Sample Itineraries for a Hilton Head Island Honeymoon

Photo Credit: The Westin Hilton Head Island Resort & Spa

Come and enjoy Hilton Head Island’s renowned combination of breathtaking natural beauty, world-class amenities, award-winning dining and quality shopping. Surrounded by calming palm trees, sand dunes and unspoiled natural beaches, Hilton Head Island sets the scene for the romantic honeymoon of your dreams.

Day One – Welcome to Hilton Head Island

Accommodations on Hilton Head Island range from luxury resorts and intimate boutique hotels to modest rental properties and villas overlooking the Atlantic. There are a also a variety of settings to choose from including Harbour Town, the secluded Shipyard area, friendly Forest Beach, and luxurious townhouses and villas facing the ocean or fairways. Once you arrive on Hilton Head, check-in at any one of our wonderful properties so you can experience the culture, nightlife and beauty that abound in this romantic island!

Start your honeymoon off with a champagne toast and chocolate-covered strawberries, as many of our resorts offer amenity packages upon your arrival. Take the evening to relax this evening and enjoy the evening ocean breeze and a candlelit dinner on your balcony.

Day Two – Time for Rest, Relaxation and Romance

Take a sunrise walk on the beach, have breakfast by the poolside, and then spend the day at the spa, enjoying his-and-her massages, rejuvenating facials, and other pampering treatments, followed by a spa lunch. Take a romantic sunset sail, with your hotel to provide a picnic basket dinner—complete with wine and cheeses to take on board your private sunset sail across the Calibogue Sound. Return to the marina and enjoy live music and a nightcap under the stars.

Day Three – Activities and Adventures for Two

Today starts with breakfast in bed as you watch the sun rise to greet another day in this Island paradise. Then once you’re ready to leave the comforts of your honeymoon hotel, enjoy one or more of the activities the Island has to offer.

Whatever your game, Hilton Head Island is likely to play it. Tennis buffs can take to any one of the Island’s more than 350 courts. Golfers have a choice of over 24 championship courses in the Hilton Head Island area. Equestrians can horseback ride on guided trails, while spectators can catch spring or fall polo matches, or go for a bike ride (on a bicycle built for two?) on the miles upon miles of spectacular trails. On nature walks you may see a variety of birds, animals and marine life such as the snowy egret, sea turtles, or even bottlenose dolphins cavorting in the surf.

With miles of sand dunes and blue waters, Hilton Head Island is ideal for sunbathers, sandcastle builders and swimmers. Water sports include boating, fishing, sailing, kayaking, and canoeing. No need to bring your own equipment; there are beach equipment rentals all along the beach.

From the many Island marinas you can enjoy historic cruises and scenic tours. Or for a different kind of adventure, arrange a kayak trip to unspoiled Daufuskie Island, which until recently was populated exclusively by the descendants of freed slaves.

Tonight the two of you can dine overlooking the ocean, the marshland, or on the river at any one of the Island’s romantic restaurants. Complete the evening by watching a Broadway-style performance on stage at the Arts Center of Coastal Carolina.

Day Four – Touring Day

Take the red trolley tour of Hilton Head Island with stops to include outstanding antique and art galleries—and if you’re feeling energetic, check out the gift shop atop the Harbour Town lighthouse. Tour the historic Heyward House, the official visitor’s center for Bluffton’s historic district and visit an eclectic collection of shops along Calhoun Street. End the day with a great traditional southern meal at one of Bluffton’s or Hilton Head’s local restaurants.

Final Day

Leaving our treasured Island will be hard to do, but we hope your visit to Hilton Head Island, South Carolina will be the perfect beginning for your life together.

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