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

237 Reviews 4.62 out of 5 stars Based on 237 adventurer reviews collected by Top10Adventures® and TripAdvisor | Recommended by 91% of reviewers |
Badge of Excellence |Badge of Excellence This adventure is highly rated and has met our top quality standards.
Orlando, USA

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On average, this is booked 17 (7) days in advance.

10 hours (approx.)
Hotel pickup offered
Mobile ticket
Offered in: English

Overview

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!

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)
  • Gratuities
  • Food and drinks
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Meeting and Pickup

Pickup point
Pickup details

Gray Line Orlando provides hotel and resort pickups for this tour. Pickups are available from select hotels and resorts only—we are unable to collect from private residences, vacation homes, condos, or Airbnb/villa properties. Gray Line Orlando will contact you by 3:00 PM (EST) the day before your tour to confirm your exact pickup time and location. If you have not received your pickup details by that time, please contact us.On the day of travel, please wait outside the main lobby entrance of your selected hotel or resort. Your driver-guide will arrive in a Gray Line Orlando vehicle and uniform. If you do not see the vehicle within 5 minutes of your scheduled pickup time, please contact our office immediately for assistance.

What To Expect

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Our secure website provides real-time availability, and free, no-hassle cancellations up to 24 hours before your adventure begins.
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Safe & secure • Easy breezy • Hassle-free

Old St. Augustine Village

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.
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6 hours • Admission Ticket Free

Oldest Wooden School House (pass by)

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 .
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Fort Matanzas National Monument

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.
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1 hour 15 minutes • Admission Ticket Free

Historic Tours Of Am..

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.
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1 hour 30 minutes • Admission Ticket Free

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Additional Info

  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Infants are required to sit on an adult’s lap
  • This tour/activity will have a maximum of 14 travelers

Frequently Asked Questions

(7)

Q: What is the cancellation policy for the Day Trip to Historic St. Augustine from Orlando with Hotel Pickup?

A: You can cancel up to 24 hours in advance of the adventure for a full refund. For a full refund, you must cancel at least 24 hours before the adventure start time.If you cancel less than 24 hours before the adventure start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the adventure start time will not be accepted.Cut-off times are based on the adventure local time (EDT).This adventure requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund. Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the adventure for a full refund.

Still have questions?

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Activity code: C-317042

Traveler Photos

Reviews

4.62
237 reviews

Average 4.62 out of 5 stars based on 237 adventurer reviews collected by Top10Adventures® and partner sites such as Cool Destinations and TripAdvisor

5 stars
181
4 stars
35
3 stars
12
2 stars
4
1 star
5

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On average, this is booked 17 (7) days in advance.

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What's Included

Activity name

  • 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)
  • Gratuities
  • Food and drinks

Additional Info

Activity name

  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Infants are required to sit on an adult’s lap
  • This tour/activity will have a maximum of 14 travelers

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Free Cancellation

100% refund
No refund

You can cancel up to 24 hours in advance of the adventure for a full refund.

  • For a full refund, you must cancel at least 24 hours before the adventure start time.
  • If you cancel less than 24 hours before the adventure start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the adventure start time will not be accepted.
  • Cut-off times are based on the adventure local time (EDT).
  • This adventure requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
  • This adventure requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

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