Guided Historic St. Augustine Day Trip from Orlando

Explore one of the USA's oldest cities on a shared day trip from Orlando with an English-speaking driver/guide. Learn about its Spanish roots, then wander the historic quarter's cobbled streets, browse boutiques, or settle into a café during free time. Add a hop-on hop-off trolley ride, narrated boat cruise, Colonial Quarter visit, or Pirate and Treasure Museum admission with your selected option. Other attraction admissions are not included.

Itinerary

1. Meet your guide wearing a Gray Line T-shirt at your pickup stop: 06:35 outside Charley's Steakhouse Kissimmee; 06:50 outside the Convention Center lobby door at Disney Swan Resort; 07:00 outside Golden Corral Lake Buena Vista; 07:15 at the back of ICON Park, beneath the Wheel beside the back door facing Universal Boulevard; 07:20 outside the main lobby at Wyndham I-Drive Avanti Resort & Conference Center; or 07:30 outside the Pacifica Ballroom at Universal's Royal Pacific.
2. Explore St. Augustine on a guided tour covering Castillo de San Marcos National Monument, Fort Matanzas, Markland House, Flagler College, and Lightner Museum, with free time to explore, shop, and dine. This stage lasts 10 hours with the transportation-only, Colonial Quarter, and Pirate and Treasure Museum options; 8 hours 30 minutes with the Trolley Tour option; or 8 hours 45 minutes with the Scenic Boat Cruise option. The Colonial Quarter option adds Colonial Quarter Museum, while the Pirate and Treasure Museum option adds St. Augustine Pirate and Treasure Museum.
3. With the Trolley Tour option, ride Old Town Trolley Tours St. Augustine for a 1-hour 30-minute self-guided experience, hopping on and off at any stop along the route. With the Scenic Boat Cruise option, take a 1-hour 15-minute guided cruise aboard the Victory III.
4. Return to Orlando, with drop-offs at 18:00 at Charley's Steakhouse Kissimmee, 18:15 at Disney Swan Resort, 18:25 at Golden Corral Lake Buena Vista, 18:40 at the back of ICON Park beneath the Wheel, 18:45 at Avanti Palms Resort and Conference Center Orlando, and 18:55 at the Pacifica Ballroom at Universal's Royal Pacific.

What's Included

• Round-trip transportation from the meeting point
• English-speaking professional driver/guide
• Free time to explore St. Augustine
• Trolley tour, 75-minute narrated boat ride, Colonial Quarter admission, or Pirate and Treasure Museum ticket, depending on your selected option

Meals, drinks, personal expenses, and gratuities are not included in the listed price.

Important details

• Ages 0–17 require accompaniment by a paying adult
• Children ages 0–2 join free when sitting on a paying adult's or guardian's lap; a separate bus seat requires a child ticket
• The activity is wheelchair- and stroller-accessible. Wheelchair-accessible transportation requires a reservation at least 2 business days in advance
• Arrive at your pickup point at least 15 minutes before departure