Stay In

Hilton Head Island may be packed with outdoor activities, but it's also not a bad idea to stay in this Valentine's Day. Choose from a wide array of accommodations ranging from oversized private homes to cozy condos. There are also several luxurious hotels scattered around Hilton Head Island that offer sweeping views of the island's magnificent blues and greens and various amenities that will make you feel like a King and Queen on this special day!

Go All Formal and Reserve a Dinner Date for Two

Clean up and get your best suit ready-- dining out at any of Hilton Head Island's top-notch restaurants is first on our list! Women love anything fancy, and they sure wouldn't say no to a classy dinner out for Valentine's day. From a delicious three (or five!) course meal to expertly-aged special champagnes and delectable desserts, a formal dinner is one of the most popular choices for a Hearts' Day date, and it has a hundred percent success rate, especially if you've chosen the RIGHT restaurant. Don't forget to read the food reviews!

Sunset Cruise, Anyone?

Are you looking to impress your date this Valentine's Day? Go book two seats for a sunset cruise around Harbour Town! 

Imagine sharing a delicious dinner while cruising the Calibogue Sound at sunset-- the view, the food, the beautiful music, and the calming effect of the dark blue waves. It's like a scene out of a romantic film, and you don't even have to go to another city to do it! And the best thing about cruises? The after-party! Celebrate the Day of Love with fellow lovebirds, and enjoy the night! Dance, sing, and drink all the delicious cocktails that you can-- a dinner cruise for Valentine's Day is a sure win!

A Sugar Buffet For A Sweet Day

Are you and your partner big on sugary sweets? Valentine's Day isn't complete without a heart-shaped box of desserts, and on Hilton Head Island, you can get all sorts of delicious goodies in every corner of the island! From expertly-baked sweet pastries, cold and creamy ice-creams, and mouth-watering pralines and chocolates, Hilton Head offers is a legit dessert haven for all sugar-holics! Who says you have to eat dinner before you can get to all the sweets? Skip the dinner reservations and just go straight to dessert! Hop from one bakery to another, try out all the ice cream shops, and visit the famous fudge shops around town-- treat her to some sweets to soften up her heart. Have a (sugar) blast!

Golf in Style

Hilton Head Island is called "The Golf Island" for a good reason, and it's one you shouldn't miss this Valentine's Day weekend! 

Enjoy the island's world-class, public-access golf courses with your beau this Valentine's Day weekend and enjoy a day of golf and intimate conversations. Most of the popular golf courses on the island are within (or near) resorts and hotels, so you won't have a problem finding stuff to do afterward.

Go For A Leisurely Hike 

Tourists flock to Hilton Head Island for its beaches, but there's much more to explore on this little coastal jewel than 12 miles of seashore. For Valentine's Day weekend, give in to your craving for an ultimate open-air experience and take on the island's scenic hiking spots. Hiking is a perfect Valentine's date idea if you're the type of couple who enjoys nature, being active, and having fun, and there's no better place to do it than HHI!

A Picturesque Bike Ride For Two

Enjoy the Hilton Head Island's land scenery through its 35 miles of bike trails. The island's outstanding pathway network allows recreational and seasoned bikers to experience the allure, relaxed atmosphere, and healthy lifestyle of HHI on pedals. 

This Valentine's Day, discover destinations that boast Hilton Head Island's rich history and natural beauty (without the swarm of tourists) through the island's hidden bike routes nestled in peaceful parks along the HHI's 60-plus miles of public multi-use pathways. It's going to be a fun and adventurous bike date for two, that's for sure!

Ride Away into the Sunset (Or Sunrise!)

Fulfill your wife's fantasy of becoming a princess cut out of a storybook by going on a romantic horseback ride through the enchanting forest-- right here on Hilton Head Island! Arrange for a reservation at any of the stables on the island, and head out on a trail ride. You can even request for a more personal horseback date with your loved one by getting a private ride for an additional fee! Aside from the magical ride, you may also enjoy the perks of the preserve-- fresh air, luscious greens, and the quiet calmness of nature. A perfect way to spend Valentine's Day!

Water Adventures for your Excited Heart

Anyone up for some water sports? Yes, you read it right! Going in the water during the winter season is probably not such a good idea, but not if you're in Hilton Head! Thrill-seeking couples will have a blast going through different water activities the whole day. We're talking kayaks, paddle-boarding, parasailing, and the works! And since it's Valentine's Day, you can also head out on the Sunset Sweetheart Paddle at Shelter Cove for a guided ride launched at the Broad Creek. Get your summer groove in winter-- Hilton Head Island wasn't dubbed the summer capital of the South for nothing!

Just Stay Lowkey and Enjoy the Island's Beaches

Whichever option you choose, spending Valentine's Day in Hilton Head Island is guaranteed to be one of the most amazing dates you can share with your loved one. It's the people, the view, and the simplicity of the island that makes the whole experience special. And if ever you run out of ideas (or budget), you can always just keep it lowkey and go back to the basics-- drive by the beach, set up a simple picnic by the shore, and enjoy each other's company. With a beautiful date by your side, nothing can go wrong.