Know Before You Go

A Perfect Day of Wine Tasting in St. Augustine

St. Augustine pairs its rich history with a growing appreciation for good wine. The local scene feels inviting, with each stop giving you a chance to slow down and enjoy the atmosphere. Planning a full day of wine tasting St. Augustine means starting at a landmark winery that shaped Florida winemaking before exploring wine bars and other experiences that show the city’s character. The day will unfold at an easy pace, with each glass and setting adding something unique to the story of St. Augustine. By evening, you will have tasted a range of wines and experienced the city in a way that feels connected and memorable.

A Guide to Historical-Themed Weddings in St. Augustine

Why do so many couples see the Ancient City as the right place to get married? The answer usually comes down to the setting. St. Augustine has more than 450 years of history behind it, and that story still shows in its streets, plazas, and old buildings. A wedding here feels like you’re adding your own chapter to a place that has seen centuries of love and celebration. The Gilded Age left behind hotels and gathering spaces that still stand tall, filled with high ceilings, balconies, and beautiful designs that set the mood for a big day. The older Spanish Colonial style is also everywhere, with red-tiled roofs, stone courtyards, and shaded walkways that create a warm and romantic feel. The weather plays a role too, with winters staying mild and sunshine filling most of the year, giving couples plenty of chances to plan outdoor ceremonies without worry. Together, these details create a backdrop where every moment feels tied to the city’s long and layered history, and with so many wedding locations in St. Augustine, it’s easy to find a place that feels personal.

Top Haunted Places in St. Augustine You Can Visit

St. Augustine is the oldest city in the country, and its centuries of history have left behind more than just architecture and archives. The city saw wars, outbreaks of yellow fever, shipwrecks, and countless personal tragedies, all of which shaped its reputation as a place where the past lingers. Families who have lived here for generations pass down stories of strange sights and unexplained sounds, and visitors often add their own experiences after touring the city’s oldest landmarks. Many of these tales point to buildings and cemeteries that people now consider some of the most active St. Augustine haunted sites.

The Ultimate Guide to St. Augustine Amphitheatre: Music, Markets & More

Locals often call the St. Augustine Amphitheatre “The Amp,” and it has become one of the city’s most welcoming gathering places. Concerts bring in some of the biggest names in music, but the venue also plays a steady role in community life. Weekly farmers’ markets fill the grounds with produce, fresh flowers, baked goods, and handmade crafts. Seasonal night markets add local musicians and food stalls, turning the space into a lively evening hangout. Visitors and locals alike walk through the aisles, sampling treats and chatting with vendors, which makes the market feel more like a community block party than a shopping trip. Families often use these events as a way to catch up with neighbors, while travelers get a glimpse of everyday life in the Ancient City. The open-air design and large canopy make it comfortable year-round, and the relaxed atmosphere helps explain why so many people return to The Amp even when no major concert is scheduled.

The Ultimate St. Augustine Festival Guide: Celebrating Culture, History, and Community

St. Augustine, Florida, is a city steeped in history, but don’t let its age fool you! This ancient city is a vibrant hub of fun and excitement. With its brick-lined streets, colorful shops and a variety of delicious dining options, St. Augustine is the perfect destination for a memorable getaway. Whether you’re a history buff or a festival fanatic, you’ll find plenty to keep you entertained. So, come explore the magic of St. Augustine and discover why it’s one of the most beloved destinations in Florida.

Aviles Street: The Oldest Street in St. Augustine

Aviles Street in St. Augustine is a hidden gem that beautifully blends history, art, and culture. As the oldest street in the nation, Aviles Street invites visitors to take a stroll back in time while enjoying the vibrant atmosphere of modern-day St. Augustine. The street’s brick paths and centuries-old buildings create an ambiance that transports you to a different era, offering a unique and immersive experience. Whether you’re an art enthusiast, a history buff or simply looking for a charming place to explore, Aviles Street is a destination that promises to delight.

St. Augustine Neighborhood Guide

St. Augustine, the nation’s oldest continuously inhabited city, boasts a vibrant tapestry of neighborhoods, each with its unique charm and character. From the historic heart of the colonial city, where Spanish moss drapes ancient balconies and brick-lined streets whisper tales of pirates and conquistadors to the bustling energy of Vilano Beach, where surfers chase waves and sunbathers soak up the rays, St. Augustine offers something for everyone. Whether you’re drawn to the echoes of the past in Lincolnville’s shotgun houses, the eclectic mix of art galleries and cafes on St. George Street or the peaceful tranquility of Anastasia Island’s nature preserves, St. Augustine’s neighborhoods promise an unforgettable exploration of Florida’s rich history and captivating culture.

Must-See Murals, Sculptures and Public Art In St. Augustine

St. Augustine, a city known for its historical significance, also showcases an arts scene that is alive with creativity and variety. From the colorful St. Augustine murals adorning hidden alleyways and thought-provoking St. Augustine sculptures in its many parks to inspiring public art installations scattered throughout the city, St. Augustine is a treasure trove for art enthusiasts and casual observers alike. Including these must-see pieces in your trip plan not only immerses you in the local culture and creativity, it also provides a unique lens to appreciate the city’s heritage and history. It’s an aesthetic journey you wouldn’t want to miss.

Best Parks To Explore in St. Augustine

St. Augustine, with its historical charm and scenic beauty, is not just known for its architectural marvels but also for the lush, verdant parks it houses. Each one of the parks in St. Augustine, unique in its offerings, provides visitors a chance to immerse themselves in the city’s natural splendor. Exploring these St. Augustine treasures is not only a feast for the eyes but also an opportunity to engage in various recreational activities. Including a visit to these parks in your trip plan is a must-do, offering you a perfect blend of tranquility and adventure, as well as a chance to connect with nature in the heart of this timeless city. Here are some of the best parks in St. Augustine that you should consider exploring:

Explore St. Augustine’s Best Art Galleries for Creative Inspiration!

Welcome to the creative world of St. Augustine’s art galleries. Each gallery in this historic city is a treasure trove of artistic expression, presenting a wide range of artistic styles and mediums. Visiting these galleries immerses you in the local culture and gives you a deep appreciation for the artistic heritage of St. Augustine. From the evocative pieces at the Lightner Museum to the mesmerizing exhibits of the St. Augustine Art Association, each art gallery in St. Augustine offers a unique journey of creative exploration and inspiration. So, why visit these art galleries in St. Augustine? Because they offer not just a visual feast but a reflection of the city’s soul, its history, and its vibrant artistic community.

Budget-Friendly St. Augustine Vacation

We all know that a vacation can be expensive, but it doesn’t have to be! St. Augustine is a popular tourist destination for its Spanish Colonial architecture and nearby beaches. However, many visitors don’t realize that it’s also a great place for a budget-friendly vacation. There are plenty of free or cheap activities to keep the whole family entertained, from exploring the city’s historic landmarks to spending a day at the beach. With a little planning, you can take an enjoyable and affordable trip to St. Augustine.

Local’s Guide to Visiting St. Augustine

St. Augustine is a one-of-a-kind historic city perched on the northeast coast of Florida. Set out for your adventures with this St. Augustine travel guide close by for the highlights of the Nation’s Oldest City. Whether or not you’ve called the St. Augustine area home or not, you’ll know every corner of the city in no time.

Riding with Old Town Trolley – St. Augustine is like knowing a local who has long experienced St. Augustine tourism. Many of our knowledgeable conductors are from the area, while others have called St. Augustine home for years. They enjoy sharing some of their personal favorites with visitors and, of course, know all about the stops you see along the way during your tour. To plan your St. Augustine stay like a true local with all the best activities, including some of our stops, check out this St. Augustine travel guide.

First-Time Visitor’s Guide to St. Augustine

Your first time traveling to a new destination is always a trip to remember. There’s something about exploring a new city and experiencing its culture with fresh eyes that’s truly special.

An unforgettable first-time trip to St. Augustine starts with Old Town Trolley – St. Augustine. With various stops, our seasoned conductors take you to and from the famous must-sees of St. Augustine tourism. Hop on and hop off at renowned attractions such as the rustic Old Jail, the iconic Lightner Museum, the historic Castillo de San Marcos and more.

From its architecture unique to the Spanish Renaissance and authentic historic landmarks, the city turns heads. As you tour with Old Town Trolley – St. Augustine, you’ll hear the stories of each stop and other unique facts along the way. Take it from us, for your first experience as a St. Augustine visitor, it helps to have a friend who knows all the best spots in town.

What’s Open in St. Augustine During Summer Holiday Weekends

It’s summer in St. Augustine and there are many fun attractions, sights, and cool things to do in the Old City that will keep you entertained and out of the heat. Read on and find out what’s open with our list of what’s open during summer holidays in St. Augustine.

What’s Open Memorial Day in St. Augustine

As the USA’s oldest city, St. Augustine is a vacation destination that draws visitors from all over the world. Steeped in history, natural beauty and a wealth of interesting sites and attractions, the Ancient City offers an unforgettable experience to people of all ages. Read on and find out what’s open Memorial Day weekend with our list of what’s open Memorial Day in St. Augustine. Kick off your summer with fun activities and special memorial day events.

Things to Do in St. Augustine at Night

As the oldest city in the United States, St. Augustine is a northern Floridian vacation destination. Filled with centuries-old history, 40-plus miles of spectacular beaches and nightlife options, this city has been entertaining visitors through the ages. Dating back to 1565, the city of St. Augustine has been featured in family albums across the world. Showcasing history, architecture and outdoor fun through its landmarks, restaurants and historic heritage, visitors from around the globe put St. Augustine on their vacation list annually.

Fall Things To Do In St. Augustine, FL

As the USA’s oldest city, St. Augustine is a vacation destination that draws visitors from all over the world. Steeped in history, natural beauty and a wealth of interesting sites and attractions, the Ancient City offers an unforgettable experience to people of all ages. Whether you’re here for a weekend getaway, a romantic escape or an extended family vacation, fall is one of the best times to discover all St. Augustine has to offer.

Bed & Breakfasts in St. Augustine

Things To Do In The Colonial Quarter

The Spanish Quarter, also known as the Colonial Quarter, captures the essence of St. Augustine’s rich heritage. A visit here takes you back more than 300 years and offers you a chance to engage in a variety of interesting activities and see numerous points of interest. There is much to do and see in and around this historic area.

History

Over the past 450 years, St. Augustine has grown from a fledgling European settlement and military outpost ridden with violence and turmoil to Henry Flagler’s Gilded Age in the late 1800s. Today, the historic city lays claim to one of Florida’s up-and-coming cultural hubs with a vibrant art and music scene. St. Augustine is often described as a city frozen in time, and with good reason. Founded in 1565 by Spanish explorer Don Pedro Menéndez de Avilés, it holds the title of the oldest continuously inhabited European-established settlement in the continental United States.

St. Augustine Hotels

Read the Old Town Trolley guide to hotels in St. Augustine, Florida to learn more about top-rated places to stay in the city.

St. Augustine Attractions

See all the best attractions in St. Augustine with the Old Town Trolley Tour. You’ll be able to experience all the historic tourist attractions in a day or two!

Things To Do On St. George Street

A pedestrian-only thoroughfare, bustling St. George Street is the epicenter of downtown St. Augustine. Chock full of shops, restaurants, art galleries and attractions, this historic street is a must for any visitor to the Nation’s Oldest City.

Hop On Hop Off St. Augustine Tours

Hello, I’m Dave Chatterton, General Manager of Old Town Trolley of St. Augustine. With nearly 500 years of history, including rule by Spain, Britain, and the U.S., St. Augustine is full of sights and attractions that entertain and educate. For over 30 years, Old Town Trolley Tours has provided St. Augustine sightseeing tours highlighting the best of the city.

Labor Day Events

Old Town Trolley Tours of St. Augustine has provided vacation guests and locals with more than 20 years of historic tours, news, and events. Each month the Trolley Team publishes upcoming events in St. Augustine for visitors and residents to enjoy. If you’re visiting during the St Augustine Labor Day Weekend, don’t forget to include the Old Town Trolley Tour in your itinerary.

Things To Do In The Summer

It’s summer in St. Augustine and there are many fun attractions, sights, and cool things to do in the Old City that will keep you entertained and out of the heat.

How To See St. Augustine in 2 Days

“Plan ahead and have time to explore the most important historic places, enjoy delicious meals, and learn the importance of our Ancient city” America’s oldest city is home to centuries of history, soft sandy beaches and a host of fun and interesting attractions. And you can see all of St. Augustine in 2 days aboard the Old Town Trolley! If you’ve never been to St. Augustine, you’re in for a fun-filled, fascinating experience; Old Town Trolley Tours St. Augustine makes various stops and includes about 100 different sights. If you plan ahead, you’ll have time to explore many of the most important historic places, enjoy delicious meals, and learn the importance of our Ancient city.

How to See St. Augustine in 1 Day

The nation’s oldest city, St. Augustine, is home to five centuries of history, fascinating attractions, beautiful beaches and exquisite architecture. How can you see it all in just one day? Get a seat aboard the Old Town Trolley and follow our recommendations below to see the best of the city!

Top 10 Must See Hidden Gems in St. Augustine

With more than 450 years of history, it’s hard to find a rock unturned in the nation’s oldest city. But that certainly doesn’t mean St. Augustine is lacking a few hidden gems. And while all the most popular attractions should definitely be on every visitor’s itinerary, there are many special places that are local favorites, offering unique, one-of-a-kind experiences. To help make your next visit to Northeast Florida just that much better, we’ve compiled a list of the top places to visit and things to do that are a bit off the beaten path.

Unique Things To Do

St. Augustine’s rich history and natural beauty make it one of the best vacation spots in Florida. From pirate lore to appetizing eats, a vacation in St. Augustine is both memorable and enjoyable. If you’re looking for a unique sightseeing experience in the city, read on to find out about hidden gems and one-of-a-kind adventures in St. Augustine.

Getting Around St. Augustine

As the nation’s oldest city, St. Augustine is home to an abundance of historical attractions and fascinating sights. When planning your vacation, be sure to get all the information you can on the best ways to see the city. Here are some of the top ways to travel around St. Augustine.

Fun Facts About St. Augustine

Since its founding in September 1565, St. Augustine has managed to intrigue and entertain visitors for more than 450 years. As the oldest continuously occupied European-established settlement in the continental United States, the Nation’s Oldest City offers more than charming brick-lined streets, historical landmarks and pristine beaches. It’s also a wealth of interesting stories and historical tidbits. To help make your upcoming trip to St. Augustine just that much better, we’ve compiled a list of the top fun facts about this beautiful city by the sea.

4th of July in St. Augustine

We created this page to help guests plan a great celebration while visiting the Oldest City in America. Old Town Trolley of St. Augustine will be open on the 4th of July operating until 3pm. We hope you take advantage of our top-rated sightseeing tour to see the best attractions and enjoy all the Independence Day decorations in St. Augustine.

Reasons To Visit St. Augustine

The beautiful coastal city of St. Augustine is home to pristine beaches and centuries of history, offering visitors a unique and unforgettable experience. Read on for the top reasons to visit St. Augustine, the oldest city in the United States.

Things to Do in the Winter

Escape to St. Augustine during the winter for fun in the sun and an abundance of activities, events and attractions. The nation’s oldest city, situated right on Florida’s east coast, tends to have very mild temperatures while the rest of the country experiences snow. Here are some of the top things to do in St. Augustine during winter.

Things to Do in the Spring

Springtime is one of the best times to visit America’s oldest city. The summer heat hasn’t arrived and there’s a lightness in the air. St. Augustine is home to many unique sights, pristine beaches and historical points of interest. Here are some of the best things to do in spring in St. Augustine.

St. George Street

A pedestrian-only thoroughfare, bustling St. George Street is the epicenter of downtown St. Augustine. Chock full of shops, restaurants, art galleries and attractions, this historic street is a must for any visitor to the Nation’s Oldest City.

Colonial Quarter

The Spanish Quarter, also known as the Colonial Quarter, captures the essence of St. Augustine’s rich heritage. A visit here takes you back more than 300 years and offers you a chance to engage in a variety of interesting activities and see numerous points of interest. There is much to do and see in and around this historic area.

Best Beaches In St. Augustine

Situated along the Atlantic Ocean, St. Augustine’s pristine beaches stretch from Vilano Beach north of the city to Crescent Beach in the south. With dozens of public beach access points peppered along the coastline, there is a bit of something for everyone. From horseback riding, sunbathing and stand-up paddle boarding to fishing, diving and volleyball, the endless miles of white, sandy beaches have made St. Augustine a go-to destination for water lovers and beachgoers.