
Start your day with a visit to the St. Augustine Hop-on Hop-off Trolley Tour with Museum Entry, which allows you to explore the city at your own pace. Grab breakfast at City Perk Coffee House, a cozy cafe known for its artisanal coffee.
Afternoon
Head to the St. Augustine Alligator Farm Zoological Park for an up-close encounter with alligators and other reptiles. Enjoy a leisurely lunch at The Bunnery Bakery & Cafe, a charming bakery known for its fresh pastries and sandwiches.
Evening
End your trip with a relaxing dinner at The Reef Restaurant, a beachfront restaurant known for its seafood dishes and ocean views. Take a stroll along the beach and savor the last moments of your St. Augustine adventure.
Bedtime
Find amazing hotels in St. Augustine, FL.
Visit St. Augustine Hop-on Hop-off Trolley Tour with Museum Entry in St. Augustine, FL
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St. Augustine Hop-on Hop-off Trolley Tour with Museum Entry

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Visit St. Augustine Alligator Farm Zoological Park in St. Augustine, FL
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St. Augustine Alligator Farm Zoological Park

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