Vacation is undoubtedly a time for relaxation, but it can also be a time to satisfy your inner adventurer. If that sounds like you and you’re looking for some daring things to do in Hilton Head, you might consider parasailing in Hilton Head Island.
There is plenty to love about a vacation in Hilton Head Island, SC, from beautiful one and two-bedroom Hilton Head condo rentals to beaches, biking, parks, the weather in Hilton Head Island, SC, and more. So, why experience parasailing in Hilton Head, SC?
Picking up seashells and sunbathing might be among the things you intend to do on the beach, but soaring above the waves is simply the most exciting adventure available. From the adrenaline rush to the scenic views of the ocean, beach, marine life such as dolphins and herons, boardwalks, and more from hundreds of feet in the air, there are few things that touch the thrill of parasailing Hilton Head.
You might see as far as 25 miles in the right conditions while flying high on your parasailing adventure. If you’re staying at one of many oceanfront Hilton Head Island condos, you might spot the Hilton Head Island resort where you’re visiting from the air!
Let’s take a closer look at parasailing Hilton Head, including where to reserve your spot for this safe yet thrilling activity and what to expect when you take up this fun sport. This activity is sure to provide memories you won’t soon forget!
Tips for First Time Parasailers
There’s more to parasailing in Hilton Head than slipping into a harness and taking off. If you’ve never participated in this exhilarating activity, there are a few things you should pay attention to and be aware of before joining in on the fun.
It’s essential to listen carefully to all instructions explained by the operator. This might include details about weight limits, safety measures, and the vital tools and equipment for parasailing. Knowing about the equipment, such as being reaffirmed that the harness is designed to safely and securely keep you in place and there is no danger of you falling out when you relax and let go of the harness straps, will keep you from getting nervous.
Since you won’t be able to verbally communicate while in the air, it’s of particular importance to know the signals and cues so you can relay information to the operator during the activity.
Of equal importance to knowing about equipment and necessary cues is to wear a waterproof sunscreen, as you’ll be fully exposed to the sun during your ride in the air. A swimsuit and T-shirt are recommended to wear for your parasailing trip. Also, be sure to wear an eyewear retainer if needed. You don’t want to lose your glasses when you’re up there in the air!
Sky Pirate Parasail
Watersports are the specialty of Sky Pirate Parasail & Watersports, making it the #1 destination for parasailing Hilton Head Island.
First, you’re in the best hands with Sky Pirate: the captain of the company’s Pro Parasail diesel-powered, 12-passenger boat is U.S. Coast Guard licensed and possesses more than two decades of taking tourists and locals parasailing.
You also don’t have to go it alone if you don’t wish to; Sky Pirate Parasail allows up to three riders in the sail at a time. The cost per rider is $85. Wind conditions must be correct, and it is up to the captain to decide whether three riders can take a ride on any particular day. The combined weight of three riders cannot be more than 450 lbs.
Riding 500 feet in the air under Sky Pirate’s blue sails bearing the trademark skull-and-bones logo, you’ll parasail from Broad Creek Marina to the Calibogue Sound flight area, making this trip the longest parasailing route in Hilton Head Island.
Check-in is 30 minutes before your reserved flight time. Cancellations must be made 24 hours prior, or a “no refund” policy applies. If you enjoy the idea of soaring over the water, you might also love having a boat pull you through the water! Sky Pirate also has water skiing and tubing activities the whole family can enjoy.

H2O Sports
Based at the Harbour Town Yacht Basin on Lighthouse Road near the lighthouse itself, H2O Sports has been operating in Hilton Head since 1990. In addition to renting jet skis, kayaks, paddleboards, boats, and water skis, H2O Sports offers 8-10-minute parasailing trips.
From gazing down at a dolphin pod as it slips by in the waters beneath you or meeting the gaze of a seagull flying at your height, you’ll experience the wildlife of Hilton Head like never before when you choose parasailing in Hilton Head, SC.
The per-rider charge for parasailing at H2O Sports is $89 plus tax; if you’re planning on being on the boat but not partaking in the adventure, the cost is $35 plus tax. Should you, as an observer, decide to try parasailing while on the trip, you will be on “stand-by” since you were not reserved as a flyer beforehand. The entire trip on board the boat is up to one hour, depending on the number of passengers.
You can go up in a tandem or triple flight with H2O, with a maximum weight of 450 lbs. An adult must accompany flyers under 12. All experienced captains are U.S. Coast Guard licensed; those who captain parasailing trips are fully trained and knowledgeable about safety and parasailing specifics.
Reservations are required. Parasailing flights can be reserved online or by phone. Check out the live webcam weather information provided by H2O Sports on its website, giving details about temperature, wind, and wind gusts, so you know what to expect on the day of your parasailing event.
Stay at HHI Beach & Tennis Resort
There are as many Hilton Head Island condos for rent as there are fun activities to do in Hilton Head, so you’re sure to find the accommodations that best fit your needs and expectations when you book your next stay.
Comfortable, luxurious ocean and beachfront condos are available from Hilton Head Island Beach and Tennis Resort; these one-bedroom Hilton Head Island condos sleep up to eight guests with sleeper sofa and feature fully equipped kitchens and updated appliances, new furnishings, high-speed internet, and 24/7 security and emergency maintenance.
Plan Your Visit
Whether these Hilton Head condo rentals you choose, you’ll always get top customer service, views, and resort amenities such as direct beach access and beach chair and umbrella rental when you stay with HHI Beach and Tennis Resort.
Our Hilton Head Island resort offers swimming pools, tennis courts, corn hole boards, basketball courts, racquetball, volleyball court, pickleball court, and a fitness center. The kids will love the playground and catch-and-release fishing fun! Walking trails are onsite for those who enjoy early morning or sunset strolls.
Some features such as bed types and sizes of TVs can vary from villa to villa. Still, you’ll always get all kitchen appliances, cookware and dinnerware, hair dryer, alarm clock, fire extinguisher, cable TV, DVD player, and even wine glasses to make the most of your beachfront condos in Hilton Head, SC.

