St. Augustine Day Trip

St. Augustine Day Trip

Day trips

St. Augustine Day Trip

4.5
(22 verified reviews)
Wander the streets of the historic district
Lots of shopping and sidewalk cafés
Why not visit Castillo de San Marcos?
Old Town St. Augustine from the river
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
Mobile & printed vouchers accepted

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

... See more

Pickup points

Not booked your hotel yet? Hotel not listed? Staying with a friend/family?

Don't worry, you can give us that information when you add this item to your cart.

Hotel Pickup

We have meeting points throughout the tourism corridors of Orlando, Lake Buena Vista, and Kissimmee including the Disney and Universal areas. Please arrive to your meeting location at least 5 to 10 minutes prior to the departure time. Wait outside the meeting point as the Guides will not go into lobbies or stores to look for guests

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

Pickup points

Not booked your hotel yet? Hotel not listed? Staying with a friend/family?

Don't worry, you can give us that information when you add this item to your cart.

Hotel Pickup

We have meeting points throughout the tourism corridors of Orlando, Lake Buena Vista, and Kissimmee including the Disney and Universal areas. Please arrive to your meeting location at least 5 to 10 minutes prior to the departure time. Wait outside the meeting point as the Guides will not go into lobbies or stores to look for guests

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
From 100.00
Select date & participants
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Special offer
St. Augustine Day Trip
Pickup Info
Time
Customisation
Duration 11 Hours
Note
Price breakdown
x
Total Price All taxes and fees included

Map

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

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