Our List of The Best Hilton Head Events

Posted by Paige Rose on Tuesday, September 10th, 2019 at 2:56pm

hilton head events

We love the many Hilton Head events that grace our island each year. Not only do they provide incredible traditions for us locals to build, but they usher in so many visitors who we welcome with open arms.

If you’re wondering, “What is there to do on Hilton Head?” wonder no more! Of course, you can enjoy miles of beaches, every outdoor sport you can imagine and incredible cuisine, but let’s talk EVENTS. 

Here are some special things to do on Hilton Head Island that don’t won’t want to miss (in chronological order because they’re all so incredible that it’s the only fair way to feature them)!


Concours d’Elegance & Motoring Festival - November 1-3, 2019

Each fall it happens. It’s the primo Hilton Head event highlighting the love affair that exists between humans and their machines: classic cars, vintage aircraft and more.  

This is the 18th annual pairing of aeronautic and automotive history with exhibits and displays at both Hilton Head Airport and Port Royal Golf Club. On Friday guests will enjoy “Flights of Fancy” as the Wings of Freedom tour presents vintage seaplanes, WWII fighters and bombers, bi-planes, classic commercial and private planes from the 1920s, ‘30s, ‘40s, and beyond. See jets from Gulfstream, Lear, Cessna and other pioneers, private aircraft builders. You can tour many of them inside, and you can even take a ride in some WWII aircraft!

On Saturday at Port Royal Golf Club, travel back more than a century to see classic cars and motorcycles that look so good, so new, you’ll think a time machine brought you back to the first day they rolled out on the road.  

Classic foreign cars and motorcycles include Aston Martins, Corvettes, Rolls Royce, Fords, Chevys, Packards, and more. You’ll also see sedans, coupes, cabriolets and sports cars, touring bikes and other vintage motorcycles.  

Event Details: 

  • Free remote parking with shuttles to event locales.

  • Please, no pets allowed.

  • Individual day or event tickets are available.

  • Food and drink available, please do not bring your own.

  • For event tickets and info visit:  https://www.hhiconcours.com/


Hilton Head Island Wine & Food Festival - March 9-15, 2020

Consider yourself a wine enthusiast? Even if you don’t, this is the premier event for anyone who enjoys a little wine now and then.  The Hilton Head Island Wine & Food Festival presented by Publix and their fine sponsor-partners offers a week’s worth of delicious foods, wine pairings and endless fun to please everyone. 

No matter your preference, there is something happening during this week of events you will enjoy. Whether it’s Beachside Brunch & Bubbles on Sunday morning featuring ocean views at the beautiful Sea Pines beach club or an entire afternoon featuring over 250 all-inclusive wine tastings overlooking the Harbour Town Lighthouse...you’re sure to leave happy.

Celebrating their 35th year, the 2020 “week of wine” will include the following events, with more to be announced as we get closer:

March 12th | Sip and Stroll: Taste wine and shop with discounts offered by the participating shops and boutiques of Harbour Town

March 12th | Stay Gold: A Lowcountry Wine, Food and Music Experience featuring the Double Gold wines (top rated) and classic cuisine as the sun sets over the Harbor

March 13th | VIP Grand Tasting is the ultimate evening of indulgence with limited, all-inclusive tickets available

March 14th | Public Tasting: General Admission includes 250 wines, chef demonstrations, the waiter’s race and so much more, while the VIP Lounge atop Harbour Town Yacht Club includes hors d’oeuvres and a medal-winning wine selection (plus the incredible view).

So much to taste and see! Tickets ALWAYS “sell-out” before the event starts, so we recommend purchasing yours in advance.

 Event Details:

  • Location:  Harbor Town - Sea Pines Plantation - Hilton Head, SC

  • March 9 - 15, 2020

  • Visit their website for more info: https://hiltonheadwineandfood.com/

  • Attendees must be 21 or older and please, no pets.


RBC Heritage Classic Golf Tournament - April 13 - 19, 2020

If you know golf, you know all about this one. One of the most iconic Hilton Head events happens April every year since 1969! Some of the best golfers on the planet visit Hilton Head Island to vie for the Heritage Classic title at the Harbour Town Golf course in Sea Pines.

Past winners include world-renowned golfers like Palmer, Nicklaus, Faldo, Payne Stewart, Johnny Miller, Matt Kuchar, and Davis Love. All have walked off with a winner’s coveted plaid jacket during the tournament’s 50-year history. 

It’s a week-long event for players and open to galleries to see practice rounds Monday through Wednesday. Four days of tournament rounds begin on Thursday. A $6.7million prize purse awaits at the top finishers and the Heritage Classic will add to the over $43 million in charitable donations made during the course of its existence.

 Many of the Pro players bring their families along to vacation and enjoy all of the wonderful amenities offered by Hilton Head Island. All of Hilton Head Island “gets their Plaid on” for this event and we welcome golf lovers from all over the world!

 Event Details:

  • Early ticket purchase recommended

  • All rounds are open for ticketed gallery visitors

  • Individual day or full event tickets available

  • For event tickets and info, click here:  https://rbcheritage.com/



This is just the start of an amazing list of Hilton Head events you can enjoy. Experience southern hospitality, authentic Lowcountry food and drink, and the pure beauty of our special island every time you take in one of our classic events:

  1. Concours d’Elegance & Motoring Festival | Every November 

  2. Hilton Head Island Wine & Food Festival | Every March

  3. RBC Heritage Classic Golf Tournament | Every April


For more info visit:  https://www.hiltonheadisland.org/events


We’ll be adding more Hilton Head events to this list! Who else should we include?

Share your recommendations and reviews with us in the comments below!




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