Sydney & Trey
Things To Do
Saint George Street
In St. Augustine’s early days, St. George Street was the main street, and today the thoroughfare is still considered the heart of the city. Here, visitors find historic attractions and some of the restaurants, galleries, bakeries and shops for which the city is famous.
Cap's On the Water
Home to the most stunning sunsets in all of Florida! We serve new coastal cuisine, pairing fresh local seafood with traditional Southern and Mediterranean flavors. Handcrafted cocktails, cold beer, and an award-winning wine list with over 500 selections. Cap’s is on the Intracoastal Waterway and has a large outdoor deck for the best waterfront dining around. A scenic dock, covered pavilion, indoor dining room, traditional tiki bar, the Sunset Oyster Bar, and an intimate inside bar complete your dining options. Which begs the question: “Why go anywhere else?"
Lightner Museum
Located at the heart of downtown St. Augustine, Florida, the Lightner Museum is a 501(c)(3) not-for-profit organization registered in the State of Florida. Founded in 1948 by Chicago publisher, collector, and professional hobbyist Otto C. Lightner, the museum offers visitors an immersive experience of art, architecture, history, and design.
Columbia Restaurant
Over nearly 120 years, the original restaurant has expanded to an entire city block and is now the largest Spanish restaurant in the world. Casimiro's descendants diligently care for the Columbia Restaurant and help preserve his American dream. As Florida’s oldest restaurant, the Columbia has seven locations in Florida and is still owned and operated by family members.
Castillo de San Marcos National Monument
Built by the Spanish in St. Augustine to defend Florida and the Atlantic trade route, Castillo de San Marcos National Monument preserves the oldest masonry fortification in the continental United States and interprets more than 450 years of cultural intersections.
Saint Augustine Distillery
St. Augustine Distillery, born from a deep-seated commitment to excellence, stands proudly as a locally owned and operated artisanal spirits distillery in historic St. Augustine. Our mission is simple: to educate and inspire our cherished guests with handcrafted, award-winning bourbon, rum, gin, and vodka.
Vilano Beach
Take a moment to sit in the sun and listen to the ocean! There are many public access points throughout the coastline.
Anastasia Island
Anastasia Island is a seaside destination known for its breathtaking natural landscapes and laid-back quirky beach charm. Explore the island’s unique historical landmarks like Fort Matanzas National Monument, museums like the St. Augustine Lighthouse & Maritime Museum, restaurants, artist galleries, and more.