Plaza de la Constitución, St. Augustine

Rainy-day activities

See historic St. Augustine on a guided hop-on hop-off trolley tour. Listen as your conductors narrate the tour with a fascinating and fun mix of trivia and stories. Find out about the oldest continuously inhabited settlement in the country at the St. Augustine History Museum. Enjoy a full 90-minute tour on the trolley or have the freedom to hop-on and hop-off at any of the 22 stops. Avoid getting through traffic or having to find and pay for parking. Let your conductor take care of navigating for you. Relive the story of the first settlement in North America as you see Castillo de San Marcos, the Spanish fort built in the 17th century. See the famous spring that Ponce de Leon which is deemed the Fountain of Youth, where you can actually sample the water. Explore the site of the first mass in America at the Mission of Nombre de Dios. Experience early St. Augustine as you tour Old St. Augustine Village, which features houses from the 18th and 19th centuries. Admire the Gonzalez-Alvarez House, the oldest documented colonial house in Florida which was lived in by British, Spanish, and American colonists. Immerse yourself in the 500 year history of the city as you view the exhibits at the St. Augustine History Museum.  There are 22 Stops conveniently located close to many places of interest in St. Augustine: 1) 167 San Marco Ave: Old Town Trolley Tours of St Augustine, The Old Jail, Oldest Store Museum Experience, St. Augustine History Museum, Gator Bob’s Trading Post, Spice & Tea Exchange 2) 10 W. Castillo Dr.: Visitor Information Center 3) 31 Orange Street: Potter’s Wax Museum, Old Drug Store, Tolomato Cemetery 4) 1 St. George Street: City Gates + St. George Street (historic walking mall), Oldest Wooden Schoolhouse 5) 20 S. Castillo Dr: Colonial Quarter, Pirate & Treasure Museum, Castillo de San Marcos 6) 6 Avenida Menendez: Bay View at the Best Western, Shipwreck Museum 7) 39 Hypolita Street: Hypolita Street and St. George Street, Columbia Restaurant 8) 38 Sevilla Street: Flagler Memorial Presbyterian Church + Grace United Methodist Church Ancient City Baptist Church 9) 81 King Street: Villa Zorayda Museum 10) 80 Cordova St: Lightner Museum, Flagler College 11) 112 Riberia Street: St. Augustine Distillery 12) 146 King Street: San Sebastian Winery 13) 139 King Street: Whetstone Chocolate Factory 14) 38 Cathedral Place: Plaza de la Constitucion, Government House, Cathedral Basilica of St. Augustine 15) 22 St. Francis Street: Oldest House, Fernandez Llambias House 16) 111 Avenida Menendez: St. Augustine Marina, Schooner Freedom, The Black Raven Pirate Cruise 17) 1 S. Castillo Dr.: Castillo de San Marcos National Monument 18) 19 San Marco Ave: Ripley’s Believe It or Not! 19) 27 San Marco Ave: Old Town Trolley Welcome Center 20) 101 San Marco Ave: Mission of Nombre de Dios, Shrine of Our Lady of La Leche 21) 137 San Marco Ave: The Old Senator + Villa 1565 22) 11 Magnolia Ave: The Fountain of Youth

Discover the best of St. Augustine on an open-cabin electric golf cart tour with a certified guide. Explore the waterfront and the city’s historic downtown area, passing sights like the Fountain of Youth. This is the perfect way for people wanting to see the city while keeping walking to a minimum.  After boarding your golf cart at the Plaza de la Constitucion, head toward the waterfront with sweeping views of the Matanzas Harbor and the Bridge of Lions. Pass in front of the Castillo de San Marcos on the way to the Mission Nombre de Dios site where the city founder first arrived.  Drive by the Fountain of Youth, Magnolia Street, and the Old Jail. Once downtown, pass by the former Hotel Ponce de Leon, alcazar, and Casa Monica hotels. Spot the Governor’s House and ride down Aviles Street, the oldest street in the U.S.  Step back in time as you find yourself in the oldest part of town. Be camera-ready as you pass by examples of Spanish and British colonial architecture. Before returning to the plaza, drive by the Flagler Memorial Presbyterian Church and see the outside of the Hotel Ponce de Leon where the largest collection of Louis Comfort Tiffany stained glass windows collection may be seen.

Save your legs with a tour of St. Augustine by land and sea with minimum walking required. Enjoy a 75-minute narrated boat ride around Matanzas Harbor then see the city's most important sights in an electric golf cart. Pass by Plaza de la Constitución, the Lightner Museum, and much more. Start the day with a sail through Matanzas Harbor. Feel the wind in your hair from the top deck or keep warm on the lower deck as you take in the city's historic landmarks from a unique waterside perspective. Enjoy live commentary from a certified tour guide/driver. Once back on dry land, hop in an electric golf cart for a city sightseeing tour. Pass by Plaza de la Constitución, Lightner Museum, and Castillo de San Marcos. See iconic hotels such as the Alcazar and Casa Monica. Finally, ride by the Mision Nombre de Dios site and the Fountain of Youth.

Join a gastronomic experience in St. Augustine with this guided walking tour. Explore the historic downtown district by walking through the narrow, cobblestone streets of the oldest town in the States. Delve into the city's culinary scene by savoring a glass of wine, 2 cocktails, and lots of food. Meet your guide and walk past outdoor cafe tables lining the streets and bougainvillea climbing storied walls. Stop at 3 of the city’s best venues to enjoy wine tastings, charcuterie boards, and colorful cocktails. Between delicious drinks and food, view sites such as the Old City Gates, the fort of Castillo de San Marcos, Plaza de la Constitución, and America’s oldest thoroughfare, Aviles Street.

Step out of the hot Florida sun and into the shadows on this 60-minute walking ghost tour of the nation’s oldest city. Delve into 300 years of war, natural disasters, bootlegging, and pirates before heading to Casa de la Paz, also known as the home of the “waiting bride.” From there, you will wind through 6 other active haunted locations before circling back to the starting point with a head full of history and spine-chilling tales. Have the chance to mingle with the hundreds of restless spirits who haunt this city.

From its jaw-dropping Bridge of Lions to the resilient fortress of Castillo de San Marcos, St. Augustine is like a historical theme park where the exhibits are real, and the stories are legendary! On this walking tour, you‘ll take in more than 350 years of fascinating history with Context Travel expert and storyteller, Jennifer Geraghty. As you walk, she‘ll bring the city‘s colorful characters to life, recount epic battles, and point out the many historical firsts that shaped the city. Starting in front of the Governor‘s House Cultural Center and Museum, you‘ll hear how the city began as a humble Spanish outpost and blossomed into a glittering jewel of the Gilded Age. From there, you‘ll make your way around St Augustine‘s Historic District, and see several sites listed in the National Register of Historic Places. You‘ll see the Ximenez-Fatio House, the Sanchez House, and St Augustine‘s oldest house, the Gonzalez Alvarez House, and learn to spot Spanish and British influences in the architecture. Going up St George Street, Jennifer will also show you the Prince Murat Cottage and the Stanbury Cottage, known as the Gingerbread House. You‘ll see where the city walls once stood and pass through the Old City Gates. In Plaza de la Constitución, the oldest public space in the US, you‘ll hear the secrets behind the square‘s obelisk, like why it‘s the only one of its kind globally. Along the way, you‘ll: • Relive the first pirate attacks, which ransacked the town and captured several members of the local population • Explore the Cathedral Basilica of Saint Augustine, the oldest parish church and the birthplace of Christianity in the US • Trace the fascinating transformation of the Governor‘s House, serving as a historical treasure trove • Learn how massive flooding caused the citizens of St. Augustine to build and rebuild a new sea wall • Stroll down St. George Street, the historical heart of St Augustine • Discover how the Oldest Wooden Schoolhouse survived a hurricane • Find out why Castillo de San Marcos, a marvel of military defense took 23 years to complete and how its ”cheese-like“ walls made the fort impenetrable to the English • Listen to the legendary stories of Biassou, the nation‘s first Black general • Be captivated by the ghostly legends and astonishing stories that surround the Spanish Military Hospital, and the Oldest Wooden Schoolhouse • See where the city was rebuilt after harrowing fires scorched it • Follow the origins of the Yellow Fever epidemic • Meet the lucky parrot who inherited millions of dollars Experience the triumphs and tribulations that are etched into St. Augustine, from its resilience against invasions, and fires that tested their mettle, to its unyielding spirit of rebuilding against all odds.

Start by downloading the Action Tour Guide app, which will function as your personal tour guide, audio tour, and map all in one. Note: This 1.8 mile-long tour covers the essentials of St Augustine in 1 hour. Your journey into the historic heart of St. Augustine begins at the formidable Castillo de San Marcos. Here, you’ll uncover the details of the many battles between the English and the Spanish that raged here throughout history. Next, take a peek at the Old City Gates before heading into Old City itself. Visit the oldest wooden schoolhouse in the country, then meander along St. George Street, the bustling heart of St. Augustine! As you explore the rich historic district, you’ll be treated to tales of the city’s past, from its transition from Spanish to American rule to a devastating epidemic and more. Plus, you’ll pass plenty of eye-popping architecture, like the Memorial Presbyterian Church and Flagler College's beautiful campus. And you won’t want to miss the breathtaking Cathedral Basilica of St. Augustine! As you stroll through the Plaza de la Constitución, you’ll uncover more of this city’s history, including a fight for civil rights, the tale of an ill-fated explorer, and much more. At last, you’ll walk alongside the river, taking in Instagram-worthy views and delving into St. Augustine’s wartime stories. Your tour leads you back to Castillo de San Marcos and concludes at the same place where it began.

Come on a journey through the storied streets of St. Augustine, Florida with a local guide. Discover the city's rich history and cultural heritage as you explore iconic landmarks such as the towering Old Senator Tree, the historic district, and the majestic Cathedral Basilica of St. Augustine. First, stroll through charming streets and vibrant spaces, from Plaza de la Constitución to Aviles Street, pause to relax in the tranquil surroundings of Eddie Vickers Park. Next, experience the city's formidable past at the Castillo de San Marcos National Monument, followed by a leisurely scenic boat cruise offering panoramic views of St. Augustine's coastal beauty. The adventure culminates with a visit to the iconic St. Augustine Lighthouse and Maritime Museum, providing insight into the city's maritime heritage and offering breathtaking views of the skyline. As the tour concludes, we'll drop you off, leaving you with cherished memories of St. Augustine's timeless allure.