Charleston, SC Vacations

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Featured Vacation Rentals

The Hydrangea Suite | 3BR/2BA | Sleeps 6

Summary:Feel Charleston from The Hydrangea Suite! This three-bedroom, two-bathroom condo sleeps six and sits a short walk from downtown's stores, dining, and historic sights. Three queen beds and two full baths mean everybody in your group gets...

  • Charleston
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Cozy West Ashley Apartment- Close to sho...

Summary:Bluebell BungalowThe Space:Welcome to Bluebell Bungalow, your ideal Charleston hideaway. Ideally located to make the most of everything Charleston has to offer, this inviting getaway is just 10 mins. from the airport, 15 mins. from the...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Stay in style in this unique 2Bed/1Bath ...

Stunning, artistic first floor apartment in a historic 1920’s Charleston single home located in the heart of one of the city’s most beloved neighborhoods. It's a stone's throw away from idyllic Hampton park and a short walk to many of...

  • Charleston
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Guesthouse Charleston: SOUTH (82 A)

82 - A is located on the first floor of a elegant standalone home, offering a cavernous four-bedroom, four-and-a-half-bathroom apartment ideal for a weekend hideaway. Step inside to find an inviting open living, dining, and kitchen area, ideal for...

  • Charleston
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
Angel Oak Retreat – Elegant 3BR Johns ...

Welcome to your chic getaway in the heart of Charleston’s appealing Johns Island—where comfort meets style, and relaxation begins the moment you arrive.This charming, light-filled home is the ideal escape for couples, families, or modest groups...

  • Charleston
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Cozy Couples Retreat | 10 Min to Beach &...

Unwind in this beautiful 1-bedroom, 1-bath hideaway designed just for two. Located on one side of a peaceful duplex, this private getaway offers all the amenities of home — a completely equipped kitchenette, chic living space, and a serene bedroom...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4

Charleston Tours & Activities

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 Charter - Caretta

Barrier Island Eco Tours

Book online
$550.00 - $2,750.00

duration: 1-5 Hours pricing: **One Hour Charter:** $550 **Two Hour Charter:** $1100 **Three Hour Charter:** $1650 **Four Hour Charter:** $2200 **Five Hour Charter:** $2750 *Low country boil or hamburger/hotdogs are available for an additional...

Shark Fishing

Tight Line Charters LLC

Book online
$350.00 - $450.00

duration: 2 and 3 Hour Options meeting_point: Shem Creek Park group_size: Up to 2 people covered in base price, can accommodate 6 people max description: Sharks are the ultimate predator, and Charleston is home to one of the largest populations on...

Large Groups and Wedding Parties

Charleston SUP Safaris

Book online
$45.00 - $55.00

duration: 2 Hours cancellation_summary: 24 Hours meeting_point: 83 Center St Folly Beach SC 29439 group_size: 10+ People Group Discount $5 off per person pricing: Person - $60 People in a group of 10+ - $55 per person description: Make your...

Paint & Sip with For the Love of Art Mobile Studio @ Ruby Sunshine

meeting_point: 835 Savannah Hwy. Charleston, SC 29407 description: No experience needed! Our friendly artist will guide you step-by-step through the painting process and you will leave with a one-of-a-kind work of art! Your own masterpiece...

Twilight Tour

Drayton Hall Preservation Trust

Book online
$100.00

description: Explore the Grounds to the Fullest! Duration 1 Hour Rates Private Tours: $100 per person About This private one-of-a-kind experience invites your group to gather at twilight in the magnificent Lenhardt Garden at Drayton Hall...

Half Day Pontoon Rental

Parrish and Sons, LLC

Book online
$400.00

duration: 4 Hours meeting_point: Lake Bowen Boat Ramp - 8515 SC-9, Inman, SC 29349 description: ADVENTURE AWAITS! We'll greet you at Lake Bowen, where our team will launch your 24-foot pontoon boat and provide a comprehensive safety and operation...

Missy Bachelorette N Bachelor Party Boat
Book online
$700.00 - $1,400.00

description: Duration 2, 3, and 4 Hour Options About Plan your booze cruise in Charleston, SC. Whatever the occasion, bachelorette or bachelor party, we can accommodate you! More Info Please contact us for additional availabilities!

Adventure Sightseeing Gift Cards

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

Shark-tooth Hunting/Intracoastal Waterway Expedition

duration: 4 Hours meeting_point: Shem Creek Marina Boat Ramp description: Embark on a 4-hour adventure along the Intracoastal Waterway, hunting for ancient shark teeth and exploring Charleston’s stunning waterways. A fun and interactive tour for...

Sunset Cruise

Island Boat Rentals and Charters

Book online
$45.00

duration: 2 Hours meeting_point: 50 River Landing Drive group_size: 16 description: Step aboard the Island Cat and embark on a scenic sunset cruise around Charleston Harbor as you watch the sky transform into beautiful hues of pink, orange, and...

Guided Birding Walk

Drayton Hall Preservation Trust

Book online
$40.00 - $45.00

description: Duration 2 Hours About Join Nicole Marie Pettinelli with the Charleston Natural History Society as she leads a very special bird and nature walk on the grounds of Drayton Hall. Guests will enjoy walking the historic landscape of...

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