Inspired by the people who know the city best, The Guest Insider’s Guide to St. Augustine highlights exceptional dining, iconic attractions, coastal adventures and unforgettable experiences throughout the nation’s oldest city.
Hidden Courtyards, Coastal Cocktails & Historic Streets
From sunset sails to rooftop cocktails overlooking the bay, St. Augustine is filled with unforgettable ways to experience the city like an insider.
Whether you’re chasing adventure, culture, or the perfect sunset, these are some of the top experiences guests remember long after the trip ends.
Where History Meets Coastal Adventures
Lined with boutiques, bistros, galleries, and gift shops tucked into historic cubbyhole storefronts, Saint George Street is the vibrant heart of St. Augustine. Free of cars and bicycles, this pedestrian-only street invites visitors to explore at a leisurely pace and discover some of the nation's most iconic attractions.
Founded in 1565 by Spanish admiral Pedro Menéndez de Avilés, St. Augustine is the oldest continuously occupied European and African American settlement in the continental United States. Step into the living history at the nation's oldest fort the famed Castillo de San Marcos on the bayfront.
🏛 Most Visited Attraction
guest favorites
castillo de san marcos
saint george street
tours & excursions
Discover St. Augustine from every angle with guided tours, carriage rides, scenic cruises, and unforgettable excursions. Explore centuries of history, uncover local legends, or venture beyond the city on unique experiences designed to bring Florida's oldest city to life.
With miles of coastline, scenic waterways, and abundant wildlife, St. Augustine is a playground for water lovers. From kayaking, paddleboarding, and boating to dolphin encounters, fishing charters, pirates ships, parasailing, and sunset cruises, there are endless ways to explore the water and experience the natural beauty of Florida's Historic Coast.
insider experiences
When the sun goes down, St. Augustine comes alive with live music, waterfront bars, ghost tours, and lively entertainment. Whether you're looking for a romantic evening, a casual night out, or a vibrant local scene, there's plenty to discover after dark. Saint George Street takes on a special charm in the evening, with restaurants, lively pubs, cozy wine bars, and late-night shopping.
🏛 Most Photographed
best
From waterfront restaurants and rooftop lounges to scenic beaches and historic overlooks, St. Augustine offers countless places to watch the day come to a close. Grab a cocktail, take a sunset cruise, or simply relax by the water as the sky transforms into a stunning display of color over Florida's historic coast.
🏛 Editors Pick
