What is the main attraction of the St. Augustine Day Tour?

The main attraction of the St. Augustine Day Tour is exploring the oldest city in the United States, filled with historical landmarks, charming streets, and unique shops.

4.8(2,733 reviews)

St. Augustine Day Trip with Transportation

From$99

11 hours – 12 hours

Max 14 people

Commentary: Guide · en

St. Augustine, USA

About this activity

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!

Highlights

Explore St. Augustince, the oldest city in the United States'
Admire the old town's beautiful and historic landmarks including the Castillo de San Marcos, or the oldest schoolhouse in the United States
Take in the charming cafes, bar and shops along the cobbled streets of the historic center
Discover St. Augustine's Historical Charm.
Charming Day Trip from Orlando.

Full description

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, boasting a year-round mild climate perfect for exploring the city on foot. Take a stroll through Saint Augustine's delightful historic district, admiring its cobblestone streets, quaint cafes, bars, and unique shops. Explore the city's historic and impressive landmarks such as Castillo de San Marcos, Fort Matanzas, Flagler College and the Lightner Museum. Your day includes plenty of time to explore the town, shop in the gift shops and dine in one of the great restaurants in the city's narrow cobbled streets.

Included / Excluded

Round-trip transportation to St. Augustine
Free time to explore the city of St. Augustine
Services of Driver Guide

Food and beverages
Optional gratuities

Meeting point

Start Location

Charley's Steak House, Parkway Boulevard, Kissimmee, FL, USA

2901 Parkway Boulevard, Charley's Steak House, Kissimmee, US

Important information

Know before you book

Please call in advance to arrange your pick-up time and location
Historic area if full of cobblestones, wear comfortable shows

Know before you go

Please reconfirm your reservation as well as your exact pick-up time and location 48 hours prior to tour departure, just in case there are any time changes. Voucher may only be redeemed once. Please present your voucher to the Gray Line representative upon tour departure. Ph.1-800-537-0917
Check availability schedule

Cancellation policy

Free cancellation up to 24 hours before the activity starts

Up to 24 hours before the beginning of the activity: full refund Less than 24 hours before the beginning of the activity or no-show: no refund

Reviews

4.8(2,733 reviews)

Robert Baylis

Aug 2026

5.0

5/5 tour... Our guide (Adam) was fantastic—his energy was infectious and he kept everyone having a FUN time all day. Snorkeling so close to the manatees was surreal, and seeing them feed from the underwater observation area at the state park was really cool too and finally getting on a fan boat also fulfilled a lifelong dream from my childhood (Gentle Ben) days! Can’t recommend this enough. Thanks, Adam!

Lisa Macciocchi

Aug 2026

5.0

Adam was AMAZING. He really brought the energy and made the day fun. From car karaoke to rapping on the spot, he did it all. First stop was swimming with the manatees, we were lucky to see a mam and a super curious calf, what an experience!! We then headed to Monkey Island for a quick visit to see the monkeys and grab a well needed drink. Next we went to the national park, lovely place to walk around and see the manatees at feeding time. Also got to see a black bear which is a tick off my bucket list. Lastly, we went to Wild Bill’s for a ride on an air boat. Again it was a great experience and we saw some alligators in the wild. All in all a fantastic day with the best host. Thanks Adam ☺️

Ana

Aug 2026

4.0

Nuestro guía Ismael (Tom Cruise) fue muy bueno, nos habló de varios sitios y nos ayudó en todo. Sin embargo, considero que el tiempo es muy poco para poder apreciar todo lo que el pueblo ofrece: sus museos, su historia, su arquitectura y las compras. Debería haber un tour de más días que incluya la noche de piratas...