Pineapple Ride & Tour

The small-group golf cart tours through St. Augustine consistently impress visitors with passionate, knowledgeable guides who bring the city's rich history to life. Ryan gets mentioned repeatedly for his expertise and infectious enthusiasm, while other guides like Reggie, Megan, Marcus, and Kirk earn similar praise for making tours both educational and entertaining. The intimate setting allows for personalized Q&A and the flexibility to stop for photos, which many reviewers appreciated more than larger trolley operations. These tours work especially well as an introduction to the city early in your visit, giving you a lay of the land for deeper exploration later. The experience is dog-friendly and accommodating for families with kids. One recent holiday lights tour fell short when the guide rushed through lit areas and spent too much time on dark streets, which was particularly disappointing for repeat customers. That said, the overwhelming majority of visitors have wonderful experiences and many return year after year, making this a solid choice for getting oriented in historic St. Augustine with guides who genuinely love what they do.