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Luxury Getaway in St. Augustine, FL - September 2023

Friday, September 1: Arrival and Relaxation

Arrive in St. Augustine and check into your luxurious hotel, where you can unwind and enjoy the first day of your trip. Take a leisurely stroll along the beautiful St. Augustine Beach, basking in the warm sun and listening to the soothing sound of the waves. In the afternoon, pamper yourself with a spa treatment at one of the city's upscale wellness centers. In the evening, indulge in a gourmet dinner at one of St. Augustine's finest waterfront restaurants, savoring delicious cuisine paired with stunning views.

  • St. Augustine Beach: Free, 2-3 hours
  • Spa Treatment: $150-$300, 1-2 hours
  • Waterfront Restaurant: $50-$150 per person, 2-3 hours
Saturday, September 2: Historic Exploration

Embark on a journey through history as you explore the enchanting streets of St. Augustine's historic district. Start your morning with a guided tour of the magnificent Castillo de San Marcos, an imposing 17th-century fortress. In the afternoon, visit the Lightner Museum, housed in the former Alcazar Hotel, and admire its vast collection of fine art and decorative pieces. As evening falls, take a leisurely carriage ride through the cobblestone streets, soaking in the romantic atmosphere and learning fascinating stories from your knowledgeable guide.

  • Castillo de San Marcos: $15, 2-3 hours
  • Lightner Museum: $15, 1-2 hours
  • Carriage Ride: $100-$150, 1-2 hours
Sunday, September 3: Nature and Adventure

Immerse yourself in the natural beauty surrounding St. Augustine on this adventurous day. Start your morning with a thrilling zipline tour through the scenic treetops, enjoying panoramic views of the lush landscape. Afterward, take a relaxing boat tour along the Matanzas River, spotting dolphins and other marine wildlife. In the afternoon, explore Anastasia State Park, where you can hike nature trails, relax on pristine beaches, and even rent kayaks or paddleboards for an active afternoon on the water.

  • Zipline Tour: $100-$150, 2-3 hours
  • Boat Tour: $50-$100, 1-2 hours
  • Anastasia State Park: $10, 2-4 hours
Monday, September 4: Culinary Delights

Delve into St. Augustine's vibrant food scene and treat your taste buds to a culinary adventure. Start your day with a gourmet breakfast at a trendy cafe, sampling freshly baked pastries and specialty coffee. In the afternoon, take part in a guided food tour, exploring the city's culinary hotspots and indulging in delicious tastings of local specialties. As the evening approaches, enjoy a sunset cocktail at a rooftop bar with panoramic views, followed by an exquisite seafood dinner at an upscale restaurant.

  • Gourmet Breakfast: $20-$40, 1-2 hours
  • Food Tour: $75-$100, 2-3 hours
  • Rooftop Bar: $10-$20 per drink, 1-2 hours
  • Seafood Dinner: $50-$150 per person, 2-3 hours
Tuesday, September 5: Beach Day and Watersports

Spend a day dedicated to enjoying the sun, sand, and sea in St. Augustine. Head to one of the area's pristine beaches and spend the morning lounging under an umbrella, swimming in the crystal-clear waters, or trying your hand at beach volleyball. In the afternoon, satisfy your sense of adventure by trying out exciting watersports such as jet skiing, paddleboarding, or parasailing. As the day winds down, treat yourself to a beachfront sunset picnic, complete with gourmet snacks and champagne.

  • Beach Visit: Free, 4-6 hours
  • Watersports: $50-$150, 1-2 hours
  • Sunset Picnic: $50-$100, 1-2 hours
Wednesday, September 6: Hidden Gems and Local Favorites

Discover some of St. Augustine's hidden gems and beloved local spots on your last day. Start your morning with a visit to the St. Augustine Distillery, where you can take a guided tour and sample handcrafted spirits. In the afternoon, explore the serene beauty of Washington Oaks Gardens State Park, known for its stunning gardens and unique coquina rock formations. Wrap up your trip with a visit to the upscale shops and galleries along St. George Street, where you can find unique souvenirs and beautiful artwork.

  • St. Augustine Distillery: Free tour, $10-$20 for tastings, 1-2 hours
  • Washington Oaks Gardens State Park: $5, 2-3 hours
  • St. George Street: Free, 2-3 hours

Hidden Gems and Local Favorites

In addition to the main attractions, St. Augustine has some hidden gems and local favorites you might enjoy during your luxury getaway. For a unique experience, visit the Lightner Museum's hidden rooftop garden, offering a tranquil oasis amidst the city. Another local favorite is the Ice Plant Bar, housed in a beautifully restored ice manufacturing plant, where you can savor handcrafted cocktails made with local spirits. If you're seeking relaxation, indulge in a luxurious spa day at Costa d'Este Beach Resort & Spa, known for its world-class treatments and stunning ocean views.

Before finalizing your travel plans, don't forget to check hotel and flight prices here.

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