There’s something special about the serene waterways and small-town vibe synonymous with St. Augustine, Florida. Even the first explorers to step foot on the soil were enchanted by the rich flora and boundless fauna. Because of this vibrancy and sailors finding this location on Easter Sunday, Spanish Conquistador Juan Ponce de Leon named the area La Florida.But it wasn’t until 1565 that St. Augustine was settled by Pedro Menendez de Aviles, affording it the honor of the oldest, continuously inhabited settlement in the United States.Since those fledgling days, St. Augustine has continued to charm and welcome visitors with its unmatched Southern hospitality and captivating Spanish influence. The city's distinct and warm personality is why it remains a popular travel destination, especially for families. Yet, there’s more than history in this former Spanish foothold. St. Augustine has abundance hiding in every inch of its quarters.
This conservation area, which covers over 76,000 acres of land, is research in action. The center holds educational opportunities for all ages, regularly organizing beach cleanups, nature walks, and community events to share the research efforts for the facility.Trek the paths to see the serenity of nature on your feet or by bike. It’s a great natural resource to escape the concrete walkways and get close to nature. Vehicles cost $3 for access, while cyclists and pedestrians are $1.
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Take a Trolley Ride
The best way to get acquainted with the Oldest City in America and immerse yourself in its layered history is to take a trolley tour. Two trolley trains circle the historic district; Ripley’s Red Train Tour and Old Town Trolley Tours, the green and orange train. The latter is also a hop-on and hop-off ride, but both are equally informative.You’ll be dazzled with the anecdotes of the history that formed this community, starting with the Spaniards and indigenous people, the Timucua. From unimaginable tales like learning what a dead ringer means to the shrewd tendencies of Henry Flagler, these train tours are full of fun and furious facts.Tour the Castillo de San Marcos
Step into history when you visit this iconic site. The Castillo de San Marcos is technically a castle. It’s also been an integral part of the city’s history and success as a settlement. After the Spanish settled in this area, the town was burnt down. Twice.Because of these raids, the fort was commissioned and constructed from native and durable coquina, a mixture of shell fragments and quartz granules. Nestled on the banks of the Tolomato River, sightseers will be able to spot the glitter of the Atlantic, a calculated placement to halt impending threats. Canons linger, marking the battles it has endured in its centuries of existence.The bastion design was a strategic plan that contributed to the fort's longevity and success as a stronghold. Today, it is the oldest masonry fortress in the U.S., serving as a reminder of resilience and hope. Fun fact: During invasions, livestock was sheltered in the moat around the building to keep them safe.Meader Down St. George Street
With retail shops, ice cream parlors, and restaurants, this pedestrian walkway showcases the charm that is the heartbeat of the Ancient City. With its modern-day food establishments nestled into vintage storefronts, retail treasures line the street and are neighbors to gems of the past.Take a journey to see what education was like in the 18th century at the Oldest Wooden Schoolhouse. Then, sample some fine wines and nibbles at Casa de Vino 57 before you’re awed by street musicians. There is a fun surprise awaiting at every turn and delicious ways to pass the time.Take a Boat Cruise
No boat, no problem. The marina’s scenic waters are accessible to adventure seekers. From romantic sunset cruises and sipping sails to sailboat outings and squash-buckling pirate experiences, there are countless ways to have a water adventure.Learn about the river dolphins, who have adapted to the brackish waters, or indulge in a wine cruise. These waters were made for exploring, so wherever your preference is, there's an excursion to get you excited.Visit the Beach
Home to some of the top beaches in Florida, inviting sandy shorelines are just steps away. If you’re situated downtown, there are several options to bask in the glory of the sun’s rays. Vilano and Porpoise Point Beaches are a five-minute drive from the town square. Take the Francis and Mary Usina Bridge, and you’ll catch the stellar view of the ocean and the boats cruising through.You can even walk or bike over the river. Just south, you’ll find St. Augustine Pier and beach, with a splash pad that is great for littles or an easy way to rinse off a salty day. For all the best beaches in St. Augustine, see this article and discover more ways to take advantage of the Northeast Florida sun.Tour the Flagler Memorial Presbyterian Church
This congregation, the first in Florida, was established in 1824. A Shrewd businessman who built the Florida railway, Henry Flagler was a lifelong member of the Presbyterian Church. The current place of worship was dedicated to the congregation in honor of his daughter, as well as his granddaughter and first wife.Henry Flagler is laid to rest here with his family, and, as with many of the other buildings commissioned by Flagler, the Presbyterian Church is indulgently ornate. Though it is different in style, reminiscent of the Venetian Renaissance, outside details include gold finishings and white terracotta.The dome itself was crafted in Italy, and much of the building's construction is the poured and sturdy coquina. The church is open for tours daily at 11 a.m. and holds church services each Sunday at 8:30 a.m. and 11 a.m.Take a Food Tour
Not sure where to go for a great bite? Perhaps you’re overwhelmed by options. Why not, try them all? Taking a food tour in St. Augustine is a great way to dive into the dynamic fusion of flavors that embody the city.You’ll be carted around the town on a street-legal golf cart to sample the savory and sweet delights of the town, each paired with a signature beverage. Book a group or make new friends when you join a party. Either way, the memories you make will last.See a Concert at the Amphitheatre
Tucked into the natural landscape is an epic concert venue, the St. Augustine Amphitheatre, affectionately referred to as The Amp. With nearly 5,000 seats in an open-air forum, this stage highlights some legendary talent and fresh up-and-coming faces.The venue is situated on Anastasia Island, over the Bridge of Lions and a half mile from the ocean, sheltered by the foliage of Anastasia State Park. Adjacent stages include The Backyard, an intimate stage behind the main arena for smaller, more personal performances with artists.These shows are general admission and standing room only. The Front Porch is utilized for Market Nights and the weekly Farmers Market. It's the perfect place to have a snack and tap your foot to a local groove. Concert aficionados won’t want to miss this unique entertainment space.Indulge in Local Spirits at the St. Augustine Distillery
Several families in the St. Augustine area collaborated to start this distillery. Their collective mission was simple: craft world-renowned spirits and leave St. Augustine better for future generations. Preserving the town’s dynamic history was also imperative. As such, the selected space, the former power and ice plant initially built in 1907, has been restored to operate the distillery.The gin, vodka, rum, and various bourbons are made through locally sourced products. The distillery is open daily for self-guided tours and guests can schedule more robust guided experiences. Sample the various liquors in the retail shop, or try your favorite spirit in a hand-crafted cocktail at the Ice Plant Bar. Both the shop and bar are conveniently located in the same historic building.Sample Wines at San Sebastian Winery
In 1996, the Family-run San Sebastian Winery opened its doors and has flourished ever since. Today, it can bottle 15,000 units of wine daily and can store up to 40,000 gallons. The winery produces popular varietals like Chardonnay, Pinot Grigio, Petite Sirah, and Cabernet. It also sells several Muscadine options as well as a sparkling wine. For a perfect finale, sample the distinct Cream Sherry or Port.Take your time as you wander through the winery swirling, sipping, and tantalizing your palate during this self-guided tour. You’ll soon understand why San Sebastian has earned over 650 accolades. Once you finish and find a bottle or two to pack away, settle on the top floor for an al fresco experience. Pair with live music and skyline scenes with your new favorite glass.Visit the Basilica
As a Spanish settlement, Catholicism played an integral role in the city’s development and culture. While the Catholic faith may have diminished during the British hold of Florida, when the territory was relinquished back to Spain in 1784, the Spanish rule insisted on a new Church.Thus, the Basilica was constructed. Years later, to honor St. Augustine's quadricentennial, the Basilica was renovated and eventually raised to minor basilica status by Pope Paul VI. While the Church still holds weekly Mass services, tourists can elect to walk through the space, taking in the imagery during a private or self-guided tour.Tour Flagler College
What was once the most expensive hotel, known as the Ponce De Leon Hotel, is now an educational institution. From its inception, this artistic marvel was designed to be technologically advanced with the inclusion of electricity.Now, this former hospitality paradise is named for its creator, Henry Flagler, a man pivotal to Florida’s history and growth. Flagler had a vision to build a decadent destination resort for the elite. The hotel was only open three months a year. And it was a success, receiving guests like Babe Ruth, Mark Twain, and even President Theodore Roosevelt.Tourism declined in the 1910s and 20s due to Flagler’s expansion of the Florida Railway system as well as the Great Depression. Yet, his development efforts are credited for the blossoming of other cities like Miami.During World War II, the hotel was used as a Coast Guard Training center until it was decommissioned in 1945. The hotel began receiving guests again but was closed in 1967 and ultimately turned into the college that exists today. Even now, you can experience the bountiful, lush gardens and stand in wonder as the Tiffany & Co. stained glass windows reflect onto the magnificent hand-painted murals. Schedule your tour to see this stunning work of art for yourself.Be Awed by the St Augustine Lighthouse
Climb the 219 wrought-iron stairs and learn about the vital role these structures have in history, as well as the rigorous daily responsibilities of the keepers. With sweeping 360-degree views of the landscape, the trek up the steps is worth the effort. The lighthouse complex is home to Heritage Boatworks, an organization dedicated to crafting boats by hand from wood as it was done centuries ago.The grounds host a play yard for kids, trails to explore, and a butterfly garden to welcome these delicate winged insects. Grab a refreshment from the Tin Pickle, a World War II-themed eatery with specialty snacks and local brews. Fun Fact: Florida has 30 lighthouses still standing today.Explore the St. Augustine Pirate Museum
Florida’s coastal waters have devoured countless passing vessels. St. Augustine's shores were not spared from unsavory situations, as pirates were a constant threat. The museum has chronicled these escapades, as well as the history and culture of these craggy characters.From historical significance to present-day pop culture, the museum is home to over 800 artifacts and stories, including tales of Sir Francis Drake and the memorabilia of the Pirates of the Caribbean. Interactive multimedia games share the struggles and surprises of life on the rough and ragged seas while informing about these real-life — and fictional — legacies. The Pirate Museum is open daily for tours.Float Through the River on a Tiki Boat Cruise
You’ll experience St. Augustine in a way like no other on this river cruise. Bring your favorite beverages as your captain guides you through the Matanzas River. Choose to drift along the waters as you learn about the buildings that dot the skyline or take in the last glimmer of the sun’s rays on a sunset outing.Opt for the longer sail and jump into the refreshing waters at hidden sandbars. All ages are welcome on board. It’s an excursion you won’t want to miss.Bike Through the Historic Downtown
Lease some wheels and put the pedal on the pavement. Navigate the cobblestone streets with your itinerary, or schedule a guided group tour to get familiar with the beat of the city. Fun Rentals offers all sorts of wheels to get your adventure rolling.Snap Photos on the Most Beautiful Street in America
Scenic Magnolia Avenue hosts dozens of Live Oak Trees, each draped in Spanish moss. It’s an unparalleled snapshot, with tourists constantly vying for their vantage point to capture the serene mystique of these towering trees. It’s easy to see the allure of this road and why it’s regularly voted one of the most beautiful streets.Meet the “Old Senator”
Not quite the politician you'd expect. It’s an unmatched tenure, as this Live Oak is the oldest tree in St. Augustine. With more than 600 years of life, this steadfast hero stands proud in the courtyard of 1565 Villa, just north of the Fountain of Youth and Magnolia Ave. Be sure to keep a watchful eye out for the magical Love Trees.These distinct arbors feature two tree species: a palm tree growing out of a Live Oak tree. While practically says seeds were dropped in the oaks, thus producing fragmented palm trees, local legend says if two lovers smooch under one of these timbers, they will be blessed with enduring love. Kiss carefully.Find the Secret to Longevity at the Fountain of Youth
When the Spaniards landed and began a settlement, they were struck by the staggering height and youthful appearance of the indigenous population, the Timucua. The Spanish were desperate to know their secret and were convinced it was the natural spring that gave the local people their vitality (which is still gurgling at the Spring House on site).For various reasons, a rift ensued between the Natives and the Spanish, but the mystery of their health and vitality remained. The Fountain of Youth is the site of these first encounters and, more importantly, the center of the Timucua village, Seloy.Today, the grounds have served as an archaeological site, paying homage to the Timucua people as well as the first Spanish settlers. Artillery history and astronomy navigation of the time are highlights of the park. Local tip: Be mindful of the resident peacocks milling about. They are slow-moving but beautiful to watch!Dine on the Water for Views on Views on Views
Whether you're at the beach, parked on Anastasia Island, or bopping down the main A1A strip, St. Augustine has a plethora of water views. On the island, relax at the Conch House on their deck with a beverage and enjoy some sultry tones as you sip the night away.Take in the river views from Harry's Seafood Bar & Grill balcony, one of the two deck tiers at River and Fort, or get lucky to snag a pub table at Meehan's Irish Pub, each centrally located front with perfect water views. Across the Usina Bridge, chill at Beach’s Restaurant on the outdoor patio while watching the ships sail across the glass water.Further up A1A, find tranquility on the expansive decks of Cap’s on the Water or get to The Reef Restaurant early to catch a glimpse of the Atlantic waves crashing to shore. Wherever you choose to unwind, the perspective will be picture-perfect.Learn to Surf
St. Augustine is a surfers' paradise and the waves are ideal for all levels. Snag a surf session for a one-of-a-kind day in the water. Happy Waves has private lessons available on Anastasia Island while Surf Station allows individual or group lessons with their instructors and provides rentals and sales.St. Augustine Surf School offers rentals as well as individual or private group sessions.Bike or Run the Guana Reserve
This conservation area, which covers over 76,000 acres of land, is research in action. The center holds educational opportunities for all ages, regularly organizing beach cleanups, nature walks, and community events to share the research efforts for the facility.Trek the paths to see the serenity of nature on your feet or by bike. It’s a great natural resource to escape the concrete walkways and get close to nature. Vehicles cost $3 for access, while cyclists and pedestrians are $1.
