Charleston, SC Vacations

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Featured Vacation Rentals

New Build | <10 Mins to Folly & <15 to D...

Summary:Welcome to Salt Air Stay!???? Brand NEW listing, new photos coming soon!Unwind in this bright & modern NEW CONSTRUCTION home on James Island that sleeps 10 guests with an open layout, and 4 bedrooms and 5 beds. Savor the huge backyard and...

  • Charleston
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
26 Morgans Cove Drive by AvantStay | Uni...

During your vacation at 26 Morgan’s Cove Drive, a simple walk will be a voyage of pure discovery. Located on the Isle of Palms Marina, adjacent to the intracoastal waterway, this outstanding property provides painless access to the many docks...

  • Isle of Palms
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Revitalized Historical Southern Residenc...

Summary:Ideal for a enormous family! Just one block away from upper King Street, the new epicenter of the city's acclaimed restaurant and nightlife district. Savor some of Charleston's best local dining, all located within just a few blocks of the...

  • Charleston
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Downtown - Near Historic Cigar Factory w...

Welcome to the Holy City, and the historic southern appeal of the Charleston peninsula. Our vacation rental is located in elegant downtown Charleston and just mins. away from MUSC, the College of Charleston, and King Street’s shopping and...

  • Charleston
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Boutique Home & Resort Pool ‘Tuckertow...

Summary:A short walk from King St. 'The Tuckertown' is a roomy private historic property. Rare downtown amenities include the amazing shared Spring Island Collection Pool. The property offers an open kitchen & living area, opening directly to...

  • Charleston
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
The Chapel | Estate 5BR Gem in Downtown ...

Summary:Welcome to your Charleston sanctuary, a attractively preserved 5-bedroom gem appealingly located in the heart of downtown. Boasting historic architecture, broad common rooms, and thoughtful modern amenities, this home is ideal for families...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12

Charleston Tours & Activities

Custom Charter

Gatsby Charters

Book online
$2,000.00

duration: Varies cancellation_summary: You will receive a full refund with 5 days notice , a 50% refund with 3 days notice, and no refund if you cancel within 72 hours of your charter. meeting_point: Charleston Maritime Center group_size: Maximum 6...

Private Classes

Folly Beach Island Yoga and Adventure

Book online
$150.00 - $250.00

description: Let's Adventure! Duration 1 Hour About All the benefits of yoga on the beach, just for you and your group. This is a great activity for bachelorette parties, birthday celebrations, or any other special occasion! What to...

Private Sunset Wine Tasting Cruise

Chocolate Milk Charters

Book online
$1,050.00

description: 3-hour Wine Tasting Sunset Cruise $325/hour + taxes and fees About this cruise...... In the 1st hour of your cruise indulge in a unique and unforgettable experience as you sample 6 bottles of exquisite wines with Sommelier, Latasha...

Michele Jesse and Friends Wild Dunes Pickleball Group!

cancellation_summary: A refund will be given for weather related cancellations meeting_point: Wild Dunes Tennis & Pickleball Center description: About Private pickleball group organized for Michele Jesse and friends. Weekend camp run by Wild...

Paint & Sip with For the Love of Art Studio @ Joey's Pizza

meeting_point: 5060 Dorchester Rd. 340 North Charleston, SC 29418 description: For the Love of Art Studio has partnered with Joey's Pizza to bring you Charleston Paint Parties! ___ Joey's is a cozy, casual family-friendly neighborhood pizzeria...

Sunset Sail • Xocolata (32ft Sailboat)
Book online
$599.00 - $1,392.00

duration: 2.5 hours meeting_point: Blue Life Charters LLC • 33 Lockwood Drive Charleston, SC 29401 US description: Experience a Luxurious Charleston Sunset Cruise with Blue Life Charters! Embark on an enchanting journey with Blue Life Charters...

Duelling Tour

Old Charleston History Expeditions

Book online
$25.00 - $35.00

duration: 75 Minutes meeting_point: 2 Murray Blvd, Charleston, SC 29401 description: Old Charleston History Expeditions offers an evening walking tour that delves into Charleston's notorious past of dueling and honor. Led by a Southern history...

Guided Scooter Tours

Scooter Stop

Book online
$300.00 - $500.00

meeting_point: CHARLESTON, South Carolina description: Have A Personal Guide Through The Charleston, SC Streets. Find Great Spots & Then Finish The Tour Till You Want Them Picked Up. Duration 2 or 4 Hours ... You Choose & We'll Guide ...

Weekends May-Sept Kismet Private Charter

Charleston Yacht Charters

Book online
$1,200.00 - $3,000.00

duration: 2, 3 and 4 Hour Availabilities cancellation_summary: All charters are fully refundable up to 7 days from departure. If you need to cancel please call us and we can issue a full refund. Within 7 days, a 50% refund will be issued. There is...

Island Ferry Sunset Harbor Cruise (Downtown)
Book online
$10.00 - $38.00

duration: 1.25 meeting_point: Riley Waterfront Park, Charleston, SC 29401 description: Enjoy our family friendly Island Ferry Dolphin Cruise. The trip departs from our dock at Riley Waterfront Park in downtown Charleston, SC. We'll tour historic...

Afternoon Dolphin Boat Tour on The Sea & The Rose Folly Beach

meeting_point: The Folly River & Morris Island description: Get on board as we explore the creeks and marshes behind Folly beach! Duration 2 hours About We search for the wild Atlantic bottlenose dolphins that live here year-round. Your...

A Photographic Journey of Old Greenville

Greenville History Tours

Book online
$20.00

meeting_point: 206 S. Main St. (in front of City Hall) description: Discover Greenville's changes and evolution Duration 1 Hour About In the comfort of a 13 passenger Ford Transit tour van, guests will go block by block seeing...

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