• St. Augustine - Join us for a narrated journey through Historic Downtown Saint Augustine, exploring its most captivating sites. You’ll encounter numerous attractions, landmarks, and memorials, all while your guide shares intriguing tales about each location.
• Lightner Museum - Discover Henry Flagler’s second hotel, the Hotel Alcazar, now the Lightner Museum. Learn about the exciting activities and amenities Flagler offered his guests.
• Cathedral Basilica of St. Augustine - Delve into the history of 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 - Visit the birthplace of this landmark and hear the story of its founding.
• The Oldest House Museum Complex - Explore both of the oldest houses on this tour, revealing 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 origins, renovations, and other fascinating facts.
• Pena-Peck House and Woman’s Exchange of St Augustine - Marvel at this former colonial treasury building and 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 - Learn about the building’s historical importance.
• Perky Pelican Christmas Shoppe - Visit the place where the Night of Lights celebration is eternal.
• Castillo de San Marcos National Monument - Explore the fort and hear about its notable victories and battles.
• Memorial Presbyterian Church - See the resting place of Flagler and his family, along with the stories surrounding it.
• 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 original 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 - Although closed, we can still drive by the oldest house and share its story.
• Lincolnville Museum and Cultural Center - Learn about Saint Augustine’s rich Black history and the events that took place in historic Lincolnville.
• St. Augustine Foot Soldiers Monument - See the monument and hear its story.
• Tolomato Cemetery - Discover who is buried there and other significant tales.
• Saint Augustine National Cemetery - Learn about Osceola, the Seminoles, and the history of those interred there.
• Spanish Military Hospital Museum - See where soldiers were treated for battle injuries 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. Our knowledgeable tour guides will take the time to get to know you and share numerous stories about the oldest continuously occupied European settlement in the continental United States.
Our tours are conducted in an electric vehicle with open sides, accommodating up to 10 people.

This is a fantastic way to discover the layout of 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
• This is 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.