St. Augustine Romantic Getaway
A week-long romantic escape to America’s oldest city! History, beaches, and unforgettable moments together!
Take Your Romantic Getaway Plan With You
Download this complete 7-day St. Augustine romantic getaway guide as a PDF to keep your adventure organized.
Day 1 – Arrival & Historic Downtown Exploration
Morning
Historic District
Arrive in St. Augustine & Check-in
Settle into your mid-range hotel or charming bed & breakfast. Consider staying in the historic district for easy access to attractions.
Self-Guided Walking Tour
Explore St. George Street, the heart of the historic district, admiring the architecture and soaking in the atmosphere at your own pace.
Afternoon
Historic District
Light Lunch at The Floridian
Enjoy a delicious and locally sourced lunch at The Floridian Restaurant. Try the Minorcan Clam Chowder for a taste of local flavor.
Flagler College Tour
Take a guided tour of the stunning Flagler College, formerly the Ponce de Leon Hotel. Marvel at the Gilded Age architecture.
Evening
Historic District
Dinner at A1A Aleworks
Relax and enjoy a casual dinner at A1A Aleworks, featuring craft beers and pub fare with beautiful waterfront views. Casual, lively atmosphere.
Ghost Tour (Optional)
If you’re feeling adventurous, consider a walking ghost tour to learn about the city’s spooky history. Pre-booking is recommended.
Pro Tip:
Wear comfortable shoes for walking! St. Augustine’s historic streets are charming but can be uneven.
Day 2 – Beach Bliss & Relaxation
Morning
St. Augustine Beach
Sunrise at St. Augustine Beach
Wake up early and witness a beautiful sunrise over the Atlantic Ocean at St. Augustine Beach. A tranquil start to the day.
Beach Yoga
Join a beach yoga class (check local studios for schedules) or practice yoga yourselves on the sand. Enjoy the fresh air and gentle breeze.
Afternoon
St. Augustine Beach
Beach Time & Swimming
Spend the afternoon relaxing on St. Augustine Beach. Swim in the ocean, soak up the sun, or simply unwind with a good book.
Lunch at The Reef
Enjoy oceanfront dining at The Reef Restaurant, known for its fresh seafood and stunning views. Savor a casual and delicious meal.
Evening
St. Augustine Beach
Sunset Walk on the Beach
Take a romantic stroll along the beach as the sun sets. Collect seashells and enjoy the peaceful atmosphere before dinner.
Dinner at Cap’s on the Water
Enjoy a romantic dinner at Cap’s on the Water, known for its waterfront views and delicious seafood. A bit of a splurge, but worth it.
Pro Tip:
Bring sunscreen, a hat, and sunglasses for protection from the sun while at the beach.
Day 3 – History & Serenity
Morning
Historic District
Castillo de San Marcos National Monument
Explore the oldest masonry fort in the continental US. Learn about its history and enjoy the panoramic views from the top.
Lightner Museum
Discover eclectic collections of Victorian Era artifacts, from cut glass to mechanical musical instruments, housed in a beautiful former hotel.
Afternoon
Historic District
Lunch at Columbia Restaurant
Experience authentic Cuban cuisine at the historic Columbia Restaurant. Try the Original ‘1905’ Salad and the Paella a la Valenciana.
San Sebastian Winery Tour & Tasting
Take a complimentary tour and tasting at San Sebastian Winery. Learn about the winemaking process and sample local wines.
Evening
Hotel
Relaxing Evening at the Hotel
Enjoy a quiet evening at your hotel. Read a book, play cards, or simply relax and unwind after a day of sightseeing.
Dinner at Llama Restaurant
Enjoy Peruvian Fusion cuisine at Llama Restaurant. A unique and delicious dining experience off the beaten path.
Pro Tip:
Check the operating hours of attractions in advance, especially during the off-season.
Day 4 – Nature & Pampering
Morning
Anastasia State Park
Anastasia State Park Exploration
Explore Anastasia State Park. Walk along the beach, hike the nature trails, and observe local wildlife, birds and plants.
Birdwatching at Anastasia State Park
Bring binoculars and enjoy birdwatching in Anastasia State Park. Many species of birds are active in the morning.
Afternoon
Spa & Hotel
Spa Treatment
Indulge in a couples massage or other spa treatment at a local spa, such as the Poseidon Spa at the Casa Monica Resort & Spa. Reserve in advance.
Relax by the Pool
After your spa treatment, unwind by the hotel pool or find a quiet spot to read. Enjoy the peaceful atmosphere.
Evening
Historic District
Happy Hour
Enjoy happy hour at a local bar or restaurant. Many places offer discounted drinks and appetizers in the early evening.
Dinner at Catch 27
Enjoy locally sourced seafood at Catch 27, known for its fresh catches and delicious preparations. A great option for seafood lovers.
Pro Tip:
Book spa appointments well in advance, especially during peak season.
Day 5 – Art & Culture
Morning
Historic District
St. Augustine Art Association Gallery
Visit the St. Augustine Art Association Gallery to admire works by local artists. Discover unique and inspiring pieces of art.
Art Galleries on Aviles Street
Explore the art galleries on Aviles Street, the oldest street in the United States. Browse the diverse collections and find unique souvenirs.
Afternoon
Historic District
Lunch at Collage Restaurant
Enjoy lunch at Collage Restaurant, offering a diverse menu with global influences in an intimate setting. Diverse menu, great service.
Ximenez-Fatio House Museum
Step back in time at the Ximenez-Fatio House Museum, a well-preserved example of colonial-era architecture. Learn about the house’s history.
Evening
Matanzas Bay
Sunset Cruise (Splurge)
Enjoy a sunset cruise around Matanzas Bay. Relax, enjoy the views, and spot dolphins. A splurge activity but well worth it.
Dinner onboard or at O’Steens Pub
If dinner isn’t included on the sunset cruise, head to O’Steens Pub, a local favorite known for its fried shrimp and casual atmosphere.
Pro Tip:
Check the operating hours of museums and galleries before visiting.
Day 6 – Scenic Drive & Local Flavors
Morning
A1A Scenic Drive
Scenic Drive A1A South
Take a scenic drive south on A1A, enjoying the views of the coastline and beaches. Stop at scenic overlooks for photo opportunities.
Marineland Dolphin Adventure (Optional)
Visit Marineland Dolphin Adventure for an interactive experience with dolphins. Participate in a swim program or watch a show, or enjoy the park itself.
Afternoon
Coastal Area
Lunch at Aunt Kate’s Restaurant
Enjoy lunch at Aunt Kate’s Restaurant, a historic restaurant on the Tolomato River, serving traditional Minorcan cuisine. Outdoor seating available.
Washington Oaks Gardens State Park
Explore the beautiful gardens and coquina rock formations at Washington Oaks Gardens State Park. Enjoy a peaceful walk through the park.
Evening
Historic District
Dinner at The Ice Plant Bar
Enjoy a pre-dinner cocktail at The Ice Plant Bar, known for its handcrafted cocktails and historic atmosphere in an old ice plant.
Dinner at Preserved Restaurant
Dine at Preserved Restaurant for a refined dining experience in a beautifully restored Victorian home. Enjoy innovative Southern cuisine.
Pro Tip:
Bring cash for small shops and restaurants that may not accept credit cards.
Day 7 – Departure
Morning
Historic District
Farmers Market (Saturday only)
If your departure is on a Saturday, visit the St. Augustine Amphitheatre Farmers Market to browse local produce and crafts. (8:30 am – 12:30 pm)
Last-Minute Souvenir Shopping
Pick up any last-minute souvenirs or gifts on St. George Street or at local shops. Find something unique to remember your trip.
Afternoon
Historic District
Brunch at Kookaburra Coffee
Enjoy a light brunch at Kookaburra Coffee, known for its Australian-style coffee and tasty pastries. Fuel up for your journey home.
Depart from St. Augustine
Head to the airport or begin your journey home, filled with memories of your relaxing and rejuvenating trip to St. Augustine.
Pro Tip:
Allow extra time for your departure, especially if you’re flying out of Jacksonville. The drive from St. Augustine takes about 1.5 hours.