Charleston, SC Vacations

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Featured Vacation Rentals

Luxury Rental - Historic Charm - Central...

Summary:Welcome to this luxury home in Charleston where historic appeal blends with fresh comfort in a central location. Ideal for travelers who appreciate rich architectural details, extravagant interiors, and being walking distance from the...

  • Charleston
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Historic Charleston Style House

Summary:Step into this delightfully preserved Charleston-style home where old-world appeal meets modern comfort. Ideal for couples, families, or modest groups, it offers a welcoming getaway filled with character in a prime location. Located in a...

  • Charleston
  • 3 Bedrooms
  • 1 Bathrooms
  • Sleeps 9
‘Driftwood’ - Downtown Private Cotta...

Summary:'Driftwood' at The Dune Cottages is a New Southern Cottage in downtown Charleston. Only a few blocks to famed King St. Savor this private bungalow & striking gardens, with the city at your doorstep.The Space:Private bungalow, with open...

  • Charleston
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 7
Charleston Guest House: with pool on Gol...

Recently refreshed Guest/Pool House located on the 10th hole of the Charleston Municipal Golf Course.Located in the historic Charleston, South Carolina neighborhood, Riverland Terrace. Riverland Terrace was first developed starting in 1925. It is...

  • Charleston
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Beautifully Remodeled Modern, Yet Charmi...

Your Isle of Palms Heaven Awaits!✨Property Highlights- Private Pool & Putting Green- Ocean Vistas from Second Level- Modern Beachy Decor- Steps to Public Beach Access- $250 Beach Gear Credit with 3-14 nighttime stays!Please note that every...

  • Isle of Palms
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
BLOCK Bluegreen King 583 - 1br

Get ready to relax in this 1-bedroom caravan in Charleston. This terrific little getaway offers a calming space where guests can relax after a day of exploring. With a marvelous bathroom and comfortable living area, it’s ideal for those seeking...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 6

Charleston Tours & Activities

Ten Person Party Pack

The Mad Smash Rage Room

Book online
$22.00 - $350.00

description: Come smash! Rates $350 for up to 10 people and $35 for each additional person Duration 1 Hour About This package includes use of the party room for 1 hour, smashing the car for 5 minutes (5 people at a time), and 5 glass items...

Boat to Beach Cruise - 3 Hours

Lowcountry Coastal Excursions

Book online
$450.00 - $1,750.00

duration: 3 Hours cancellation_summary: Refund 100% if guest cancels 15+ days before trip date. group_size: Up to 23 guests description: Get ready for an unforgettable adventure as you set sail on a Charleston Boat Tour! Gather your friends and...

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...

Private Bus Tour

Pineapple Tour Group

Book online
$400.00 - $975.00

description: Book Exclusive Charleston Tours with the Best Guides! About - Whether you’ve visited Charleston many times or if this is your 1st trip to the Holy City, a private tour is the best way for you and your group to experience a one...

Two Hour Harbor Boat Tour

Charleston Historic Tours

Book online
$400.00 - $450.00

duration: 2 Hours group_size: Up to 6 People description: Private Historic Harbor Tour The one of a kind perspective from cruising the water of Charleston Harbor provides insight into how this historic city developed since its founding in 1670...

Super Scary SUP Race

Charleston SUP Safaris

Book online
$25.00 - $50.00

duration: 1 hour description: Help us raise money for a local charity by putting on your best costume and paddling the SUPer Scary SUP Race on the Folly River

24 Hour Kayak Rental

Charleston SUP Safaris

Book online
$70.00 - $80.00

description: Grab your kayaks here! Duration 4 Hours About - Rent your own Single sit on top, required for beginners, or a Single sit in kayak perfect for experienced paddlers. Team up and go on a Tandem sit in top kayak with your partner...

Prohibition Tour - Adult Drinks Included

duration: 2 cancellation_summary: Rebooking Available meeting_point: Charleston, SC min_age: 21 group_size: Maximum 12 people description: A one of a kind cocktail tour in some of Charleston’s best restaurants and bars. This tour is about the 20s...

8 Hour Lake Jocassee Boat Tour

Southern Outlaw Adventures

description: Relax with your friends and family! Rates - Private Charter (includes up to 6 people): $745 ***$50 for each additional person (up to 10 total passengers)*** About 8 Hour Boat Tour Includes includes all major waterfalls...

Full Moon Kayak Tour

Charleston Outdoor Adventures

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$50.00 - $100.00

description: 2 hour Full-moon kayak tours are always a fun and exciting excursion on the water. Explore the tidal creeks as the sun sets and the moon rises from the seat of a kayak for an unforgettable experience! This tour is a great way to meet...

Bachelor/Bachelorette Cruise

Saltgrass Charters

Book online
$195.00 - $492.00

duration: 1 - 4 Hours meeting_point: Shem Creek Marina Boat Ramp description: Celebrate your Bachelor or Bachelorette party with a private cruise along the scenic Intracoastal Waterway or the charming shoreline of downtown Charleston. Enjoy a lively...

Sunset Dolphin Cruise

Tight Line Outfitters

Book online
$350.00

duration: 2 hours cancellation_summary: Cancellation Policy: 50% deposit required. Cancel 7+ days for full refund; 6 days or less incur a 50% fee; within 48 hours or no-shows are non-refundable. Date changes within 7 days not guaranteed. Weather...

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