Romantic Island Favorites

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Planning an unforgettable Valentine’s weekend for your special someone? Whether you’re looking for a special night out, or an all-day getaway, we’ve got some of the most romantic spots on the island picked out just for you!


Reserve a special night on the “Special K,” a forty-foot luxury sailing yacht built for creating lasting memories. Whether you’re looking for a daytime dolphin cruise or a sunset dinner cruise, this beautiful ship will not disappoint. Bring your own snacks and drinks and enjoy all the luxuries of a private charter yacht, or have your sailing trip catered to make it extra special. The “Special K” sails daily from the docks at Shelter Cove Marina, and will sail a flexible schedule to accommodate your plans. Call 843.842.7002 to make a reservation, and sail away aboard the “Special K!”


Looking to add some adventure to your day? With sixty miles of bike paths and hundreds of miles of protected public pathways, the island makes for an incredible place to bicycle, walk, or run. Scenic bike paths trail along the beaches, parks, and resort communities, offering unparalleled views of the island. Pack a picnic and bike along the winding paths and sandy shores of Port Royal Sound, to Fish Haul Creek Park; one of Hilton Head’s remote biking parks, with sixteen combined miles of forest, wetlands, salt marsh, and sandy beach.


Trying to get away for a day, or maybe the entire weekend? Take a short trip to one of Hilton Head vacationer’s favorite “side trips,” Daufuskie Island. The only way to get to the island is by waterway, so plan to stay for the day (or longer) when you visit. The island is just 8 miles long, but be sure to rent a golf cart to get around while you’re there; it’s the best way to see some of the spots only the locals know! Before you leave, check out the local galleries and restaurants. For such a tiny island, Daufuskie has an awful lot of charm and character, perfect for any romantic getaway!


Now, if you’re looking to make a big statement with a slightly smaller gesture this Valentine’s Day, make reservations at Topside waterfront restaurant in the heart of Harbour Town. The picturesque setting of this restaurant is casual, yet subtly romantic, perfect for a dinner for two with a waterfront view. Located next to the Harbour Town Lighthouse, this unique restaurant offers panoramic views of Harbour Town marina and the Calibogue Sound. So, to create a lasting impression with a romantic evening and waterfront dining, make your reservation at Topside and be prepared for an unforgettable evening!