CHARLESTON ITINERARIESSurf + Turf

Explore the best of both worlds: the city & the sea
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Surf + TurfDay One

From biking to the beach to exceptional shopping and dining, Kiawah Island promises the perfect mix of play and peace, and Wyndham Vacation Rentals offers an array of choices to suit every style on the island - from oceanfront homes to vacation villas.

  • Check In

    Your first stop is Freshfields Village, where you'll pop in to Wyndham Vacation Rentals to pick up your vacation rental keys. Find the Wyndham staff ready to welcome you with warm smiles and their expertise. Say hello to your own personal travel guides, excited to share their local knowledge and experience of the islands to ensure an unforgettable beach retreat.

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  • Dine, Shop & Stroll

    Freshfields Village is a center point for on-island vacationers, offering beautiful boutiques, crave-worthy cuisine and fun-for-the-whole-family entertainment! Check out their website ahead of time and mark your calendar for can't-miss events, including movies under the stars and Freshfields' summer concert series, Music on the Green.

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  • Cruise Along

    Time to cruise! Rent bicycles at Freshfields Village and spend the afternoon exploring the island on two wheels. Cruise past beautiful Lowcountry marshes, under canopies of ancient oaks, and keep your eyes peeled for scaly friends!

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  • Settle In

    Once you settle into your new home away from home, you may never want to leave! As if the breathtaking marsh view isn't enough, this home also features an infinity pool and spa and gourmet kitchen. Excuse me, do you have room for one more?

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Surf + TurfDay Two

Fuel up for a fun day downtown discovering local treasures, exploring the charm of Charleston and taking a bite out of the destination's award-winning cuisine.

  • Breakfast with a View

    Rise and shine! Make your way to the kitchen and whip up a delicious breakfast. Bacon with a side of eggs, anyone? Grab your plate to savor while sipping your morning cup of coffee (or OJ) on the outdoor patio overlooking the marsh.

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  • Treasure Hunt

    Enjoy a beautiful, scenic drive to downtown Charleston where you'll spend the day exploring local treasures, including Croghan's Jewel Box, a sparkling nook of heirloom silver, estate jewelry and classic gifts, and Candlefish, home to more than 30 brands of unique candles and a hands-on candle making workshop!

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  • See the Sights

    Ready to #ExploreCharleston? Join Old South Carriage Co. and clip clop your way past antebellum mansions and Instagrammable destinations, like Rainbow Row and The Battery, while hearing tales of Charleston's storied past.

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  • Rooftop Hangs

    Ready to revel in the Holy City skyline? Sip on an El Matador cocktail on the rooftop at STARS while escaping the hustle and bustle of King Street below. Following pre-dinner cocktails, make the short stroll to Indaco for rustic Italian cuisine, including wood-fired pizzas and hand-crafted pastas, prepared to be enjoyed family-style or a la carte.

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Surf + TurfDay Three

Your final day includes all of the essentials: beach, brunch, spa + spirits. Enjoy a full day surrounded by water before saying "so long" to the coast.

  • Early Bird Beach Walk

    Trust us; a sunrise beach stroll in Charleston is well worth the early wake up call. Along with the peaceful sound of lapping waves, enjoy Kiawah Island's 10 miles of pristine beach, where seabirds and sea turtles abound.

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  • Oceanside Brunch

    Relish the backdrop of the Atlantic Ocean while enjoying Lowcountry Eggs Benedict, Shrimp & Grits or Southern Stack Pancakes (complete with blueberries, of course) at Jasmine Porch. Chef Jason Cote offers a seasonal menu featuring garden-fresh products sourced from farms located near Kiawah Island.

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  • Relax & Retreat

    Retreat to The Sanctuary Spa at Kiawah Island Golf Resort and indulge in a soothing treatment derived from botanical extracts, nourishing seaweed and rich mud. Following your treatment, relax in one of the resort's garden-inspired solariums and sink into your spa experience.

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  • Yes way, Rose!

    After a full day of splendor by the shore, it's time to unwind even further with an evening glass of rose (AKA "summer water") and cheese tray by the pool. Already planning your return trip to the coast? We'll be waiting... open arms, craft cocktails, beautiful beach towns and all.

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