Choose your trip length, interests, and pace to build a flexible Hilton Head Island itinerary. Add other destinations, compare experiences, and reserve time for travel between stops.
Plan my Hilton Head Island trip →Explore more in South Carolina.
April–May and September–October
Seasonal guidance is a starting point; check weather and dates for your chosen experiences.
Coligny Beach Area: Central beachfront, easy access to shops, restaurants, and public beach facilities. Shelter Cove: Marina hub with dining, sunset views, and family-friendly events. Sea Pines / Harbour Town: Scenic, quieter side of island with Harbour Town Lighthouse, golf, and nature trails.
Browse these experiences as a starting point. The planner considers your interests, pace, and published schedules when building your days.
Paddle through Hilton Head Island’s breathtaking salt marshes on an exciting 2-hour guided kayak tour! Led by expert naturalist guides, you’ll explore the rich wildlife, learn abou…
Approx. 120 minutesView on Viator →
- Experience dolphins up close and in their natural environment - Fun for Families & Educational - Comfortable and completely shaded boat - Passionate local guides - Make memori…
Approx. 90 minutesView on Viator →
Tucked between Hilton Head Island and Savannah, and accessible only by boat, Daufuskie Island is a real gem. This 4.5 hour Daufuskie Island trip provides a glimpse into a fascinati…
Approx. 270 minutesView on Viator →
The fun starts at the dock as we transform your little one with pirate gear, face paint and tattoos. Learn how to walk and talk like a pirate then climb aboard the Black Sparrow an…
Approx. 90 minutesView on Viator →
Learn about Beaufort's 300 years of rich history on this 1-hour tour. While riding in our new 8 passenger Yamaha golf cart, see beautiful antebellum homes and scenic views. Explore…
Approx. 60 minutesView on Viator →
Beaufort town located on Port Royal Island remains the Queen of South Carolina Sea Islands with its charm, natural beauty, fascinating history and rich, diverse cultural heritage. …
Approx. 75 minutesView on Viator →Start with the number of days you have, then choose an unhurried, balanced, or fuller pace. Review the suggested route before generating your daily plan. Transport allowances are estimates; confirm services and meeting points before booking.
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