Romantic Things to Do in Hilton Head This April: Shows, Golf & Great Food

April Date Nights in the Lowcountry: Because Love (and Fun) Is in the Air

April in the Lowcountry? Chef’s kiss. The weather is perfection, the azaleas are showing off, and there’s no shortage of things to do—especially if you’re looking for a date night (or day date) that’s more “ooh la la” than ho-hum.

This month, we’ve got two chef's-choice picks that offer a little something for everyone: a night at the theater with Waitress at the Arts Center of Coastal Carolina, and the always iconic RBC Heritage PGA golf tournament on Hilton Head Island. Both make for amazing spring dates—but we’re not stopping there. We’re pairing these events with nearby restaurants and bars to help you turn your outing into a full-blown Lowcountry experience.

Let’s map out your next date night (or weekend) in style:

 WAITRESS: The Musical at Arts Center of Coastal Carolina

Dates: April 24–28
Location: 14 Shelter Cove Lane, Hilton Head Island, SC

There’s nothing like a little Broadway-style storytelling to stir the soul. “Waitress” is sweet, a little salty, full of emotion—and we’re not just talking about the pies. Whether it’s your first date or your 500th, this show is the perfect excuse to get dressed up, hold hands in a dark theater, and maybe even cry a little. (No judgment—we cried, too.)

Nearby Dinner Spots to Pair With the Show:

• Jane Bistro & Bar – Coastal-chic vibes and cocktails that are as pretty as they are strong. A local favorite.

• Poseidon – Grab rooftop drinks before the curtain rises and enjoy sunset views of Broad Creek.

• WiseGuys – A polished, sexy vibe with shareable plates and an award-winning wine list. Perfect for a post-show nightcap.

 RBC Heritage Presented by Boeing

Dates: April 15–21
Location: Harbour Town Golf Links, Sea Pines, Hilton Head Island

If you love golf, this is your Super Bowl. If you don’t love golf, go anyway—it’s an unbeatable people-watching, cocktail-sipping, sun-soaking kind of day. Dress preppy, wear comfortable shoes, and get ready to cheer on the PGA pros while soaking up that famous Harbour Town charm.

Make it a Day-Date with These Local Favorites:

• The Quarterdeck – Newly rebuilt with killer views of the 18th hole and the Harbour Town Lighthouse. Seafood-forward, with a breezy bar scene.

• Truffles Café – Nestled in Sea Pines Center, it's a cozy, upscale option for post-round cocktails and Lowcountry classics.

• Links, an American Grill – Inside the Harbour Town Clubhouse—steak and wine with a side of golf prestige.

Want More Date Night Vibes? Try These Ideas:

• Sunset picnic at Dolphin Head Recreation Area in Hilton Head Plantation (grab takeout from Delisheeyo)

• Live music + tapas at San Miguel’s Mexican Cafe in Shelter Cove

• Boat rental followed by cocktails at Skull Creek Boathouse

• **Art stroll in Old Town Bluffton + a romantic dinner at The Pearl or FARM

A Local Realtor’s Favorite Date Night Combo:

Start with cocktails at Lucky Rooster → head to Waitress → late-night dessert at Hilton Head Social Bakery → dream about your future island home on the way back.

Too soon? Not for us.

Your Lowcountry Lifestyle Experts

At The Cobb Group, brokered by eXp Luxury Realty, we’re more than just real estate pros—we’re your go-to guides for all things Bluffton, Hilton Head Island, and beyond. Whether you're looking for the perfect neighborhood, a dreamy second home, or just want fun recommendations while you’re in town, we’ve got you.

We live here. We love it here. And we’d love to help you make it your home.

Connect with Allison Cobb and The Cobb Group anytime. If we don’t know the answer, we’ll find it—and probably send you to a great restaurant while we’re at it.

Let us be your guide to living well in the Lowcountry—one perfect day (or date night) at a time.

 www.thecobbgroup.com
allison@move843.com
 Follow us on Instagram @realtorblufftonhhi

Written by Allison Cobb

The author assumes no responsibility or liability for any errors or emissions in the content of this blog. The information provided on is an “as is” basis with no guarantee of completeness, accuracy, usefulness, or timeliness.

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