Voted one of the “10 Best Holiday Lighting Displays in the World”, St. Augustine’s award-winning Nights of Lights is admired by a global audience and is celebrating its 28th year. With over 3 million sparkling white lights adorning every corner of the city and stretching for nearly 20 blocks, it creates an enchanted wonderland that will put a smile on your face and warm holiday memories in your heart. The open-air trolleys are perfect for sightseeing and taking pictures. Complimentary magical viewing glasses allow you to enjoy an enhanced, fully immersive Holiday Experience. Each year guests of the Old Town Trolley are asked to help choose the city’s Top 3 lighting displays. Winners of these prestigious awards will receive cash, prizes and one of the most sought-after trophies in the city! To provide guests with the safest and most comfortable sightseeing experience, only full rows for up to 4 people are available, to assure social distancing.

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

When the Conductor howls “All Aboard!” – will you be there? Explore the darker side of the Nation’s Oldest City and let a Ghost Host be your guide. See the Old Jail, the site of countless documented paranormal experiences that's listed on the Florida and National Register of Haunted Places. Don’t miss this frightfully fun riding tour. You will hear stories of the haunted Huguenot & Tolomato Cemeteries. Listen as the Ghost Host details true stories of paranormal activity and tales of murder and mayhem in St. Augustine. You'll also experience a unique scary stop inside the Potter's Wax Museum. You won’t want to miss this Ghost Tour! It’s the only ghost tour that takes you inside two of the city’s most haunted buildings! Voted Best Ghost Tour of Best of St. Augustine

Hop aboard a pirate ship and take in St. Augustine's Nights of Lights from the water. Get into the festive spirit with Christmas music and jokes, then admire the downtown lights at Christmastime. After boarding the pirate ship, set off on your ride under the Bridge of Lions. Watch the sunset before seeing millions of lights turning on in downtown St. Augustine. As you marvel at the world-famous lights from the deck of a pirate ship, join the pirate crew in singing and dancing to holiday music. Throughout the tour, take advantage of the snacks and drinks from the onboard bar, at your own expense. Enjoy an experience that's only available during the holiday season.

Take a voyage on a pirate ship as you watch a live and interactive pirate show designed for adults. All of the material is suited for a more mature audience so this cruise isn't for the easily offended. Enjoy drinks from a fully licensed bar as you're entertained by a dynamic and interactive performance.  The crew’s ambition is to deliver the best pirate show in Florida regardless of the audience age group. The performance is rehearsed, but not scripted, allowing the pirates to improvise with the crowd. No other attraction can live up to this exhilarating and unique pirate adventure.

Join in on a 1.5-hour voyage which includes a first-rate, interactive show onboard a real pirate ship. The ship was designed and built for its purpose, to be a floating performance stage for live pirate shows. The goal is to provide a wide variety of dynamic and interactive entertainment programs that suit all ages. The crew's ambition is to deliver the best pirate show in Florida, regardless of the audience age group. The performance is rehearsed but not scripted, allowing the pirates to improvise and interact with the crowd. No other attraction can live up to this exhilarating and unique adventure.

Journey through the backwaters of the St. Johns River on a guided airboat tour in St. Augustine. Learn facts about the region and witness the non-tidal freshwater creeks that North East Florida has to offer. Keep an eye out for alligators, snakes, turtles, and manatees. Take a thrilling ride through parts of Trout Creek and Six Mile Creek on the westernmost side of St. Augustine. As you cruise past long stretches of natural lands of the St. Johns River waterways, learn about some of the area's local history from your guide.

Board your paddle board or kayak and keep an eye out for dolphins and manatees on this guided excursion. Make your way through the waterways of St. Augustine as your guide helps you find marine life in the waters below. Meet your guide and discover a variety of different animals as you paddle on your paddle board or kayak. Enjoy an activity for all skill levels. Start with a ground demonstration and quick water lesson before setting out to find the wildlife. Enjoy the opportunity to see dolphins, manatees, sea turtles, crabs, and more. Paddle along the 30-foot high sand dunes of Anastasia State Park while observing the marine life along the way.

Come experience the laid-back island vibes of Black Raven’s Tropical Sunset Cruise, a brand new evening sail inspired by the sights and sounds of the Caribbean! Feel the sea breeze in your hair as you sip on a delicious tropical drink from our fully stocked bar and enjoy the sounds of your favorite beach hits by Jimmy Buffet, Bob Marley, and more! Guests will be treated to a 2-hour sunset cruise on the Matanzas River sailing north past historic St. Augustine towards Vilano Beach. Take a pirate ship ride into paradise, only on the Black Raven! For ages 13+. Children under the age of 13 will not be allowed on the ship for this sailing. No refunds will be given for those who bring along young children.

Enjoy getting to interact dolphins with this attraction at Marineland Dolphin Adventure in St. Augustine. Experience dolphin behaviors like the hand target, hand shake, and ride on the dolphin's belly. Meet these fascinating sea creatures and get to bond with them in a unique way. hold onto their pectoral flippers and swim with them on their belly. Play with the dolphins with this fun and safe experience for the whole family.