Explore More Naples in Three Days: Your Ultimate Florida Road Trip
Grab your rental keys and unlock the best of Naples, Florida. Our 3-day itinerary covers stunning sunsets, chic shopping, and lush botanical gardens.



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Explore Southwest Florida waterways at your own pace
Wide selection of kayaks, paddleboards, and pedal drive boats
Self-guided adventure from multiple local launch sites
Enjoy fishing, wildlife, and scenic paddling locations
Full flexibility to create your own unique adventure
Discover the freedom to explore Southwest Florida’s breathtaking waterways with an extended self guided paddling experience. Choose from kayaks, paddleboards, touring kayaks, Hobie pedal drive kayaks, or fishing kayaks and create your own adventure through rivers, estuaries, and coastal waters.
Discover the natural beauty of the region as you paddle at your own pace while searching for wildlife, peaceful landscapes, and hidden coastal treasures. Whether you want an active adventure, a relaxing escape, or a chance to connect with nature, this experience offers complete flexibility.
Discover convenient equipment options with easy pickup from the local shop and temporary soft roof rack pads and straps provided for transportation. No truck or roof rack is required, making it simple to carry your equipment safely to any launch location.
Discover scenic destinations including Clam Pass in Naples, Caxambas Park in Marco Island, and the beautiful 10,000 Islands. With the freedom to choose your route and schedule, this paddling adventure lets you experience the waterways of Southwest Florida in your own unique way.
Discover the freedom to explore Southwest Florida’s breathtaking waterways with an extended self guided paddling experience. Choose from kayaks, paddleboards, touring kayaks, Hobie pedal drive kayaks, or fishing kayaks and create your own adventure through rivers, estuaries, and coastal waters.
Discover the natural beauty of the region as you paddle at your own pace while searching for wildlife, peaceful landscapes, and hidden coastal treasures. Whether you want an active adventure, a relaxing escape, or a chance to connect with nature, this experience offers complete flexibility.
Discover convenient equipment options with easy pickup from the local shop and temporary soft roof rack pads and straps provided for transportation. No truck or roof rack is required, making it simple to carry your equipment safely to any launch location.
Discover scenic destinations including Clam Pass in Naples, Caxambas Park in Marco Island, and the beautiful 10,000 Islands. With the freedom to choose your route and schedule, this paddling adventure lets you experience the waterways of Southwest Florida in your own unique way.
$ 105
This activity is managed by our trusted partner FareHarbor.
Additional taxes and fees may apply — total shown at checkout.
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Activity Provider: Naples Outfitters
Grab your rental keys and unlock the best of Naples, Florida. Our 3-day itinerary covers stunning sunsets, chic shopping, and lush botanical gardens.