Flagler University

The Best Wintertime Things to do in St. Augustine

Things to do in St. Augustine, photo of the old town trolley tour

The Nation’s Oldest City is a charming and historic coastal town with plenty of activities to enjoy during the winter months—there are so many fun things to do in St. Augustine! If the weather report is starting to turn in your part of the country, a Florida getaway is just what you need for mild temperatures, strolls on the sandy beach, fascinating museums, and intriguing tours to explore. 

St. Augustine is known for its well-preserved historic district, featuring cobblestone streets, colonial architecture, and historic landmarks like the Castillo de San Marcos National Monument. Take a leisurely walk and immerse yourself in the city’s rich history. One of the most popular things to do in St. Augustine is stroll the pedestrian-only St. George Street, lined with shops, restaurants, and boutiques. It’s the perfect place for shopping, dining, and people-watching.

Before you start filling your itinerary with all the best things to do in St. Augustine, FL, you’ll want to get your lodging on the books, and our intimate St. Augustine Bed and Breakfast is the perfect place to make your home base. Not only will you be in the ideal location to set off on foot and explore the best attractions, but our unique and beautifully appointed guest suite will be a highlight of your stay. No chain hotel can compete with our long list of complimentary amenities included with your room rate—a daily breakfast, afternoon social hour, parking, and so much more. Head over to our availability calendar and book your room today! 

Things to do in St. Augustine, photo of the historic st. George street

Explore the Best Things to do in St. Augustine this Winter

St. Augustine, a picturesque winter destination, offers a plethora of activities for visitors to enjoy. Regardless of where you’re coming from, whether it be Orlando, Daytona, Jacksonville, or beyond, you’ll find that there are always plenty of things to do in St. Augustine.

Spend your winter days indulging in a round of golf, discovering the Historic District, or checking out the many fascinating attractions in town. Explore St. Augustine Beach or venture beyond the city limits. Whichever you choose, hopping on a tour with Old Town Trolley is a great way to get a lay of the land!

  1. Castillo de San Marcos National Monument: This historic fort is one of the most popular things to do in St. Augustine, especially for history and military buffs. 
  2. Visit the Lightner Museum: Housed in a historic hotel, the Lightner Museum showcases an eclectic collection of art and artifacts, including Victorian-era antiques, fine art, and mechanical musical instruments.
  3. Tour the Fountain of Youth Archaeological Park: Discover the legendary Fountain of Youth, where Ponce de Leon is said to have searched for eternal youth. Explore the archaeological exhibits, lush gardens, and take a sip from the spring.
  4. Shopping along St. George Street: This historic street is closed to car traffic, creating the best place for a leisurely day shopping, dining, and stopping for a coffee or a beer. 
  5. Enjoy the Nights of Lights: St. Augustine is famous for its annual Nights of Lights festival, where the city is adorned with millions of twinkling lights from late November through January. Take a scenic trolley ride or a romantic stroll to admire the festive display—it’s one of our favorite things to do in St. Augustine each winter.
  6. Take a Ghost Tour: St. Augustine is one of the most haunted cities in the United States. Join a guided ghost tour with Ghosts & Gravestones to learn about the city’s spooky history and paranormal stories.
  7. Relax on the Beach: While it might not be warm enough for swimming, St. Augustine’s beaches are still beautiful in the winter. Enjoy a peaceful walk along the shore, collect seashells, or simply soak up the coastal scenery.
  8. Explore the Alligator Farm: The St. Augustine Alligator Farm Zoological Park is home to a diverse range of wildlife, including alligators, crocodiles, and exotic birds. It’s a fun and educational experience for the whole family.
  9. Visit Anastasia State Park: Enjoy outdoor activities like hiking, birdwatching, and picnicking at Anastasia State Park. You can also rent kayaks and paddleboards to explore the park’s waterways.
  10. Dine on Delicious Seafood: St. Augustine offers a fantastic selection of seafood restaurants and dining out is always one of the best things to do in St. Augustine. Try some of the local specialties, such as shrimp and grits, fresh oysters, and blackened fish, at one of the many waterfront eateries.

If you’d like personalized recommendations for the best things to do in St. Augustine or help with reservations, feel free to ask our welcoming and warm Innkeepers at our St. Augustine Bed and Breakfast. 

one of the best Things to do in St. Augustine is stay at our intimate bed and breakfast pictured here

Luxury & Location at our St. Augustine Bed and Breakfast

Casa de Sueños is a quaint, cozy bed and breakfast inn constructed in the early 1900s. It boasts exquisite Mediterranean architecture with archways, palladian windows, open balconies, and a tile roof that creates a tranquil and comfortable atmosphere. Our St. Augustine Bed and Breakfast is conveniently located in the heart of the Historic District, the oldest city in the nation, making it easy to stroll to nearby landmarks, attractions, restaurants, and more.

Each of our seven guest rooms has a unique and distinctive charm, with some offering exquisite indulgences such as two-person jetted tubs and private balconies. The Saragossa Suite, pictured above, is on the Inn’s first floor with a comfortable queen-size bed, bright white decor with pops of color, wood floors, a two-person jetted garden tub with a chandelier overhead, and a walk-in shower. This is the ideal room for couples here to explore all the best things to do in St. Augustine. 

Our St. Augustine Bed and Breakfast offers numerous complimentary guest amenities, including hearty buffet breakfasts with seasonal ingredients with creative preparations, evening socials with snacks and wine, free off-street parking, wi-fi, and so much more. Make a reservation today! 

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Experience Nights of Lights

Stay two consecutive weeknights (Sunday-Thursday) between Nov 18, 2023 through Jan. 27, 2024 and receive a free Evening Nights of Lights Trolley Tour, including a pair of complimentary magical viewing glasses per guest.

Historic St. Augustine

Give The Gift of Casa de Sueños This Christmas

Give your loved one a very special gift of a stay at Casa de Sueños.  We offer gift certificates in many amounts.