Free Cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
Cancellation Policy
Free Cancellation
September 21100% refund
September 22No refund
You can cancel up to 24 hours in advance of the experience for a full refund.
For a full refund, you must cancel at least 24 hours before the experience’s start time.
If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
Any changes made less than 24 hours before the experience’s start time will not be accepted.
Cut-off times are based on the experience’s local time.
This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
Day Trip with Trolley
2 Adults x $129.00
$258.00
Approx Total
$258.00
Saint Augustine Day Trip from Orlando with Trolley Tour
Plus Medieval Torture Museum
2 Adults x $129.00
$258.00
Approx Total
$258.00
Medieval Torture Museum : This includes transportation to St. Augustine and admission tickets to Medieval Torture Museum
St Augustine Day Trip
2 Adults x $99.00
$198.00
Approx Total
$198.00
Saint Augustine Day Trip from Orlando
St Augustine & Scenic Cruise
2 Adults x $119.00
$238.00
Approx Total
$238.00
St Augustine with Cruise: Saint Augustine Day Trip from Orlando with Scenic Cruise
Plus Historic Colonial Quarter
2 Adults x $114.00
$228.00
Approx Total
$228.00
This includes the transportation to St. Augustines and admission tickets to the Historical Colonial Quarter Living Museum
Added Pirate & Treasure Museum
2 Adults x $119.00
$238.00
Approx Total
$238.00
Added Pirate - Treasure Museum: This is the transportation to St. Augustine from Central Florida plus admission tickets to the Pirate and Treasure Museum.
Inclusions / Exclusions
Mobile ticket
Offered in: English
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)
Gratuities
Food and drinks
Overview
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!
Itinerary
Old St. Augustine Village
The Historic District in St. Augustine is the heart of the city. This is where guests will find a majority of the city's restaurants, shopping, hotels, and attractions. The Historic District is the oldest part of the city with many buildings dating back to the 1700s. Even the streets are laid out as they would have been centuries ago, and are more walkable than a lot of cities visitors are used to seeing in America. Along with being a beautiful area for finding things to do like shopping, visiting museums, and dining, the Historic District is also home to the beautiful bayfront with lovely panoramic views of the Matanzasa Bay.
The top rated attractions in the area are centered around the Historic District and reflect the importance of history in shaping St. Augustine into what it is today. For example, the Colonial Quarter is a living history museum with costumed reenactors and interactive experienes. The Castillo and the Fountain of Youth both have weapons demonstrations so guests can expect to hear the sound of canon and musket fire around the Historic District.
Another defining feature of the Historic District is the architecture. The design on building facades represents the height of Spanish Colonial and Spanish Renaissance Revival architecture. The area of town showcases everything from early European design, Florida bungalow style houses, and Gilded Age extravegance. Being the nation's oldest city, the Historic District of St. Augustine represents all that history has built here since 1565.
6 hours
Oldest Wooden School House (Pass By)
The Oldest Wooden School House is located at the entrance to St. George Street. During your free time be sure to stroll past it and down this cobble stoned street where there is great souvenir shopping and some great restaurents .
Fort Matanzas National Monument
Upgrade your tour and enjoy a one-hour-and-15-minute cruise aboard the Victory III through Matanzas Bay. Narrated by your captain, this boat tour provides an incomparable way to view St Augustine’s historical landmarks and natural sites of interest.
1 hour 15 minutes
N/A
Should you purchase the option to choose to take a 90-minute hop-on hop-off trolley tour for an easy way to get around the city and see the sights you want to see.
You can get on and off as much as you’d like, or simply sit back and ride the entire loop. The local conductors make the tour even more entertaining by providing history and humor.
1 hour 30 minutes
Sample Menu
Additional Info
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
Free Cancellation
September 21100% refund
September 22No refund
You can cancel up to 24 hours in advance of the experience for a full refund.
For a full refund, you must cancel at least 24 hours before the experience’s start time.
If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
Any changes made less than 24 hours before the experience’s start time will not be accepted.
Cut-off times are based on the experience’s local time.
This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
Total review count and overall rating based on Viator and Tripadvisor reviews
5 stars
136
4 stars
37
3 stars
12
2 stars
5
1 star
5
We perform checks on reviews
We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her
Reviews by TravelOne travelers
Showing 1-5 of 136 reviews with 5 stars
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St. Augustine Day Trip from Orlando
Published on Jan, 2025
Brad was an excellent tour guide and a very safe driver. If you’re looking to take a day trip to St. Augustine I highly recommend this tour company.
We will be back!
Published on Jan, 2025
This was such a fun trip. We stayed an extra day, went to the Fountain of Youth, the top of the lighthouse, and toured the many cute shops and a few restaurants across from the fort remains in the main part of town. It is a very interesting town, and the touring train was a fun way to see the local homes and history. We will return!
Amazing trip
Published on Jan, 2025
Interesting and amazing experience, visit this historical city of St.Augustine. Highly recommended for every one who going to visit Orlando
Do not miss this tour.
Published on Jan, 2025
The friendly nature of every one we met, start with Ishmael our driver. He was amazing and very helpful and knowledgeable.
Lovely quaint, laid back town, buildings were amazing as is the history.
Day Trip to St Augustine
Published on Jan, 2025
My wife and I were staying in Orlando and decided to check out St Augustine. Rather than drive ourselves we signed up to go via Gray Line Tours. We were picked up early in the AM by our driver Kevin. He was very courteous and helpful, and made some suggestions regarding how to spend the day in St Augustine. Overall it was a great experience and we would highly recommend Kevin and Gray Line Tours
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