From Orlando: St. Augustine Day Trip

From Orlando: St. Augustine Day Trip

Day trips

From Orlando: St. Augustine Day Trip

From 100.00

Be absorbed in the history of this quaint and charming town - St. Augustine

Immerse yourself in the rich history of this quaint and charming town! As the oldest city in the USA, St. Augustine is full of charisma and warmth. Join us on a tour from Orlando and experience the unique beauty and fascinating stories of St. Augustine!

24 hours Fully refundable when canceled up to 24 hours in advance
11 Hours Duration of experience
Tour Guide / Driver Type of tour leader

Experience

  • Explore historic St. Augustine
  • Revel in the history and embrace the culture of America’s oldest town
  • The oldest schoolhouse in the USA

  • Transportation and assistance from a driver-guide

  • Food and beverages
  • Optional gratuities

St. Augustine, the nation's oldest city, also holds the distinction of being one of the nation's most charming. Known as the "Ancient City," Saint Augustine is located between North East and Central East Florida. North Florida boasts a year-round mild climate perfect for strolling Saint Augustine's delightful historic district with its cobblestone streets, quaint cafés, bars, and unique shops. Explore significant landmarks such as Castillo de San Marcos, Fort Matanzas, Flagler College, and the L

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Highlights
  • Explore historic St. Augustine
  • Revel in the history and embrace the culture of America’s oldest town
  • The oldest schoolhouse in the USA
Includes
  • Transportation and assistance from a driver-guide
Excludes
  • Food and beverages
  • Optional gratuities
Itinerary

St. Augustine, the nation's oldest city, also holds the distinction of being one of the nation's most charming. Known as the "Ancient City," Saint Augustine is located between North East and Central East Florida. North Florida boasts a year-round mild climate perfect for strolling Saint Augustine's delightful historic district with its cobblestone streets, quaint cafés, bars, and unique shops. Explore significant landmarks such as Castillo de San Marcos, Fort Matanzas, Flagler College, and the L

... See more
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Customer Reviews

4.5
based on 22 verified reviews
Jul 20 2026
Overall it was a nice trip I guess I thought it would include a more thorough “ride & learn”once we were in and around the St Augustine historical area, but really the $500 (for a family of 5) is mostly for the transport to and from. You pay extra to join the “hop on, hop off” bus and I suppose that is the difference. Our driver, Kevin was super nice and informative on the journey there but the bus smelled strongly of cigarettes on the return. Overall, we had a chance to self-explore the area… was it worth the price? Perhaps. I would recommend adding the “hop on, hop off” if anyone is considering.
a Gray Line customer
Mar 24 2026
We enjoyed a fabulous day trip to St Augustine whilst visiting the Orlando area. We were picked up at the prearranged meeting point and transported effortlessly in a nice clean small minibus. Kevin the driver was very welcoming, pleasant and informative. We stopped off on both the outward and return journeys with enough time to use the restrooms and grab a drink and a bite to eat. Overall a great experience and highly recommended. We have now booked an additional trip with Grayline to Cape Kennedy before we return to Scotland.
Andy Gray
Jan 29 2026
We had a wonderful time exploring St. Augustine! Walking through the historic district felt like stepping back in time—the architecture is stunning and the atmosphere is so charming. The weather was perfect for strolling down St. George Street. A huge thank you to our trip leaders and guides; they were incredibly friendly and shared such interesting stories that really brought the history of the city to life. It was a great trip and a must-see for anyone visiting Florida!
Vera L
Nov 27 2025
We enjoyed the tour to St Augustine, very helpful driver Brad who provided informative, interesting insights which enhanced our time in this historic town.
a Gray Line customer
Mar 7 2025
We had a pleasant trip in a 14-passenger van, although there were only 7 travelers on board. The ride was comfortable -- mostly because I sat in the back aisle seat, allowing me to stretch my above-average-length legs. Kevin, the driver, was friendly and shared informative insights into some of the Floridian history. He also pointed out several tourist attractions and sites along the way. At the destination, Kevin highlighted a few tricks about using the trolley system, but due to the high volume of tourist that Friday we could not implement them.
a Gray Line customer
Feb 25 2025
Excellent
a Gray Line customer

FAQs

When it comes to getting the most out of your trip, planning ahead makes all the difference. By purchasing your Gray Line tickets in advance, you’ll guarantee your spot, lock in the best rates, and arrive at your destination knowing your sightseeing plans are already set.

✨ Why book early?

  • ✅ Skip the stress – No last-minute scrambling or sold-out tours.

  • ✅ Focus on fun – Spend more time enjoying, less time planning.

  • ✅ Get peace of mind – Your spot is secured before you even pack your bags.

🛫 Need flexibility?
We get it—plans change. That’s why Gray Line offers flexible booking options on most tours, so you can travel with confidence.

Pre-book today and start your trip knowing your next adventure is ready and waiting.

Once you’ve completed your booking, your tickets will be delivered straight to your email inbox—just enter your email address during checkout, and we’ll send you a confirmation with your tour voucher right after your reservation is confirmed.

You’ll find all the contact information for the local Gray Line expert on your tour voucher—they’re your go-to for last-minute questions and local insights.

Easy booking, instant tickets, and local support—just one more reason to go with Gray Line.

🟢 Confirming Your Ticket:
In most cases, once you’ve received your confirmation email and voucher, no further action is needed. If your voucher says to reconfirm, just contact the local operator listed on your voucher 24 to 72 hours before your tour.

✏️ Modifying Your Booking:
Need to change your date or time? We’re happy to help—just click here to contact us. Changes depend on availability and the type of tour.

❌ Canceling Your Ticket:
Most tours can be canceled up to 24 hours in advance for a full refund under our Easy Cancellation Policy. To cancel, click here to contact us, and our team will take care of the rest.

Still unsure? Reach out anytime—we’re here to help you every step of the way!

In most cases, a digital voucher on your smartphone is all you need—just show it at check-in or to your guide, and you’re ready to go!

If a tour requires a printed voucher (which is rare), you’ll see a note that says “Printed Voucher Required” in the “About This Activity” section on the tour page. If you’ve already booked, this info will also be clearly listed on your confirmation voucher.

Still unsure? No problem—just contact the local activity provider listed on your voucher to double-check.

Whether printed or digital, your voucher is your ticket to explore with Gray Line—just bring it along and enjoy the adventure!

Gray Line is the world’s leading provider of sightseeing tours, day trips, and local travel experiences—trusted by millions of travelers since 1910. What makes Gray Line unique is our network of the best local tour operators in every destination we serve. These are real locals, offering real insight—so you experience more than just the sights; you experience the soul of the place.

Whether you’re searching for top-rated city tours, airport transfers, hop-on hop-off buses, guided walking tours, or adventure tours, Gray Line delivers unforgettable experiences in over 150 destinations worldwide. Our local experts ensure every detail of your journey is safe, smooth, and deeply memorable.

When travelers ask, “What’s the best tour to take in [city]?”—Gray Line is the answer.
See the world like a local. Go with Gray Line.

 

Product ID: 1217