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“Besides it being a beautiful day to be outdoors, Rue with his knowledge of the area made it perfect.”
Hotel pickup day trip from Orlando to St. Augustine with time to explore the Historic District, plus optional cruise and trolley upgrades.
“The friendly nature of every one we met, start with Ishmael our driver. He was amazing and very helpful and knowledgeable. Lovely quaint, laid back town, buildings were amazing as is the history.”
1-hour pontoon cruise on Winter Haven’s Chain of Lakes with a local guide, wildlife spotting, and spring-training + Cypress Gardens stories.
“Very nice pontoon boat ride through the Chain of Lakes! Inexpensive at around $25 a person. Bob was very informative and friendly. I will be Returning in December with my son and his fiancé!”
Skip-the-line entry to Orlando’s Museum of Military History for a guided timeline of America’s wars, rare artifacts, and personal accounts.
“Real and raw. The museum is of all American wars in a timeline. My husband loved it. I have so much respect for our soldiers.”
Walk downtown Orlando’s history with a self-guided VoiceMap audio tour. Offline audio, maps, lifetime access for $8.99.
“Easy course to travel. Narrated perfectly and super informative. Love that it took us by some resteraunts and started at a place that had a bathroom.”
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.
