Exploring St. Augustine: A 3-Day Cultural Immersion and Rail Experience

Day 1: Historic Landmarks & Culture

St. Augustine, Florida

8:00 AM

Breakfast at The Blue Hen Café

Start your day with a delicious breakfast at The Blue Hen Café, known for its Southern-inspired dishes using fresh, local ingredients.
Walk to the historic district after breakfast, as it's a short 10-minute walk.
USD 15, 1 hour

9:30 AM

Visit Castillo de San Marcos

Explore this historic fortress that has stood for over 300 years and offers stunning views of the waterfront.
Head southwest on S Castillo Dr, it’s a 5-minute walk.
USD 15, 1.5 hours

11:15 AM

Stroll Along St. George Street

Wander down this charming street filled with shops, galleries, and cafes, soaking in the vibrant atmosphere.
Walk north along S Castillo Dr, it’s close by.
Free, 1 hour

12:30 PM

Lunch at Columbia Restaurant

Enjoy a taste of traditional Spanish cuisine at Columbia Restaurant, the oldest continuously operating restaurant in Florida.
10-minute walk northeast from St. George Street.
USD 25, 1.5 hours

2:00 PM

Visit the Lightner Museum

Discover the extensive collection of fine and decorative arts housed in the former Alcazar Hotel.
Just a 15-minute walk from the restaurant to the museum.
USD 12, 2 hours

4:30 PM

Explore Flagler College

Take a guided tour of this stunning campus that was originally Henry Flagler's Ponce de Leon Hotel.
A short 10-minute walk from the museum.
USD 10, 1.5 hours

6:00 PM

Dinner at The Reef

End your day with fresh seafood and ocean views at The Reef, an ideal spot to relax after a day of exploration.
Take a taxi or rideshare to the restaurant, which is about 15 minutes away.
USD 40, 2 hours
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Day 2: Nature & Heritage

St. Augustine, Florida

8:00 AM

Breakfast at Zaxby’s

Fuel up with hearty breakfast options at Zaxby’s, known for its tasty offerings and affordability.
Walking distance; only 10 minutes from your accommodation.
USD 10, 1 hour

9:30 AM

Visit the Alligator Farm Zoological Park

Witness the incredible alligators and exotic birds in this lively setting while supporting wildlife conservation.
A 15-minute taxi ride from breakfast.
USD 30, 2 hours

12:00 PM

Lunch at Oasis Restaurant

Stop for a refreshing meal at Oasis Restaurant overlooking the marsh, specializing in modern Southern cuisine.
Short taxi ride from the park back towards the downtown area.
USD 20, 1.5 hours

1:30 PM

Ride the Old Town Trolley

Hop aboard the Old Town Trolley for a scenic tour around the city, providing insight into its fascinating history.
Board the trolley from the nearest stop a few minutes away by foot.
USD 25, 1.5 hours

3:00 PM

Exploring the Historic District

Get off to explore various historic landmarks and enjoy local shops in the area.
Walk along the trolley path and visit the landmarks it passes.
Free, 2 hours

5:00 PM

Dinner at Harry’s Seafood Bar & Grille

Delight in unique Cajun and fresh seafood fusion at Harry’s, accompanied by live music.
A short stroll from the Historic District.
USD 35, 2 hours
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Day 3: Leisure & Reflection

St. Augustine, Florida

8:00 AM

Breakfast at Maple Street Biscuit Company

Revel in a southern breakfast delight at Maple Street, known for their unique biscuit recipes.
Take a 10-minute walk to the restaurant.
USD 12, 1 hour

9:30 AM

Visit St. Augustine Lighthouse & Maritime Museum

Climb the 219 steps for breathtaking views and learn about the maritime history of the area.
Catch a taxi to the lighthouse, approximately 10 minutes away.
USD 12, 2 hours

12:00 PM

Lunch at The Floridian

Savor locally-sourced, seasonal dishes with a Southern twist at The Floridian.
Return to the downtown area; around a 15-minute taxi ride.
USD 25, 1.5 hours

1:30 PM

Shopping on Historic St. George Street

Indulge in some shopping along the popular St. George Street, featuring unique shops and local artisan goods.
Easily walk from the restaurant to the shops.
Free, 2 hours

3:30 PM

Relax at Anastasia State Park

Unwind with nature and scenic landscapes at Anastasia Park, perfect for a peaceful retreat.
Catch a taxi, around 15 minutes from St. George Street.
USD 8, 1.5 hours

5:00 PM

Dinner at Cap’s on the Water

Enjoy a final meal with scenic waterfront views and fresh cuisine before concluding your journey.
A 20-minute taxi ride back to the restaurant.
USD 45, 2 hours
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