Day Trip to Historic St. Augustine from Orlando with Hotel Pickup

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 man

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!

From: $0.00

Location: Orlando

What's 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)

Community Discussion

Q&A

Q: How do I reschedule if something comes up?

A: You can reschedule your trip by contacting Gray Line of Orlando directly. They usually require at least 24 hours' notice, and they’re pretty flexible if you need to change dates. Just make sure to have your confirmation number handy when you call!

Q: Is there an age limit for kids on this trip?

A: There’s no strict age limit, but it’s recommended for kids aged 6 and up, especially for the trolley and museum parts. Younger kids are welcome, but they might not enjoy the historical aspects as much. Just keep an eye on them during the boat cruise!

Q: What should we wear? Is it walking-heavy?

A: Definitely wear comfortable shoes because you’ll be doing a lot of walking, especially on the cobblestone streets. Dress for the weather—layers are a good idea since mornings can be chilly, but it warms up later. A hat and sunscreen are also a must, especially if you’re doing the boat cruise!

Discussions

Thinking of gifting the St. Augustine day trip - any thoughts?

I’m considering this day trip from Orlando to St. Augustine for my parents’ anniversary. They love history and exploring new places! The trolley tour sounds fun, and I’m curious about the seafood options for lunch. Has anyone done this? Is the pickup from their hotel convenient? I really want this to be special for them!

The boat cruise adds so much to the St. Augustine trip!

Just got back from the St. Augustine trip with the boat cruise option, and it was AMAZING! The views from the water were breathtaking, and it really added to the whole experience. The tour guide was super knowledgeable too. If you're on the fence about adding the cruise, do it! You won't regret it!