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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

Explore the Guide

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

From cozy coffee shops and artisan bakeries to sunny courtyard cafés and waterfront brunch spots, St. Augustine offers the perfect place to start your day.  Whether you're craving a fresh pastries, a leisurely brunch, or a hearty Southern breakfast, you'll find plenty of local favorites to fuel your next adventure.

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 where centuries-old streets, iconic landmarks, historic museums, and legendary stories are woven into everyday life.

🏛 Most Visited Attraction

guest favorites

castillo de san marcos

saint george street

tours & excursions

Discover St. Augustine from every angle with guided tours, scenic cruises, and unforgettable excursions. Explore centuries of history, uncover local legends, cruise the waterways, or venture beyond the city on unique experiences designed to bring Florida's oldest city to life.

Historic charm meets unforgettable flavor.

Join us around the table for an evening shaped by flavor, conversation, and the spirit of the city.

waterfront dining

🏛 Matanzas Inlet, Saint Augustine

caps on the watersaint george streetflagler college 

Famous for Sunsets & great food

strolling the historic streets

exporing historic buildings

🏛 A Must See Attraction

voted top experiences

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

⭐ Featured Restaurant

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