Why St. Augustine Makes For the Best Weekend Trip From Orlando

As one of the world’s top tourist destinations, Orlando, FL is a bustling city filled with a nearly unlimited list of things to see and do. However, Orlando residents can quickly find the fast-paced lifestyle and hordes of tourists to be exhausting. If you’re one of them, we have great news for you!

St. Augustine is a beautiful and historic haven located just under two hours from Downtown Orlando and features a wide variety of ways for you and your loved ones to unwind, relax, and make memories that you’ll always cherish. Here are some great ideas for things to do during a weekend trip from Orlando to St. Augustine that will have you packing your bags immediately!

For even more vacation planning assistance, be sure to request your free copy of our St. Augustine Vacation Guide for a full list of recommendations on local activities, attractions, and more.

Request Your Free St. Augustine Vacation Guide Today!

5 Ideas for the Ultimate Weekend Trip From Orlando

1. Explore St. Augustine’s Historic District

The Historic District in St. Augustine is the city’s most popular and visited area, and it’s for good reason! Many of the buildings in this section of St. Augustine have stood since the early 1700s and most of the streets still retain their original structure. You may also notice the traditional Spanish Colonial and Spanish Renaissance Revival architecture that has reigned in St. Augustine since the city was ruled by the Spanish hundreds of years ago.

As you explore the streets of the historic district, you’ll certainly want to enjoy shopping on the famous St. George Street, dine in the crave-worthy restaurants, and stop by the 340-year-old Castillo de San Marcos!

2. Embark on an Adventure With Old Town Trolley Tours

There are many wonderful tours to enjoy in St. Augustine, but none of them are as exalted by visitors as Old Town Trolley Tours.

This tour company offers 12 unbelievable experiences to choose from, but for first-timers, we highly recommend the One-Day Trolley Tour. With this pass, you’ll be able to sit back and relax as the trolley transports you to some of St. Augustine’s main points of interest.

The best part? If you see something that you’d like to explore more, you can easily disembark from the trolley and then board again anytime during the day. It’s the best way to see the city and customize your own adventure!

3. Take a Journey Through Time at Local Museums

St. Augustine has some of the most interesting museums in the nation, especially considering it is the oldest city in America! Here is a quick peek at some of our favorite local museums that we’re sure you’ll want to see during your weekend trip from Orlando.

  • Lightner Museum: Formerly the exquisite Alcazar Hotel, the Lightner Museum now showcases an extensive collection of fine and decorative art on four floors. During your visit to the museum, you’ll come across hundreds of fascinating treasures, including popular items like the mummy, human hair art, and Tiffany glass.
  • St. Augustine Lighthouse: This black and white striped beacon of light is a St. Augustine icon! You’re invited to explore the grounds and the tower of the lighthouse all while learning about its extensive history. As an added bonus, the views from the top of the lighthouse are absolutely breathtaking!
  • Villa Zorayda: The significant architectural design of this former residence is credited with starting the Moorish Spanish Revival style of architecture that you see throughout St. Augustine today. Visitors are able to take self-guided tours of the gorgeous home and learn more about its several roles throughout history.

4. Lounge on the Beach

While New Smyrna Beach, Daytona Beach, and Cocoa Beach are within a short driving distance from Orlando, none of them are quite like the coastal paradise that is St. Augustine! Our city is home to four lovely beaches, each boasting its own unique features and amenities.

St. Augustine Beach is the most popular by far, but still retains a clean and pristine shoreline that is perfect for a full day by the ocean.

Vilano Beach is recognized as one of the city’s best-kept secrets and is also a hot spot for surfers and fishermen! After spending some time on the beach, venture into the nearby small town of Vilano Beach to experience its retro Art Deco style, the variety of art galleries, and incredible restaurants.

5. Take a Swing on the Golf Courses

Florida is a true golfer’s paradise thanks to the year-round warm weather and sunshine! During your next visit to St. Augustine, be sure to bring your clubs and cleats for a fun-filled day on one of the local golf courses!

St. Augustine also boasts the World Golf Hall of Fame, which is a must for any golfing enthusiast! Come here to explore the museum, play a round of golf on the famous putting course, or watch live telecasts of big games.

Book a Unique Lodging Experience With the Victorian House

Wedgewood Room BedAs one of the most historic and romantic inns in St. Augustine, the Victorian House is ideal for weekend trips from Orlando for couples, girlfriend getaways, and more.

Our elegant bed and breakfast is perfectly nestled in between two of the oldest streets in America and just a short walk from the historic district. During your stay with us, you’ll enjoy a warm and inviting atmosphere, friendly hospitality, and unique lodging that you won’t find anywhere else.

Each of our 12 guestrooms is lovingly decorated with unique touches and comforting heirlooms. If you’re planning Florida weekend getaways for couples, our Wedgewood Room may be just what you’re looking for. This second-floor room can be found in our adjoining Carriage House and features an antique spool couch in your private sitting area, a deep-soaking clawfoot tub, a pillow-top mattress, and more. Plus, you can look forward to a piping hot breakfast each morning of your stay!

Check our availability right now and book your next weekend trip from Orlando.