SAILING IN STYLE
Brunch, Sunsets, and Custom Adventures on Hilton Head
If you're looking to experience Hilton Head Island in the most unforgettable way, look no further than a sail aboard Rosé, the signature luxury sailing catamaran from Island Head Sailing. From breezy brunches to golden hour escapes and customizable private charters, we offer a fresh, elegant way to enjoy the Lowcountry—one sail at a time.
Brunch with a Breeze
There’s brunch… and then there’s Brunch Under Sail.
Skip the waitlists and crowded patios—this is Hilton Head brunch reimagined. Aboard Rosé, you’ll start your day with fresh ocean air, panoramic views, and a curated spread of light bites like fresh fruit, breakfast wraps, and rotating seasonal favorites. And yes, mimosas are included.
This sail is perfect for a girls’ weekend, romantic getaway, or simply starting your day on a high note. The vibe? Easy and elegant, with just the right touch of coastal luxury. Lounge, sip, snap dreamy photos, and let the rhythm of the water set the pace.
Brunch Under Sail is offered on select mornings and fills quickly—so be sure to reserve early.
👉 Book now or call 843-686-4386
Toast the Coast at Sunset
If there's a must-do moment in Hilton Head, it’s watching the sunset from the deck of Rosé. Our Golden Hour Sail is a dreamy evening escape designed for laid-back luxury.
As the sun dips low over the Lowcountry, we cruise calm waters with warm golden light and peaceful vibes. Onboard, enjoy light evening bites and a selection of refreshing drinks—perfect for toasting the end of a sun-soaked day.
Whether you're marking a special moment or simply taking it all in, the Golden Hour Sail delivers a picture-perfect end to any island adventure.
👉 Reserve your seat or call 843-686-4386
From Sun to Sunset: Your Ultimate Sailing Trip
Want to experience Hilton Head from a new perspective? Our Public Day and Sunset Sails offer the perfect way to enjoy the island from the water.
☀️ Daytime Sail
Set sail during the day for a relaxing ride through Hilton Head’s serene waters. With wide-open views, a gentle breeze, and a peaceful vibe, this is a great way to unwind, explore, and enjoy the beauty of the island.
🌅 Sunset Sail
As the day winds down, the Sunset Sail provides front-row seats to a Lowcountry masterpiece—vibrant skies, calm waters, and the perfect mix of serenity and style.
Whether you're joining solo or with a group, both sails offer a relaxed, friendly atmosphere and a memorable way to see Hilton Head.
👉 Book your sail or call 843-686-4386
The Perfect Day on the Water, Designed Just for You
Looking for something more personal? Our Custom Private Sails let you design the ultimate Hilton Head experience—tailored to your style, schedule, and celebration.
From intimate anniversaries and family reunions to corporate outings or surprise proposals, we’ll work closely with you to craft a private itinerary aboard Rosé. Enjoy exclusive access to the boat, customizable options, and complete flexibility. This is your sail, your way.
With a seasoned crew at the helm and the Lowcountry as your backdrop, all you have to do is relax and soak it in.
👉 Start planning your private sail at islandheadsailing.com or call 843-686-4386
No matter how you choose to sail—whether it's mimosas at brunch, champagne at sunset, or a custom day curated just for you—Island Head Sailing offers the most stylish, scenic, and unforgettable way to explore Hilton Head.
Ready to sail? We’ll meet you on the water.