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5-day trip to St. Augustine, Florida

5-day trip to St. Augustine, Florida Itinerary

Last updated: 2024 Jun 14

Exploring the Historic District

Morning
Start your day by taking a stroll through the historic district of St. Augustine. Visit the iconic Castillo de San Marcos National Monument and learn about the city's rich history. Afterward, grab a delicious breakfast at The Floridian and enjoy their unique Southern-inspired dishes.
Afternoon
Explore the St. Augustine Pirate and Treasure Museum and immerse yourself in the world of pirates. For lunch, head to Columbia Restaurant and savor their authentic Spanish cuisine. Afterward, take a leisurely walk along St. George Street and browse through the charming shops and boutiques.
Evening
Indulge in a delightful dinner at Preserved Restaurant, known for its farm-to-table concept and Southern flavors. Afterward, join the St. Augustine Haunted Pub Crawl and discover the city's haunted past while enjoying drinks at some of the most haunted pubs in town.
Bedtime
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Visit Castillo de San Marcos National Monument in St. Augustine
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Castillo de San Marcos National Monument

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Visit Mt. Cook Day-Tour Christchurch to Queenstown in St. Augustine
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St. Augustine Pirate and Treasure Museum

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Outdoor Adventures

Morning
Start your day with an exciting St. Augustine Dolphin and Manatee Paddle or Kayak Tour and explore the beautiful waterways of St. Augustine. Afterward, grab a quick snack at Catch 27 and enjoy their fresh seafood options.
Afternoon
Visit the St. Augustine Alligator Farm Zoological Park and get up close with various species of alligators and other reptiles. For lunch, head to Salt Life Food Shack and savor their delicious seafood dishes. Afterward, take a relaxing walk along the beach and soak in the sun.
Evening
Enjoy a romantic dinner at The Conch House Restaurant, located on the waterfront, and indulge in their Caribbean-inspired cuisine. Afterward, take a sunset cruise with St. Augustine Black Raven Sunset Cruise and enjoy breathtaking views of the city skyline.
Bedtime
Find amazing hotels in St. Augustine.
Visit St. Augustine Dolphin and Manatee Paddle or Kayak Tour in St. Augustine
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St. Augustine Dolphin and Manatee Paddle or Kayak Tour

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

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Historic Landmarks and Museums

Morning
Start your day by visiting the Lightner Museum and admire its extensive collection of art and artifacts. For breakfast, head to A1A Ale Works and enjoy their craft beers and delicious food. Afterward, explore the St. Augustine Lighthouse and Maritime Museum and climb to the top for panoramic views of the city.
Afternoon
Discover the history of St. Augustine at the St. Augustine History Museum and learn about the city's past through interactive exhibits. For lunch, try the mouthwatering dishes at Harry's Seafood Bar & Grille. Afterward, visit the St. Augustine Old Jail and take a guided tour to learn about the life of prisoners in the 19th century.
Evening
Enjoy a delicious dinner at Caps on the Water, a waterfront restaurant known for its fresh seafood and stunning views. Afterward, take a St. Augustine Ghosts and Gravestones Old Town Trolley Tour and explore the city's haunted sites under the cover of darkness.
Bedtime
Find amazing hotels in St. Augustine.
Visit Lightner Museum in St. Augustine
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Lightner Museum

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Visit St. Augustine Lighthouse and Maritime Museum in St. Augustine
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St. Augustine Lighthouse and Maritime Museum

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Cultural and Artistic Delights

Morning
Start your day by visiting the Fountain of Youth and learn about the legendary spring that grants eternal youth. For breakfast, head to O'Steen's Restaurant and enjoy their famous shrimp and grits. Afterward, explore the González-Alvarez House (Oldest House Museum Complex) and discover the history of the oldest house in St. Augustine.
Afternoon
Visit the Potter's Wax Museum and see lifelike wax figures of historical and celebrity figures. For lunch, try the delicious sandwiches at Collage Restaurant. Afterward, explore the St. Augustine Medieval Torture Museum+Ghost Hunting+Tiny Art and learn about the dark history of medieval torture.
Evening
Enjoy a cocktail at Ice Plant Bar, a trendy speakeasy-style bar known for its craft cocktails. For dinner, head to The Reef Restaurant and savor their fresh seafood dishes while enjoying ocean views. Afterward, take a St. Augustine Hauntings and Ghosts Guided Tour by Golf Cart and discover the city's haunted stories.
Bedtime
Find amazing hotels in St. Augustine.
Visit Fountain of Youth in St. Augustine
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Fountain of Youth

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Visit González-Alvarez House (Oldest House Museum Complex) in St. Augustine
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González-Alvarez House (Oldest House Museum Complex)

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Nature and Relaxation

Morning
Start your day with a peaceful St. Augustine Treasure Hunt Cruise with Onboard Show and enjoy the scenic views of St. Augustine. For breakfast, head to Mango Mango's Caribbean Grill & Bar and savor their delicious Caribbean-inspired dishes. Afterward, take a walk through the beautiful Mission Nombre de Dios and enjoy the serene atmosphere.
Afternoon
Visit the St. Augustine St. Johns River Airboat Safari with a Guide and experience the thrill of an airboat ride through the marshes. For lunch, try the mouthwatering dishes at Blackfly The Restaurant. Afterward, relax at Cafe Alcazar and enjoy a cup of coffee or tea in the beautiful courtyard.
Evening
Indulge in a delightful dinner at Raintree Restaurant, known for its elegant atmosphere and delicious cuisine. Afterward, take a leisurely stroll along the waterfront and enjoy the scenic views of the city.
Bedtime
Find amazing hotels in St. Augustine.
Visit St. Augustine Treasure Hunt Cruise with Onboard Show in St. Augustine
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St. Augustine Treasure Hunt Cruise with Onboard Show

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Visit Mission Nombre de Dios in St. Augustine
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Mission Nombre de Dios

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