Sailing is a quintessential part of life in Grand Cayman. You won’t often find a stretch of coastline without boats dotting the waters. One of the best ways of experiencing the island’s beauty and its more remote attractions is by taking a vessel to sea and letting out the sails!
Whether you want to learn the ropes yourself or enjoy a sunset cruise, there are plenty of sailing options in Grand Cayman. At Rum Point Club, we have our own dock where you can take off on a Boat Excursion from Rum Point and experience the North Side. After your journey, you can join us for a drink or a bite to eat!
If you’re excited to get cruising, keep reading below for our introduction to sailing in Grand Cayman. Should you have any more questions about our services, then feel free to contact us.
Best Time to Sail in Grand Cayman
Thanks to its prime location in the Caribbean, Grand Cayman is an excellent destination for sailing year-round! The calm waters and clear skies ensure you will almost always be on an even keel.
However, for the absolute best sailing conditions, we would recommend going out into the water between November and April during the dry season. Between May and October is the island’s wet season, where you’ll experience sporadic showers.
Before shoving off, it’s always important to check the weather. You can have a look at Windfinder for a detailed forecast, especially if you plan on sailing yourself.
Learn How to Sail in Grand Cayman
The Cayman Islands has a long and notable sailing history. Due to the islands’ seclusion, sailing was essential for connecting the archipelago to the rest of the world. The sport has remained a vital part of Cayman culture, with races, tours, and leisure trips taking place all year.
This makes Grand Cayman an excellent place to learn how to sail yourself! If you’ve always dreamt of helming your own boat, you can sign up for sailing lessons. The Cayman Islands Sailing Club, near George Town, has operated since 1965 as a bastion of sailing on the islands. They offer camps, youth programs, and adult sailing lessons, for whether you’re just beginning your journey or seeking to race!
Embark on a Grand Cayman Boat Excursion
There are few experiences as blissful as sitting back and cruising through the waters surrounding Grand Cayman. Luckily, there are plenty of sailing excursions and tours on offer across the island, catering to a diversity of tastes. These are some of the best sailing trips in Grand Cayman:
Stingray City Sailing Tour
One of the most popular sailing trips in Grand Cayman is to go to the iconic Stingray City. Most charters in Grand Cayman journey here, where guests can disembark into the shallows and come up close to the friendly “puppies of the sea”. This is a once-in-a-lifetime opportunity to interact with these amazing creatures in a way that is safe for both you and the wildlife!
Rum Point Club is located a mere 15-minute boat ride away from Stingray City, making it an excellent jumping-off point. You can join us for our Stingray City Tour from Rum Point, where we’ll sail on board our comfortable 65-foot catamaran before diving in with the stingrays.
You can also combine your Stingray City experience with some snorkeling as part of our Stingray City Sail from Rum Point. After mingling with the stingrays, we’ll head to a nearby reef. Put on your mask and snorkel and discover a kaleidoscopic scene of coral and fishes!
If you’re interested in doing some more snorkeling during your trip, then check out our Snorkeling Guide to Grand Cayman for a thorough overview.
Grand Cayman Sunset Sail
For one of the most idyllic experiences on the island, you can go on a sailing trip at sunset. You’ll be mesmerized as the sun dips over the water, turning the sea and sky into a golden painting. With our Sunset Sail from Rum Point, you can relax on our catamaran with your loved ones, sitting on our comfortable netting or admiring the scene from the bow.
Sailboat Rental in Grand Cayman
If you want to be in charge of your journey, you can also rent a boat in Grand Cayman. Rum Point Club is a sister company of Red Sail Sports and Tortuga Divers, which has a fleet of 14ft Hobie Wave sailboats to rent. Head to the Morritt’s Resort on the East End of the island to book your vessel for 1 hour. Our Sailboat Rental in Grand Cayman is perfect for beginners who are honing their skills. You can even take up to four guests with you on your journey!
Sail, Sip, and Chill with Rum Point Club
Once your incredible sailing adventure is over, Rum Point Club is here to welcome you for some delicious food and drinks. If you’re in the mood for cocktails, then head over to The Rum Deck for a signature mix. For more hearty fare, our Solis Restaurant serves up local cuisine. Whether you visit us for a sailing tour or just a bite to eat, we can’t wait to show you our corner of Grand Cayman. If you have any questions about our offering, don’t hesitate to contact us!
