ORLANDO
Central Florida’s best days out.
The 9 top-rated winter activities tours in and around Orlando. Real prices, real run times and the operator behind each one, so you can lock in the right day out in a couple of minutes.
Paddle clear kayaks through Winter Park’s chain of lakes and canals with a local guide—small group, about 2 hours.
Most Popular“Great tour guide, beautiful setting I’ve kayaked a lot and this trip is at the top because of the setting. It was so peaceful and different”
Paddle a clear kayak at sunset through Winter Park’s Chain of Lakes canals, with small-group coaching, wildlife, and local stories.
“Keith was very helpful and informative! He really made it special. The area is beautiful. Interesting stories and history.”
Paddle a glow-lit clear kayak on Winter Park lakes and canals—easy for beginners, taught by your guide, with mansion and wildlife views at night.
“this turned out to be the coolest experience ! we had such a great time with our guide, Chris !!! 10/10 would recommend !”
A small-group Winter Park walk with 6 food-and-drink samples, Park Avenue history, and discounts that help you stretch the day.
“Our Tour guides did a great job and we’re very informative. They worked well together. The food samples were very good but the portions as most places were quite small. We were given wrist bands that we could go back to the places we visited and would receive a 10% discount. Nice perk except the…”
Paddle Winter Park’s Chain of Lakes on a small-group board tour with safety coaching, a dry bag, and photo/video. From $59 for ~2 hours.
“What a fun experience. Our guide was so nice and so knowledgeable and the other guests were fun too.”
A small-group Winter Haven brunch tour with local tastings, DIY drink pours at Union Taproom, coffee stops, olive samples, and the Ritz.
“We had such a fun time, and she is one of the best toue guides ever! We were the only 2 and she could have easily canceled the tour but didnt and we ended up with our own unoffical private tour! Amazing food, conversation, drinks and good history.”
Join a 3-hour Winter Haven food tour with Amada Anderson. Coffee, snacks, lunch, and no-pay tastings at 5–6 local stops.
“Amada was patient, knowledgeable and very accommodating, creating a tour specifically for our tastes and interests. It was great!”
Private Winter Haven chain fishing charter in central Florida with included gear, cooler drinks, and a guide to prime bass spots.
“Travelled from Missouri all the way to Orlando on fiancé’s birthday. We drove an hour to get to the charter and arrived to the location 2 hours early only to find out that no one was coming. Called they said they never got the booking even though we had the confirmation number and emails. It…”
Step into Winter Park’s past with a guided 90-minute ghost walk featuring haunted sites, unsolved mysteries, and pioneer stories for $42.
“We visited a couple weeks ago and had a great time. Luckily for us it was only me and my boyfriend on the tour so it was so private which I liked. The two tour guides were very knowledgeable and nice. We had a fun and spooky time”
Every corner of Central Florida, and every way to see it.
