ORLANDO
Orlando’s best days out.
The 8 most popular historical tours in Orlando, with prices, run times and who you book through. The standouts worth building a day around, and what each one actually gets you.
A 2-hour pontoon boat cruise through Winter Haven’s Chain of Lakes with history stops, wildlife spotting, and great local guiding.
Most Popular“It was fun, relaxing and learned a lot. Our guide was very knowledgeable, nice and funny. He made the ride very enjoyable.”
Hotel pickup day trip from Orlando to St. Augustine with time to explore the Historic District, plus optional cruise and trolley upgrades.
“Trolley tour was a good way to see everything and the guides are very informative. However everything is in walking distance,”
1-hour pontoon cruise on Winter Haven’s Chain of Lakes with a local guide, wildlife spotting, and spring-training + Cypress Gardens stories.
“Great tour guide, just very hot. There needs to be a canopy on both sides of the boat not just one to help against the Fl sun and heat.”
Skip-the-line entry to Orlando’s Museum of Military History for a guided timeline of America’s wars, rare artifacts, and personal accounts.
“The museum is informative regarding the United States involvement in military wars around the world.”
Walk downtown Orlando’s history with a self-guided VoiceMap audio tour. Offline audio, maps, lifetime access for $8.99.
“Did it while a long flight layover in Orlando. Very interesting and enlightening tour. App is good and solves the typical GPS inaccuracy by activating the audio within an ample radius (shown in map along with your location) from the site to be described. Virtual mode allows you to review (audio and text) the tour…”
Paddle the St. Johns River near Orlando on SUP or kayak with manatee habitat and Old Florida stories from guide Seth.
“Had a blast with Seth on this Orlando freshwater tour! The weather was perfect and the water was calm. Couldn’t have asked for a better end to my vacation. Thanks for taking us out Seth!”
Small-group Sanford craft beer tour with a BJCP beer judge, homebrew shop stop, and two brewery taprooms. $33.99, about 1h45.
“We had such a great time . Everything flowed so smooth and our guide had an answer for every question ! Highly recommend”
A 1.5-hour small-group walk in Downtown Sanford with a local guide, architecture back to the 1800s, and photo-based before-and-after stops.
“More standing than walking, but explanations were great as was the use of the guide's tablet to show photos of the buildings " before"”
From the theme parks to the springs to the Space Coast, and every way to spend a Florida day.
