Exploring St. Augustine, Florida in 5 Days

Day 1: Historic District

St. Augustine, Florida

8:00AM

Breakfast at The Blue Hen Cafe

Start your day with a delicious breakfast at The Blue Hen Cafe, known for its Southern-inspired dishes and cozy atmosphere.
The Blue Hen Cafe is located in the heart of the Historic District. It's a 5-minute walk from most hotels in the area.
25, 1 hour

10:00AM

Visit Castillo de San Marcos

Explore the historic Castillo de San Marcos, the oldest masonry fort in the continental United States, and learn about its storied past.
The fort is a short walk from The Blue Hen Cafe, just head east on Orange St. and you'll see it.
15, 2 hours

1:00PM

Lunch at The Columbia Restaurant

Enjoy a Spanish-inspired lunch at The Columbia Restaurant, a St. Augustine institution known for its delicious cuisine and vibrant atmosphere.
The Columbia Restaurant is located on St. George St., a 10-minute walk from Castillo de San Marcos.
30, 1.5 hours

3:00PM

Stroll down St. George Street

Walk along the charming St. George Street, lined with shops, cafes, and historic buildings, and soak in the city's unique ambiance.
St. George Street is right outside The Columbia Restaurant, perfect for a leisurely post-lunch walk.
Free, 2 hours

6:00PM

Dinner at The Floridian

Indulge in a farm-to-table dining experience at The Floridian, known for its fresh, locally sourced ingredients and creative dishes.
The Floridian is located a short walk from St. George Street, offering a cozy dining environment.
40, 2 hours
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Day 2: Beach Day

St. Augustine, Florida

9:00AM

Breakfast at Maple Street Biscuit Company

Start your day with a hearty breakfast at Maple Street Biscuit Company, known for its delicious biscuits and Southern comfort food.
Maple Street Biscuit Company is a short drive from most beach access points in St. Augustine.
20, 1 hour

10:00AM

Head to St. Augustine Beach

Spend the day relaxing on the sandy shores of St. Augustine Beach, soak up the sun, and take a refreshing dip in the Atlantic Ocean.
St. Augustine Beach is a 15-minute drive from Maple Street Biscuit Company.
Free, 4 hours

2:00PM

Lunch at Sunset Grille

Enjoy a beachfront lunch at Sunset Grille, offering fresh seafood and stunning views of the ocean for a perfect midday break.
Sunset Grille is located right on the beach, providing easy access after a morning of sunbathing and swimming.
35, 1.5 hours

4:00PM

Explore Anastasia State Park

Discover the natural beauty of Anastasia State Park, with its pristine beaches, hiking trails, and abundant wildlife for a serene afternoon escape.
Anastasia State Park is a short drive from St. Augustine Beach, offering a peaceful retreat in nature.
5, 2 hours

6:30PM

Dinner at Beachcomber Restaurant

Savor a delicious seafood dinner at Beachcomber Restaurant, known for its fresh catches and laid-back beachside vibe.
Beachcomber Restaurant is located near Anastasia State Park, providing a relaxed dining experience after a day of exploration.
45, 2 hours
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Day 3: Nature Exploration

St. Augustine, Florida

8:30AM

Breakfast at The Present Moment Cafe

Start your day with a healthy and organic breakfast at The Present Moment Cafe, known for its plant-based cuisine and tranquil atmosphere.
The Present Moment Cafe is located near the entrance of Anastasia State Park, a great spot to begin your day of nature exploration.
25, 1 hour

10:00AM

Kayaking at Salt Run

Embark on a kayaking adventure at Salt Run, a scenic waterway where you can paddle amidst mangroves and spot local wildlife.
Salt Run is a short drive from The Present Moment Cafe, offering a unique outdoor experience in a peaceful setting.
40, 2 hours

1:00PM

Lunch at Caps on the Water

Enjoy a waterfront lunch at Caps on the Water, a picturesque restaurant overlooking the Intracoastal Waterway, known for its fresh seafood dishes.
Caps on the Water is located along the Intracoastal Waterway, providing a scenic dining experience after your kayaking adventure.
35, 1.5 hours

3:00PM

Visit Washington Oaks Gardens State Park

Explore the beautiful gardens of Washington Oaks State Park, featuring unique plant species, historic ruins, and stunning ocean views.
Washington Oaks Gardens State Park is a short drive from Caps on the Water, offering a serene setting for an afternoon stroll.
10, 2 hours

6:00PM

Dinner at Raintree Restaurant

Indulge in a fine dining experience at Raintree Restaurant, housed in a restored Victorian home and known for its elegant ambiance and gourmet cuisine.
Raintree Restaurant is located in the historic district, providing a sophisticated dining option to end your day of nature exploration.
50, 2 hours
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Day 4: Culinary Delights

St. Augustine, Florida

9:00AM

Breakfast at The Kookaburra

Start your day with a delicious breakfast at The Kookaburra, a cozy cafe known for its Australian-style coffee and pastries.
The Kookaburra has multiple locations in St. Augustine, offering a convenient breakfast spot to kick off your culinary day.
15, 1 hour

10:30AM

Food Tour with The Tasting Tours

Embark on a guided food tour with The Tasting Tours, where you'll sample a variety of local delicacies and learn about the city's culinary scene.
The meeting point for The Tasting Tours is in the historic district, easily accessible from The Kookaburra.
60, 3 hours

2:00PM

Cooking Class at The Perfect Pear

Take a cooking class at The Perfect Pear, where you'll learn to prepare traditional Southern dishes with a modern twist, using fresh local ingredients.
The Perfect Pear is located in the historic district, offering a hands-on culinary experience in a welcoming kitchen setting.
70, 2 hours

5:00PM

Wine Tasting at San Sebastian Winery

Enjoy a wine tasting experience at San Sebastian Winery, Florida's second-oldest winery, and sample a selection of locally produced wines.
San Sebastian Winery is a short walk from The Perfect Pear, making it a convenient stop for wine enthusiasts.
20, 1.5 hours

7:00PM

Dinner at Michael's Tasting Room

Indulge in a refined dining experience at Michael's Tasting Room, known for its creative dishes and extensive wine list, perfect for a memorable dinner.
Michael's Tasting Room is located in the historic district, offering a sophisticated atmosphere for a culinary finale.
60, 2 hours
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Day 5: Arts and Culture

St. Augustine, Florida

9:30AM

Breakfast at Cousteau's Waffle and Milkshake Bar

Start your day with a delightful breakfast at Cousteau's Waffle and Milkshake Bar, offering a variety of sweet and savory waffle creations.
Cousteau's Waffle and Milkshake Bar is located near the historic district, providing a fun and unique breakfast experience.
20, 1 hour

11:00AM

Visit Lightner Museum

Explore the impressive collections at Lightner Museum, housed in a historic hotel showcasing artifacts, art pieces, and decorative arts from the 19th century.
Lightner Museum is located in the historic district, offering a cultural journey through time just a short walk from Cousteau's Waffle and Milkshake Bar.
20, 2 hours

1:30PM

Lunch at The Gourmet Hut

Enjoy a casual lunch at The Gourmet Hut, a cozy eatery known for its sandwiches, salads, and homemade desserts, perfect for a midday refuel.
The Gourmet Hut is located near Lightner Museum, offering a relaxed dining option with a charming ambiance.
15, 1 hour

3:00PM

Explore St. Augustine Lighthouse and Maritime Museum

Climb to the top of St. Augustine Lighthouse for panoramic views of the city and explore the museum's exhibits on maritime history and shipwrecks.
St. Augustine Lighthouse is a short drive from The Gourmet Hut, providing an educational and scenic afternoon activity.
12, 2 hours

6:00PM

Dinner at The Ice Plant

Dine at The Ice Plant, a trendy restaurant housed in a historic ice plant, known for its craft cocktails, farm-to-table fare, and industrial-chic ambiance.
The Ice Plant is located near the lighthouse, offering a unique dining experience in a beautifully restored setting.
50, 2 hours
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