St. Augustine, Florida
Day Trips

Enter your dates to find available activities

Our most recommended St. Augustine, Florida Day Trips

St. Augustine: Chocolate & Sweet Walking Tour with Tastings

1. St. Augustine: Chocolate & Sweet Walking Tour with Tastings

Meet your friendly guide in downtown St. Augustine and set off on an unforgettable sugary adventure. Stroll through the quaint streets and soak up the charming atmosphere as you listen to your guide’s fascinating stories about local history and culture. Along the way, visit some of St. Augustine’s most beloved candy stores, bakeries, and chocolate shops. At each of the stops, discover what makes these local sweet treats so popular and enjoy a tasting session of chocolate, pralines, and more. By the end of the tour you’ll have learned about life in the town and receive a goody-bag filled with sweet treats to take home and enjoy later in the day.

From Orlando: St. Augustine Day Trip with Tour Options

2. From Orlando: St. Augustine Day Trip with Tour Options

Visit St. Augustine, the so-called “Ancient City” and oldest continuously settled town in the United States. Experience the charming atmosphere and beautiful climate of a town located between northeast and central-east Florida. While there, explore St. Augustine's delightful historic district, with its cobblestone streets, quaint cafes, bars, and unique shops. Make sure to also take in the history at the significant landmarks such as Castillo de San Marcos, Flagler College, the Lightner Museum, the Fountain of Youth, and more, Choose between the following tour options: • St. Augustine Day Tour: Spend a full day in the oldest city in the U.S. Find out about the historic landmarks with a tour guide and then shop, dine, and discover the city at your own pace. • St. Augustine Scenic Cruise: Get a unique view of the city and see its many historic landmarks and impressive natural beauty on a narrated tour around Matanzas Bay. • St. Augustine's Colonial Quarter Museum: Embark on an interactive adventure where history comes alive with a guide in proper colonial attire. Throughout this living museum, experience a musket firing, blacksmith demonstrations, and more. • Road Train Tour: Set off on a hop-on, hop-off sightseeing adventure through town aboard a trolley streetcar. Learn interesting facts about the 22 unique sites on the 7-mile (11-kilometer) loop, and hop on and off where you like to explore the attractions at your own pace. • Pirate & Treasure Museum: Explore the Golden Age of Piracy with one of the world’s largest collections of authentic pirate artifacts and shipwreck treasures. Delight in award-winning interactive exhibits that make this hands-on museum an experience for all the family. Whichever tour option you choose, your day will include plenty of time to explore the town, shop in the gift shops, and dine in one of the local restaurants on the cobblestone streets.

St. Augustine: Craft Beer & History Walking Tour

3. St. Augustine: Craft Beer & History Walking Tour

Take a fun and fascinating step back into Florida history with this St Augustine "Ale Trail" walking tour. On this unique experience, you and your licensed, knowledgeable guide will stroll around the charming streets of St. Augustine, the oldest city in the nation, discovering the best in Florida craft beers. Learn about the early days of St. Augustine and how the business of beer has evolved in the Sunshine State. See for yourself why this is one of the fastest-growing and most highly regarded beer-producing regions in the country. Visit notable landmarks, unique brewpubs, and state-of-the-art taprooms, all while learning about the legacy that beer has left on St. Augustine. Hear tales of coastal Florida’s brewing past and visions of its promising future, while sampling an abundance of delicious craft beers along the way.

From Orlando: St Augustine Tour and Pirate & Treasure Museum

4. From Orlando: St Augustine Tour and Pirate & Treasure Museum

Spend the day on the cobblestone streets of St. Augustine and make a stop in at the Pirate & Treasure Museum, The Ultimate Pirate Experience. Explore the Golden Age of Piracy with one of the world’s largest collections of authentic pirate artifacts and shipwreck treasures. World class, award winning interactives make this hands-on museum an experience that every family member will enjoy. Named one of the best museums in the world by the New York Post, along with several other accolades. Your day includes plenty of time to explore the town, shop in the gift shops, and dine in one of the great restaurants on the cobblestone streets.

From Orlando: St. Augustine Tour and Colonial Quarter Museum

5. From Orlando: St. Augustine Tour and Colonial Quarter Museum

Spend the day in the historic town of St. Augustine and soak up all the history. St. Augustine's Colonial Quarter a historic adventure tour where history comes alive.  The city’s newest attraction is a historic adventure tour experience that allows for interactive opportunities throughout 2 awesome acres that showcase 3 centuries of St. Augustine history. On the tour, experience a musket firing, blacksmith demonstrations, and more.  Between tours you can climb the watchtower, wander through historic buildings, dine at both 18th century styled eateries, or just relax under the Colonial Oak Tree. Your day includes plenty of time to explore the town, shop in the gift shops, and dine in one of the great restaurants on the cobblestone streets.

Frequently asked questions about St. Augustine, Florida Day Trips

What are other things to do than Day Trips that are worth visiting in St. Augustine, Florida?

The other unmissable things to do in St. Augustine, Florida are:

Which St. Augustine, Florida Day Trips are taking additional COVID-19 precautions?

Other Sightseeing Options in St. Augustine, Florida

Want to discover all there is to do in St. Augustine, Florida? Click here for a full list.

What people are saying about St. Augustine, Florida

Overall rating

4.9 / 5

based on 13 reviews

This was such an awesome tour if you love sweets. Alex was a fantastic guide. We learned a little more about St Augustine and had some treats along the way. My 8 year old son loved picking out treats to try later. We received a little cooler bag to keep our treats in along the way. Such a great touch. Highly recommend. We would and probably will do this tour again when we come back in the future. We will also try the other tours provided by the team.

This trip was absolutely outstanding. Gino our guide and driver went above and beyond to keep us informed and knew so much history about each location as we went through the towns. It was a day well spent and away from the hustle and bustle of Disney atmosphere. The scenic boat ride was so relaxing. Highly recommend.

Great trip!! Really enjoyed St Augustine. I highly recommend the Old Town Trolley to get around and see the entire city.

Thank you so much for the amazing experience it is definitely a must

Plenty of time to see the town! We had a great driver!