




- Orlando, Florida
- 10 hours
- Day Trips
- Free cancellation
About this experience
Enjoy a day in America's oldest town, St Augustine. On this day trip from Orlando, head northeast to the picturesque town, where you can wander the cobbled streets and enjoy a meal in one of the many promenade cafes. St Augustine is a unique city filled with colonial Spanish neighborhoods, magnificent buildings and a wonderful, old-time charm.
As the oldest continuously occupied European-established settlement in the USA it has lots of history. From the Castillo de San Marco, to the Fountain of Youth there is something for everyone. Upgrade to add a scenic cruise, trolley tour or the Medieval Torture Museum to your visit.
If you select the option including the Hop-On Hop-Off Trolley than you can have a guided tour throughout the historic old town, and jump on an off as you wish. The scenic boat tour option is a 1-hour boat ride with views from the waterways of the Bay of Matanzas! At the Medieval Torture Museum you see first hand the. grueling history of mad men and tyrants!
What is included
- Trolley tour (if option selected at time of booking)
- Pick up and drop off at a meeting point (Orlando, Kissimmee, Disney Lake Buena Vista & Universal)
- Boat cruise (if option selected at time of booking)
- Medieval Torture Museum (If option selected at time of booking)
Not included
- Gratuities
- Food and drinks
Our take
An easy, well-reviewed day trip to St. Augustine, the oldest continuously occupied European-established city in the U.S., with hotel pickup from Orlando and free time to explore.
Best for
- History lovers
- Couples
- Travelers without a car
Skip it if
You prefer to set your own pace; driving gives more flexibility.
Tips before you book
- Wear comfortable shoes for brick and cobblestone streets.
- Visit the Castillo de San Marcos early.
- Plan lunch on or near St. George Street.
How it compares
| Experience | Rating | From | Length |
|---|---|---|---|
| Day Trip to Historic St. Augustine from Orlando with Hotel Pickup (this tour) | 4.5 (256) | $100 | 10 hours |
| Clearwater Beach Bus Express | 4.9 (23) | $100 | 12 hours |
| Daytona Beach Day Trip with Hard Rock Resort Pass & Hotel Pickup | 4.6 (37) | $119 | 9 hours |
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Meeting point
Gray Line Orlando provides hotel and resort pickups for this tour. Pickups are available from select hotels and resorts only—we are unable to collect from private residences, vacation homes, condos, or Airbnb/villa properties. Gray Line Orlando will contact you by 3:00 PM (EST) the day before your tour to confirm your exact pickup time and location. If you have not received your pickup details by that time, please contact us. On the day of travel, please wait outside the main lobby entrance of your selected hotel or resort. Your driver-guide will arrive in a Gray Line Orlando vehicle and uniform. If you do not see the vehicle within 5 minutes of your scheduled pickup time, please contact our office immediately for assistance.
Additional information
- Infants and small children can ride in a pram or stroller
- Infants are required to sit on an adult’s lap
- Suitable for all physical fitness levels
Cancellation policy
For a full refund, cancel at least 24 hours before the scheduled departure time.





