Everyone enjoys a good date night every once in a while. It’s all about slowing down, reconnecting, and soaking in the little moments that make life sweet. Whether you’re a couple or even just best friends, date night activities are all about quality time wrapped in good vibes and maybe a glass of wine or two!
At Sea Pines on Hilton Head Island, date night is code for intentional fun. Let’s share how to do it right in this slice of paradise, shall we?
Walk the Harbour Town Pier
Address: 149 Lighthouse Road, Hilton Head Island, SC 29928
Phone: N/A
The Harbour Town Pier is the kind of place where you can take your time. Watch the sunset paint the sky, share a quiet moment by the water, or snap a selfie with the Harbour Town Lighthouse in the background. This charming stretch extends right into the sparkling waters of the yacht basin, offering views of sailboats gliding by. Your stroll can be romantic or leisurely; it’s all up to you!
Get Body Treatments
Address: 71 Lighthouse Road #613, Hilton Head Island, SC 29928
Phone: (843) 363-6000
Who wouldn’t want to get pampered together? At Le Spa at the Sea Pines Shopping Center, your date night will renew your bodies and spirits. Le Spa offers various body treatments like side-by-side massages, a Chinese Herbology Body Polish, and a Mud Therapy Body Mask. It’s your chance to indulge in self-care with your loved ones! Walk in with all the worries and exhaustion daily life brings, and walk out refreshed and ready for whatever may come your way.
Catch a Gregg Russell Concert
Address: 147 Lighthouse Road, Hilton Head Island, SC 29928 (Liberty Oak Tree)
Phone: (843) 785-3333 (The Sea Pines Resort)
Head over to Harbour Town for a Gregg Russell concert, a true Sea Pines tradition! Gregg Russell is a Hilton Head Island icon revered for his music that brings everyone together. He holds concerts seasonally under the massive, beautifully lit Liberty Oak Tree, so be sure to check the schedule for a memorable date night. You’re welcome to clap with the crowd, sing your heart out, or simply enjoy the feel-good vibes under the stars.
Book a Full Moon Shore Explore
Address: 87 North Sea Pines Drive, Hilton Head Island, SC 29928 (Sea Pines Beach Club)
Phone: (843) 785-3333 (The Sea Pines Resort)
Have you ever wondered what the beach is like when the moonlight dances on the waves and the shoreline takes on a peaceful, otherworldly glow? The Full Moon Shore Explore lets you see Sea Pines’ beaches in a whole new light — literally. If your date night falls on a full moon, this guided exploration of the shoreline will teach you about ocean tides, lunar cycles, and the fascinating creatures that come out to play after sundown. It’s part science, part adventure, and all-around enchanting.
Go On a Sunset Dinner Cruise
Address: 149 Lighthouse Road, Hilton Head Island, SC, 29928 (Vagabond Cruise)
Phone: (843) 363-9026 / (843) 938-3040
Few things say “date night goals,” like dinner on the water while the sun dips below the horizon. In Sea Pines, that dream is totally within reach. Hop aboard the Spirit of Harbour Town, a million-dollar yacht, and treat yourself to Vagabond Cruise’s Sunset Dinner Cruise. Are you visiting in the summer? Make your Tuesday night extra special with the Fireworks Dinner Cruise, where you can get all the perks of a cruise plus a dazzling fireworks show!
Listen to Live Music
Whether it’s a mellow acoustic set or an upbeat band that gets your toes tapping, live tunes create that feel-good date night energy. Luckily, Sea Pines has no shortage of great spots for live music while you dine, sip, and unwind. Here are three restaurants you can make your way into.
Harbourside
Address: 144 Lighthouse Road, Hilton Head Island, SC 29928
Phone: (843) 842-1444
Harbourside is an outdoor diner in Harbour Town that serves burgers, hot dogs, refreshing beverages, and more. Live music plays from four o’clock to seven!
Coast, Oceanfront Dining
Address: 87 North Sea Pines Drive, Hilton Head Island, SC 29928
Phone: (843) 842-1888
Date night dinner at the Coast, Oceanfront Dining involves fresh local seafood and more from four to nine. Live music ends at seven, so make an early reservation.
Quarterdeck
Address: 160 Lighthouse Road, Hilton Head Island, SC 29928
Phone: (843) 842-1999
Eat near the iconic lighthouse and have 270-degree views of the Calibogue Sound! Quarterdeck also has a bar service open until 10 PM for late date night drinks.
Dine in at a Fancy Local Restaurant
There’s a reason dinner dates never go out of style. Sharing a delicious meal is the ultimate way to enjoy each other’s company! Grab a table in the following restaurants, toast to the night, and let Sea Pines take care of the rest.
Links, an American Grill
Address: 11 Lighthouse Lane, Hilton Head Island, SC 29928
Phone: (843) 363-8380
Links, an American Grill holds Prime Rib Nights on Wednesdays. You don’t want to pass up their Wine Spectator award-winning wine list!
Ocean Lounge
Address: 87 North Sea Pines Drive, Hilton Head Island, SC 29928
Phone: (843) 842-1888
Define upscale dining at Ocean Lounge, which serves Coast, Oceanfront Dining’s full dinner menu with views of the Atlantic Ocean. Expect a collection of bourbons, cognacs, cordials, and more, too.
CQ’s Restaurant
Address: 140-A Lighthouse Road, Hilton Head Island, SC 29928
Phone: (843) 671-2779
CQ’s Restaurant promises American cuisine with the freshest ingredients from local farmers and waters. It has been around since the 1970s, making date nights special for locals and tourists.
Date Nights in With Beachside Hilton Head
Sometimes, the best date nights don’t even require going out. Imagine a cozy night in, just the two of you (or the whole crew), unwinding in a vacation home. Have a nightcap on the deck, listen to the ocean breeze, or curl up for a movie after a beachside walk. No rushing activities, no crowds — just comfort, privacy, and a touch of luxury.
Beachside Hilton Head has a great deal of vacation rentals in Sea Pines, perfect for romantic getaways, family trips, or a weekend with friends. Trust us for an escape you’ll talk about long after the date night ends. Call (854) 203-3815 or contact us online to book your stay!
