
Hilton Head Island Sample Itinerary
Coastal Sophistication and Seaside Serenity:
Immerse yourself in the timeless charm of Hilton Head Island, where golden beaches meet world-class golf courses and fine Southern hospitality. This exclusive getaway invites you to unwind in oceanfront luxury, savor Lowcountry gourmet cuisine, and explore pristine coastal landscapes. From sunset yacht charters to rejuvenating spa experiences, every moment is designed to celebrate relaxation and refinement amidst South Carolina’s most prestigious coastal enclave.
5-Day Coastal Elegance Itinerary
Day 1: Arrival and Oceanfront Indulgence
Settle into your luxurious beachfront resort—think The Sea Pines Resort or Montage Palmetto Bluff—where ocean views and refined décor welcome you. Spend the afternoon exploring the private beaches before indulging in a sunset dinner at Coast, Oceanfront Dining, where fresh-caught seafood and fine wines set the tone for your stay.
Day 2: Exclusive Golf and Spa Retreat
Begin your day with a round of golf at the iconic Harbour Town Golf Links, reserved for the game’s elite. In the afternoon, retreat to a world-class spa for a bespoke wellness journey featuring sea-inspired treatments and serene relaxation lounges overlooking the Atlantic.
Day 3: Private Yacht Charter and Coastal Exploration
Embark on a private yacht charter along the Intracoastal Waterway, where dolphins glide alongside and hidden coves await discovery. Enjoy a chef-prepared gourmet picnic onboard as you soak in panoramic views and the salty breeze.
Day 4: Lowcountry Cultural Immersion
Explore the rich history of the Lowcountry with a private guided tour through the Gullah communities and historic plantations. In the evening, attend an exclusive culinary event featuring celebrated Southern chefs who bring the flavors of the region to life.
Day 5: Farewell Brunch and Departure
Savor a leisurely farewell brunch at the elegant Old Fort Pub before a private transfer to the airport, departing with cherished memories of coastal serenity and sophisticated indulgence.

Travel With Confidence
Invest in travel insurance to ensure a stress-free vacation from start to finish.
Your Luxury Travel Journey Starts Here!
It only takes a few steps to make your dream trip a reality:

First, fill out our vacation request form telling us where you want to go, when you want to go and a few other details. We’ll start crafting your itinerary.

Second, schedule a travel consultation via phone or video conference with one of our experienced travel advisors. You can also send us an email if you prefer.

Following that, you’ll receive a personalized itinerary with trip options and costs – typically within 24 hours of contacting us.

Now is your chance to request changes or additions. Once you’re satisfied, approve the trip and our travel advisors will take care of the rest!
Let The Journeys Come To You
While you’re here, sign up for inspiration, travel news, tips, and exclusive offers delivered to your inbox.