The Best Way To Spend Two Days in St. Augustine
Are you looking for things to do in St. Augustine this weekend? With just two days in St. Augustine, you can experience a seamless blend of historical wonders and contemporary thrills that are bound to make your weekend unforgettable. As the sun rises over the city, embark on a journey that takes you from the evocative echoes of the past on the historic cobblestone streets to the delectable flavors of the present at local eateries. Don’t miss out on the interactive exhibits at the city’s museums, or the chance to enjoy waterfront views on a scenic boat tour. Your two days in St. Augustine will be a whirlwind of exploration, whether you’re discovering hidden gems in the Historic District or savoring artisan spirits at the local distillery. Pack light, but expect to leave with a heavy heart, filled with memories of a lifetime spent in America’s oldest and most captivating city.
St. Augustine Itinerary
Day 1
Start at 9 a.m.
Old Jail History
Start these two days in St. Augustine in the Old Jail, a significant landmark in St. Augustine’s history, constructed in 1891 by Henry Flagler. An active prison until 1953, this jail housed the city’s most dangerous criminals and was infamous for its on-site gallows, where eight men were executed. Now listed on the National Register of Historic Places, this site provides a unique glimpse into the city’s past law enforcement and penal systems.
What To See/Things To Do
Embark on a captivating tour led by knowledgeable jailers at the St. Augustine Old Jail Museum. Traverse the stony corridors into the prisoners’ cells, echoing eerie tales of yesteryear, making it an ideal part of any St. Augustine weekend getaway. Feel the chill as you approach the maximum-security gallows, where condemned criminals met their end. Walk through the sheriff’s quarters, preserved in their original form. Marvel at the fascinating collection of historical weapons and artifacts on display. This family-friendly tour offers a visceral glimpse into a tumultuous past, ensuring an unforgettable historical exploration during your weekend in St. Augustine.
Hop on the Old Town Trolley
After you visit the Old Jail, hop on the Old Town Trolley for a scenic ride through St. Augustine’s historic streets. This open-air narrated tour offers insightful commentary about the city’s history. The tour is also designed so that you can hop on and off and explore independently at any time. With frequent pickups at all our stops, you can avoid walking long distances. This is one of the best ways to spend two days in St Augustine and see most of the things to do in St. Augustine this weekend!
Depart at Potter’s Wax Museum
Depart at the Potter’s Wax Museum trolley stop, renowned for its diverse collection of lifelike wax figures, ranging from celebrities to historical figures. The museum is a delightful interactive experience that’s sure to captivate history buffs and pop culture enthusiasts alike.
At Potter’s Wax Museum, you’ll be spellbound by an array of realistic wax figures, from eminent historical figures to modern celebrities, making it one of the top things to do in St. Augustine this weekend. You’ll stand next to Harry Potter and see Presidents Abraham Lincoln and George Washington, John Adams, and others. Benjamin Franklin, Cleopatra, Ponce de León, and Elvis are also here — along with Annie Oakley and Davy Crockett. Experience the captivating allure of the “See Potter’s” exhibit, where the intricate techniques of wax figure creation are unveiled. With every visit to this museum, embark on a mesmerizing voyage through the vibrant threads of history and culture, providing a unique and invigorating perspective on this extraordinary craft.
Take a Photo at the Old City Gates
Step back in time as you approach the Old City Gates, once the solitary entrance into St. Augustine, built in 1808 as a formidable line of defense, making it an ideal destination for a St. Augustine weekend getaway. The two towering stone columns are a testament to the city’s resilience against past attacks. Stroll down St. George Street from these ancient gates to discover a trove of historic sites, charming shops, and local eateries. Don’t miss the chance to explore the fortifications near the gates, bearing silent witness to the city’s tumultuous past. This is a sightseeing gem that encapsulates St. Augustine’s rich history.
Shop at St. George Street
St. George Street, the heartbeat of St. Augustine, is a bustling thoroughfare lined with Spanish Colonial buildings, each echoing centuries of rich history. As you explore, immerse yourself in the diverse offerings of local boutiques, artisan shops, eateries, and museums. St. George Street boasts a wealth of cultural and historical gems, positioning it as an essential destination when exploring St. Augustine. Its charm and significance make it an integral part of any visit to the city.
What To See/Things To Do
St. George Street, a historic artery of St. Augustine, is home to many must-see attractions, perfect for those planning a St. Augustine weekend getaway or seeking exciting things to do in St. Augustine this weekend. Marvel at the Peña-Peck House, a splendid relic from the First Spanish Period. Visit the Oldest Wooden School House, an emblem of early education, and experience a shiver at the Medieval Torture Museum’s eerie exhibits. Explore the Colonial Quarter’s vivid depiction of the city’s past, and unleash your inner explorer at the Pirate & Treasure Museum. Each twist and turn on this street guarantees a captivating glimpse into history, making it a significant locale on any St. Augustine tour itinerary.
Where to Eat:
The Columbia Restaurant
Nestled in the heart of St. Augustine, the Columbia Restaurant, Florida’s oldest eatery, established in 1905, offers an exquisite culinary adventure. Its historic charm and delectable Spanish-Cuban cuisine provide the perfect lunchtime retreat. Nearby, Mojo’s Tacos offers a burst of Mexican flavor, while Crave satisfies health-conscious cravings. These gastronomic gems, set amid the city’s rich history, make your St. Augustine visit a feast for the senses.
Hop Back on the Trolley
Hop back on the trolley and let your journey take you to the historic churches of St. Augustine. Be struck by the awe-inspiring architecture of the Cathedral Basilica, a captivating fusion of Spanish mission and neoclassical styles that pays homage to the city’s history. Just a short ride away lies the Grace United Methodist Church, a testament to Henry Flagler’s vision, uniquely characterized by its poured concrete technique. Each church visit offers a serene respite amid the bustling city tour, wrapping you in a blanket of peace and tranquility.
Visit Churches of St. Augustine
Cathedral Basilica History
The Cathedral Basilica of St. Augustine, a U.S. National Historic Landmark, stands as a poignant symbol of the city’s enduring history. Its congregation is recognized as the oldest Christian congregation in the contiguous U.S. The cathedral’s Spanish Renaissance architecture, coupled with its six-story bell tower — a remnant of Henry Flagler’s restoration efforts after a devastating fire — paints a captivating picture of St. Augustine’s past. Visit the Cathedral Basilica for an immersive journey through time — from the Spanish colonial era to the present day — making it an unmissable stop on any St. Augustine itinerary.
Things To Do at the Cathedral Basilica
The Cathedral Basilica of St. Augustine mesmerizes with its deep red ceiling, cross-beamed and adorned with gold-leaf Lindenwood statues, making it a must-see attraction for those planning a two-day St. Augustine visit. A custom-built pipe organ resonates with history. Murals portray seminal events such as the first Mass, the Minorcans’ arrival, and stories of missionaries and Native Americans. Intricately designed stained-glass windows illustrate the life of Saint Augustine of Hippo. Don’t miss the richly detailed altar, a testament to architectural ingenuity, and the captivating bell tower on your visit.
Ancient City Baptist Church History
The Ancient City Baptist Church holds historical significance in St. Augustine for its unique architecture and association with Henry Flagler. Completed in 1895 on land gifted by Flagler, the church stands as a Romanesque Revival marvel with its three-story tower topped by a conical turret. Its tan brick sanctuary, Norman tower, and beautiful stained-glass windows, refurbished in 2003, are key attractions for any visitor.
Things To Do at Ancient City Baptist Church
Venture into the history room at the Ancient City Baptist Church to delve into its past, with a display of early records and memorabilia. Take a guided tour led by informed church members who will enrich your understanding of its unique Romanesque Revival architecture and significant historical connections, providing an enriching experience for those on a St. Augustine weekend getaway. The tour offers beautiful stained-glass windows, a three-story tower, and a Norman tower for your exploration, a fascinating journey through St. Augustine’s architectural history.
San Sebastian Winery History
To finish the first day of this St. Augustine getaway, the San Sebastian Winery holds a prestigious place in St. Augustine’s history, residing in a storied East Coast Railway building gifted by Henry Flagler. Established in 1996, the winery rose to become Florida’s second-largest winery, attracting over 150,000 wine lovers annually. Its pioneering efforts in crafting table, sparkling, and dessert wines have won it over 500 awards, a testament to its use of indigenous Muscadine and hybrid bunch grapes.
Things To Do at the San Sebastian Winery
Discover the magic of winemaking at the San Sebastian Winery, where you can embark on a guided tour through the production facility, making it an essential addition to any St. Augustine weekend getaway. This exploration includes a captivating short film, unveiling the secrets of barreling to bottling, and a walk around the winery’s heart, providing an insightful glimpse into the full wine-crafting process. Complementing this rich learning experience are tastings of award-winning wines. The winery also features an extensive gift shop and a rooftop bar, ensuring a memorable visit for every wine enthusiast.
St. Augustine Itinerary
Day 2
Anastasia State Park History
Start your second day of this two-day St. Augustine vacation in Anastasia State Park, a 1,600-acre historical gem in St. Augustine, Florida. Known for its diverse wildlife and picturesque beaches, the park is especially noteworthy for the Coquina Quarry, a pivotal archaeological site where coquina rock was mined for the construction of the nearby Castillo de San Marcos National Monument. Over time, natural events, including the creation of a new inlet by the U.S. Army Corps of Engineers in the 1940s and the after-effects of Hurricane Dora in 1964, shaped its landscape, turning the North Point peninsula into what we now call Conch Island. The park’s rich history and natural beauty make it an essential inclusion on any St. Augustine itinerary.
Anastasia State Park Things To Do
Hang out on the beaches
Bask in the untouched beauty of Anastasia State Park’s four miles of pristine beaches, a haven for nature enthusiasts and an essential destination for a St. Augustine weekend getaway. The park outshines other local beaches like Crescent Beach and St. Augustine Beach with its undisturbed natural allure. Spend your day sunbathing or strolling along the coast in search of intriguing seashells. A visit to this idyllic park promises a unique blend of relaxation and adventure.
Go for a hike or a bike ride
Experience a thrilling exploration of Anastasia State Park’s diverse landscape on the Ancient Dunes Nature Trail. This trail winds through maritime hammocks of blooming southern magnolias, leading to ancient dunes that offer breathtaking views. Extend your adventure by renting bicycles from Island Joe’s Camp Store to navigate the park’s extensive roads, including a scenic ride along the expansive beach to the bustling tidal salt marsh, a hot spot for local shorebirds. Whether on foot or on wheels, Anastasia State Park offers an unforgettable adventure, brimming with natural beauty and abundant wildlife.
Hit the waterways on a kayak
Venture into the aquatic world of Anastasia State Park with Anastasia Watersports’ kayak rentals. Paddle along the serene Salt Run, a tidal marsh teeming with dolphins, manatees, and sea turtles. You’ll be entranced by the abundance of avian life along the Marsh Trail, home to wood storks, great blue herons, and roseate spoonbills. The journey offers mesmerizing views of the tranquil salt flat shimmering under the sun. Kayaking in this unique marine ecosystem is an unforgettable experience that provides a different perspective of the park’s beauty.
Go wildlife viewing
Journey on a wildlife adventure through Anastasia State Park, an integral part of the Great Florida Birding and Wildlife Trail. While exploring the park’s protected lands, you’ll discover a haven for diverse wildlife. Positioned along a migratory route, the park offers abundant bird-watching opportunities, with water birds like the graceful tricolor heron and majestic osprey often spotted soaring above the tranquil waters of Salt Run. On the park’s dry land, you’ll encounter an array of shorebirds, including laughing gulls and elegant black skimmers. Beyond bird-watching, keep an eye out for charming gopher turtles, scuttling crabs, and the elusive Anastasia Island beach mouse, adding to the park’s rich biodiversity. Whether you’re a seasoned birder or a nature enthusiast, Anastasia State Park promises an unforgettable wildlife viewing experience.
Where to Eat: (LUNCH)
The Conch House
Savor lunch at The Conch House, an upscale restaurant in St. Augustine, renowned for its fresh seafood and classic American dishes. The restaurant’s enchanting marina setting offers panoramic views of the Salt Run channel and Anastasia State Park. Remember to try their signature conch chowder, and don’t miss the chance to unwind at their unique marina lounge, featuring grass-thatched dining huts over the water.
Alligator Farm Zoological Park History
The St. Augustine Alligator Farm is one of the oldest continuously operated attractions explicitly created for entertaining visitors in Florida. In the late 1800s, George Reddington and Felix Fire began collecting alligators on Anastasia Island. Reddington and Fire capitalized on tourism and opened the St. Augustine Alligator Farm at South Beach in 1893. Guidebooks promoted the attraction, which included alligators, and numerous species of snakes and other wild animals from the area. Quickly, they earned the reputation as “the world’s largest alligator farm,” with reportedly thousands of reptiles by 1916. But, a massive storm in September of 1920 washed out the railroad tracks near South Beach, ending the tram service that brought in visitors and isolating the attraction. In 1992, the St. Augustine Alligator Farm’s role in developing tourism in the state was recognized with its listing on the National Register of Historic Places. In 2001, the Anastasia Island Conservation Center opened and is home to the Association of Zoos and Aquariums (AZA) Crocodilian Biology and Captive Management School, which is part of the association’s Professional Development Program. To give visitors a different view of the park, in 2011, Crocodile Crossing was added, which is a zip-line allowing participants to zip over the entire facility.
Things To Do at the Alligator Farm Zoological Park
When visiting the Alligator Farm Zoological Park, there are a plethora of activities to engage in and sights to behold. Guests can immerse themselves in the captivating Wildlife Show, where they’ll witness the mesmerizing behaviors of various animal species. For thrill-seekers, the zipline offers an exhilarating journey through the zoo, providing a unique perspective of the park’s expansive grounds. Explore the diverse exhibits, including the rare albino alligators and the immersive “Birds of Africa” exhibit, which transports visitors to the heart of the African wilderness. Delve into the tranquil surroundings of the Wading Bird Rookery, where the majesty of nature unfolds before your eyes. Discover the endearing sloths at Sloth Landing and marvel at their gentle movements and charming personalities. For those seeking unforgettable animal encounters, the Alligator Farm Zoological Park offers a range of immersive experiences, allowing guests to connect with wildlife in meaningful ways. Join in on one of the park’s fun Zoological Park Events to further enrich your visit and create lasting memories with family and friends.
Castillo de San Marcos History
The Castillo de San Marcos, the oldest masonry fort in the continental United States, has been a guardian of St. Augustine since its construction between 1672 and 1695. With its impenetrable coquina walls, it withstood British attacks in the 18th century, only to transition into British rule through the Treaty of Paris in 1763. It served as a military prison during the Revolutionary War. Deactivated in 1900, it was designated a National Monument in 1924 and reclaimed its original Spanish name in 1942. Currently, this fortress, with its 315 years of history, remains a proud representation of St. Augustine’s 17th-century heritage, compelling visitors to include it in their itinerary.
Things To Do at Castillo de San Marcos
During your two days in St. Augustine getaway, immerse yourself in the captivating experiences offered at the Castillo de San Marcos. Explore the soldier quarters, prisoner cells, and expansive interior courtyard, each corner steeped in history. Ascend to the gun deck for panoramic city views or engage in the fascinating daily programs and ranger-led tours, gaining insight into the fort’s past. Don’t miss the riveting cannon firings and weaponry demonstrations, which bring the fortress to life with the echoes of its military past. With its intricate masonry, historic exhibits, and timeless allure, the Castillo de San Marcos promises a memorable and enriching visit for all.
History of the Fountain of Youth
The Fountain of Youth Archaeological Park, spanning 15 acres along the waterfront, holds significant historical importance as the site where St. Augustine, Florida was founded in 1565. It marks the location where Spanish explorer Pedro Menendez de Aviles established the first and oldest continuous European settlement in the United States of America. Before the arrival of the Spanish in 1513, the land was home to the thriving native Timucua Indians, with the Timucua Indian Village of Seloy existing on the site for over 4,000 years. Ponce de León’s claim of possession for the Spanish king in 1513 led to the birth of “La Florida,” although subsequent Spanish colonies failed until the arrival of Pedro Menendez de Aviles on September 8, 1565. Learn about this rich history and explore the roots of European America during your two days in St. Augustine.
Things To Do at the Fountain of Youth
During your two-day St. Augustine getaway, immerse yourself in the wonders of the Fountain of Youth Archaeological Park. Step into the Planetarium and gaze at the stars, or visit the Native Timucua Village to learn about indigenous culture. Watch a cannon firing demonstration and marvel at Spanish exploration on the two-story high Discovery Globe. Discover the significance of the 1565 birthplace of European America and enjoy a leisurely picnic under the oak trees or at the snack bar. Take in panoramic views from the 600 ft long observation platform over the marsh and quench your curiosity by drinking from the legendary waters at the Spring House. Explore the Native Christian Burial Ground and delve into the archaeology exhibit to deepen your understanding of this historic site.
Where to Eat: (Dinner)
The Columbia Restaurant
The Columbia Restaurant, Florida’s oldest eatery, is nestled in the heart of St. Augustine, a city steeped in history since 1565. Known for its authentic Spanish cuisine, Columbia offers an unforgettable dining experience. While visiting, don’t miss indulging in Mojo’s Tacos for a Mexican flair or opting for a healthy dinner at Crave. These culinary experiences, paired with the historical charm of St. Augustine, make for an enriching visit.
The Raintree Restaurant
The Raintree Restaurant, nestled in the heart of historic St. Augustine, is renowned for its intimate dining experience. It serves American cuisine with a touch of international flair presented in a Victorian-era setting that is both elegant and romantic. Visitors can indulge in a fine selection of steaks, seafood, and poultry dishes accompanied by an impressive collection of wines. The restaurant’s charming ambiance, accentuated by its lush garden and soft candlelight, makes it an ideal location for a memorable evening. Don’t forget to explore the beautiful artwork adorning the walls, adding to the overall charm of this exceptional dining experience.
St. Augustine Lighthouse History
The St. Augustine Lighthouse stands as the oldest surviving brick structure in St. Augustine. It boasts a 12-foot tall first-order Fresnel lens, composed of hand-cut prisms. The accompanying Keeper’s House, now the St. Augustine Lighthouse Museum, was built in 1876 and showcases Smithsonian-affiliated exhibits, including lighthouse keeper’s tools and artifacts from a 1782 British shipwreck. A 219-step climb awaits visitors, leading to breathtaking city views. Together with its four other historic buildings, this lighthouse embodies St. Augustine’s extensive maritime history, earning a place on any visitor’s two-day St. Augustine itinerary.
Things To Do at the St. Augustine Lighthouse
The St. Augustine Lighthouse, an iconic brick structure, offers an exhilarating self-guided climb up its 219-step spiral staircase leading to breathtaking vistas. Visitors can also partake in guided tours, including the eerie Dark of the Moon ghost tour or the informative Lighthouse Keeper’s tour. The on-site Heritage Boatworks museum showcases boatmaking traditions through engaging demonstrations, making it a perfect addition to your St. Augustine weekend getaway. Diverse daily programs educate about maritime navigation, lighthouse operations, shipwreck tales, and underwater archaeology. Not to be missed is the monthly Sunset Moonrise tour, presenting a stunning celestial transition as the sun sets and the full moon rises over the Atlantic. Get ready to immerse yourself in a captivating blend of history, science, and nature at this notable landmark in St. Augustine.
FAQs
How can I spend two days in St. Augustine?
For a two-day trip in St. Augustine, start with a visit to the iconic St. Augustine Lighthouse, where you can experience breathtaking city views from its 219-step spiral staircase and explore the maritime exhibits in the Keeper’s House. Then, head to the Fountain of Youth Park to delve into the city’s rich history. On day two, enjoy a meal at the Columbia Restaurant, Florida’s oldest eatery, known for its authentic Spanish cuisine. Later, unwind at the Raintree Restaurant with its intimate dining experience. Make sure to fit in a visit to Potter’s Wax Museum and hop on the Old Town Trolley Tour.
What is the most famous street in St. Augustine?
The most famous street in St. Augustine is St. George Street. A pedestrian-only thoroughfare in the heart of the Historic District, St. George Street is lined with original and reconstructed colonial buildings housing a variety of shops, restaurants, and museums. It’s a bustling hub of activity and offers a unique blend of history and modern amenities, making it an essential destination to explore in St. Augustine.
Is Downtown St. Augustine walkable?
Yes, Downtown St. Augustine is highly walkable. The city’s layout, particularly in the Historic District, is compact and pedestrian-friendly. The most famous street, St. George Street, is a pedestrian-only thoroughfare lined with shops, restaurants, and museums. Additionally, many significant landmarks are within convenient walking distance. Walking also allows visitors to truly absorb the city’s rich history, architectural charm, and atmosphere. However, for those who prefer not to walk, there are several other transportation options available, including trolleys and horse-drawn carriages.
What is the main shopping street in St. Augustine?
The main shopping street in St. Augustine is St. George Street. It’s a pedestrian-only thoroughfare in the heart of the city’s Historic District. This bustling hub of activity is lined with a mix of original and reconstructed colonial buildings, which house a wide variety of shops, boutiques, galleries, and restaurants. Whether you’re searching for unique souvenirs, artisan crafts, or stylish fashion, you’ll find it on St. George Street. St. Augustine’s fusion of historical significance, cultural diversity, and contemporary conveniences positions it as an enticing destination for shopping enthusiasts in the area.
Does Crescent Beach have clear water?
Yes, Crescent Beach in St. Augustine is renowned for its crystal-clear waters. This natural beauty is complemented by the beach’s soft white sand, making it an ideal spot for swimming, sunbathing, and beachcombing. As with any beach, clarity can be affected by weather and tidal conditions, but typically, the water at Crescent Beach is clear and inviting.
