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The Ultimate Girls’ Trip Itinerary for Spring Break on Hilton Head Island

By Hilton Head Insider

With its pristine beaches, world-class golf courses, luxury spas, and vibrant dining scene, there’s no shortage of activities to entertain you and your girlfriends here on Hilton Head Island. And with so much to do, we’ve made planning a breeze. From group bike adventures and beach days to golf, spa treatments, shopping, and dining, this 5-day itinerary offers the perfect mix of relaxation and adventure. Read on to discover the best ways to spend your days on a getaway to America’s Favorite Island®.
 

Where to Stay

Hilton Head Island® has something for everyone, with a wide range of accommodations to suit any group. Whether you’re looking for luxury amenities, a cozy home base, or a tranquil spa retreat, the island has something for every vibe. Here's a curated selection of exceptional choices:

Hotels, Inns, and Resorts: For a classic Hilton Head Island stay, there is an array of hotels, inns, and resorts to choose from. These options offer everything from boutique-style charm to full-service resorts with stunning ocean views. Perfect for groups who want to be close to all the action, these accommodations provide a comfortable, hassle-free experience with plenty of amenities to enjoy during your downtime.  

Vacation Homes & Villas: If you’re looking for a more private and spacious setting, vacation homes and villas offer an ideal choice. Many come with multiple bedrooms, kitchens, and living spaces, giving your group a cozy feel while still enjoying the perks of Hilton Head Island’s beautiful surroundings. Whether privately tucked away near the beach or surrounded by live oaks draped with Spanish moss, these properties give you the freedom to come and go as you please, making them ideal for group get-togethers and shared meals. 

Spa Resorts: For a truly rejuvenating experience, be sure to explore the many spa resorts on Hilton Head Island. These destinations are designed to help you unwind and recharge, with indulgent spa treatments, tranquil settings, and wellness-focused amenities. Whether you’re looking to pamper yourselves after a fun-filled day of shopping or golf, these resorts provide the perfect environment to relax and connect with your girlfriends.

large vacation home with private pool

Day 1: Arrival and Beach Day Bliss

Start your spring break the right way by heading straight to the beach upon arrival. Hilton Head Island is known for its pristine, wide stretches of sand, and the beach is the perfect place to unwind after your journey. Spend the afternoon lounging under an umbrella or taking a dip in the Atlantic, soaking in the Lowcountry’s coastal beauty. For the active ones in the group, rent bikes and cruise along the beach paths to enjoy scenic views of the water and natural surroundings.

Where to Eat:
For dinner, head to Hudson's Seafood House On The Docks, a laid-back beachfront restaurant offering delicious seafood and classic Lowcountry fare with an ocean view. Enjoy cocktails and light bites while watching the sunset — talk about the perfect way to kick off your girls’ trip!

hhi beach

Day 2: Group Bike Adventure and Spa Day

Start your second day on a guided bike tour with Peddling Pelican Bike Rentals, Inc. through Hilton Head Island’s 60 miles of scenic  leisure pathways. Whether you’re exploring the local beaches or venturing through charming neighborhoods, this adventure will take you off the beaten path and give you a unique view of the island’s hidden gems. Many bike tours also feature wildlife sightings, so keep your eyes peeled for local birds and marine life.

After your morning adventure, it’s time to unwind at one of Hilton Head Island’s luxurious spas. Moor Spa Hilton Head offers a variety of pampering treatments, from massage to facials, making it the perfect way to recharge.

Where to Eat:
Enjoy a delightful dinner at the Skull Creek Dockside, one of the island’s most popular dining spots, known for its fresh seafood, coastal ambiance, and live music.

spa

Day 3: Golfing and Shopping

Hilton Head Island is renowned for its exceptional golf courses, so no trip would be complete without hitting the links. Spend the morning at Harbour Town Golf Links, one of the island’s most famous courses, or explore any of the other 23 courses right on Hilton Head Island. Whether you’re a seasoned golfer or just looking to have fun with your friends, this is an iconic way to experience the best of Hilton Head Island. 

In the afternoon, stroll through Coligny Plaza for some retail therapy. This open-air shopping center is filled with boutiques, art galleries, and local shops, offering everything from beachwear to unique souvenirs. You’ll find the perfect items to remember your trip and bring a little Lowcountry charm back home.

Where to Eat:

Treat yourself to a memorable stop at Hilton Head Social Bakery LLC for a laid-back cafe experience offering savory pastries, like brioche, warm flaky croissants, cookies, bread and more!

harbour town golf links

Day 4: Outdoor Recreation & Dining

Hilton Head Island offers a wealth of outdoor activities to enrich your spring break experience. Begin your day with a guided kayak tour through the island's serene waterways. Kayak Hilton Head and Dolphin Discoveries Boat Tours provides an exceptional opportunity to explore the island's natural beauty while encountering local wildlife. Their tours boast some of the highest dolphin sighting rates on the island, offering a chance to observe these playful creatures in their natural habitat.

In the afternoon, consider visiting the Sea Pines Forest Preserve, a 605-acre nature preserve offering a network of trails through diverse habitats, including freshwater lakes, saltwater marshes, and forested areas. This preserve is a haven for birdwatchers and nature enthusiasts, providing a tranquil setting to observe local flora and fauna. 

Where to Eat:
For a refined dining experience, head to The Old Oyster Factory, where you can enjoy incredible seafood with sweeping views of the island’s waterways. A refreshing cocktail paired with good company is the perfect recipe for a girls' night out.

kayakers lined up in the water

Day 5: Relaxation and Departure

On your last day, take it slow and enjoy a leisurely morning at one of Hilton Head Island’s charming cafes, such as Palmetto Bay Sunrise Cafe. Indulge in Southern-style breakfasts like shrimp and grits or enjoy fresh fruit with a view of the harbor. 

Before you make your way back home, take one final stroll along the beach or enjoy some quiet time by the pool to reflect on the memories you made. Hilton Head Island's laid-back charm will have you feeling relaxed and rejuvenated for the journey home.

Where to Eat:

Before departing, savor a final Hilton Head Island® experience at Quarterdeck. Enjoy exquisite seafood and breathtaking waterfront views, the perfect culmination to your island getaway.
 

water front dining and drinks

Whether you’re lounging on the beach, exploring the island by bike, enjoying a rejuvenating spa day, or savoring fresh seafood at sunset, Hilton Head Island offers the perfect balance of relaxation and adventure for a memorable spring break getaway with your closest friends. With so many activities to choose from, every moment spent on America’s Favorite Island® will be filled with laughter, luxury, and lasting memories. Start planning your trip today and experience all the charm and beauty Hilton Head Island has to offer–an escape you’ll never forget. 
 

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