New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

AI Travel Planner

undefined Itinerary

Last updated: 2024 Jun 14

Morning
Start the day off with a visit to Hilton Head Island Lighthouse, the iconic red and white-striped lighthouse that has guided sailors for over 100 years. Then, head over to Coligny Beach Park for a morning stroll on the beautiful beach and enjoy the ocean breeze.
Afternoon
After working up an appetite, enjoy lunch at The Sea Pines Beach Club, where you can dine on fresh seafood and sip on signature cocktails while taking in the stunning views of the Atlantic Ocean. Then, take a bike ride through the Sea Pines Forest Preserve to see some of the island's natural beauty.
Evening
End the day with a sunset sail on the San Antonio, a 63-foot catamaran that takes you on a relaxing tour of the island's waterways while you enjoy drinks and hors d'oeuvres.
Bedtime
Find amazing hotels in .

Morning
Start your day with a visit to the Coastal Discovery Museum, an educational center that teaches visitors about the Lowcountry's rich history and unique ecosystem. Then, take a kayak tour with Outside Hilton Head to explore the island's waterways and see some of the area's wildlife up close.
Afternoon
After a morning of adventure, grab lunch at Hudson's Seafood House on the Docks, a local favorite known for its fresh seafood and waterfront views. Then, head over to Harbour Town to climb to the top of the iconic red-and-white-striped Harbour Town Lighthouse and take in the stunning views of the island.
Evening
End the day with dinner at Michael Anthony's Cucina Italiana, a cozy Italian restaurant that serves up classic dishes with a modern twist.
Bedtime
Find amazing hotels in .

Morning
Start your day with a round of golf at one of the island's many world-class golf courses, such as the Harbour Town Golf Links or the Robert Trent Jones Course at Palmetto Dunes. Afterward, head over to the Hilton Head Island Farmers Market to pick up some fresh produce and locally made goods.
Afternoon
After a morning of golf and shopping, grab lunch at The Smokehouse, a family-owned BBQ joint that serves up some of the best pulled pork and ribs on the island. Then, take a leisurely bike ride along the island's many bike paths to explore some of the island's hidden gems.
Evening
End the day with dinner at Red Fish, a restaurant that specializes in fresh seafood and locally sourced ingredients.
Bedtime
Find amazing hotels in .

Morning
Start your day with a dolphin-watching tour with Hilton Head Island Dolphin Tours, where you can see these playful creatures up close in their natural habitat. Then, head over to Shelter Cove Towne Centre, a shopping and dining destination that has something for everyone.
Afternoon
After a morning on the water and some shopping, grab lunch at Coast Oceanfront Dining, a seafood restaurant with breathtaking views of the Atlantic Ocean. Then, take a walk through the Pinckney Island National Wildlife Refuge to see some of the island's unique wildlife.
Evening
End the day with dinner at Lucky Rooster Kitchen + Bar, a restaurant that combines Southern comfort food with global flavors to create a unique dining experience.
Bedtime
Find amazing hotels in .

Morning
Start your day with a visit to the Hilton Head Island Beach and Tennis Resort, where you can take a tennis lesson or play a round of mini-golf. Then, head over to the Hilton Head Island Wine and Food Festival, which takes place in March and features some of the best food and wine from the region.
Afternoon
After a morning of sports and wine, grab lunch at The Jazz Corner, a restaurant that serves up Southern cuisine and live jazz music. Then, take a walk on the island's many nature trails to see some of the island's flora and fauna up close.
Evening
End the day with dinner at Charlie's L'Etoile Verte, a fine-dining restaurant that specializes in French cuisine with a Lowcountry twist.
Bedtime
Find amazing hotels in .
kayakFind the right stay during your trip.
Got a question about your trip?