3-Day Itinerary in Saint Augustine, FL: Explore the Oldest City in America

Day 1: Historic Exploration

Saint Augustine, FL

8:00AM

Breakfast at The Blue Hen Cafe

Start your day with a hearty Southern breakfast at The Blue Hen Cafe, famous for its homemade biscuits and hearty breakfast bowls.
Head south on San Marco Ave, just a 5-minute walk.
USD15, 1.5 hours

10:00AM

Visit Castillo de San Marcos

Explore the historic Castillo de San Marcos, the oldest masonry fort in the continental United States, where you can enjoy breathtaking views of the Matanzas River.
Continue walking southwest for about 10 minutes.
USD15, 2 hours

12:30PM

Lunch at Al's Pizza

Savor a casual lunch at Al's Pizza, enjoying their famous pizza or a fresh salad.
It's a short 5-minute drive or a 20-minute stroll back towards San Marco Ave.
USD20, 1 hour

2:00PM

Stroll through the Historic District

Take a leisurely stroll through the historic downtown district, filled with charming shops and Spanish colonial architecture.
Walk along Aviles St for the best experience.
Free, 2 hours

4:30PM

Visit the Lightner Museum

Admire the collections of art and artifacts from the 19th century at the Lightner Museum, housed in a grand former hotel.
Just a 5-minute walk from the Historic District.
USD15, 1.5 hours

6:00PM

Dinner at The Columbia Restaurant

Indulge in a taste of Spanish cuisine at The Columbia Restaurant, celebrating traditional dishes in a beautiful setting.
It's a quick 10-minute walk from the museum.
USD40, 2 hours

8:00PM

Ghost Tour

Experience the mysterious side of Saint Augustine with a guided ghost tour of the city’s haunted locations.
Meet your tour leader outside the restaurant; it's a short walk.
USD25, 1.5 hours
View Hotel Availability

Day 2: Beach Day

Saint Augustine, FL

8:00AM

Breakfast at Maple Street Biscuit Company

Delight in a biscuit breakfast sandwich or a warm maple biscuit with gravy at this popular local spot.
Travel west on San Marco Ave, approximately 5 minutes by car.
USD12, 1 hour

9:30AM

Visit St. Augustine Beach

Enjoy a morning at St. Augustine Beach, soaking in the sun and swimming in the Atlantic Ocean.
Drive east for about 15 minutes to reach the beach.
Free, 3 hours

12:30PM

Lunch at Sunset Grille

Stop for fresh seafood at Sunset Grille, right on the beach with beautiful views.
It's located at St. Augustine Beach, just a short walk away.
USD30, 1 hour

2:00PM

Go Kayaking on the Intracoastal Waterway

Rent a kayak and explore the serene waters of the Intracoastal Waterway, encountering local wildlife along the way.
Head north for about 10 minutes to the kayaking rental office.
USD40, 2 hours

4:30PM

Relax at Anastasia State Park

Spend time relaxing in Anastasia State Park, enjoying the beautiful natural surroundings and possibly spotting some local fauna.
The park is right next to the beach, a short drive.
USD8, 2 hours

6:30PM

Dinner at Anastasia Diner

Conclude your day with a hearty meal at Anastasia Diner, known for its diverse menu and cozy atmosphere.
A short drive from the park, approximately 10 minutes.
USD25, 1.5 hours
View Hotel Availability

Day 3: Cultural Immersion

Saint Augustine, FL

8:00AM

Breakfast at The Kookaburra

Grab a delicious coffee and Aussie-style breakfast at The Kookaburra, famous for its meat pies.
Located in downtown, around a 10-minute drive or 15-minute walk.
USD10, 1 hour

9:30AM

Explore the St. Augustine Alligator Farm

Visit the St. Augustine Alligator Farm Zoological Park to see a variety of alligators and exotic birds and enjoy captivating animal shows.
Just a 5-minute drive from breakfast location.
USD30, 2 hours

12:00PM

Lunch at The Ice Plant

Enjoy seasonal dishes made with local ingredients in a unique atmosphere at The Ice Plant.
Head back downtown, about a 10-minute drive.
USD30, 1.5 hours

1:30PM

Visit the Fountain of Youth Archaeological Park

Learn about the history of Spanish explorers and Native Americans at this interesting archaeological site.
It's a short 10-minute drive from the restaurant.
USD15, 2 hours

3:30PM

Discover Flagler College

Walk through the picturesque Flagler College campus, known for its stunning architecture and rich history.
Just 5 minutes from the park by car.
Free, 1 hour

5:00PM

Farewell Dinner at Harry's Seafood Bar & Grille

Celebrate your last evening in Saint Augustine with a delicious meal at Harry's serving fresh seafood and Cajun cuisine.
Head back into downtown, about 10 minutes away.
USD35, 2 hours

7:30PM

Evening Stroll and Shopping

Wrap up your trip with a scenic evening stroll through the vibrant streets of downtown, browsing local shops.
Explore the nearby shops as most are clustered together.
Free, 1.5 hours
View Hotel Availability