St. Augustine Historic City Day Trip
from
$119
Kissimmee
FL
1-9
people
price for
1 participant
10
hours
  • • Explore Historic St. Augustine, America's Oldest Town
  • • Experience A Full-Day Tour Lasting 10 Hours
  • • Visit The Oldest Continuously Occupied City In The USA
or

Why We Love This Unique Experience

Embark on an unforgettable day trip to Saint Augustine, the oldest city in the United States, just a short drive from Orlando. This charming destination offers a delightful blend of history, culture, and relaxation. Visitors can meander through cobblestone streets, dine at delightful waterfront cafes, and soak in the unique old-world charm that envelops this picturesque town.

The experience includes guided exploration of Saint Augustine's rich heritage, from the iconic Castillo de San Marco to the legendary Fountain of Youth. Select from exciting options, such as a scenic boat cruise across Matanzas Bay or a convenient hop-on-hop-off trolley tour that allows for easy exploration of the historic district. Visiting the Medieval Torture Museum adds an intriguing twist to the adventure for those seeking a thrill with their history. Whichever activities are chosen, each promise to enhance the enjoyment of this fascinating destination.

This delightful day trip makes for an ideal gift for friends and family who appreciate unique experiences and a touch of history. Whether it's a special occasion or simply a thoughtful gesture, a trip to Saint Augustine is sure to create lasting memories. Treat someone special to the charm and wonder of America's oldest city!

Check Availability & Book

Experience Overview:

Saint Augustine Day Trip From Orlando

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!

Meeting Point

Charley's Steak House

2901 Parkway Blvd Suite 1A, Kissimmee, FL 34747, USA

Free Parking at this location. Please wait outside the restaurent. Departure time from this location is 06:35am. Please let Gray Line know you are boarding there by calling or Whats App.

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Walt Disney World Swan

1200 Epcot Resorts Blvd, Lake Buena Vista, FL 32830, USA

This is the pick-up location for all resorts in Walt Disney World. Please wait outside the entrance to the convention center. Departure time from this location is 06:50am. Please let Gray Line know you are boarding there by calling or Whats App.

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Golden Corral Buffet & Grill

8707 Vineland Ave, Orlando, FL 32821, USA

Free parking at this location, please park and wait towards the back of the carpark, away from the restaurant entrance. Departure time from this location is 07:00am. Please let Gray Line know you are boarding there by calling or Whats App +1-407-522-5911.

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The Wheel at ICON Park

Orlando, FL 32819, USA

This location has free parking. We pick up at the rear of Icon Park facing Universal Blvd. Near the back entrance to the Icon ticket office, between the wheel and the garage. Departure is 07:15AM. Please let Gray Line know you are boarding there by calling or Whats App.

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Avanti Palms Resort and Conference Center

6515 International Dr, Orlando, FL 32819, USA

Please wait outside the hotel lobby. Departure time from this location is 07:20am. Please let Gray Line know you are boarding there by calling or Whats App.

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Loews Royal Pacific Resort at Universal Orlando

6300 Hollywood Way, Orlando, FL 32819, USA

For Universal Resort Guests. Pick-up area is the PACIFICA ballroom lobby located at the rear of the resort on Pacifica Way if catching an Uber to the location. Departure time from this location is 07:30am. Please let Gray Line know you are boarding there by calling or Whats App.

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)

Not included:

  • Food and drinks

What to expect:

Duration: 10 hours

Old St. Augustine Village

246 Saint George St, , St. Augustine, 32084-4434, Florida

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

14 Saint George St, , St. Augustine, 32084-3667, Florida

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 .

Pass by without stopping

Fort Matanzas National Monument

8635 A1A S, , St. Augustine, 32080-8411, Florida

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 • Admission Ticket Not Included

Historic Tours Of Am..

108 Sea Grove Main St, St Augustine Beach, FL 32080, USA

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 • Admission Ticket Not Included

Details & Important Info

Additional Experience Details & Important Information

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

Cancellations & Refunds

Reservation Changes, Cancellations & Refunds

Changes to reservations for tickets can be made until 3 days prior to the date scheduled. Reservations may be re-scheduled by the operator of the activity due to reasons such as weather, minimum participation requirements, mechanical issues or other interruptions beyond their control.

Organized by

Gray Line of Orlando

Product SKU: US-6240-0002
Google Business Profile: Gray Line Orlando Tours

What People Are Saying

(108 reviews)

Customers rave about their experiences in St. Augustine, highlighting it as a charming and historically rich alternative to the hustle of Orlando's theme parks. The tour offers a seamless combination of dolphin encounters and cobblestone explorations, complemented by knowledgeable and friendly drivers who enhance the journey with captivating stories. Many mention the convenient hop-on-hop-off trolley service, which allows visitors to uncover the city’s treasures at their own pace. Although some travelers desire more time to fully explore this picturesque destination, the overall sentiment is one of delight and recommendation for those looking to immerse themselves in captivating history and beautiful scenery. This day trip promises unforgettable memories and is highly endorsed by those who have experienced it!


Experience Highlights

Historical Charm... Family-Friendly Fun... Excellent Tour Guides... Beautiful Architecture... Informative Trolley Ride... Memorable Dolphin Experience... Relaxing Alternative to Theme Parks... Ample Dining Options... Great for Repeat Visits... Too Much to See in One Day...

St Augustine Historic Day Trip Adventure

(108 reviews)
Kissimmee
FL
1-9
people
price for
1 participant
10
hours
  • • Explore Historic St. Augustine, America's Oldest Town
  • • Experience A Full-Day Tour Lasting 10 Hours
  • • Visit The Oldest Continuously Occupied City In The USA
or

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