• St. Augustine - Embark on a guided tour of Historic Downtown Saint Augustine, exploring its most captivating sites. Discover numerous attractions, landmarks, and memorials while your guide shares intriguing tales about each location.
• Lightner Museum - Visit Henry Flagler’s second hotel, the Hotel Alcazar, now the Lightner Museum, and learn about the exciting activities and amenities Flagler offered his guests.
• Cathedral Basilica of St. Augustine - Gain insight into the Catholic Diocese in Saint Augustine! Our tour will enlighten you about the Catholic Church’s influence in the city and beyond.
• National Shrine of Our Lady of La Leche at Mission Nombre de Dios - Discover the origins of this landmark and hear the story of its founding.
• The Oldest House Museum Complex - Explore both of the oldest houses on this tour. There’s more than meets the eye!
• Bridge of Lions - Cross or pass by the Bridge of Lions, once known as “The Pride of Dixie.” Learn about its history, renovations, and fascinating facts.
• Pena-Peck House and Woman’s Exchange of St Augustine - Marvel at this building, once a colonial treasury, and discover its unique two-toned architecture.
• St Francis Barracks - Uncover the historical significance of this location.
• St. George Street - Experience this street at various crossings during the tour.
• Ripley’s Believe It Or Not - Discover the building’s original purpose and its hidden secrets!
• Governor’s House Cultural Center and Museum - Explore the building and learn about its importance.
• Perky Pelican Christmas Shoppe - Visit where the Night of Lights celebration is everlasting.
• Castillo de San Marcos National Monument - Explore the fort and learn about its notable victories and battles.
• Memorial Presbyterian Church - Visit the resting place of Flagler and his family and hear the stories surrounding this area.
• Grace United Methodist Church - Witness some of the world’s largest single-fired terracotta pieces and other marvels.
• Fountain of Youth Archaeological Park - Discover the first home of Saint Augustine and its historical significance.
• Potter’s Wax Museum - Pass by the oldest drug store and Potter’s Wax Museum.
• The Vault at the Treasury - See the tallest building and learn about its history.
• Father Miguel O’Reilly House Museum - Officially the oldest house! Although closed, we can still drive by and share its story.
• Lincolnville Museum and Cultural Center - Delve into Saint Augustine’s rich Black history and the events that unfolded in historic Lincolnville.
• St. Augustine Foot Soldiers Monument - Visit and learn about its significance.
• Tolomato Cemetery - Discover who is buried there and hear other captivating stories.
• Saint Augustine National Cemetery - Learn about Osceola, the Seminoles, and the history of those interred there.
• Spanish Military Hospital Museum - See where soldiers received treatment for injuries sustained during battles at Fort Castillo San Marcos.

• Free Parking

Please support small businesses by booking directly with us. Simply search online for Pineapple Ride and Tour.

Nights Of Lights Tours are exclusively available on our website

Our Historical Tour is both informative and comfortable, offering convenience to all participants. Our knowledgeable tour guides are dedicated to getting to know you and sharing fascinating stories about the oldest continuously occupied European settlement in the continental United States.

Tours are conducted in an electric vehicle with open sides, accommodating up to 10 people.

This tour is a fantastic way to explore the area and learn about Saint Augustine’s history in an engaging and informative manner.

Three reasons to choose our tour:

• FREE parking or convenient downtown pick-up, just give us a call
• We welcome pets of all sizes and breeds
• We offer the most conveniently located and professional tour service in Saint Augustine.

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