Orlando · ORLANDO BOAT CRUISES & PONTOON TRIPS
Every trip has one free day too few. These 15 orlando boat cruises & pontoon trips justify the slot, priced and timed so you can decide in minutes and get back to the fun part.
Cruise East Lake Toho from St. Cloud at sunset aboard a covered, accessible riverboat with music, games, snacks, and a bar.
“The staff was wonderful. The trip on the river was so calming and beautiful. The music and amenities were nice as well. Definitely would go again.”
Cruise Winter Haven’s Chain of Lakes with Captain Dave, stopping at five waterfront pubs for local food, drinks, wildlife, and sunset views.
“This is a must if you can. Everything was exactly as described. Captain Dave is so laid back, and informative. The pub stops were well selected. They were all friendly, and the gator bites delicious!! We definitely recommend this experience.”
Take the wheel of a personal catamaran through Clermont’s lakes, cypress waterways, and wetlands on a guided Florida nature tour.
“Well worth the trip. Our guide was fantastic. I believe she had as much fun as we did. we will be back again and bring more people.”
Cruise Lake Toho from Kissimmee for 90 minutes of alligators, birds, ecology, and relaxed local insight with Captain Chris.
“Awesome experience and tour guide was highly knowledgeable and experienced. Entire tour was amazing.”
Sail Orlando’s Lake Fairview on a private 2-hour cruise with Captain Dan, hands-on sailing tips, peaceful views, and room to relax.
“What an amazing experience we had. The owner was very engaging. Kept us inform on what he was doing, we even assisted with the sail. We highly recommend this experience. Very friendly and inviting.”
Sail into an Orlando sunset on private Lake Fairview with Captain Dan, a 25-foot boat, room for four adults, snacks, and calm water views.
“I tried to upload some amazing photos of the sun setting but it wouldn't allow me. You do not want to miss this. It was such a relaxing and beautiful experience! The ambiance was nice and the captain made sure we were comfortable and felt safe. So romantic and lovely!”
Review the Sea Screamer cruise from Orlando, with Clearwater beach time, dolphin sightings, transport tips, lunch options, and honest value advice.
“This tour helps you get out of Orlando for a day if you dont have a car. The driver was rude and barley dropped people off at their hotels.”
Cruise Winter Haven’s Chain of Lakes with a local guide, spot wildlife, hear movie-star history, and stop for lunch at a waterside restaurant.
“This experience did not disappoint. I was lucky enough to secure a booking at 10am on Monday 3/6 and ended up being the only passengers aboard. We chose the perfect day to get out on the chain of lakes. Captain Dave was the best guide. Very talented and knowledgeable individual. He has a keen eye for camouflaged birds and low lying alligators. He allowed us to listen to our own music and even put us on to some new tunes that matched our interests. We had an opportunity to eat with him and his girlfriend at Twisted Prop Bar and Grille. His recommendation for The Philly Cheesesteak was the right…”
Spend a full day from Orlando on Clearwater Beach, with a one-hour Sea Screamer ride, dolphin sightings, Gulf swimming, and free beach time.
“We had the best time! Angelina was an excellent host and made the bus ride to Clearwater fun and comfortable. The sea screamer was a great experience! We saw so many dolphins, and were able to enjoy a super inexpensive beer on the boat. Our free time to enjoy the beach and get a bite to eat was the perfect amount of time. Loved every second of it and would do it again!”
Sail Lake Fairview at sunset on a private 2-hour cruise with Captain Dan, hands-on sailing lessons, calm water, and room for four.
“Amazing trip from start to finish! Would definitely do this activity again and thoroughly recommend, my friend and I had a great evening!”
Review of the $40 Kissimmee Everglades pontoon tour, with scenic water views, wildlife, local ecology, and practical booking advice.
“Captain Chris and first mate/wife Yvette were very personable and made the trip extremely enjoyable with their knowledge. Our party of four were very happy with the trip.”
Cruise Lake Eloise by shaded pontoon, spot wildlife, and view Legoland from the water on this relaxed one-hour Winter Haven outing.
“The view was nice. The host was nice and the best. He treated us good and I enjoy myself. I would definitely recommend you to try it aleast once”
Fish calm Lake Toho from a private pontoon with gear, lessons, wildlife, and room for six. A practical four-hour Orlando-area outing.
“Caught 14 nice sized largemouth in a fun day. Captain Bill did a great job with my 3 grandchildren ages 4, 6 8.”
Learn to sail on Lake Fairview near Orlando aboard a 25-foot boat, with sunset views, hands-on instruction, drinks, and a small group.
“I had a wonderful time. I took this adventure with my 80-year-old mom, celebrating my birthday. This sailing trip was her first sailing experience. Our host, Dan, was personable and helpful, making the experience an incredible moment for both of us. The trip was calm and added to end a fantastic birthday weekend.”
Review a private 2-hour pontoon rental on Lake Bryan near Orlando, with room for friends, onboard cooler, gas, life jackets, and fishing.
“Great experience! Company was pleasant and professional to work with. 5 Star Customer Service! We really enjoyed our time on the lake!”
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