THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Discover the beauty of Hilton Head’s waters with a private sailing experience to Daufuskie Island. Perfect for groups, this adventure offers stunning views, wildlife encounters, and expert guidance on the open sea.
Discover the beauty of Hilton Head’s waters with a private sailing experience to Daufuskie Island. Perfect for groups, this adventure offers stunning views, wildlife encounters, and expert guidance on the open sea.
Book with Outside
Verified experiences and guided adventures in the surrounding area.
Operated by Outside · Hilton Head, South Carolina
Embark on an unforgettable private sailing adventure with Outside in Hilton Head, South Carolina, as you explore the scenic waters surrounding Daufuskie Island. This exclusive experience, tailored for up to 16 guests, offers a perfect blend of relaxation, exploration, and nautical fun. As you set sail on a comfortable private vessel, you'll enjoy breathtaking views of the Atlantic coastline and the lush maritime landscape. The trip is ideal for friends, family, or corporate groups seeking a unique way to connect with nature and enjoy the open water away from crowds. Experienced crew members ensure a smooth and educational journey, sharing insights about local wildlife, historic landmarks, and the region’s maritime culture. Whether you're lounging on deck, spotting dolphins, or simply soaking in the sun, this sailing adventure provides a peaceful escape and a chance to create lasting memories in one of South Carolina’s most beautiful settings. Perfect for beginners and seasoned sailors alike, it’s a fantastic way to experience Hilton Head’s maritime charm in an intimate and personalized setting.
easy.
2–4 hours.
Suitable for most fitness levels; minimal physical effort required
Children of all ages are welcome, but please contact us in advance for any age-specific restrictions or accommodations.
Bring sunscreen, hat, sunglasses, comfortable clothing, water, and any personal items you desire for a day on the water.
Yes, bottled water is provided, and you are welcome to bring additional snacks or beverages.
This private sailing can comfortably host up to 16 guests for an exclusive experience.
Absolutely, no prior sailing experience is necessary; our crew will guide you throughout the trip.
Trips may be rescheduled or canceled in case of severe weather; we will inform you promptly and assist with alternative arrangements.
Daufuskie Island has a rich history shaped by Native American tribes, colonial settlers, and Gullah culture, with remnants of historic buildings scattered across the island.
This area emphasizes sustainable tourism, with measures in place to protect wildlife and preserve natural habitats for future generations.
Outside operates guided outdoor experiences based in the Savannah, Georgia area and serving the surrounding Lowcountry destinations such as Palmetto Bluff, Broad Creek, and Hilton Head. The company offers a curated lineup of tours including Pedego electric bike tours, freshwater kayak fishing on Hobie Pro Angler kayaks, dolphin eco boat trips, family fishing charters, and private kayak tours and classes. Each offering is designed to highlight local nature, history, and waterways while keeping safety and accessibility a priority. Guided Pedego bike tours showcase scenic trails and points of interest like Wilson Village, River Road Preserve, and May River viewpoints. Kayak fishing trips use Hobie Pro Angler kayaks to reach shallow or hidden fishing spots on the Inland Waterway Trails, focusing on species such as largemouth bass. Dolphin eco cruises explore the salt marsh ecosystem of Broad Creek with narration from a naturalist-style captain. Family and charter fishing options are led by U.S. Coast Guard licensed captains, with gear and licensing provided for groups up to the stated passenger capacities. Outside emphasizes local knowledge, professional leadership, and fully equipped outings. Private and customizable trips are available for groups seeking instruction, family time, or specialized fishing and wildlife viewing. This mix of guided education, comfortable equipment, and location-specific routes makes Outside a reliable option for exploring Palmetto Bluff, Broad Creek, Hilton Head, and the wider Lowcountry waterways.
Book with Outside