Chartered Boat Rental at Chain of Lakes Water Sports in Cypress Gardens
Difficulty
moderate
Duration
2–4 hours
Fitness Level
Moderate fitness needed—ability to stand or sit comfortably on the boat and handle watersports equipment.
Overview
Discover an adrenaline-packed day on the water in Cypress Gardens with private boat rentals from Chain of Lakes Water Sports. From wakesurfing to wakeboarding, enjoy a customized aquatic adventure that fits your group’s vibe and skill level.
Chartered Boat Rental
Ages 5+ • 4-10 Hour Options Available • Watersports Included!
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About This Adventure
Experience an unforgettable day on the water with a private captain and all-inclusive watersports equipment. Choose from thrilling activities like skiing, wakesurfing, and wakeboarding, along with personalized lessons. Convenient pick-up from anywhere on the Chain of Lakes makes this adventure perfect for groups seeking fun and excitement!
Duration
4, 6, 8, or 10 hour options
About
Enjoy a day on the water with everything included: Captain, Fuel, and Tube/Watersports Equipment!
Watersport options include: skiing, wakesurf, wakeboarding, hydrofoil, barefoot skiing, plus one-on-one lesson with Captain Jeff.
We can pick your group up anywhere on the Chain of Lakes, shoot us an email after booking to coordinate!
What to Bring
Anything you'll need for a day on the water! Swimsuits, towels, snacks, water, sunscreen, Feel free to bring your own watersports equipment.
Adventure Tips
Arrive early for peak conditions
Getting to the lakes early allows you to beat the crowds and enjoy calmer waters for a better watersports experience.
Wear appropriate gear and sunscreen
Sun protection and quick-drying clothing enhance comfort and safety during water activities.
Communicate your skill level
Let your captain know if you’re a beginner or advanced so they can tailor the experience to your comfort and ability.
Stay within designated areas
Follow local safety guidelines to ensure a fun and secure experience on the water.
Local Insights
Wildlife
- Egrets wading through shallow waters
- Ospreys nesting in the tall pine trees
History
The Chain of Lakes area has been a popular recreational destination since the early 20th century, known for its natural beauty and water-based activities.
Conservation
Chain of Lakes Water Sports emphasizes eco-friendly practices, including responsible waste disposal and promoting minimal disturbance to local wildlife.
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Adventure Hotspots in Winter Haven
Frequently Asked Questions
Recommended Gear
Swimsuit or quick-drying clothing
Allows for comfortable participation in watersports and quick drying after getting wet.
summer specific
Sunscreen
Protects your skin from sun exposure during long hours on the water.
spring|summer|fall|winter specific
Water shoes or waterproof sandals
Helpful for walking along the docks or shoreline, and ensures good grip.
Dry towels
Dry off quickly after water activities and keep comfortable.