ORLANDO · DESTINATION
Central Florida’s best days out.
The 14 top-rated winter park & chain of lakes 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.
A 2-hour pontoon cruise through Winter Haven’s Chain of Lakes with local history, wildlife spotting, and photo-friendly stops.
Most Popular“This was a very relaxing and informative ride on a pontoon boat through several lakes and channels. Our guide knew the places to view wildlife and had interesting stories about the area.”
90-minute St. Cloud sunset cruise on East Lake Toho with a covered accessible deck, onboard music and games, and a bar for drinks.
“The crew was kind, helpful and informative. We loved the story of how the Boat got to Florida! The games were a great plus. We even learned a new game. We would highly recommend this to experience a beautiful Florida sunset.”
Paddle clear kayaks through Winter Park’s chain of lakes and canals with a local guide—small group, about 2 hours.
“Cameron was a great tour guide. The 8am tour had the best weather. He was so knowledgeable and kind.”
Paddle a clear kayak at sunset through Winter Park’s Chain of Lakes canals, with small-group coaching, wildlife, and local stories.
“Great escape during a work trip. We really enjoyed our guide Kally. Fun way to see some beautiful sites.”
Cruise Winter Haven’s Chain of Lakes on a small pontoon for wildlife spotting and local history in about one hour for $26.50.
“The boat captain was incredibly nice and very informative. The pontoon was very comfortable to ride on and a great way to slowly enjoy the beautiful nature scenery as well as the houses in the area. We all had a wonderful time and would absolutely do it again.”
Beginner-friendly horseback ride through Lake Louisa State Park’s quieter trails, with safety gear, small-group guides, and scenic photo spots.
“This experience and a unique and fun one for us. Being total beginners, we may not have been able to ride the horse if the horses were not cooperative as they were. This experience was relaxing and made us feel like achievers.”
Pontoon pub crawl on Winter Haven lakes: 5 lakefront stops by boat with a friendly captain, cooler/ice available, and a sunset cruise.
“Though the weather wasn’t ideal for a pontoon pub tour the day we went, 54 and windy, we had a great time with Captain Dave. He made us comfortable with blankets and hot drinks, and told us the history of the lakes while we traveled between pubs through the canals and lakes. He’s a very…”
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.
“Fabulous experience! A warm, calm evening… friendly and knowledgeable guide… safe and well maintained kayaks. We paddled through canals connecting three lakes, each with interesting stories, homes, views. The time flew!”
Private Lake Tohopekaliga fishing charter near Orlando. Guided trophy bass on a 21' boat, all gear included, up to 4 anglers, 4 hours.
“Had a fantastic time, Captain Steve couldn’t do enough for us. We fished at numerous different places across the lake looking for different types of fish. My son-in-law and I couldn’t have wished for a better time. Catch pics were emailed to me that evening too. Thank you Steve”
Private Orlando bass fishing on the Butler Chain of Lakes with a licensed captain, modern 21-foot boat, gear, safety, and 4–12h options.
“Great experience and we caught a lot of fish! This was our first experience fishing on a boat and everything went better than expected.”
A small-group Winter Park walk with 6 food-and-drink samples, Park Avenue history, and discounts that help you stretch the day.
“I would definitely not classify this as a food tour . It’s a few stops with a tiny morsel at each stop . We have done several food tours in the past where you go into local establishments and sample something signature to the business . This tour consisted of a sample of a cookie…”
Private 6-hour fishing charter on Orlando’s Butler Chain of Lakes with gear, instruction, and a pro captain—great value for two.
“John leach was a great tour guide we caught plenty of bass. My stepson and I were both very happy for this experience.”
Cruise Kissimmee’s lakefront to St. Cloud on an all-electric trike for 4 hours, with a beach, splash pad, wildlife, and a 360 pavilion.
“I highly recommend to take this tour in Kissimmee & St. Cloud area. The provider of the activity was super attentive in every detail to give us the orientation to have a great time. The city is lovely and you will have an excellent experience.”
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.
“Rachelle was great, and we had a wonderful experience. The Winter Park Chain of lakes is such a beautiful gem and we are so lucky!”
Every corner of Central Florida, and every way to see it.
