St Augustine Itinerary for Couples: Romantic Getaway
Explore St. Augustine with our couples’ itinerary. Enjoy romantic spots, unique dining, and cozy accommodations in the nation’s oldest city.

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St. Augustine, the oldest city in the United States, is the perfect destination for couples seeking romance and adventure. This St. Augustine Itinerary for Couples is tailored to help you and your partner explore charming streets, historic sites, and beautiful scenery, all while enjoying quality time together. From romantic dinners to peaceful strolls on the beach, this itinerary ensures every moment is special, whether it’s your first visit or a romantic escape to rekindle the spark.
1. Day 1: Discover Historic St. Augustine
Kickstart your romantic getaway with a visit to Historic St. Augustine, the nation’s oldest city. Begin your journey at the Castillo de San Marcos, a 17th-century fortress that boasts stunning views of the waterfront. Exploring this historic site is both educational and visually captivating. You can even take a guided tour to learn more about its storied past.
Afterward, enjoy a leisurely stroll along St. George Street, where charming shops and quaint cafes line the cobblestone road. This pedestrian-friendly area is perfect for couples to explore and shop for local artisan crafts. Moreover, don’t miss the mesmerizing architecture of the surrounding buildings, which recount centuries of history.
A pro tip: Consider dining at Columbia Restaurant for a taste of delicious Spanish cuisine in a romantic setting.
As the day unfolds, visit the Lightner Museum, which is housed in a former hotel. The eclectic collection spans different eras, showcasing antiques, art, and even a stunning indoor courtyard. You’ll surely be enthralled by the exquisite pieces. Finally, wrap up your day with a scenic evening walk along the bayfront. The sunset views here are simply magical.
2. Day 2: Beaches and Wine Tastings
Your second day begins with a visit to St. Augustine Beach, where soft sand and gentle waves create the perfect coastal escape. Spend some quality time sunbathing or take a refreshing dip in the Atlantic Ocean. If you’re feeling adventurous, consider renting kayaks or paddleboards for some fun in the sun.
After a morning of relaxing, head to a local wine tasting venue like San Sebastian Winery. Here, you and your partner can savor a variety of wines as you indulge in a delightful tasting experience. The friendly staff often leads tours of the winery, revealing insights into the winemaking process. Moreover, the rooftop terrace offers stunning views over the surrounding area, making it an ideal spot for a romantic moment.
Later, explore the surrounding area, which also features charming shops and eateries. Perhaps grab lunch at a beachfront cafe before heading back to your hotel for a quick freshen-up. In the evening, consider dining at one of the many seafood restaurants along the coast. The Salt Life Food Shack is a local favorite, known for its laid-back atmosphere and fresh dishes.
3. Day 3: Sunset and Nighttime Adventures
Your final day in St. Augustine culminates with unforgettable sunset and nighttime experiences. Begin your evening by heading to the stunning St. Augustine Beach for a romantic sunset stroll along the shoreline. The vibrant colors reflecting off the ocean create a picturesque backdrop for you and your partner.
After enjoying the sunset, consider indulging in a delightful dining experience at one of the local waterfront restaurants. Catch 27 and The Reef are excellent options where you can relish fresh seafood and exquisite views. Moreover, their ambiance is perfect for couples, enhancing your romantic getaway.
A pro tip: Make a reservation ahead of time to secure a great table with the best views of the sunset.
Post-dinner, delve into St. Augustine’s rich history by embarking on a ghost tour. The city is renowned for its haunted sites, and a guided nighttime walking tour allows you to explore these eerie landmarks. Expect hair-raising tales of the past, providing a unique twist to your romantic trip.
Alternatively, you can enjoy a leisurely evening at the St. Augustine Lighthouse during their “Climb to the Moon” program. This special event allows couples to ascend the lighthouse during twilight, offering breathtaking views of the shimmering coastline.
As the night unfolds, consider winding down at a local bar. The Ice Plant Bar offers creative cocktails in a historic setting, adding a delightful finish to your St. Augustine itinerary for couples.
Overall, your third day encapsulates the romance of St. Augustine, ensuring that it concludes your trip on a high note filled with cherished memories.
St. Augustine offers a blend of history, beauty, and romance, making it an ideal couple’s getaway. This itinerary allows you to explore the enchanting sights and experiences the city has to offer. What are your favorite romantic moments in St. Augustine? Share your experiences in the comments below and start planning your unforgettable trip today!