Experience the magic of a Moonlight & Music Sunset Cruise on Hilton Head Island, where breathtaking coastal views meet great music for an unforgettable evening on the water. As the sun dips below the horizon, casting vibrant hues ... More

We depart just before sunset to enjoy the beautiful low country sky as the sun fades away. We will set up in Broad Creek to watch the firework show. Along the way you will see some beautiful homes, wildlife, and dolphin if you’r... 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

Enjoy South Carolina’s second oldest city from our beautiful RED horse drawn-carriages. Our certificated guides will tell you all about Beaufort's amazing History, from the Civil War to "Forrest Gump" running around town! Our to... More

Join us for a tour on Broad Creek watching for dolphins and other wildlife in the salt marsh ecosystem. Explore Broad Creek, venture through the tidal marsh system, and learn about the island’s history. Along the way, your inter... 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

Glide through the tranquil waters of Hilton Head's Broad Creek Estuary on a captivating kayak tour that brings you face-to-face with playful dolphins and other fascinating wildlife. For 25 years, our expert guides have led adventu... More

Discover the enchanting Vanishing Island on this 3-hour cruise from Hilton Head. This unique sandbar, which appears only at low tide, invites beachcombers and dolphin watchers alike to explore its pristine shores. Enjoy the thrill... More

This is a great way to explore the water ways of Hilton Head. Our custom 25ft boat comes with an experienced captain to operate and show you around the waterways. Sit back and enjoy your custom trip on the water with Island Head!... More

This 2 hour Private Afternoon Sailing tour will take us to Port Royal Sound (generally the best wind for sailing on Hilton Head) on the North side of the island. During the day, this is generally filled with exciting winds for gre... More

Meet us at Palmetto Bay Marina for your Private Tour. Depart for an exciting experience as you explore and search the waterways of Hilton Head Island for the extremely friendly Atlantic Bottlenose dolphin. Your small group will se... More

The 3 Hour shark fishing trip is a great way to experience fishing for families. This trip stays in the calm waters of Calibogue Sound. We will be fishing for Bull, Blacktip and Hammerhead sharks. In addition to fishing, there are... More

This tour will be the family memory you’ll always remember! You’ll depart from Palmetto Bay Marina and enjoy this fully narrated tour by our licensed captains explaining the ecosystem, wildlife, and Hilton Head in general! Weâ... More

This unique tour starts with an exciting boat ride to beautiful Page Island, Outside's private paradise. Along the way, your captain will find tell entertaining stories and help spot interesting wildlife. Watch for dolphins and bi... 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

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

Step aboard Bonjour for a one of a kind dinner cruise where Southern flavor meets coastal charm. Feast on a hearty Lowcountry Boil—piled high with fresh shrimp, sausage, corn, and potatoes—all while cruising the scenic waters ... More

Our luxurious 2021 30-foot Chaparral 307SSX has plenty of room to bask and enjoy your trip. We limit our groups to 6 guests in order to maximize your comfort. Our vessel has never been used for fishing so odor and cleanliness will... More

Come enjoy a fun and interactive 90 minute boat tour. Along the way you will see bottlenose dolphins and a variety of shorebirds. We will also pass by beautiful waterfront homes. This tour is great for all ages as our crew narrate... More

Embark on an unforgettable evening aboard the luxurious catamaran Ohana with our Lowcountry Boil Dinner Cruise. Savor a chef-curated Southern feast featuring a classic Lowcountry boil with fresh Carolina shrimp, andouille sausage,... More