Kayaking & Paddleboarding with Happy Paddler in Longboat Key
Difficulty
easy
Duration
4 hours per rental
Fitness Level
Suitable for all fitness levels; basic paddling endurance recommended
Overview
Unlock 10 days of paddleboarding and kayaking with Happy Paddler’s Frequent Paddler Program in Longboat Key, Florida. Convenient, gear-included rentals across varied launch sites let you dive into the region’s rich coastal waters at your own pace.
Frequent Paddler Program
Discounted Rental Package
Select participants and date
Adventure Photos
About This Adventure
Join the Frequent Paddler Program for an unforgettable experience on the water! Enjoy 10 hassle-free days of kayaking or paddleboarding, complete with all necessary gear. Choose from a variety of vessels and launch locations, making each adventure unique. Dive into your passion for paddling and create lasting memories!
The Frequent Paddler Program is designed for paddlers with a healthy addiction to paddling :) If you know you would like to enjoy the benefits of renting our kayaks and paddleboards - 10 days on the water without the hassle of cleanup, transport, and storage - this program is for you!
Each purchase entitles you to 10 happy days on the water and includes the vessel + life vest + paddle for each of your adventures! Reservations are required and are subject to availability. Rental days are non-transferrable and are meant to be used by and for the paddler who purchased the Frequent Paddler Card - if you'd like to gift a paddling adventure to someone, feel free to check out our Gift Certificate options :)
You can choose any vessel in our fleet:
single kayak tandem kayak stand up paddleboard
Each rental duration is 4 hours and you can choose from any of our launch locations when you make your reservation.
Come find your happy!
Adventure Tips
Reserve Launch Times Early
The Frequent Paddler Program requires reservations. Book your preferred launch times early to secure your spot, especially on weekends.
Check Tide and Wind Conditions
Local tides and afternoon sea breezes can impact paddle conditions. Review forecasts before heading out for a safer and more enjoyable trip.
Wear Sun Protection
Florida sun can be intense on the water. Bring UV-protective clothing, sunglasses, and reef-safe sunscreen for long days on the paddleboard or kayak.
Choose Vessel to Match Your Plans
Single kayaks offer agility for solo trips, tandems are great for partners, and paddleboards provide great views and a workout. Pick what suits your adventure.
Local Insights
Wildlife
- Bottle-nosed dolphins common in Intracoastal Waterway
- Wading birds such as roseate spoonbills and herons
History
Longboat Key’s waters were historically navigated by the Calusa Indians, whose legacy persists through archaeological sites in nearby coastal areas.
Conservation
Happy Paddler actively promotes ‘leave no trace’ and uses eco-friendly gear to protect Longboat Key’s sensitive mangrove and seagrass habitats.
Select participants and date
Adventure Hotspots in Sarasota
Frequently Asked Questions
Recommended Gear
Personal Flotation Device (PFD)
Provided with all rentals but always essential for safety on the water.
Reef-safe Sunscreen
Protects skin while minimizing environmental impact on sensitive aquatic ecosystems.
summer specific
Quick-dry Clothing
Lightweight, breathable clothing helps manage moisture and heat during paddling.
all specific
Waterproof Dry Bag
Keeps valuables and electronics safe and dry during your trip.
all specific