Charleston, SC Vacations

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Featured Vacation Rentals

Dreamy Downtown Condo, Near Meeting St &...

Summary:Located in the heart of downtown Charleston, between King Street and Meeting Street, this appealing condo offers the ideal blend of comfort and convenience. Savor being just steps away from fine dining, boutique shopping, and historic...

  • Charleston
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 7
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A luxury stay in a piece of history, The Cookhouse is a charming and charming option located in Charleston’s Garden District near Wragg Mall and its live oaks and fountain, the Charleston Museum, the Visitors’ Center, Marion Square, two historic...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Casa Flamingo Oceanfront Dreamhouse! 8 b...

Welcome to Casa Flamingo! Presented by Exclusive Properties on Isle of Palms. *Plug in your dates to see the full quote! Email us with any questions regarding the home or the quote or discounts. **Available all year! During the Summer months...

  • Isle of Palms
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 19
Charleston Room | King Bed + Courtyard V...

A refined getaway in the heart of Charleston, the Atelier Premier King offers inspiring vistas of the historic city or the serene open-air courtyard. Thoughtfully designed for comfort and convenience, this intimate space features a plush king bed...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Studio Tahoe - w/Private yard w/ Deck an...

Step into our appealing 1-bedroom, 1-bath guesthouse, a ideal private hideaway in a peaceful West Ashley neighborhood. Savor close by Charleston eateries, vibrant nightlife in Historic Avondale and Downtown Charleston, mins. from the spectacular...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Award-Winning Resort Amenities | Links C...

Links Clubhouse 15 by Wild Dunes2 Bedrooms | 2.5 Bathrooms | Sleeps 6 | Resort View________________________________________Just a 6 min. walk from the pristine beach and the handsome Links Golf Course, this 1300 Sq. Ft. elegantly appointed getaway...

  • Isle of Palms
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6

Charleston Tours & Activities

Charleston Harbor Yacht Cruise Tours and Bachelorette Parties
Book online
$400.00 - $2,720.00

duration: 2-6 Hours meeting_point: 33 Lockwood Dr, Charleston, SC 29401 group_size: Maximum 12 people description: With Dockside Yacht Charters, you can take in the beauty of the Charleston coast while enjoying a private boat...

Charleston Live Virtual Tour

Lowcountry Walking Tours

Book online
$300.00

meeting_point: Charleston, SC description: Duration 1 Hour Tour About Explore Charleston without ever leaving your living room or classroom. Join one of our licensed and local guides for a 1-hour live tour of Charleston's historic district...

Drayton Hall Archaeological Institute

Drayton Hall Preservation Trust

Book online
$650.00 - $750.00

duration: 5 days description: Join the archaeology team at Drayton Hall this November for the 2026 Archaeological Institute! This is a five-day immersive experience designed to introduce participants to the methods and theories of archaeological...

Party Boat on

meeting_point: Folly Beach, SC description: Up to 6 person party boat, La Sirena. Duration 3 Hours Capacity Up to 6 people Party like a local on La Sirena, our 6 passenger boat, and settle into an easygoing, on-the-water party just south of...

Private Daytime Charter

Charleston Harbor Sailing LLC

Book online
$100.00 - $500.00

description: Set sail for an afternoon adventure! Duration 2.5 Hours About Embark on an exclusive adventure on board "Esprit de Joy," tailor-made for groups of up to 6 guests in search of an intimate and personalized experience. Private...

Family Fun Day

Barrier Island Eco Tours

Book online
$190.00 - $3,000.00

duration: 4 Hours Offered Currently • 1-12 Hour Options pricing: **1-6 People** - $760 **7-16 People** - $760 - 1000 description: Immerse your family in the pristine beauty of our salt marshes barrier islands on a private boat excursion. Your...

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

duration: 2 hours cancellation_summary: 48 hours for a refund and 24 hours notice for a class credit or reschedule meeting_point: 171 E Bay St. Charleston, SC 29401 min_age: 6 max_age: 100 group_size: 18 accessibility: Stroller and wheelchair...

Solar Eclipse Lighthouse Charter

Charleston Outdoor Adventures

Book online
$55.00 - $85.00

description: Join Charleston Outdoor Adventures on a unique solar eclipse experience by water. This is the last chance South Carolina has to see a solar eclipse until 2044! Charters depart from our Flagship location on Bowens Island. Captain...

Private Day/Sunset Cruises

Chocolate Milk Charters

Book online
$900.00 - $2,100.00

description: Day Cruise YOU WILL JUST LOVE BEING ON THE WATER! Eat, drink, listen to music, reconnect, and catch some rays. Let the wind blow away your troubles and fill your lungs with the salty air. WHAT TO BRING Beverages Please bring your...

Private Sunset Sail on Prevailing Winds

Charleston Sailing Adventures

Book online
$330.00 - $450.00

description: *Come enjoy one of Charleston’s famous sunsets during a beautiful private sunset sail!* Rates **Private Charter for 2** - $350 on Sunday - Thursday **Private Charter for 2:** - $375 on Friday - Saturday **Private Charter 3-6...

Wadboo Creek Kayak Tour

Nature Adventures Outfitters

Book online
$52.00 - $130.00

duration: 2 Hours cancellation_summary: Can Cancel up to 24 hours in advance for a full refund, Within 24 hours of the event there will be a $20 rebooking fee on any rescheduled tours. Tours cancelled by Nature Adventures Outfitters due to weather...

Hunt for Sharks Teeth

Island Boat Rentals and Charters

Book online
$25.00 - $60.00

duration: 3 Hours meeting_point: 50 River Landing Drive group_size: 18 description: Walk along Drum Island as you search for Sharks Teeth! Water provided. Bring hats, sunscreen, a small container for your shark teeth and snacks. what_is_included...

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