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Date Night Ideas for a Romantic Evening on Hilton Head Island

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couple walking the shallow ocean water with pink and blue sunset in the background

Valentine’s Day is around the corner and love is in the air! Celebrate it in style by treating your love to a romantic evening at Palmetto Dunes Oceanfront Resort. Whether it’s your first Valentine’s Day together or your 50th, we’ve got date night ideas to make it extra special.

Head to Alexander’s Restaurant and Wine Bar and take advantage of their Valentine’s Day specials that include decadent dishes like Wagyu beef short rib and the perfect shareable dessert for two. Cozy up at a table near the fireplace or pick a table for two with a view in their bright and airy atrium overlooking Palmetto Dunes lagoon.

Couple laughing with wine at dinner with marina and sunset in background

If a harbour view is more your style, make a reservation at ELA'S On The Water for their Valentine’s Day prix fixe menu. The seafood-forward meal includes a starter, entrée, and a generous dessert sampler. Choose from classic date night dishes like oysters or butter poached lobster—and don’t forget to take advantage of their extensive wine and cocktail list.

Head to Alexander’s Restaurant and Wine Bar and take advantage of their Valentine’s Day specials that include decadent dishes like Wagyu beef short rib and the perfect shareable dessert for two. Cozy up at a table near the fireplace or pick a table for two with a view in their bright and airy atrium overlooking Palmetto Dunes lagoon.

If a harbour view is more your style, make a reservation at ELA'S On The Water for their Valentine’s Day prix fixe menu. The seafood-forward meal includes a starter, entrée, and a generous dessert sampler. Choose from classic date night dishes like oysters or butter poached lobster—and don’t forget to take advantage of their extensive wine and cocktail list.

couple on a sailboat charter with sunset in the background

Take a sunset cruise from Shelter Cove Harbour and Marina and spend a few hours enjoying each other’s company and the stunning Lowcountry scenery as you sail into the sunset. Talk about romantic! Of course, you don’t have to get out on the water to enjoy a beautiful sunset. Take a stroll along the boardwalk at Shelter Cove Harbour and Marina before stopping into The Other Sister’s Wine Bar to toast to each other with a luscious glass of wine or inspired cocktail.

Skip the one-night event and opt for a weekend! A Hilton Head getaway for two is about as romantic as it gets. Add a couples massage at one of the Island’s top spas, dining, and outdoor activities for two, and you’ve got a perfect romantic escape.

blue tandem bike in front of outfitters exterior

For the active couple, or just the pair who is looking do something a little different, enjoy the daylight—and each other’s company—while exploring the Island on a bicycle built for two. The staff at Hilton Head Outfitters are more than happy to offer advice on which routes to take. To really go the extra mile, order some takeaway from Big Jim’s or the General Store and pack a picnic for two.

Of course, when it comes to the perfect date night, what matters most is the person you’re with so why not keep it simple with a handheld stroll along the beach? We’ve got three miles of stunning beachfront that provide the perfect place to relax and reconnect.

Make this Valentine’s Day extra special and surprise your loved one with a Lowcountry date night that’ll be one to remember.


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