

by Gray Line of Orlando
How do you want to book?
✓Confirmation before Wed, 9 Sept - card's only charged if it's a yes. If it's a no, still time to book on Viator.
Book on Viator Confirmed right away, but you pay full price.$180This full-day bus tour from Orlando visits St. Augustine, the oldest continuously occupied European-established city in the USA. The trip includes hotel pickup and drop-off at selected meeting points in Orlando, Kissimmee, Disney Lake Buena Vista, and Universal. The tour lasts about 10 hours. Upon arrival, guests spend around six hours exploring the Historic District, the oldest section of St. Augustine. This area features cobblestone streets, Spanish Colonial and Renaissance Revival architecture, and landmarks such as the Colonial Quarter living history museum. Visitors can walk through the bayfront area overlooking Matanzas Bay, visit shops, restaurants, and museums, and see landmarks like the Castillo de San Marco and the Fountain of Youth, which often have weapons demonstrations. During free time, guests can also walk past the Oldest Wooden School House located at the entrance to St. George Street, where there are additional shops and restaurants. Optional add-ons include a 75-minute narrated cruise on the Victory III through Matanzas Bay, which offers views of historical landmarks and natural scenery. Another option is a 90-minute hop-on hop-off trolley tour that allows guests to explore the city at their own pace with live commentary from local conductors. The Medieval Torture Museum is also available as an optional stop to see exhibits on historical punishment methods. Food, drinks, and gratuities are not included in the tour price.
Old St. Augustine Village
The Historic District is the central area of St. Augustine, containing most restaurants, shops, hotels, and attractions. Many buildings date back to the 1700s, and the cobblestone streets follow their original layout. Visitors find a walkable area with various museums, dining options, and panoramic views of Matanzas Bay. Key attractions include the Colonial Quarter living history museum with costumed reenactors, the Castillo de San Marco, and the Fountain of Youth, both offering weapons demonstrations with canon and musket fire. Architectural styles range from Spanish Colonial to Florida bungalow and Gilded Age designs, reflecting the city's long history since 1565.
360 min
Oldest Wooden School House
Located at the entrance to St. George Street, the Oldest Wooden School House can be seen during free time. Nearby cobblestone streets feature souvenir shops and several restaurants.
Fort Matanzas National Monument
This upgrade offers a one-hour-and-15-minute cruise aboard the Victory III through Matanzas Bay. The captain narrates the boat tour, which shows St. Augustine’s historical landmarks and natural sites of interest.
75 min
Hop-On Hop-Off Trolley Tour
Guests who choose this option have a 90-minute hop-on hop-off trolley ride around St. Augustine. They can disembark at any stop or ride the full loop. Local conductors provide historical information and humor during the tour.
90 min


by Gray Line of Orlando
How do you want to book?
✓Confirmation before Wed, 9 Sept - card's only charged if it's a yes. If it's a no, still time to book on Viator.
Book on Viator Confirmed right away, but you pay full price.$180This full-day bus tour from Orlando visits St. Augustine, the oldest continuously occupied European-established city in the USA. The trip includes hotel pickup and drop-off at selected meeting points in Orlando, Kissimmee, Disney Lake Buena Vista, and Universal. The tour lasts about 10 hours. Upon arrival, guests spend around six hours exploring the Historic District, the oldest section of St. Augustine. This area features cobblestone streets, Spanish Colonial and Renaissance Revival architecture, and landmarks such as the Colonial Quarter living history museum. Visitors can walk through the bayfront area overlooking Matanzas Bay, visit shops, restaurants, and museums, and see landmarks like the Castillo de San Marco and the Fountain of Youth, which often have weapons demonstrations. During free time, guests can also walk past the Oldest Wooden School House located at the entrance to St. George Street, where there are additional shops and restaurants. Optional add-ons include a 75-minute narrated cruise on the Victory III through Matanzas Bay, which offers views of historical landmarks and natural scenery. Another option is a 90-minute hop-on hop-off trolley tour that allows guests to explore the city at their own pace with live commentary from local conductors. The Medieval Torture Museum is also available as an optional stop to see exhibits on historical punishment methods. Food, drinks, and gratuities are not included in the tour price.
Old St. Augustine Village
The Historic District is the central area of St. Augustine, containing most restaurants, shops, hotels, and attractions. Many buildings date back to the 1700s, and the cobblestone streets follow their original layout. Visitors find a walkable area with various museums, dining options, and panoramic views of Matanzas Bay. Key attractions include the Colonial Quarter living history museum with costumed reenactors, the Castillo de San Marco, and the Fountain of Youth, both offering weapons demonstrations with canon and musket fire. Architectural styles range from Spanish Colonial to Florida bungalow and Gilded Age designs, reflecting the city's long history since 1565.
360 min
Oldest Wooden School House
Located at the entrance to St. George Street, the Oldest Wooden School House can be seen during free time. Nearby cobblestone streets feature souvenir shops and several restaurants.
Fort Matanzas National Monument
This upgrade offers a one-hour-and-15-minute cruise aboard the Victory III through Matanzas Bay. The captain narrates the boat tour, which shows St. Augustine’s historical landmarks and natural sites of interest.
75 min
Hop-On Hop-Off Trolley Tour
Guests who choose this option have a 90-minute hop-on hop-off trolley ride around St. Augustine. They can disembark at any stop or ride the full loop. Local conductors provide historical information and humor during the tour.
90 min