Charleston, SC Vacations

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Featured Vacation Rentals

Charming 5 Bedroom House - 1 Block to Ki...

Summary:Feel Charleston in style at this 5BR, 4.5BA home where historic appeal meets modern design. Each king bedroom offers comfort, three with private en-suites. With Intelligent TVs, high-speed WiFi, and on-site parking, this professionally...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Stylish Haven in Historic CHS! | Petunia...

Permit Number: 07042The Space: Welcome to Petunia Suite, your chic 2-bedroom, 2-bath getaway on Rutledge Avenue in the heart of downtown Charleston!This freshly modernized apartment blends a bright open layout with mid-century modern style and...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
Gated Ocean Point Home, 4BR, End Unit, P...

Welcome to 30 Ocean Point Drive — your ideal coastal hideaway inside the peaceful, gated Ocean Point neighborhood of Wild Dunes Resort on the Isle of Palms. This gorgeous 4-bedroom, 4-bath corner lot home sits just steps from the beach and offers...

  • Isle of Palms
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
Ultimate IOP Vacation- 6BR with Pool & S...

Welcome to 2905 Palm Boulevard! Located on the beautiful ocean-side of the Isle of Palms, a classic beach town near historic Charleston, South Carolina, this striking home was FULLY REBUILT IN 2024 and expanded to 6 cavernous bedrooms - all with...

  • Isle of Palms
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
516 Seascape | Oceanfront Condo with Poo...

Your Wild Dunes vacation experience awaits you in this impressive three-bedroom oceanfront condominium, highlighted with amazing furnishings and fixtures. Following its recent purchase, 516 Seascape features all new furnishings throughout the...

  • Isle of Palms
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
The Sunrise | 3BR Up - Best of Charlesto...

Summary:Welcome to The Sunrise, a distinguished three-bedroom, two-story Charleston home that offers both elevated vistas and refined amenities. Ideal for groups seeking character, appeal, and a setting that lifts you above the city while keeping...

  • Charleston
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8

Charleston Tours & Activities

Airshow Dockside Viewing on the Charleston Princess
Book online
$31.00 - $90.00

duration: 2.5-3 hours cancellation_summary: Non-refundable. Bookings can be rescheduled with 24 hours notice meeting_point: Charleston Maritime Center, near Calhoun and Concord, Charleston, SC description: Come aboard the Charleston Princess for a...

Firefly Deluxe Tasting

Firefly Distillery

Book online
$35.00

meeting_point: 4201 Spruill Avenue, North Charleston min_age: 21 description: Bring your crew and enjoy a private tasting experience that’s all about good times, great friends, and Southern flavor. We’ll create a fun, relaxed atmosphere just for...

Two Hour Charter

The Reel Deal Charters

Book online
$250.00

description: *Enjoy Your 2 Hour Inshore Fishing Charter!* _________________________________________________ **Start times may vary depending on the tide. We will call you the evening before your charter to confirm the exact start...

Miely  Tennis Group

Wild Dunes Resort

Book online
$980.00

description: Over the course of the weekend, players enjoy customized clinics from our tennis pros, focusing on strategy, stroke production tailored to their level. Clinics are scheduled to fit each group’s pace and level. It’s an ideal option...

City of Charleston and Gullah Geechee Sea Island Combined Tour

duration: 2 Hours group_size: Maximum 28 people description: Our tours focus on the vast contributions of the enslaved Africans brought to the South Carolina low country. The language, the food, the music and the customs. We highlight their history...

The Islanders' Big Al Birthday Party

meeting_point: Palmetto Hall/ Swim Center description: Calling all early readers! Let’s make a splash with a blowout birthday party for "Search for Treasure" star, Big Al! Authors Mary Alice Monroe and Angela May brings Al & Julie McLaughlin to...

Shem Creek Sundown Boil Cruise

Shem Creek Ecotours LLC

Book online
$775.00

duration: 3 Hours meeting_point: Shem Creek Public Day Dock description: Join us for the Shem Creek Sundown Boil Cruise—a one-of-a-kind Lowcountry experience. Cruise through the scenic waters of Charleston Harbor as the sun sets over the skyline...

The Sound of Charleston

The Sound of Charleston

Book online
$16.00 - $35.00

duration: 1 Hour & 15 Minutes meeting_point: 150 Meeting St. Charleston, SC 29401 group_size: Up to 300 People pricing: - **Adult (Ages 8-61):** $28 - **Senior (Ages 62+):** $26 - **Student:** $16 *A valid student ID must be presented at check...

Floral Arranging Workshop

Drayton Hall Preservation Trust

Book online
$35.00 - $75.00

duration: 2 Hours meeting_point: Drayton Hall Education Center description: Get into the spirit of the season at Drayton Hall with a festive hands-on workshop led by Friday Flowers. Guests will discover the art of floral arranging as they learn...

Wednesday Kona Brewing Sunset Sail
Book online
$45.00 - $59.00

duration: 2 Hours meeting_point: Shem Creek, Mount Pleasant, SC 29464 min_age: 6 group_size: Up to 100 Passengers accessibility: No - Due to Dockage and Boarding description: Wednesdays are for happy hour on the water. The **Wednesday Happy Hour...

Gift Card

Stoked Party Boats/ Booze Cruise Charleston

description: Purchase the perfect gift: a gift card with a value of your choosing!

2 Hour Dolphin & Harbor Cruise

Stoked Party Boats/ Booze Cruise Charleston

Book online
$700.00

duration: 2 Hours meeting_point: 2408 Maybank Hwy Johns Island, SC 29455 United States group_size: Up to 12 Passengers description: Looking for an experience of life time, get up close and personal with local dolphins on our 2 hour Dolphin tour...

Charleston, SC

Charleston is a historic port city on the South Carolina coast, known for its cobblestone streets, antebellum architecture, and vibrant culinary scene.

Founded in 1670, Charleston offers a rich blend of Southern charm and coastal beauty. Visitors can explore the city's well-preserved historic district, take a carriage ride past colorful homes, or tour landmarks like Fort Sumter, where the first shots of the Civil War were fired. The city also boasts a thriving food scene, waterfront parks, art galleries, and easy access to nearby barrier islands like Sullivan's Island, Folly Beach, and Isle of Palms.

Charleston offers a wide range of lodging, including historic inns, boutique hotels, and vacation rental homes in both the city and on surrounding beaches. Whether you're dining on Lowcountry cuisine, relaxing on the sand, or walking beneath the oaks at a plantation garden, Charleston combines history, hospitality, and coastal charm to create a uniquely Southern vacation experience.

South Carolina's oldest city is arguably also one of its most charming, inviting, and altogether purely fun. A collection of historic structures that pre-date the birth of America, opulent gardens and mansions open to the public, and some of the best shopping, dining, and lodging options in the southeast, it's easy to see why this ancient southern town is one of the most popular tourism destinations in the state.

Charleston SC

In return, Charleston welcomes visitors with arms wide open. The term "southern hospitality" was seemingly designed for this area, as the city has earned the reputation of being one of the most hospitable destinations in the country - a reputation that was cemented by recent accolades in Travel + Leisure magazine, naming it "America's Most Friendly [City],"and Southern Living magazine, which honored Charleston as "the most polite and hospitable city in America."

Charleston SC

Certainly, visitors are welcome to come and experience the city for its friendly nature, slightly-coastal vibe, and blocks upon blocks of world renowned restaurants and boutiques, but the big attraction in this city is the abundant history that can be found, quite literally, around every street corner. Hundreds of buildings in the historic downtown and Lowcountry outskirts have been deemed a national historical landmark, and with quiet streets that are flanked with towering Palmettos - (the city and the state's signature tree) - and centuries-old live oaks, an impromptu stroll can easily turn into a detailed tour of some of the East Coast's most historic, and altogether beautiful, famed national and regional sites.

Charleston SC

In Charleston, a rich history, phenomenal collection of architecture, and a unique southern style all combine to make this major city one of the premier tourist destinations in the south. Easily enjoyed by visitors of all interests and from all regions, Charleston should rank at the top on any travelers list of beautiful places to see in the southern United States.

Charleston SC

The city of Charleston began in 1670, as the English Colony of "Charles Town," named after and founded by King Charles II of Great Britain. The colony was an end result of English expeditions to this region of the New World that began in 1663, and cumulated in 1670 with the establishment of a new settlement.

Charleston SC

As the southernmost colony in the country at the time, this newly established community was subject to a number of potential attacks. Spain, France, and the suddenly displaced Native Americans were all threats to Charles Town, and forts and arsenals, (some of which are still standing), were quickly constructed to protect the small new population.

Charleston SC

However, despite this veritable range of threats from the get go, the new settlement was quickly and perpetually a resounding success. The site of Charleston or "Charles Town," bordering the Ashley and Cooper Rivers and located just several miles away from the barrier islands along the Atlantic Ocean, made it a prime locale for a shipping industry to thrive. In addition, the humid Lowcountry terrain that surrounded the area proved to be very fruitful for agricultural ventures, and within a few decades of its initial establishment, Charleston was churning out tons of Indigo and rice to export to ports all over the world. In fact, by the mid-18th century, it's estimated that nearly half the nation's rice was grown and shipped from the now major city of Charleston.

Charleston SC

During its early establishment and expansion, the city also became well known for its diverse group of residents - a distinction which would lead to some of the oldest churches, chapels and synagogues in the country. In Charleston, French Huguenots, Jews, Catholics, and other denominations could all escape religious persecution and live in peace, and as a result, a number of some of the oldest structures and congregations related to each religion in America can be found within the historic downtown city blocks.

Charleston SC

Of course, despite this relative prosperity and religious freedom, Charleston was not without its flaws. Slavery was at the backbone of this thriving industry, and the city had some of the largest plantations in the states, (with some of the highest numbers of slaves per property.) The majority of current sites and attractions like the Rice Museum or the Magnolia Plantation have special exhibits on this dark but clearly accurate chapter of Charleston's history, and a number of testaments to this forced lifestyle - like some of the oldest slave cabins in the south - can still be found in and around the city.

Charleston SC

Also, while Charleston was a hero during the American Revolution, and a wealthy and beautiful landmark during the antebellum period, it would became a shamed and occupied city during the Civil War, with Union troops marching in and overtaking the Southern stronghold in its entirety in 1865. A great fire and massive hurricanes would follow, destroying a number of the original landmarks, but thankfully not all of them, and today visitors can stroll through the small streets and find literally dozens of buildings that pre-date this tumultuous period.

Charleston SC

Today, Charleston is a friendly and diverse town that is chock-full of restaurants, antiques, historical attractions, golf courses, art galleries, farmer's markets, expansive gardens, and virtually anything a traveler would need to stay entertained.

Charleston SC

The dining scene alone in the city is staggering, with over 700 restaurants in the city and surrounding regions to explore. Ranging from French bistros to easy-going BBQ joints and delis, virtually every palette and appetite can be accommodated in this southern city. Fresh seafood is almost always on the menu, as the water-locked region, that's close to both the Atlantic Ocean and the Intracoastal Waterway, is well-known for having some of the freshest SC shrimp, crabs, and fish available.

Charleston SC

Boutiques, galleries, and shopping centers are always in season, as are the wide range of golf courses that inspire visitors to play at their best among some of the most gorgeous landscapes along the coastline. History buffs will want to look into the large number of tours available via a number of mediums, like narrated bus rides or romantic horse and buggy strolls through the historic downtown, and everyone will enjoy the fantastic seasonal celebrations that have become a hallmark of the city, like the yearly Seafood Festival or Charleston's own Oktoberfest.

Charleston SC

For accommodations, the city has a sprawling range of nationally-recognized chain hotels, however, most folks find the best places to stay are the intimate inns, bed and breakfasts, and individually rented condos or homes that can be found scattered throughout the downtown area. Appropriately priced, luxurious, and close to all the action, visiting groups of all sizes - from couples to large families - can easily find plenty of inviting room in this southern city during any time of year.

Charleston SC

Perhaps best of all, there is no "off-season" in Charleston - the city is always wide open and accommodating for guests throughout the year, with a warm climate that will shake off the winter blues or infuse a summer vacation with an added dose of fun and southern style.

Charleston SC

Easily one of the most historically grand cities in the south, Charleston is a stunning destination that is sure to leave visitors smiling. Warm, hospitable, history-rich, and simply beautiful, this southern city is always worthy of exploration, and is always ready to wow newcomers with its deep-seated legacy, incredible modern amenities, and world renowned southern hospitality and downhome charm.

Charleston Vacation Guides