HHI.com - Your Guide to Hilton Head Island

Pickleball Beginners | Palmetto Dunes
2026-03-28 09:00 - 10:00, 2026-03-27 09:00 - 10:00, 2026-03-26 09:00 - 10:00, 2026-03-25 09:00 - 10:00, 2026-03-24 09:00 - 10:00, 2026-03-23 09:00 - 10:00, 2026-03-22 09:00 - 10:00, 2026-03-21 09:00 - 10:00 (America/New_York) and 10 more dates | Palmetto Dunes Tennis & Pickleball Center, 4 Queens Folly Road, Hilton Head, SC, 29928, United States
Ages 13+ Beginner

Learn the basics: rules, scoring, court positioning and basic strategies. Recommended for new players or players who have started playing but lack formal instruction.

$34 per person

Grand Tasting - HHI Wine & Food Festival
2026-03-27 17:30 - 19:30 | Country Club of Hilton Head, 70 Skull Creek Dr, Hilton Head, SC, 29926, United States
Hilton Head Food and Wine Festival
March 27, 2026
5:30-7:30 p.m.

Country Club of Hilton Head
70 Skull Creek Dr
Hilton Head Island, SC 29926
Website Link
The Grand Tasting event is one to remember— the culmination of award-winning wines from our international judging competition and top wines from our wine partners, this event is the pinnacle of the week’s activities. This year’s Grand Tasting is hosted by the Country Club of Hilton Head–a most elegant setting for our most elegant event.

Wine, Food, and Music Experience -HHI Wine & Food Festival
2026-03-26 18:30 - 20:30 | Rollers Wine & Spirits, 9 Palmetto Bay Rd, Hilton Head, SC, 29928, United States
Hilton Head Food and Wine Festival
Stay Gold: A Lowcountry Wine, Food, and Music Experience

Website Link:

Taking place at golden hour, this one-of-a-kind experience will feature the best in local live music and Double Gold wines from our international judging competition, paired with Lowcountry cuisine.

March 26, 2026
6:30-8:30 p.m.

Rollers Wine & Spirits Palmetto Bay Road
9 Palmetto Bay Rd
Hilton Head Island, SC 29928

Sip & Stroll - HHI Wine & Food Festival
2026-03-25 16:00 - 19:00 | SC
Hilton Head Food and Wine Festival
March 25, 2026
4:00-7:00 p.m.

Shops at Sea Pines Center
71 Lighthouse Rd
Hilton Head, SC 29928
Website Link

The onset of spring is the perfect time to stroll the Shops at Sea Pines Center with a glass in hand and friend by your side.
A pop-up art market will supplement the collection of shops with curated works of artists and artisans, and restaurants will have doors open to welcome you to stay for a bite post-shopping, all accompanied by endless all-inclusive drink tastings.
This has always been one of the most popular events of the week and is sure to sell out quickly; reserve your tickets now!

Seafood Festival | Lowcountry Seafood Experience
2026-03-23 10:00 - 17:00 | Hudson Seafood Restaurant, 1 Hudson Rd., Hilton Head, SC, United States
Hilton Head Seafood Festival

Hudson’s Seafood Restaurant
Experience what the Lowcountry waters have to offer!

Prices

$135
People

Prices for Monday, February 23, 2026 at 10:00 AM ›

Rate

$135 per person includes boat excursion as well as a meal and one beverage

Duration – 2 Hour Boat Excursion with meal afterwards at Hudson’s

About A two hour excursion that includes instruction on shrimping, oystering, and crabbing with one of the Lowcountry’s foremost waterman, Captain Chris Shoemaker. The captain will demonstrate the skills required to “put food on the table.” After the work is done, guests will enjoy the fruits of their labor at Hudson’s Seafood House on the Docks. Includes a complimentary soft beverage or draft beer as well as sampling of what was harvested at the restaurant.
Note: This excursion is weather dependent so in the case of inclement weather you have the option to cancel your reservation or move to another date/time if we have the availability.

Please call us at (843) 304-2878 or email at MayRiverExcursionsBooking@gmail.com for more information or secure your reservation!

Craft Beers at the Beach - HHI Wine & Food Festival
2026-03-22 14:00 - 17:00 | The Westin Hilton Head Island Resort, 2 Grasslawn ave., Hilton Head Island, SC, 29926, United States
Hilton Head Food and Wine Festival

Website Link:
Enjoy the afternoon sipping your way through over 50 offerings from multiple local craft breweries to find your new favorite beer to kick off the spring season on the Island. To round out the afternoon, enjoy live entertainment and a selection of food favorites available for purchase provided by the Westin’s culinary team. Cocktails and wine will also be available for purchase. This event sells out quickly every year, so grab your tickets before they sell out!
March 22, 2026
2:00-5:00 p.m.

The Westin Hilton Head Island Resort & Spa
Two Grasslawn Ave
Hilton Head Island, SC 29928

Harbour Town Spring Fest
2026-03-22 11:00 - 18:00 | Harbour Town Clubhouse, 11 Lighthouse Ln., Hilton Head, SC, 29928, United States
Enjoy the splendor of Harbour Town with a Harbour Town Shops sidewalk sale offering great deals; local favorite Deas-Guyz in concert featuring a mix of Motown, R&B, pop, rock, reggae and dance beats; nautical activities featuring a variety of watersports, tours and boat rides; dining on the harbour all day; and activities for everyone to enjoy, including an inflatable axe throwing game. The Carolina Dreamers Car Club will have a selection of classic cars on display.
Sidewalk sale: 11am-6pm
Car display: 12-4pm
Deas-Guyz concert: 1-4pm
Activities: 1-4pm

Hilton Head Community Market
2026-03-22 09:30 - 12:30, 2026-03-15 09:30 - 12:30 | Shelter Cove Community Park, 39 Shelter Cove Lane, Hilton Head, SC, 29928, United States
Markets held weekly February through December, rain or shine.
Shop small with local makers, bakers & more!
The HHI Community Market was started in 2022 by four local business owners who saw a need and filled it. With a passion to foster community and bring a spotlight to local nonprofits, the market partners with Island Rec to bring a mix of local farmers, makers, bakers & more to a new weekly Saturday morning market. Dedicated to vendor success and community involvement, 50%+ of all vendor fees collected are donated monthly to our featured nonprofits.

Arts Center | The Casey Kasem Experience
2026-03-21 19:30 - 22:00 | Arts Center of Coastal Carolina, 14 Shelter Cove Ln., Hilton Head, SC, 29928, United States
Arts Center of Hilton Head.

Buy Tickets

LIVE BAND • 40 Songs • Legendary Voice

A dynamic tribute to the golden age of radio, this Broadway-style music production celebrates America’s iconic voice, Casey Kasem, through storytelling, live music, and the unforgettable Top 40 hits that shaped a generation.
🎶 Performed by: Casey’s Coast to Coast Band, featuring Hall of Fame legends Dixiana and Howard Hudson (of The Love & Hudson Radio Show), delivering authenticity, energy, and true star power.
This live show brings back the magic of American Top 40 with the voice of Casey Kasem and a full band performing top Billboard hits from the ’60s, ’70s, and ’80s.
Produced by the South Carolina Entertainment and Music Hall of Fame

Hilton Head Wingfest
2026-03-21 11:00 - 21:00 | Lowcountry Celebration Park, 94 Pope Avenue, Hilton Head, SC, 29928, United States
Island Rec Center Hilton Head Island

Saturday’s event will feature 20 – 25 local restaurants cooking their best wings. Over 8,000 lbs of chicken wings will be served at the fun-filled, family-friendly festive atmosphere. There will be many activities such as a kid’s zone, rock climbing wall and bungee jump. Cheer on or participate in the Kid’s Wing Bobbing Competition or Adult Wing Eating Contest. Vote for your favorite wing and watch the winner be crowned at 4:30pm. Admission is $10 with children under 11 are free.
Saturday, March 21, 2026 11:00 a.m.-5:00 p.m.
Price: Admission $10 (children under 11 are FREE), food/beverages/activities sold separately
Interested in sponsoring Wingfest? Please email info@islandreccenter.orgFood, Drink, and Family Fun Activities
Credit Cards and Apple Pay accepted inside of festival, no cash!
Wing Punch Cards – Must purchase a punch card at the event to sample Wings

Uncorked -HHI Wine and Food Festival
2026-03-19 18:30 - 20:30 | Sonesta Resort Hilton Head Island, 130 Shipyard Drive, Hilton Head, SC, 29928, United States
This joyous kick-off event will “uncork” our 2026 festival with sips and snacks among friends!
This event is our “riff” on the famous Open That Bottle Night. So it is about opening and sharing wines that bring back memories with old friends and making new friends who enjoy wine.
6:30-8:30 p.m.

Sonesta Resort Hilton Head Island
Oceanfront Beach Pavilion
130 Shipyard Dr
Hilton Head Island, SC 2992

The Hilton Head Island Wine and Food Festival makes its return March 22-28, 2026, bringing with it beautiful weather, delicious sips and tasty bites from the region’s culinary leaders. Website Link
The Hilton Head Island Wine and Food Festival has been proudly supporting the community for 41 years. Proceeds from our wine auctions at the Grand Tasting and Public Tasting events benefit the John F. & Valerie Currie Educational Scholarship Fund for college students pursuing a degree in the hospitality and tourism field. The scholarships are currently offered at the University of South Carolina Beaufort and the Technical College of the Lowcountry. In the past nine years, the Festival has supported deserving students with $155,000 in contributions from the scholarship fund.
Hilton Head Food and Wine Festival

Beach Sweep | Sea Pines
2026-03-13 14:00 - 17:00 | Sea Pines Beach Club, 87 N Sea Pines Drive, Hilton Head, SC, 29928, United States
Join the Sea Pines Resort at the Annual Spring Beach Sweep. Our participation includes a commitment to clean our designated mile and a half stretch of beach in front of the Sea Pines Beach Club. Help us keep our beloved beaches clean!
Meet us at the entrance to the beach right before the boardwalk in front of the Sea Pines Beach Club.
Visitors who are not registered guests of The Sea Pines Resort or Sea Pines property owners will be required to pay the $10 gate fee to enter Sea Pines.
