Our original walking tour combines St. Augustine history with relaxed stops at some of our favorite local pubs and restaurants. Led by a local guide who is part historian, part new friend, part drinking buddy, you’ll explore the city’s historic streets and architecture while hearing the stories and ...

• Dog Rose Brewing Co.
• Father Miguel O'Reilly House Museum
• Plaza de la Constitucion
• Castillo de San Marcos National Monument
• St. George Street

• Wheelchair accessible, Service animals allowed, Not recommended for travelers with spinal injuries, Not recommended for pregnant travelers, Not recommended for travelers with poor cardiovascular health, Travelers should have at least a moderate level of physical fitness, We can easily accommodate vegetarian diets on the St. Augustine Historic Bar Crawl. Please note that vegan, kosher, dairy allergies, sugar free or gluten-free restrictions will have a much more limited selection.

For a full refund, cancel at least 24 hours before the scheduled departure time.

Please support small businesses and consider booking us directly, just use a web search to find us: Pineapple Ride and Tour ***Nights Of Lights Tours are available on our website ONLY*** Our Historical Tour is informative, comfortable, and convenient. Our expert tour guides will take the time to g...

• St. Augustine
• Lightner Museum
• Cathedral Basilica of St. Augustine
• National Shrine Of Our Lady Of La Leche At Mission Nombre De Dios
• The Oldest House Museum Complex
• Bridge of Lions
• Pena-Peck House and Woman's Exchange of St Augustine
• St Francis Barracks
• St. George Street
• Ripley's Believe It Or Not
• Perky Pelican Christmas Shoppe
• Castillo de San Marcos National Monument
• Memorial Presbyterian Church
• Grace United Methodist Church
• Fountain Of Youth Archaeological Park
• Potter's Wax Museum
• The Vault at the Treasury
• Father Miguel O'Reilly House Museum
• Lincolnville Museum and Cultural Center
• St. Augustine Foot Soldiers Monument
• Saint Augustine National Cemetery
• Spanish Military Hospital Museum

• Service animals allowed, Public transportation options are available nearby, Infants are required to sit on an adult’s lap, Suitable for all physical fitness levels

For a full refund, cancel at least 24 hours before the scheduled departure time.

From its jaw-dropping Bridge of Lions to the resilient fortress of Castillo de San Marcos, St. Augustine is like a historical theme park where the exhibits are real, and the stories are legendary! On this walking tour, you‘ll take in more than 350 years of fascinating history with Context Travel exp...

• Cathedral Basilica of St. Augustine
• St. George Street
• Pena-Peck House and Woman's Exchange of St Augustine
• Saint Photios Greek Orthodox National Shrine
• Oldest Wooden School House
• Castillo de San Marcos National Monument
• Castillo de San Marcos National Monument
• Bridge of Lions
• Spanish Military Hospital Museum
• The Ximenez-Fatio House Museum
• Father Miguel O'Reilly House Museum
• St Francis Barracks
• Trinity Episcopal Parish

• Public transportation options are available nearby, Suitable for all physical fitness levels

All sales are final. No refund is available for cancellations.

Explore the historic heart of St. Augustine, the oldest continuously inhabited European-founded city in the United States, on this self-guided walking tour through its most iconic streets, plazas, and landmarks. Starting near the Castillo de San Marcos, you’ll follow a route through Old Town, St. G...

• Castillo de San Marcos National Monument
• Oldest Wooden School House
• Tolomato Cemetery
• Cathedral Basilica of St. Augustine
• St. George Street
• Plaza de la Constitucion
• Government House Museum
• Lightner Museum
• The Oldest House Museum Complex
• Father Miguel O'Reilly House Museum
• The Ximenez-Fatio House Museum
• Bridge of Lions
• Colonial Quarter

• Public transportation options are available nearby, Suitable for all physical fitness levels, Works entirely offline once downloaded—no cell service required, GPS-triggered audio plays automatically based on your location, Flexible - Buy once, use any day/time—access never expires, Get the Drives & Detours app and download the tour ahead of time, Children 10 and under are free

For a full refund, cancel at least 24 hours before the scheduled departure time.

Our tours at Casa de Vino 57 Historical Tours are personally tailored to each individual or party. We use a balanced mix of both primary and secondary sources in our research process for our tours. We employ the scientific method approach for the study of history in the development of our tours and ...

• Casa de Vino 57 Historical Tours
• Pena-Peck House and Woman's Exchange of St Augustine
• Cathedral Basilica of St. Augustine
• Government House Museum
• Plaza de la Constitucion
• Father Miguel O'Reilly House Museum
• Castillo de San Marcos National Monument
• Saint Photios Greek Orthodox National Shrine

• Wheelchair accessible, Infants and small children can ride in a pram or stroller, Service animals allowed, Transportation options are wheelchair accessible, All areas and surfaces are wheelchair accessible, Suitable for all physical fitness levels

For a full refund, cancel at least 24 hours before the scheduled departure time.