Nestled within South Carolina’s enchanting Lowcountry, Palmetto Bluff offers an unparalleled blend of luxury, adventure, and relaxation. For the discerning traveler seeking an exquisite weekend escape where relaxation is part of the appeal, this Live Oak-drenched resort promises that and so much more. Not only is it stunningly beautiful, but this incredible Southern paradise is exactly the kind of “relax and unwind destination” that makes you want to come back time and time again. With a portfolio of some of the most luxurious vacation rentals in the resort, our team has curated an array of unforgettable experiences that are designed to elevate your stay.
Come along with us as we share an itinerary for your Palmetto Bluff stay that offers up a recipe chock full of adventure and fun, with a healthy dose of relaxation added for good measure.
Friday
Friday Afternoon: Arrival and Settling In
Upon arrival, and after settling in, head out to explore everything the location of your luxurious accommodations has to offer. Take a leisurely stroll through the picturesque surroundings, immersing yourself in the natural beauty that defines Palmetto Bluff. In Wilson Village, you’ll appreciate its southern, “small village” charm with its manicured Village Green, upscale shops, delectable dining options, iconic Chapel and scenic May River views. In Moreland Village, you’ll find the wild elegance of a landscape that includes palmettos, loblolly pines, Live Oaks, sweetgrass and the beauty of Lake Bales.
To elevate your experience from the outset, our Concierge team can have our Signature Welcome Charcuterie waiting for you at your arrival —a luxurious spread of artisan meats, aged cheeses, nuts, seasonal fruits, and assorted crackers, beautifully arranged to delight your palate. This exquisite offering sets the tone for a weekend of indulgence.
Friday Evening: Private Chef Dinner
As you settle in for your first night tucked among the lush landscape of this 20,000 acre lowcountry resort, enhance your evening with a bespoke dining experience curated by a local Private Chef. The concierge team will arrange for a locally renowned chef to prepare a sumptuous dinner tailored to your preferences, allowing you to savor gourmet cuisine in the comfort of your cottage. There is nothing quite like an evening gathered around a table with family and friends for an intimate and memorable culinary journey.
Saturday
Saturday Morning: Time Spent on the Water
Start your day with an excursion along the pristine waterways of Palmetto Bluff. Our Concierge team is here to help plan a day where you can explore the serene tidal creeks and observe the diverse wildlife that inhabits the area. From a guided kayaking excursion, to a private fishing charter, or an adventure filled expedition to see bottlenose dolphins in their natural habitat, there are a variety of water-centric experiences waiting for you along the tidal creeks and estuaries of the May River.
Saturday Afternoon: Lunch at Buffalos
After your morning on the water, treat your taste buds to a culinary delight and indulge in a leisurely lunch at Buffalos. Located in the heart of Wilson Village, Buffalos is a favorite dining destination for a casual lunch or weekend brunch where lowcountry-inspired dishes tantalize in a relaxed and inviting atmosphere.
Saturday Evening: Enjoy an Evening on the Porch
In true southern fashion, the porches of the lowcountry make the perfect backdrop for a memorable night under the stars. As the sun sets, indulge in An Evening on the Porch, where you can gather with friends to enjoy the river breezes. Our Concierge team will handle all the details for setting up custom wine and beer beverage bars accompanied by charcuterie trays on your grand southern porch. This curated experience allows you to relax and enjoy quality time with friends and family amidst the tranquil evening ambiance.
Saturday Night: Movie Under the Moonlight
Conclude your day with the Movie Under the Moonlight experience. From classics like Casablanca or a family friendly favorite like Beauty & the Beast, we invite you to enjoy an evening filled with the stars of Hollywood … under the starry skies of the lowcountry! Our Concierge team can arrange a private outdoor cinema setup, complete with a selection of classic films, plush seating, popcorn and gourmet snacks. Under the canopy of stars, this intimate setting offers a cinematic experience like no other.
Sunday
Sunday Afternoon: Biking Through Nature Trails
Embrace the morning with a leisurely bike ride through Palmetto Bluff’s extensive network of scenic trails. Our Concierge team can ensure that every member of your group has a bike, even the littlest one for a leisurely trailer ride along, allowing you to explore the lush landscapes at your own pace. The paths meander through ancient live oaks draped in spanish moss, loblolly pines and along serene waterways, offering a peaceful start to your day.
Sunday Evening: Firepit and S’mores
As your weekend retreat draws to a close, plan to enjoy a Firepit and S’mores experience around your private fire pit for a classic graham cracker + marshmallow + chocolate delight or a shmorgasboard of tasty s’more options for those who are feeling adventurous! The concierge will provide all the essentials, allowing you to indulge in this timeless treat under the starlit sky—a sweet ending to a luxurious getaway.
Stay in Luxury
From the verdant fairways of the golf course to the tranquil waters of the May River, plus adventures that include biking, tennis, pickleball, or fishing for reds along the tidal creeks all set amidst a breathtaking backdrop, Palmetto Bluff weaves a tapestry of experiences that captivate the senses and nourish the soul. Plan to stay in luxurious comfort with our collection of vacation rentals in Palmetto Bluff that feature incredible amenities and superb locations. A weekend at Palmetto Bluff offers more than just a getaway; it provides an immersive experience where luxury meets nature, and where your vacation can include days filled with adventure. And, during your stay, why not plan a southern-style happy hour on the porch, or travel by private water taxi to explore the Bluffton Farmers Market? With our Guide to Exclusive Experiences, you can rest assured our dedicated concierge team is at your service, ensuring every detail is meticulously arranged for exclusive experiences designed to elevate your stay. From organizing bespoke activities to securing dining reservations, their commitment to excellence guarantees a weekend of unparalleled luxury and relaxation.
Are you daydreaming of your next vacation? Look no further than Isle of Palms, SC, where sun-filled beach days meet thrilling water sports, world-class dining, and easy access to the historic gems of Charleston. Whether you’re an adventurer or a beachcomber, this itinerary will help you enjoy the best of the island lifestyle. From sunrises over the Atlantic to dinners at sunset, here’s how to plan your perfect trip to Isle of Palms.
Day 1: Welcome to the Island!
Your journey begins with checking into your rental and taking in the views of Isle of Palms’ natural beauty. You’ll immediately feel the allure of this coastal paradise, where the ocean stretches before you and marshlands add a touch of the surrounding lowcountry vistas.
Pro Tip: Be sure to catch a stroll along the beach at low tide. This is prime time for hunting for shark teeth, one of the hidden treasures of Isle of Palms! With soft sands and the gentle lapping of waves, it’s the perfect introduction to your island adventure.
After you’ve settled in and soaked in the views, it’s time to fill your belly at The Refuge, a local favorite for fresh, flavorful dishes. Known for its laid-back vibe and coastal-inspired menu, The Refuge will offer you a taste of what this island is all about—fresh, delicious, and local.
Day 2: Explore History and Coastal Charm
Start your day early with a stop at Sea Biscuit Cafe, a charming spot where you can indulge in freshly made pastries and locally roasted coffee. It’s a great way to fuel up before a day filled with both exploration and relaxation.
Once you’re caffeinated and ready, take a quick 20-minute drive over the iconic Ravenel Bridge to historic downtown Charleston. The bridge itself offers breathtaking views of the Cooper River, so don’t rush the drive—take it in! Charleston’s Waterfront Park awaits you with its charming oak-lined paths and famous Pineapple Fountain, a symbol of Southern hospitality.
After soaking up the history and charm of downtown, head back to Isle of Palms to experience some of the island’s finest dining at Coastal Provisions. This refined restaurant at the Wild Dunes Resort offers seafood dishes that reflect the bounty of the surrounding waters. Enjoy oysters, fresh fish, and local specialties while taking in the relaxed, upscale atmosphere.
Day 3: Adventure on the Water
It wouldn’t be a trip to Isle of Palms without some time spent on the water. The island is a haven for watersports enthusiasts. Whether you’re into kayaking, paddleboarding, or kite surfing, the island offers something for everyone. The winds and tides here make it an ideal destination for kite surfers, and Isle of Palms is often touted as one of the best spots in South Carolina for this thrilling sport.
To experience life like a local, start your day early and head to the Isle of Palms Marina. Here, you’ll rent a boat for a day of fishing or cruising along the Intracoastal Waterway. The marina is a fantastic launch point, with easy access to nearby barrier islands and Charleston Harbor. Spend a day exploring nearby Deweese or Capers islands. If you’re lucky, you might spot dolphins playing in your boat’s wake!
After reeling in your catch of the day (or enjoying a leisurely cruise), head to Islander 71, located adjacent to the IOP Marina, serving up succulent seafood, local favorites, and simply breathtaking views of Morgan Creek and the Intracoastal Waterway.
Wrap Up Your Trip with a Tour
Before you head home, spend your last afternoon biking the palm tree-lined streets of Isle of Palms. The island is easy to navigate and offers scenic views at every turn. You’ll find beautiful beachfront homes, maritime forests, and quiet paths perfect for cycling. There’s something deeply relaxing about soaking in the sights at your own pace.
If you’re looking for a more structured activity, consider joining a guided eco-tour to Bull’s Bay to explore the island’s marshlands and learn about the local ecosystem. The island is teeming with wildlife, from seabirds to crabs to fish, making it a nature lover’s dream.
After a day spent exploring comes to an end, stop by Papi’s Taqueria for some well-deserved tacos. Located just steps from the beach, this casual eatery serves up creative takes on classic Mexican fare, with fresh ingredients and bold flavors and endless Atlantic Ocean views.
Why Isle of Palms?
Isle of Palms isn’t just a beach destination—it’s an adventure lover’s playground, a foodie’s paradise, and a history buff’s dream all rolled into one. You’re just minutes away from Mount Pleasant, a charming town that’s home to Shem Creek, still an active hub today for Charleston’s shrimping fleet, plus restaurants, shopping, and parks, and only a short drive from the historic wonder of downtown Charleston.
Whether you’re into watersports like kayaking and kite surfing or you prefer a more laid-back experience of boating and fishing, Isle of Palms offers a wide array of opportunities to connect with nature and enjoy Southern hospitality at its finest. With its gentle waves and pristine beaches, it’s the perfect setting for both action-packed days and long, lazy afternoons.
So, what are you waiting for? Bookmark this itinerary and get ready to experience the best of Isle of Palms! From beach walks and shark tooth hunting to savoring fresh seafood and experiencing the thrill of water sports, your ideal island getaway awaits. Book a stay at one of our Isle of Palms rentals and let our Concierge team help you plan a fun-filled Isle of Palms vacation.
Did you know Charleston is considered one of the most romantic city in the US! From cozy sidewalk cafes perfect for mornings filled with coffees and pastries, to strolling hand-in-hand through gardens overflowing with camellias, jasmine and magnolias, and incredible restaurants for those whose “one & only” is also a foodie at heart, no other southern city offers such an endless array of activities filled with romantic possibilities.
You can discover all of Charleston’s best-kept secrets by downloading the Insider’s Guide to Charleston. This curated guide is bursting with restaurants, activities, and top destinations, and it includes some of our Top 5 favorite things to see and DO in Charleston, for any kind of vacation you can dream of.
Here are some of our favorite ways to experience Charleston when love is in the air.
Indulge in The Best Brunch
Voted the Second-Best Brunch Restaurant in the US, Charleston’s High Cotton serves up classy southern brunch in a soft, romantic atmosphere. Located in the French Quarter of Charleston, this elegant spot surprises and delights brunch go-ers daily. Our favorite offerings are the Chicken and Waffles and the Crabcake Benedict. Keep the celebration going by ordering a bottle of bubbly and the Mimosa Trio.
(Sight) See the Romance!
Spend your days exploring the historic city of Charleston! Book a private horse-drawn carriage tour and learn about the rich history of Charleston from a local. You’ll be an expert in no time. Fans of The Notebook will enjoy a trip to Cypress Gardens. The Gardens are the backdrop of the famous rowboat scene. Take one of the rowboats for a spin yourself while you’re there – it’s the perfect romantic photo op.
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A Day Trip for Two
After you’ve made the most of your time in the city, take a day trip to Sullivan’s Island for a beach day! This 2.5 mile beach sits along a charming coastal town with trendy eateries and fun boutique shops. Complete your day trip with cocktails at a new local favorite, The Longboard. At this beautiful escape, you’ll find unique cocktail creations with exotic flavors, and the freshest oysters in town. We recommend cooling down with the Passion Fruit Frosé, the Wadma-Law-Breaker, or the Sullivan’s 1040.
Date Night Every Night
A week away means a week of date nights! Charleston is known for its incredible food scene, and these places do not disappoint. We’ve hand-selected the most romantic and memorable Charleston dining to end every night on a high note. Looking for more? Browse our Insider’s Guide to Charleston to see more of our favorite restaurants in the Holy City.
Fine Dining
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- Circa 1886 Restaurant $$$$ | Contemporary American with a Michelin Star | 149 Wentworth St.
- Hall’s Chophouse $$$$ | Old School Steakhouse | 434 King St.
- Revival $$$$ | Modern Southern Eatery | 162 East Bay St.
- 82 Queen $$$$ | Refined Lowcountry Cuisine | 82 Queen St.
- Charleston Grill $$$$ | Upscale Southern-French Dishes | 224 King St.
Elevated Dining
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- Maison $$$$ | Chic French Bistro | 708 King St.
- The Ordinary $$$ | 1920s Bank Turned Upscale Seafood Restaurant | 544 King St.
- FIG $$$ | Neighborhood American Bistro | 232 Meeting St.
- The Grocery $$$ | New American Neighborhood Spot | 4 Cannon St.
- Butcher & Bee $$$ | Hip outpost offering a rotating menu of inventive, seasonal cuisine | 1085 Morrison Dr.
Casual Dining
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- Basic Kitchen $$ | Bright, Local Ingredients with Vegetarian and Vegan Options | 82 Wentworth St.
- Fuel $$ | Repurposed 1950s Gas Station with Refined Caribbean Eats | 211 Rutledge Ave
- Rodney Scott’s BBQ $$ | James Beard Award-Winning Lowcountry-style BBQ | 1011 King St.
- R Kitchen $$ | Snug Spot with an Open Kitchen Offering a Seasonal 5-Course Menu | 212 Rutledge Ave
- Tavern & Table $$ | Casual, Rustic-Chic Restaurant in Shem Creek | 100 Church St.
Nightlife
Rooftop Bars
What’s more romantic than seeing the twinkling lights of the city from above at one of Charleston’s famous rooftop bars? Delight in handcrafted cocktails, live entertainment, and beautiful views of Charleston skyline.
Dessert Bar
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After a delicious dinner in the city, stop by Carmella’s, a trendy dessert bar on East Bay Street —just a short walk from Waterfront Park. A local favorite, this spot is known for its cakes and cannolis, as well as its cocktail offerings. Our favorite pairings are the Espresso Martini and the Cannoli Cake or the Frosé and Lemon Blueberry Cake.
Natural Wine Tasting
If you haven’t tried natural wine yet, we highly recommend that you try Monarch Wine Merchants. Taste, sample, and shop at this neighborhood natural wine shop located King street, Charleston’s popular downtown shopping destination. From Orange Wine to Rosato, you’re sure to find a new favorite at Monarch.
Stay with the Best
Whether you’re planning a weekend getaway or a month-long visit to the Holy City, you’ll find that our team at Luxury Simplified Retreats goes above and beyond to provide an unforgettable experience. Choose your dream vacation home from an impressive portfolio of high-end properties tucked alongside grand historic homes and some of the top historic sites located on the Charleston peninsula. Each property boasts its own unique character and features stylish furnishings and contemporary décor.
Browse our high-end accommodations and start start planning your romantic getaway today!
Girls Just Wanna Have Fun (in Charleston)!
When it’s time for you to get away with the girls, there’s no better place to celebrate friendship and sisterhood than in the Holy City. While a girls trip can be anything from an extravagant weekend of shopping at chic boutiques and spa days brimming with luxurious pampering, to adventure filled days exploring the streets of Charleston and experiencing all its delectable cuisine, we know the list of things to do is endless. From planning a shopping spree to Sunday brunch with your tribe, we’ve created the ultimate guide to the best girls’ weekend in Charleston, SC.
Start with the Ultimate Vacation Rental
If you’re only in Charleston for the weekend, you’ll want to stay close to the action. What’s better than walking out your door and stepping onto King Street? Our downtown rentals are centrally located and perfect for ladies who want to explore all that Charleston has to offer. From our stylish apartments on King to our spacious homes just minutes from the action, you can’t go wrong with our Charleston short-term vacation rentals.
Add in world-class amenities and an exceptional concierge team with services like airport transfers, in-suite massages, groceries, and exclusive Charleston experience packages. It’s safe to say there isn’t much our Concierge team can’t help you with during your stay.
Friday – Pampering and Cocktails
Once you’ve arrived in the Holy City, taking your look to glam-ready is first on the agenda. Head to Drybar Charleston for a blowout experience that takes your tresses to the next level. After that, stop at the Nail Place of Charleston for all of your pampering needs. This incredibly chic and pink salon screams luxury from their custom-built pedicure chairs to their complementary wine selection.
Insider tip: The girls from the Bravo hit show “Southern Charm” just might be spotted here.
Now let’s kick off your vacation right! Head to East Bay St. for happy hour at The Gin Joint. This intimate, 1920’s style bar serves innovative and bespoke cocktails with handcrafted syrups, infusions, and funky glassware. The menu is seasonal, so you’re always trying something new. Feeling adventurous? Try their “bartender’s choice,” where you can pick any two words from a list and they’ll create something unique to you!
Now that you’ve enjoyed your happy hour libations, it’s time for dinner! You can’t go to Charleston without eating at FIG. A James Beard Award Nominee for Outstanding Restaurant in 2019 and 2020, FIG dazzles palettes with its elevated low country cuisine and ever-changing menu that fluctuates with the seasons and availability of product. You’re sure to have an unforgettable experience here!
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Saturday – Shop ‘til You Drop
It’s time to get fueled up for a day of shopping! One of our favorite cafés in the city is Clerks Coffee Company. Located in the French Quarter at the incredibly chic Hotel Emeline, Clerks offers fresh brewed coffee and tea, gourmet breakfast, and a selection of kombucha. Sip it in the café or venture to their outdoor courtyard and enjoy the Charleston sunshine.
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Once you’ve had your morning brew, head to the Historic Charleston City Market, located nearby to the French Quarter and in the heart of everything. Here, local artisans have displayed the fruits of their labor since 1807! It’s the perfect place to grab an authentic souvenir or a little piece of Charleston to take home with you.
After the City Market, shop your way back to King Street, known as the mecca of shopping in downtown Charleston! Some of our favorite boutiques and brands include:
- Beckett*
- Hampden*
- Maris DeHart*
- Julep*
- House of Sage*
- House of Nomad*
- Worthwhile*
- Magnifique*
- Anthropologie
- Louis Vuitton
- Gucci
*local businesses
Sunday – Ladies Who Brunch
For your last day in Charleston, we recommend a delicious brunch and some sightseeing! Some of our favorite brunch spots include Park & Grove, Butcher and Bee, Daps Breakfast and Imbibe, Millers All Day, and 5Church. If you’re looking for a rooftop brunch, we recommend The Watch Rooftop Kitchen and Spirits on Wentworth St. This rooftop restaurant serves great views and even better food. It’s the perfect inspiration to kickstart a day of exploration.
If sightseeing is also on your Charleston bucket list, you’ll want to check out these iconic stops throughout your day:
And, if you’re looking for ideas for something a little less traveled, why not try something new?
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Don’t forget to browse our luxury rentals when you’re ready to book. With our dedicated Concierge team, we can help with the planning and ensure that your girls weekend is all kinds of fantastic fun! And, because there is so much to see and do with your girl tribe in tow, we know you’re sure to have an unforgettable girls’ weekend in Charleston.