Restored Train Caboose Airbnb
Stay in a restored historic train caboose turned into a cozy tiny home with modern amenities and a fire pit on an authentic 1920s railroad site in Kenansville.
SEE ORLANDO BEFORE YOU GO
History in Orlando
Get a feel for the place before you visit. Watch local videos, check the details and save ideas for a day that feels like you.
Filter and save these ideas →Winter Park Scenic Boat Tour
Guided tours traverse the canals and lakes of Winter Park, offering views of historic estates and local wildlife from a small boat.
The Citrus Tower
Rising 226 feet, the historic Citrus Tower offers 360-degree views of the Florida landscape, fresh orange juice, and a coin-drop experience from the observation deck.
Colonial Photo & Hobby
Colonial Photo & Hobby in Orlando is a long-running destination for vintage cameras, photography equipment, and hobby supplies like model trains.
Winter Garden Farmers Market
Experience one of Orlando's top-rated farmers markets featuring local vendors, fresh produce, plants, clothing, and prepared foods in the heart of historic Winter Garden.
Titanic: Voyage Through Time VR
Experience the historic sinking of the Titanic through an immersive virtual reality experience located at The Florida Mall.
Rollins Museum of Art
Explore rotating art exhibitions with free admission at the Rollins Museum of Art in Winter Park.
Charles Hosmer Morse Museum of American Art
Explore the world’s most comprehensive collection of works by Louis Comfort Tiffany, including jewelry, pottery, and his stunning chapel interior.
Amber Brooke Farms Fall Festival
This seasonal farm event features pumpkin picking, tractor rides, and fall-themed treats suitable for all ages.
Reynolds Jewelers
Explore a local jeweler in Winter Park featuring fine jewelry, luxury watches, and a collection of antique clocks.
Scenic Boat Tour
Guided boat tours along the Winter Park Chain of Lakes offer views of waterfront estates and natural scenery for $20 per person.
Museum of Ice Cream Orlando
The Museum of Ice Cream is bringing its interactive exhibits and sweet treats to a new permanent location at Pointe Orlando on International Drive.
Epic Universe Announcement Event
Footage captures the moment Universal Orlando Resort officially revealed details for its upcoming fourth theme park, Epic Universe, at a special event for guests and media.
Highway 192 Tourist Gift Shops
Located on Highway 192, this themed gift shop features a giant wizard entrance and offers various souvenirs and Disney-themed products.
Animal Yoga Experiences
Discover five unique animal yoga experiences in and around Orlando, including classes with chickens, bunnies, goats, puppies, and even dinosaurs.
A&T Antiques
Explore an expansive and eclectic collection of vintage treasures and oddities at A&T Antiques in Orlando.
Art’s Sandwich Shop
Art’s Sandwich Shop is a nostalgic, family-owned Orlando staple famous for its Philly cheesesteaks and house-made seasoned fries served in a vintage, NASCAR-themed atmosphere.
Orlando Science Center
Experience four floors of interactive exhibits, live science shows, and hands-on activities for all ages at the Orlando Science Center.
The Howey Mansion Historic Tours
Take a guided one-hour tour through this restored 100-year-old historic mansion and learn about the founder of Howey-in-the-Hills.
Fire Station Bar & Grill
Fire Station Bar & Grill is a firehouse-themed sports bar in Sanford that features walls covered in firefighting memorabilia, numerous TVs, and a lively atmosphere.
Dining in Jail Cells
Old Jailhouse Sanford is a unique restaurant set in a historic jail building where you can enjoy dinner and drinks inside original iron-barred cells.
Regal Pointe Orlando
Step back into the 2000s at this nostalgic movie theater featuring a retro arcade, a massive IMAX screen, and the iconic Regal roller coaster trailer.
Glass Bottom Boat Tours
Experience Florida’s first tourist attraction with a $22 glass bottom boat tour of Silver Springs, a historic film site for Hollywood classics where you can see monkeys and manatees.
Celebration, Florida
Explore the charming town of Celebration, a community originally developed by The Walt Disney Company that features a picturesque lakeside downtown with shops and dining.