Charleston, SC Vacations

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Featured Vacation Rentals

St. Tropez House | Historic 2-Story w/ C...

Summary:Welcome to St. Tropez House, a delightfully preserved two-story home that exudes appeal, history, and grace. Located in Charleston’s heart, this home is ideal for guests who appreciate classic architectural details, serene outdoor spaces...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
The Queen Bee Suite | Historically Exqui...

Permit Number: 06191The Space: This former historic Bed and Breakfast has undergone a magical transformation into what is a newly-refreshed designer's showcase home in the fashionable, laid-back Radcliffeborough neighborhood. Close to great eateries...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Charming Charleston Home in the Heart of...

Our appealing Charleston home is a cozy three bedroom, one bath, home that is located on a peaceful double dead end road in the heart of West Ashley. The home is close to some of West Ashley most revered eateries (Home Team BBQ, Swig and Swine...

  • Charleston
  • 3 Bedrooms
  • 1 Bathrooms
  • Sleeps 6
17 Sandcrab Court by AvantStay | ? Newly...

Gather your family together and treat them to a dream vacation at 17 Sandcrab Court at Wild Dunes. This completely refreshed home features amenities that will make everybody’s dreams come true. It is really one of the nicest three-bedroom homes...

  • Isle of Palms
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Spacious Studio in Forested Neighborhood...

Get ready to relax in this pretty and huge studio in Charleston. This comfortable, modernized space is equipped with all the essentials you need for a cozy stay, including WiFi, a powerful new mini-split AC/Heat, Roku TV and walk-in closet. A full...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Blue Magnolia | Perfect for Large Groups

Summary:Discover Blue Magnolia, your classy and cavernous Charleston getaway. This 7BR/4BA home combines classic Southern appeal with modern comfort, making it ideal for families or groups. Unwind on the inviting front porch, soak in the airy...

  • Charleston
  • 7 Bedrooms
  • 4 Bathrooms
  • Sleeps 17

Charleston Tours & Activities

Charleston Brewery Bus Tours

Original Pub and Brewery Tours of Charleston

Book online
$85.00

description: “Local beer, local flavor, local fun!” ______ Rates **Adult (Ages 21+ With Valid ID):** $85 _____ Duration 3.5 Hours _____ About This is an exclusive Charleston brewery bus tour showcasing Charleston’s craft breweries...

Book online
$25.00 - $35.00

Living Legacies

Drayton Hall Preservation Trust

Book online
$32.00

duration: 6 hours meeting_point: Drayton Hall & Magnolia Plantation description: Join Drayton Hall and neighboring plantation, Magnolia Plantation & Gardens for a family-friendly event on February 8, 2025. On February 8, 2025, Drayton Hall...

Paint & Sip with For the Love of Art Studio @ Venture X (Park Circle)

meeting_point: 4900 O'Hear Avenue, Charleston, SC 29405 (Suite 100) description: For the Love of Art Studio has partnered with Venture X- a luxury meeting and event space in the Park Circle area! ___ Venture X provides meeting and event spaces to...

Powerboat Skipper Lesson - Our Boat

Boat Coach Charleston

Book online
$475.00

duration: 3 Hours meeting_point: 2408 Maybank HWY Johns Island. SC 29455 min_age: 13 group_size: Maximum 3 students description: For Powerboats up to 32' with no cabin. Enhanced skipper program for powerboats is our primary Driver's Education...

Tour & Tasting

Striped Pig Distillery

Book online
$20.00

meeting_point: 2225 A Old School Dr. Charleston, SC 29405 description: *Come find out why we have so many five star reviews!* ___________________________________ Tasting Times **Wednesday-Friday:** Every hour, 12:00-5:00PM Tours start on the...

Holiday Strolls Cocktail Tour

duration: 2.5 Hours meeting_point: 18 Anson Street Charleston, SC 29401 pricing: **Adult**: $108 description: Stroll your way into the holiday spirit with Bulldog Tours’ newest culinary walking tour. Combine our yuletide history tour featuring...

Twenty Person Party Pack

The Mad Smash Rage Room

Book online
$22.00 - $700.00

description: Come smash! Rates $700 for up to 20 people and $35 for each additional person Duration 1.5 Hours About With this package your group of up to 20 will get to go into the group smash room with the car for 5 minutes per set (5-7...

2 Hour Private Charter

Gatsby Charters

Book online
$750.00

duration: 2 Hours 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...

Crab Bank Island Shark Tooth Trip - 2 Hour Sandbar Adventure

duration: 2 Hours cancellation_summary: Refund 100% if guest cancels 15+ days before trip date. group_size: Up to 6 guests description: Departing right from Red’s Ice House on Shem Creek, this 2-hour small-group adventure (up to 6 guests) takes...

Ford Raptor Bronco

Holy City Exotics

Book online
$350.00 - $9,500.00

description: Embark on a journey like no other with our latest addition to Charleston's premier exotic rental fleet – introducing the all-new Ford Bronco Raptor. This iconic SUV embodies the perfect blend of raw power and refined sophistication...

Day Time Sail • Xocolata (32ft Sailboat)

duration: 2.5 hours meeting_point: Blue Life Charters LLC • 33 Lockwood Drive Charleston, SC 29401 US description: A Perfect Blend of Luxury & Relaxation Creating the Perfect Charleston Harbor Tours! Embark on a luxurious journey across...

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