4-Day Hilton Head Island Adventure Itinerary

Begin your second day with an exciting Hilton Head Island Dolphin Watching Cruise with Donuts. Enjoy donuts while spotting playful dolphins in their natural habitat. Afterward, grab breakfast at Java Burrito Company for some fresh coffee and tasty burritos.

In the afternoon, take part in a unique experience with Hilton Head Guided Disappearing Island Tour by Mini Boat. Discover this fascinating island that appears and disappears with the tides. Have lunch at Skull Creek Boathouse, offering stunning waterfront views and fresh seafood.

Conclude your day with some relaxation by visiting Hilton Head Island Scenic Helicopter Tour for an aerial view of Hilton Head's beautiful landscapes. For dinner, savor Italian cuisine at Michael Anthony’s Cucina Italiana.

Kick off your third day with an early morning adventure on the water by joining the Hilton Head Guided Kayak Sunrise or Sunset Tour. Paddle through calm waters as you watch the sunrise. Afterward, have breakfast at Red Fish Hilton Head Island, known for its farm-to-table offerings.

Spend your afternoon exploring more of Hilton Head's natural beauty on land by renting bikes again or taking a leisurely walk through one of its many parks. Stop for lunch at The Sea Shack, famous for its casual atmosphere and delicious seafood dishes.

In the evening, embark on another water adventure with Hilton Head Private Dolphin Day or Sunset Catamaran Sail. End your day dining at OMBRA Cucina Italiana, which offers authentic Italian dishes in an elegant setting.

Start your fourth day by taking a ferry ride to Daufuskie Island using the Daufuskie Island Round Trip Ferry. Explore this quaint island rich in history and culture. Before you go, have breakfast at Giuseppi's Pizza & Pasta House Shelter Cove to fuel up.

Spend your afternoon touring Daufuskie Island either by bike or golf cart rentals available on-site. Enjoy lunch at one of Daufuskie's local eateries before heading back to Hilton Head.

Return to Hilton Head in time for another sunset experience but this time from land by visiting one of its scenic beaches or parks such as Coligny Beach Park or Shelter Cove Community Park . For dinner , indulge yourself at R-Coast Oceanfront Dining , offering stunning ocean views alongside exquisite seafood dishes .

Begin your final day with a thrilling Hilton Head Island High-Flying Parasail Experience. Soar above the island and take in the breathtaking views. Afterward, enjoy a delightful breakfast at Palmetto Bay Sun Rise Cafe, known for its delicious morning offerings.

In the afternoon, embark on an educational and fun Hilton Head Island Crabbing Expedition Boat Tour. Learn about the local crabbing industry and try your hand at catching some crabs. For lunch, head to Hudson’s Seafood House On The Docks for fresh seafood with a waterfront view.

Conclude your trip with a serene Hilton Head Private 2-hour Sunset Cruise. Enjoy the beautiful sunset as you sail along the coast. For your farewell dinner, dine at Frankie Bones Hilton Head Island, offering a variety of delicious dishes in a stylish setting.