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Ultimate 5-Day St. Augustine Adventure

Ultimate 5-Day St. Augustine Adventure Itinerary

Last updated: 2024 Jun 14

Historical Marvels and Culinary Delights

Morning
Begin your day with a delightful breakfast at Cafe Alcazar, known for its charming ambiance and delicious dishes. Afterward, embark on the St. Augustine Hop-on Hop-off Trolley Tour with Museum Entry to explore the city's iconic landmarks like the Castillo de San Marcos National Monument and Flagler College.
Afternoon
For lunch, savor the fresh seafood at Cap's on the Water while enjoying the waterfront views. Afterward, visit the Lightner Museum and the St. Augustine History Museum to delve deeper into the city's rich history.
Evening
Indulge in a gourmet dinner at Collage Restaurant, known for its innovative cuisine and elegant setting. Afterward, take a leisurely stroll along the historic streets and enjoy the evening ambiance of St. Augustine.
Bedtime
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Visit St. Augustine Hop-on Hop-off Trolley Tour with Museum Entry in St. Augustine
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St. Augustine Hop-on Hop-off Trolley Tour with Museum Entry

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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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Maritime Adventures and Evening Mysteries

Morning
Fuel up with a hearty breakfast at The Conch House Restaurant, known for its Caribbean-inspired dishes. Then, embark on the St. Augustine Treasure Hunt Cruise with Onboard Show to experience a unique maritime adventure.
Afternoon
For lunch, head to Catch 27 for a taste of fresh, locally sourced cuisine. Afterward, visit the St. Augustine Lighthouse and Maritime Museum and climb to the top for panoramic views of the city and the coast.
Evening
Enjoy a thrilling evening on the St. Augustine Ghosts and Gravestones Old Town Trolley Tour, exploring the city's haunted past. Conclude the night with a spooky dinner at Scarlett O'Hara's Bar and Restaurant, known for its Southern hospitality and ghostly tales.
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 St. Augustine Lighthouse and Maritime Museum in St. Augustine
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St. Augustine Lighthouse and Maritime Museum

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Natural Wonders and Culinary Delights

Morning
Start your day with a delicious breakfast at The Reef Restaurant, known for its oceanfront dining experience. Then, embark on the St. Augustine Dolphin and Manatee Paddle or Kayak Tour to explore the local marine life.
Afternoon
For lunch, enjoy the casual beach vibes at Salt Life Food Shack. Afterward, visit the St. Augustine Alligator Farm Zoological Park to get up close with these fascinating creatures.
Evening
Dine at Mango Mango's Caribbean Grill & Bar for a taste of the islands in the heart of St. Augustine. Afterward, take a relaxing evening stroll along the beach and enjoy the sound of the waves.
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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Cultural Immersion and Evening Entertainment

Morning
Enjoy a leisurely breakfast at Gypsy Cab Co. Inc., known for its eclectic menu and artistic ambiance. Then, visit the González-Alvarez House (Oldest House Museum Complex) and the Oldest Wooden School House to learn about the city's early days.
Afternoon
For lunch, savor the flavors of Spain at Columbia Restaurant, a St. Augustine institution. Afterward, explore the Colonial Quarter and immerse yourself in the city's colonial past.
Evening
Experience the vibrant nightlife of St. Augustine with the St. Augustine True Crime Guided Pub Crawl, visiting the city's historic pubs and hearing tales of crime and mystery. Conclude the night with a nightcap at Ice Plant Bar, known for its craft cocktails and speakeasy vibe.
Bedtime
Find amazing hotels in St. Augustine.
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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Visit Oldest Wooden School House in St. Augustine
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Oldest Wooden School House

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Outdoor Adventures and Farewell Feasts

Morning
Enjoy a hearty breakfast at Harry's Seafood Bar & Grille, a local favorite for its seafood dishes. Then, embark on the St. Augustine St. Johns River Airboat Safari with a Guide for an exhilarating ride through the local waterways.
Afternoon
For lunch, head to Raintree Restaurant, known for its elegant setting and farm-to-table cuisine. Afterward, visit the Fountain of Youth and take a sip from the legendary spring.
Evening
Conclude your St. Augustine adventure with a farewell dinner at Preserved Restaurant, known for its innovative Southern cuisine. Raise a toast to the memories made in the nation's oldest city.
Bedtime
Find amazing hotels in St. Augustine.
Visit St. Augustine St. Johns River Airboat Safari with a Guide in St. Augustine
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St. Augustine St. Johns River Airboat Safari with a Guide

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Visit Fountain of Youth in St. Augustine
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Fountain of Youth

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