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Charleston is an exciting city that provides the culture, history, and entertainment it takes to make your trip unforgettable. However, it may just be the water surrounding this coastal city that creates an undeniable thrill. Those with a passion for watersports will find Charleston to be a place of seemingly endless opportunities. Whether you’re in it for the adrenaline rush, views of the coastline, or looking to catch a wave, there’s something on the water for you. Enjoy this three-day Charleston watersports itinerary and allow it to inspire your next Charleston adventure.  

There’s so much more to Charleston just waiting to be discovered! Explore our Charleston Insider’s Guide to get acquainted with the best restaurants, shops, and activities in the Holy City. Request your complimentary guide today.   

The Only Itinerary You Need to Enjoy Charleston Watersports 

Day 1: Hydrofly Watersports 

When you’re visiting Charleston and looking for a new adventure on the water, you’ll want to book a full-day or half-day session with Hydrofly Watersports. Make those childhood superhero dreams come to life as certified instructors teach you how to maneuver up to 20 feet above the waves with the assistance of a water jet pack attached to your feet. It only takes a few minutes to get the hang of it, and once you do, it’s sure to be a day of flying fun you’ll never forget. After you’ve mastered flyboarding, you could even book a follow-up wakeboarding or tubing session if you just can’t get enough. 

Hydrofly Watersports 

185 Lockwood Drive, Charleston, SC 29403,  (843) 990-0707  

Day 2: Charleston Sailing Adventures 

Sailboat named Prevailing Wind

Departing daily from the Charleston Maritime Center, Charleston Sailing Adventures provides guests with extraordinary opportunities to make the most of their time on the water. Book a sunset cruise with a certified captain to enjoy the Charleston skyline. There’s truly nothing like watching the sun burns away over the Holy City horizon. If you’re looking for an in-depth look at marine life, book a dolphin eco-tour and make waves alongside the beautiful creatures that call these waters home. Guests enjoy tours from the comfort of a 27-foot stiletto catamaran providing a safe and stable environment with opportunities for magnificent views. 

Charleston Sailing Adventures 

10 Wharfside Street, Charleston, SC, 29401  (843) 277-9019  

Day 3: Session Sports 

Dedicated to helping kiteboarders take their skills to the next level, Session Sports is Charleston’s premier destination for kiteboarding rentals and lessons. Come in and browse the vast selection of kites, boards, and accessories and feel free to ask questions of the knowledgeable staff on-hand. If you’re just stepping into the sport or looking to improve on technique, lessons are available for beginners through advanced kiteboarders. A passionate team of instructors is ready to provide the instruction on safety, skills, and equipment care you need to make the most of your time on the waves. 

Session Sports 

62 Brigade Street, Charleston, SC 29403,  (844) 347-5852 

Unwind in Style 

After a thrilling day out on the water, make sure you have a place to unwind that makes you feel like you’re resting up in the comfort of your own home. Booking a vacation rental with the team at Luxury Simplified Retreats means you’ll have a place to land at the end of each fun-filled day that brings the comfort, convenience, and luxury you deserve. With an extensive portfolio of Charleston properties available, we’re here to help you customize your stay. Contact us to get started planning!  

Book one of our luxury rentals today and start planning your personalized getaway. And, with our Concierge team, we can coordinate all the details for your water-centric getaway so that you can start enjoying fun on the water from the moment you arrive.  We look forward to hosting your stay!