Outdoor social event

Itineraries for Hilton Head Island, South Carolina

From heritage tours and shopping extravaganzas to nationally televised sporting events, Hilton Head Island is the perfect resort destination for your next gathering. We welcome group tours with a wide array of rewarding tour itineraries, exciting group activities, and delightful dining and entertainment options. Choose from themed and niche itineraries based on your group’s interests and length of visit, or we can customize an itinerary to your exact requirements from a full menu of South Carolina adventures and activities, hosted by some of the leading tour operators and venues in the Lowcountry.

Throughout the entire process, you’ll be in the extremely capable, professional and hospitable hands of the Hilton Head Island Visitor and Convention Bureau—16-time winner of the Pinnacle Destination Award for “hospitality excellence that sets the standard for others to follow”. You can rest easy knowing that the group itinerary for your Hilton Head visit will be planned more effectively, efficiently and to the last detail. The only thing left for you to worry about is…nothing.

For more information on itineraries, or to book a group tour on Hilton Head Island, contact Brenda Ciapanna, your VCB Representative at 1-800-523-3373 Ext. 368 (toll-free in the U.S.) or direct at 843-341-8368; or email bciapanna@hiltonheadisland.org.

Sample Tour Itineraries

Preview a variety of sample itineraries that showcase Hilton Head Island’s unique cultural, historical and environmental heritage, as well as our fun and frolicking side.

Here are just a few ideas we have that are sure to inspire your groups to come out and play on Hilton Head Island, South Carolina!

Day One

The Coastal Discovery Museum at Honey Horn is the perfect place to begin your introduction to Hilton Head Island. Learn about the Island’s history and protected ecosystem.

Take a tour with Gullah Heritage Trail Tours—departing from Coastal Discovery Museum every day. A two-hour narrated tour tracing the antebellum roots and evolution of the African-American Gullah culture of the Sea Islands.

Enjoy dinner under the covered pavilion located on the grounds of Honey Horn. A Gullah storyteller will set the mood and create a dinner theatre under the majestic liv oaks enjoying authentic Gullah cuisine and listening to folk stories.

Day Two

Spend the morning enjoying the scenic views of the Island by waterside. Take a dolphin watch cruise from Harbour Town Marina. A two-hour cruise of local waters offers an opportunity to view playful bottlenose dolphins in their natural habitat.

After the cruise, enjoy lunch at an Island-famous restaurant, The Crazy Crab, located at Harbour Town Yacht Basin. This group-friendly restaurant will appeal to your guests serving fresh local seafood in a fun, welcoming atmosphere.

Work off your lunch by climbing the 114 steps to the top of the lighthouse, where you can stop to look at many of the historical relics and photos that line the walls. These vestiges make up what is considered the Harbour Town Lighthouse Museum.

Not ready to climb the lighthouse? Then sit back and relax in one of the many red rocking chairs that line the marina basin, as you enjoy the scenery of magnificent yachts combined with people watching.

Day Three

Set up a guided eco-tour with a trained naturalist who will meet and greet your group at your resort property. Enjoy a leisurely nature tour that takes participants along secluded, marsh-lined inlets perfect for viewing wildlife.

Take the afternoon to explore the island by bike. Hilton Head Island is the perfect place to enjoy cycling in a remarkable natural setting. More than 60 miles of multi-use trails connect riders to everywhere you want to go. Bikes are easily dropped off to your resort and then picked up after use, with many resorts offering bike rentals on their properties.

After a day outside, perhaps tonight is the perfect time to relax and enjoy some dinner and jazz at the Island’s best-kept secret: The Jazz Corner.

Day Four

Shop ’til you drop at art galleries, boutiques, outlets…oh my!

Explore a selection of the Island’s and Old Town Bluffton’s numerous art galleries, or visit an artist’s workshop. With more than 200 different shops and specialty boutiques—and with two Tanger outlet stores to choose from—you are sure to find a treasure or two!

An evening at the Arts Center of Coastal Carolina is a great way to unwind after a day of shopping. Enjoy a Broadway musical performance by one of South Carolina’s largest theatre production companies. Special group ticket pricing available.

  • Destination Guide Covers

    Request FreeDestination Info

  • Hilton Head Island Compass

    Available on the App Store Get it on Google Play
  • Sign up for exclusive offersBecome a
    Hilton Head Insider