Escape to Hilton Head Island for a romantic weekend! Enjoy exploring the island’s natural beauty, Lowcountry cuisine, and sandy beaches. Our romantic weekend itinerary helps you make the most of your time together, from sunrise beach walks to sunset cruises. Get ready to relax, reconnect, and create lasting memories during your Hilton Head romantic weekend.
Friday
Start your romantic getaway by checking into your cozy Coastal Vacation Rental, where you can unwind and soak in the island’s serene atmosphere. After settling in, take some time to visit the beach to stretch and unwind after your travels. You can walk along the shoreline or rent a bike along some of the beach biking trails.
Once you’re ready for dinner, we recommend visiting CQ’s in Harbour Town at Sea Pines Resort. This restaurant offers the perfect Lowcountry atmosphere with a contemporary touch. It is an upscale seafood-focused restaurant with indoor and outdoor space.
End your first night on Hilton Head Island with a sunset cruise. Sail along the coastline to enjoy the stunning colors of the sunset and see if you can spot some of the island’s aquatic wildlife. Once the sun sets, enjoy the beautiful light of the island from the beach houses and the iconic Harbour Town lighthouse.
Saturday
A great way to start your Saturday on Hilton Head Island is to visit one of the many local cafes. We recommend visiting the Hilton Head Social Bakery, Harbour Town Bakery & Café, Lowcountry Produce or Carolina Coffee and Crumbs for a cup of coffee and a pastry for breakfast.
For a bit of adventure, there are numerous outdoor activities you can participate in to explore Hilton Head’s natural beauty. You could kayak through the lagoons and spot wildlife along the way, go horseback riding through shaded maritime forests, or bike along the island’s scenic trails. After an active morning, unwind with a luxurious couples’ spa treatment at one of Hilton Head’s premier spas, where massages, facials, and relaxation lounges set the perfect mood for romance.
As the sun begins to set, indulge in an elegant wine tasting or enjoy a craft cocktail at a scenic waterfront bar, taking in the golden hues of the evening. Conclude your day with an intimate dinner at an upscale restaurant such as Charlie’s L’Etoile Verte or Michael Anthony’s Cucina Italiana. Here, candlelit tables, fresh seafood, and expertly crafted dishes create the perfect setting for a memorable night together.
Sunday
Savor your final morning on Hilton Head Island with a relaxing brunch at a beloved local spot. Enjoy a classic American brunch at The Smokehouse, or if you want something a little more gourmet, you can visit Chez Georges for a French-inspired brunch.
After brunch, take a stroll through Shelter Cove or Harbour Town, where you’ll find charming boutiques and art galleries. Pick up a meaningful keepsake to remember your romantic getaway or simply soak in the vibrant atmosphere.
Before you say goodbye to the island, spend one last peaceful moment together by the beach. Whether you choose to relax on the soft sand, listen to the gentle waves, or enjoy a scenic picnic in a secluded spot, it’s the perfect way to reflect on the special moments shared.
As the afternoon winds down, depart with hearts full of love and unforgettable memories of your romantic Hilton Head escape, already dreaming of your next visit.
Book your Hilton Head Island Romantic Getaway
A romantic weekend on Hilton Head Island offers the perfect blend of adventure, relaxation, and unforgettable moments. Whether you’re celebrating a special occasion or simply seeking a peaceful retreat, Hilton Head provides the ultimate setting for romance. Ready to plan your getaway? Browse our Hilton head vacation rentals to find the perfect rental for you and your person. And don’t forget to look at the activities included in your vacation rental and see what might interest you!