Charleston Coastal Escape: A Three-Day Island Adventure

Day 1: Getting to Know Charleston

Rise and shine! Today’s the day we embark on our Charleston adventure. Let’s kick things off with a hearty breakfast at a local favorite spot like Hominy Grill or Early Bird Diner.
After fueling up, it’s time to dive into Charleston’s rich history. We’ll start with a walking tour of the historic district, exploring iconic landmarks like Rainbow Row, the Battery, and the Nathaniel Russell House.
Lunchtime already? Let’s indulge in some classic Southern comfort food at Jestine’s Kitchen or Hyman’s Seafood. Don’t forget to try the shrimp and grits or she-crab soup!
In the afternoon, let’s slow things down with a relaxing stroll through Waterfront Park. We can take in the scenic views of the Charleston Harbor and maybe even spot some dolphins playing in the water.
As evening approaches, we’ll head to the Charleston City Market for some shopping and people-watching. From sweetgrass baskets to handmade crafts, there’s something for everyone here.
Dinner calls for a taste of Lowcountry cuisine, so let’s make reservations at Husk or FIG. We’ll savor dishes like shrimp and grits, fried green tomatoes, and pecan-crusted fish.
After dinner, let’s take a leisurely stroll along the Battery and soak in the charm of Charleston’s historic architecture illuminated by the soft glow of gas lanterns.

Rise and shine, sleepyheads! Today, we’re venturing beyond Charleston to explore some of the nearby islands. But first, let’s grab breakfast at Callie’s Hot Little Biscuit for a delicious start to the day.
Our first stop is Kiawah Island, known for its pristine beaches and world-class golf courses. We’ll spend the morning lounging on the sand, soaking up the sun, and maybe even spotting some wildlife.
After working up an appetite, it’s time for lunch at the Ryder Cup Bar at The Ocean Course. We’ll enjoy fresh seafood and breathtaking views of the Atlantic Ocean.
Next up, we’ll hop over to nearby Johns Island to visit the famous Angel Oak Tree. This majestic live oak is estimated to be over 400 years old and is truly a sight to behold.
As the afternoon winds down, let’s head back to Charleston and treat ourselves to some well-deserved relaxation. We can unwind with a sunset cruise along the Charleston Harbor or indulge in a spa treatment.
For dinner, let’s venture off the beaten path and try some authentic Gullah cuisine at Gullah Grub on nearby St. Helena Island. We’ll feast on dishes like okra soup, shrimp and grits, and Hoppin’ John.

Good morning, Charleston! Let’s start our final day with brunch at The Obstinate Daughter on Sullivan’s Island. We’ll savor their famous brunch pizzas and Bloody Marys while taking in the laid-back beach vibes.
Today is all about immersing ourselves in Charleston’s vibrant arts scene. We’ll start with a visit to the Gibbes Museum of Art to admire its impressive collection of American art, including works by local artists.
Next, let’s explore the historic French Quarter and pop into some of the local galleries and boutiques. From contemporary art to handmade jewelry, there’s plenty to discover here.
For lunch, let’s grab a bite at a trendy spot like The Darling Oyster Bar or 167 Raw for some fresh seafood and creative cocktails.
In the afternoon, let’s take a guided tour of the historic Dock Street Theatre, one of the oldest theaters in the country. We’ll learn about its fascinating history and maybe even catch a matinee performance.
As the day comes to a close, let’s head to The Rooftop at The Vendue for sunset drinks with panoramic views of the city skyline. It’s the perfect way to toast to our unforgettable Charleston adventure!