Embark on an exclusive sailing adventure on board "Esprit de Joy," tailor-made for groups of up to 6 guests for a 2.5-hour charter embracing Charleston's scenic Harbor. The golden hour of sunset is our prime booking time, offering... More

Experience the beautiful sights and sounds of the Charleston harbor and surrounding waterways aboard our 45-foot USCG certified power catamaran as Charleston’s unique skyline comes alive with peaceful and breathtaking views of s... More

Join us aboard the Charleston Princess for a fantastic evening cruise. We have partnered with a variety of local and regional musicians for a fantastic cruise featuring amazing live music, breathtaking views of the "Holy City" and... More

Kick back and relax on your own private sunset cruise and experience Hilton Head in it's best light. Premium private tour accommodations are provided on board our new 23' Key West - you won't find a nicer charter boat available on... More

The private sunset cruise is the perfect way to end a day on Hilton Head Island. There is nothing quite like a low country sunset, especially seeing one from the water were you can see the broad spectrum of colors such as vibrant ... More

Set sail aboard the Palmetto Breeze for a spectacular sunset experience on Charleston’s harbor. This spacious 50-foot catamaran offers a perfect setting to watch the sky transform into a palette of golden hues as the sun dips be... More

Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charter company in Charleston's history. #1 activity on Tripadvisor for over 12 years, our sailing yachts are the highest quality and op... More

Depart from Island Head's newest location at Broad Creek Marina. Enjoy the evening on a private sunset cruise on the waterways surrounding Hilton Head Island. This cruise if private to your party and the captain will customize the... More

Aloha Wednesday Sunset Sail: Island Vibes & Relaxation on the Charleston Harbor Celebrate the spirit of the islands right here in Charleston with our Aloha Wednesday Sunset Sail. This midweek escape combines tropical charm with st... More

***Booking 1 person, is booking 1 boat for up to 6 people *** Experience a breathtaking private sunset dolphin tour on Hilton Head Island! Watch dolphins, stunning sunsets, and magical fireworks while cruising the scenic waterway... More

Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht regattas. Fate is not only the most demanded but also the largest and nicest sailing yacht available for Charter in Charleston, kn... More

This Private Sunset Tour will be an activity your family or friends will always remember! This 1.5 hour tour comes complete with a Licensed captain, full eco narration, up close dolphin sightings, picturesque sunset views, water/s... More

Relax and enjoy a refreshing beverage as we cruise the Charleston harbor, take in a history tour or enjoy a swim or do it all! BYOB or add catering.. All charters are private, only those you bring will be onboard, there is a capta... More

Discover the ultimate Hilton Head Island experience with our Sunset Mini Boat Dolphin Tour! Glide across the sparkling waters on a thrilling mini boat, perfect for an up-close and personal dolphin encounter. As the sun dips belo... More

Join us for an unforgettable Sunset & Sushi Cruise, where breathtaking views and exquisite flavors come together on the waters surrounding Hilton Head Island. Step aboard our comfortable, spacious boat and set sail into the golden... More

Enjoy two hours cruising the harbor on a private center console captained by a professional yacht captain. Stop at secluded island beaches for shark tooth hunting, shelling or just enjoy the sunset while looking at mansions along ... More

Mermaid Monday Ladies’ Night Sail: Fun, Friends & Fabulous Harbor Views Calling all ladies! Mermaid Monday is Charleston’s hottest ladies' night, and you’re invited to join the fun. With $10 off regular tickets and irresisti... More