Sailing Trips

Whether you are looking for a fun family activity, a relaxing day on the water, a thrilling adventure, or a romantic get away Vagabond Cruise has the cruise for you!

Find Your Sailing Expedition

Vagabond Cruise has been operating in world famous Harbour Town since 1968 providing Hilton Head Island vacationers with a wide range of water bound tours and excursions ranging from; a romantic dinner cruise, a day trip to Savannah, a fully narrated dolphin nature cruise, a once in a lifetime ride aboard a 12 meter racing yacht, and a trip back in time to visit the low country of Daufuskie Island.