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

Come enjoy a day on the water with Island Head! This private experience includes a USCG captain to drive the boat and assist in the water sport of your choice. A tube, water skis, wakeboard, and knee board will be on board for you... More

Join us for a magical journey on this Private Disappearing Island Tour, where you’ll enjoy one of our renowned dolphin encounters. Get up close and personal with these incredible creatures, learning their names, unique behaviors... 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

Set sail from iconic Harbour Town aboard the Spirit of Harbour Town for an unforgettable Happy Hour Cruise like no other! This lively 90-minute cruise brings together Lowcountry charm, breathtaking water views, and the perfect mix... More

This trip is completely customizable and based on your preferences. At Outside Hilton Head, we specialize in unforgettable outdoor adventures in the Lowcountry. Our team of expert guides, including master naturalists and USCG lice... More

Cruise through the serene waters of Charleston Harbor on a private luxury boat tour, designed for up to six guests. Departing from Ashley Marina, this exclusive experience allows you to soak in stunning sunset views while enjoying... More

Come enjoy the sights of diverse Charleston flora and fauna on our most popular stand up paddleboard tour. Charleston Paddleboard Co. offers a perfect blend of local knowledge and southern hospitality. Our personable, knowledgeabl... More

This is our most popular boat trip! Hilton Head and surrounding areas boast a large and active population of Atlantic Bottlenose Dolphin, with great viewing opportunities year-round! Join Outside Hilton Head for a PRIVATE 90-minut... More

Rent a kayak or stand-up paddle board to explore the Waccamaw River on your own. Our guides will get you familiar with your equipment and give you instructions on which areas of the river to visit and how to get back to our Outpos... More

Experience our unique Charleston History Tours by water and delight in her 300+ years of rich heritage and colorful maritime history! With epic battles fought in and around Charleston, historic landmarks abound. Locations you will... More

We will get you up close and personal with our aquatic friends. Our goal is to educate you while creating a fun and funny atmosphere.... More

Ready to escape the everyday and experience Charleston from a whole new perspective? Step aboard the Charleston's premier 50-foot catamaran. Designed for stunning views in the South's picturesque setting, this 2-hour sail gives yo... More

Join an experienced local as he guides you through the Folly River and surrounding creeks on an excursion that highlights the natural beauty of our salt marsh ecosystem. You'll enjoy numerous dolphin encounters along with other ma... More

Unforgettable 60-minute Private Hilton Head Boat Tours! Suitable for All Ages. Ready to make memories that last a lifetime? Book a Hilton Head boat tour for your friends and family today! Cruising through the Low Country Waters,... More

Explore the beauty of Morris Island on this private 2-hour boat tour. Experience the thrill of spotting Bottlenose Dolphins swimming alongside the boat as your 8th generation captain navigates through serene rivers lined with oyst... More

Everyone loves the Kismet for its style, comfort and ability to hold large groups of 15, we also include rafts and water hammocks at no extra charge. We cruise the harbor, discuss historic areas if you want or drop anchor off a de... 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

This trip is completely customizable and based on your preferences. At Outside Hilton Head, we specialize in unforgettable outdoor adventures in the Lowcountry. Our team of expert guides, including master naturalists and USCG lice... 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