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![5-Day St. Augustine Adventure with Historic Sites and Culinary Delights](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018ca812-c407-77b4-9057-99290d0039b0/location746.jpg)
5-Day St. Augustine Adventure with Historic Sites and Culinary Delights Itinerary
Last updated: 2024 Jun 14Historic Beginnings and Culinary Delights
Morning
Start your journey with a delightful breakfast at Catch 27, known for its fresh seafood and vibrant atmosphere. Afterward, immerse yourself in history with a visit to the iconic Castillo de San Marcos National Monument, the oldest masonry fort in the continental United States.
Afternoon
For lunch, head to The Florida Cracker Cafe and savor their signature dishes. Post-lunch, take a leisurely stroll through the historic St. George Street, lined with unique shops and attractions. Explore the Governor's House Cultural Center and Museum to gain insights into the city's rich past.
Evening
Dine at River & Fort Restaurant & Roof Top Lounge for a memorable dinner with panoramic views. Conclude your evening with the enchanting St Augustine Nights of Lights Trolley Tour, a perfect introduction to the city's holiday charm.
Bedtime
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![Visit Castillo de San Marcos National Monument in St. Augustine](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/68/d1.jpg)
4.76Castillo de San Marcos National Monument
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![Visit Castillo de San Marcos National Monument in St. Augustine](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/68/d1.jpg)
Castillo de San Marcos National Monument
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![Visit St Augustine Nights of Lights Trolley Tour in St. Augustine](https://cdn.getyourguide.com/img/tour/566bdff3385cc606.jpeg/21.jpg)
4.32St Augustine Nights of Lights Trolley Tour
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![Visit St Augustine Nights of Lights Trolley Tour in St. Augustine](https://cdn.getyourguide.com/img/tour/566bdff3385cc606.jpeg/21.jpg)
St Augustine Nights of Lights Trolley Tour
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Maritime Heritage and Haunted Tales
Morning
Enjoy a breakfast at The Drunken Horse St. Augustine, a local favorite. Then, set sail on the St. Augustine Treasure Hunt Cruise with Onboard Show, combining entertainment with a scenic river cruise. Keep an eye out for dolphins and manatees.
Afternoon
Refuel at Candlelight South Restaurant, offering a blend of Southern and international flavors. Spend your afternoon at the St. Augustine Lighthouse and Maritime Museum, where you can climb to the top for a breathtaking view and learn about the area's maritime history.
Evening
Delve into the city's darker side with the St. Augustine Ghosts and Gravestones Old Town Trolley Tour. Before the tour, enjoy a spine-tingling dinner at The Backyard at Meehan's, known for its unique outdoor dining experience.
Bedtime
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![Visit St. Augustine Treasure Hunt Cruise with Onboard Show in St. Augustine](https://cdn.getyourguide.com/img/tour/5d5575576466b.jpeg/21.jpg)
4.41St. Augustine Treasure Hunt Cruise with Onboard Show
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![Visit St. Augustine Treasure Hunt Cruise with Onboard Show in St. Augustine](https://cdn.getyourguide.com/img/tour/5d5575576466b.jpeg/21.jpg)
St. Augustine Treasure Hunt Cruise with Onboard Show
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![Visit St. Augustine Lighthouse and Maritime Museum in St. Augustine](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/91/a7.jpg)
4.82St. Augustine Lighthouse and Maritime Museum
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![Visit St. Augustine Lighthouse and Maritime Museum in St. Augustine](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/91/a7.jpg)
St. Augustine Lighthouse and Maritime Museum
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![Visit St. Augustine Ghosts and Gravestones Old Town Trolley Tour in St. Augustine](https://cdn.getyourguide.com/img/tour/56e9e653671b1.jpeg/21.jpg)
4.24St. Augustine Ghosts and Gravestones Old Town Trolley Tour
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![Visit St. Augustine Ghosts and Gravestones Old Town Trolley Tour in St. Augustine](https://cdn.getyourguide.com/img/tour/56e9e653671b1.jpeg/21.jpg)
St. Augustine Ghosts and Gravestones Old Town Trolley Tour
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Eclectic Museums and Culinary Surprises
Morning
Begin your day with a visit to the Potter's Wax Museum, where lifelike figures bring history to life. Grab a quick bite at Barley Republic, a gastropub with a wide selection of drinks and dishes.
Afternoon
Explore the unusual at the Medieval Torture Museum and then enjoy a guided tour of the The St. Augustine Old Jail Museum. For lunch, head to Sarbez!, a unique spot offering a variety of vegan and non-vegan options.
Evening
Dine at The Conch House Restaurant, set in a tropical paradise with waterfront views. Cap off the night with the adults-only St. Augustine True Crime Guided Pub Crawl, where you'll hear about the city's most notorious crimes while visiting local pubs.
Bedtime
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![Visit St. Augustine Potter's Wax Museum Ticket in St. Augustine](https://cdn.getyourguide.com/img/tour/5be49d6dbf7a1.jpeg/21.jpg)
4.67Potter's Wax Museum
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![Visit St. Augustine Potter's Wax Museum Ticket in St. Augustine](https://cdn.getyourguide.com/img/tour/5be49d6dbf7a1.jpeg/21.jpg)
Potter's Wax Museum
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![Visit Medieval Torture Museum in St. Augustine](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/c1/f3.jpg)
4.67Medieval Torture Museum
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![Visit Medieval Torture Museum in St. Augustine](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/c1/f3.jpg)
Medieval Torture Museum
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![Visit The St. Augustine Old Jail Museum Guided Tour in St. Augustine](https://cdn.getyourguide.com/img/tour/56e6d72b85251.jpeg/21.jpg)
4.62The St. Augustine Old Jail Museum
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![Visit The St. Augustine Old Jail Museum Guided Tour in St. Augustine](https://cdn.getyourguide.com/img/tour/56e6d72b85251.jpeg/21.jpg)
The St. Augustine Old Jail Museum
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![Visit St. Augustine True Crime Guided Pub Crawl in St. Augustine](https://cdn.getyourguide.com/img/tour/63f7b5d5db3cf.jpeg/21.jpg)
3.86St. Augustine True Crime Guided Pub Crawl
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![Visit St. Augustine True Crime Guided Pub Crawl in St. Augustine](https://cdn.getyourguide.com/img/tour/63f7b5d5db3cf.jpeg/21.jpg)
St. Augustine True Crime Guided Pub Crawl
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Nature's Wonders and New Year's Eve Preparations
Morning
Start with a hearty breakfast at A1A Ale Works Restaurant & Taproom, then head out for a morning paddle or kayak tour to spot dolphins and manatees with the St. Augustine Dolphin and Manatee Paddle or Kayak Tour.
Afternoon
After working up an appetite on the water, enjoy a casual lunch at Mill Top Tavern and Listening Room. Spend your afternoon at the St. Augustine Alligator Farm Zoological Park, where you can witness feeding shows and even zip line over the alligator exhibits.
Evening
As the city prepares for New Year's Eve, join the St Augustine New Years Eve Nights of Lights Pirate Cruise to celebrate in a unique way. Enjoy a special dinner at The Oak Room Restaurant and Lounge, known for its elegant ambiance and culinary expertise.
Bedtime
Find amazing hotels in St. Augustine.
![Visit St. Augustine Dolphin and Manatee Paddle or Kayak Tour in St. Augustine](https://cdn.getyourguide.com/img/tour/636292710e18c.jpeg/21.jpg)
4.27St. Augustine Dolphin and Manatee Paddle or Kayak Tour
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![Visit St. Augustine Dolphin and Manatee Paddle or Kayak Tour in St. Augustine](https://cdn.getyourguide.com/img/tour/636292710e18c.jpeg/21.jpg)
St. Augustine Dolphin and Manatee Paddle or Kayak Tour
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![Visit St. Augustine Alligator Farm Zoological Park in St. Augustine](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/6f/92.jpg)
5.00St. Augustine Alligator Farm Zoological Park
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![Visit St. Augustine Alligator Farm Zoological Park in St. Augustine](https://media.tacdn.com/media/attractions-content--1x-1/0b/27/6f/92.jpg)
St. Augustine Alligator Farm Zoological Park
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![Visit St Augustine New Years Eve Nights of Lights Pirate Cruise in St. Augustine]()
St Augustine New Years Eve Nights of Lights Pirate Cruise
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St Augustine New Years Eve Nights of Lights Pirate Cruise
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New Year's Day Relaxation and Reflection
Morning
Reflect on your journey over breakfast at The Backyard at Meehan's. Then, take a serene St. Johns River Airboat Safari with a Guide just outside the city, where you can spot wildlife and enjoy the natural beauty of the area.
Afternoon
Return to the city for a late lunch at The Oak Room Restaurant and Lounge, where you can enjoy a refined meal to start the new year. Spend the rest of the afternoon at the Colonial Quarter, immersing yourself in the living history of St. Augustine's colonial past.
Evening
Conclude your trip with a visit to Ripley's Believe It or Not! St. Augustine, where the bizarre and extraordinary will captivate you. For a final dinner, choose Ice Plant Bar, a unique venue with a focus on craft cocktails and farm-to-table dining.
Bedtime
Find amazing hotels in St. Augustine.
![Visit St. Augustine St. Johns River Airboat Safari with a Guide in St. Augustine](https://cdn.getyourguide.com/img/tour/63d18d3e5eba5.jpeg/21.jpg)
4.91St. Johns River Airboat Safari with a Guide
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![Visit St. Augustine St. Johns River Airboat Safari with a Guide in St. Augustine](https://cdn.getyourguide.com/img/tour/63d18d3e5eba5.jpeg/21.jpg)
St. Johns River Airboat Safari with a Guide
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![Visit Colonial Quarter in St. Augustine](https://media.tacdn.com/media/attractions-content--1x-1/0b/df/bd/80.jpg)
4.72Colonial Quarter
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![Visit Colonial Quarter in St. Augustine](https://media.tacdn.com/media/attractions-content--1x-1/0b/df/bd/80.jpg)
Colonial Quarter
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![Visit Ripley's Believe It or Not! St. Augustine in St. Augustine](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/ac/7b.jpg)
4.70Ripley's Believe It or Not! St. Augustine
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![Visit Ripley's Believe It or Not! St. Augustine in St. Augustine](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/ac/7b.jpg)
Ripley's Believe It or Not! St. Augustine
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