If you’re looking for a way to escape the hustle of Orlando’s theme parks and experience a quieter, scenic side of Florida, the Winter Park Paddle Adventure offers a refreshing option. This guided tour takes you across the stunning Winter Park Chain of Lakes—an urban oasis filled with charming canals, historic mansions, and abundant wildlife. Whether you’re new to paddleboarding or a seasoned paddler, this experience provides a relaxing yet engaging way to see a different side of Central Florida.
What we love about this tour is the versatility it offers—all skill levels are welcome, and the option to paddle during daytime, sunset, or neon night glow tours means you can tailor the experience to your mood or schedule. The inclusion of photos and videos at no extra charge is a thoughtful touch, capturing memories that last long after you’ve returned home. On the flip side, a consideration might be the physical activity involved; paddleboarding does require some stamina and confidence in water, so it’s best suited for those in good health and comfortable in the water.
This tour is ideal for families, first-time paddlers, and anyone seeking a peaceful, scenic escape close to Orlando’s busy attractions. If you enjoy being outdoors and want to see how a city’s natural beauty can be found in its lakes and canals, you’ll find this adventure both charming and worthwhile.
Key Points

- Inclusive for all skill levels, from beginners to experienced paddlers
- Multiple tour options, including sunset and neon night glow tours
- All necessary equipment provided, including a premium paddle board and safety gear
- Relaxing scenery with historic mansions, wildlife, and picturesque canals
- Photo and video package included at no extra cost
- Close to Orlando, making it an easy escape from the city’s busy attractions
An In-Depth Look at the Winter Park Paddle Adventure

You can also read our reviews of more tours and experiences in Winter Park.
What makes this tour special?
The Winter Park Chain of Lakes is a scene straight out of a postcard—calm waters, tree-lined shores, and historic mansions that speak to the area’s long-standing charm. Unlike the often crowded or commercialized experiences in bigger cities, this paddle adventure offers a more intimate and authentic look at Winter Park’s natural beauty. It’s a chance to glide quietly through enchanting canals that meander past stately homes, giving you a perspective that’s often missed from land.
The guides are knowledgeable and friendly, making newcomers feel comfortable right away. As one guest put it, “My guide Rachelle was amazing and helpful,” which highlights the importance of a good guide when trying something new. They also take care of the logistics, providing all necessary equipment—premium paddle boards, PFDs, dry bags, and safety instructions—so you can focus on enjoying the moment.
What to expect during the tour
The two-hour tour is flexible regarding timing—available in the morning, afternoon, or evening—so you can pick a time that fits your schedule. The meeting point is conveniently located in a dirt lot beside the Rollins College Boathouse, just minutes from downtown Orlando. Once you arrive, you’ll be greeted and introduced to your gear, ready to start exploring.
Starting on the lakes, you’ll paddle across shimmering waters, enjoying the serenity of a peaceful setting. The mansion-lined shores become a backdrop for some great photo opportunities, especially if you opt for the sunset or neon night glow tours. The guide will keep safety and paddle techniques clear, especially for beginners, ensuring everyone feels confident.
The scenery and wildlife
We loved the way the tour showcases stunning scenery—the gentle ripples of the lakes, the lush greenery, and the historic homes that look like they belong to a different era. The lakes are teeming with diverse wildlife, and many guests report seeing various birds and aquatic life, adding a lively dimension to the tranquil surroundings.
More Great Tours NearbyFor those who prefer sitting down, the kayak seat attachment is an excellent addition, transforming your paddleboard into a more leisurely vessel. This option is especially appealing for families with children or those looking for a more relaxed experience. The “deluxe kayak seat and paddle” make paddling less strenuous, allowing you to focus on the views and wildlife rather than balancing on the board.
Photos and videos: capturing memories
A standout feature is the free photo and video package. The guides will take care of capturing your adventure, so you don’t have to worry about bringing a camera or phone. Guests have appreciated this perk, mentioning that the photos “make it easy to relive the experience” and help share the adventure with friends and family.
Pricing and value
At $63 per person, the tour provides good value considering the included equipment, guidance, and photographic memories. It’s a modest investment for what amounts to a relaxing two hours of scenic exploration—especially when compared to the cost of similar private or self-guided water activities. The small group size—limited to 10 participants—ensures a personalized experience, with plenty of attention from the guide.
Who will enjoy this?
This experience is perfect for families with children aged 4 and up, first-timers, and anyone wanting a gentle outdoor activity that’s not overly strenuous. Because it requires participants to be confident swimmers and in good physical condition, it’s not suitable for those who are non-swimmers or have mobility challenges. It’s also a fantastic choice for travelers seeking a peaceful, authentic way to see Winter Park’s hidden gems.
Practical tips for the best experience
Bring sunglasses, a hat, sunscreen, and water—Florida sun can be intense, even on cooler days. Wear comfortable clothing suitable for getting a little wet. Arrive early to the meeting point, and keep an eye out for the guides, who will be ready with your gear. Remember, no pets, smoking, or alcohol allowed during the tour, ensuring everyone’s safety and enjoyment.
The Sum Up

The Winter Park Paddle Adventure offers a refreshing twist on exploring Florida’s scenic waterways. Its combination of friendly guides, beautiful scenery, and inclusive, family-friendly approach makes it a standout option for visitors looking to step off the beaten path. Whether you’re paddling at sunset or under neon lights, this tour provides a peaceful, intimate connection to Winter Park’s natural charm that’s hard to match.
For those seeking a gentle introduction to paddleboarding, or an authentic way to enjoy the lakes away from crowds, this experience delivers excellent value. It’s perfect for families, first-timers, or anyone wanting a relaxing and memorable outdoor activity close to Orlando’s major attractions.
If you’re craving a calm, scenic, and well-organized water adventure, the Winter Park Paddle Adventure is a bright choice. Just remember to book in advance, arrive prepared, and be ready to enjoy a different side of Florida’s natural beauty.
FAQ

Is this tour suitable for beginners?
Yes, the tour is designed for all skill levels, including those new to paddleboarding. Guides provide instruction and reassurance to help everyone feel comfortable.
How long does the tour last?
The experience lasts approximately two hours, offering enough time to enjoy the scenery without feeling rushed.
What should I bring?
Bring sunglasses, a hat, sunscreen, water, and comfortable clothes. All necessary equipment is provided, but personal sun protection is recommended.
Can children join the tour?
Yes, children aged 4 and up are welcome, provided they are confident swimmers and in good physical condition.
Where do I meet for the tour?
Meet at the dirt lot on the left side of the park, next to the Rollins College Boathouse. The guides will contact you beforehand with details.
What if I want a more relaxed experience?
You can opt for the premium kayak seat attachment, which allows you to paddle sitting down, making it easier and more relaxed.
Can I cancel the tour if my plans change?
Yes, free cancellation is available up to 24 hours before the scheduled start, giving you flexibility and peace of mind.
This tour is a wonderful way to enjoy Florida’s lakes with minimal fuss but maximum beauty. Whether you’re seeking a peaceful escape or a fun family activity, the Winter Park Paddle Adventure is sure to provide a memorable, scenic experience that’s well worth the modest price.
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