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  • Grassy Flats

The Ultimate Guide to Watersports on Grassy Key

If you’re dreaming of an epic watersports getaway, Grassy Key, FL, should definitely be on your radar. At Grassy Flats Resort & Beach Club, we’ve got the perfect launchpad for all your aquatic adventures. From kiteboarding to eFoiling, here’s everything you need to know!


Kiteboarding on the flats at Grassy Flats in the Florida Keys.

Kiteboarding


When to Go:

Kiteboarding in the Florida Keys is pure magic from October to May. During these months, you’ll catch the best winds, which range from 15 to 25 knots. With a beach launch spot, air compressors, and an on-site Cabana Crew, Grassy Flats is the perfect place for kiteboarding.


Pro Tips:

- Check out The Palm Deck at Grassy Flats for some post-session cocktails and appetizers.



A Hobie catamaran at Grassy Flats Resort.

Sailing


When to Go:  

Sailing around Grassy Key is fantastic year-round, but December to April offers the best conditions. During these cooler months, you’ll enjoy mild weather and gentle breezes between 10 and 15 knots—perfect for a relaxed sail. Summer’s great too, but be ready for some pop-up afternoon showers and extra humidity. Whether you’re an experienced sailor or want our crew to take you on a sandbar cruise, Grassy Flats offers Hobie catamarans ready for any sailing adventure.


Pro Tips:

- Weather Check: Keep an eye on the weather forecast for wind patterns and possible storms.



Paddle boarding at Grassy Flats in the Florida Keys.

Paddle boarding and Kayaking


When to Go: 

Paddle boarding and kayaking are super fun during spring and fall. These seasons bring calm waters and cooler temps, plus high tides are perfect for exploring those shallow, scenic spots. But honestly, you can enjoy paddling year-round, with each season offering its own unique views and vibes. Plus, every stay at Grassy Flats includes complimentary access to kayaks and paddle boards!


Pro Tips:

- Early Start: Paddle out in the early morning for the calmest waters and the chance to spot some local wildlife.

- Tide Watch: Check out tide charts to plan your route and avoid getting stuck in low tide areas.




Year-Round Thrills



Wakeboarding at Keys Cable Park in the Florida Keys.

Wakeboarding at Keys Cable Park:  

If you’re into wakeboarding, check out Keys Cable Park, located at The Lagoon on Grassy Key. This is the resort’s sister property just a mile down the road from Grassy Flats! The cable system is set up for continuous riding without needing a boat, so you can get your wakeboarding fix anytime.



The Rhum Runner Aqua Park:  

Another must-visit is The Rhum Runner Aqua Park at The Lagoon. With inflatable obstacle courses, slides, and climbing walls, it’s a blast for everyone and open all year long.



eFoiling at Grassy Flats Resort in the Florida Keys.

eFoiling at Grassy Flats

eFoiling is a blast, especially during high tides when the waters are calm. Summer’s ideal for this, but spring and fall can also offer great conditions if the tides are right.

Take a lesson at Grassy Flats and you'll be gliding across the water in no time!








Grassy Key is a watersports paradise with something for everyone, no matter when you visit. From the thrill of kiteboarding to the chill of paddle boarding, you’ll find endless fun waiting for you at Grassy Flats Resort & Beach Club. So pack your gear, and get ready for an epic aquatic adventure on beautiful Grassy Key!

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