Charleston, SC Vacations

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Vacation Rental

Featured Vacation Rentals

4BR/4BA Historic + Modern - 2 Units - Wa...

Welcome to the Holy City, and the historic southern appeal of the Charleston peninsula. Our Vacation Rental By Owner is located in enchanting downtown Charleston and just mins. away from MUSC, the College of Charleston, and King Street’s shopping...

  • Charleston
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
The Sunrise | 3BR Up - Best of Charlesto...

Summary:Welcome to The Sunrise, a distinguished three-bedroom, two-story Charleston home that offers both elevated vistas and refined amenities. Ideal for groups seeking character, appeal, and a setting that lifts you above the city while keeping...

  • Charleston
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 8
Palmetto Paradise! Overlooking Beautiful...

Appreciate spectacular marsh vistas from this opulent condo. Wildlife infuses your stay with serenity and relaxation as you savor the surrounding 154 acre property of the Preserve at Clam Farm.Folly Beach is just over a mile away; historic downtown...

  • Charleston
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Shipwatch C317: Oceanfront Escape in Wil...

Perched above the palm trees and looking out on the water of the Atlantic, this three bedroom, three bath Shipwatch villa offers a comfortable getaway for your Isle of Palms vacation. Appreciate delightful interiors, expansive vistas of the ocean...

  • Isle of Palms
  • 3 Bedrooms
  • 3 Bathrooms
  • Sleeps 7
Charming downtown apartment just steps t...

Summary:Charleston SweetThe Space:Charleston Sweet is a bright, modern Southern getaway tucked into the heart of downtown Charleston’s beloved Cannonborough–Elliottborough district. Here, the city doesn’t rush you - it invites you in. Mornings...

  • Charleston
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Poolside Palmetto Retreat-Charleston 3 B...

Welcome to your ideal Lowcountry hideaway! Located on a peaceful cul-de-sac in North Charleston, this charmingly remodeled 3-bedroom, 2.5-bath entire home offers ample sleeping space for families, friend groups, and gatherings—conveniently located...

  • Charleston
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 10

Charleston Tours & Activities

Gear Rentals

description: This is where you can rent gear when you are booked on a charter with Whole Other World Scuba or if you aren't doing a trip with us and just need gear.

Captain JB (12 Passenger Tours)

Captains Collective

Book online
$800.00

duration: 2.5 Hours meeting_point: Charleston, SC group_size: Maximum 12 people description: Seats up to 12 people! Perfect for bachelor/bachelorette, or just a fun day out on the water! what_is_included: - Instant Confirmation

Gift Certificates: Gift an Activity
Book online
$40.00 - $64.00

description: Give the gift of unforgettable time on the water with a **Palmetto Breeze Gift Card**. Perfect for birthdays, holidays, anniversaries, or last-minute surprises, our gift cards let recipients choose **when and how** they want to...

3-Hour Party Boat on

meeting_point: Folly Beach, SC description: We Specialize in Party Boat Tours! Duration 3 Hours About Jump aboard our 20 passenger high end tour boat, The Dolphin Queen, and settle into an easygoing, on-the-water party just south of Charleston...

Trailering Lesson

Boat Coach Charleston

Book online
$150.00

duration: 1.5 Hours meeting_point: 2408 Maybank HWY Johns Island. SC 29455 min_age: 13 description: This lesson provides hands-on instruction in safely and confidently hauling a trailer. Students learn how to properly hitch and unhitch, perform...

At The Chef’s Table Culinary Tour • Saturday Afternoon

meeting_point: 170 Riverplace, Greenville, SC 29601 description: America’s dedicated foodies and top chefs alike have turned their heads to Greenville’s dynamic 21st century culinary scene. Duration 3 Hours About America’s dedicated...

Signature Lunch Cruise

Charleston Harbor Tours

Book online
$25.00 - $55.00

duration: 90 minutes cancellation_summary: Please see Cancellation Policy Below meeting_point: Charleston Maritime Center, near Calhoun and Concord, Charleston, SC accessibility: Entrance to the boat is via a 30-foot ramp, which varies in steepness...

Charleston Food & Wine Tour

Crafted Charleston Tours

Book online
$105.00 - $295.00

description: Join us on a 7-hour Charleston Food and Wine tour. Hop on our one-of-a-kind Charleston limo party buses for some good wine, amazing food, and an unforgettably epic excursion. We’ll visit the Lowcountry’s majestic Angel Oak Tree...

Harbor Tour

Little Darlin Fishing Charters LLC

Book online
$350.00

duration: 2 Hours meeting_point: 2408 Maybank Highway, Johns Island SC, 29455 group_size: Up to 6 People description: Take a tour of the Charleston harbor either during the day or at sunset. Get a chance to see the city from a different vantage...

Annual Houdini Seance

Holy City Magic

Book online
$90.00

Charleston's 1 Magic & Comedy Theater Duration 1.5 Hours Long Cocktail Hour Starts at 7 pm Show starts at 8 pm Show ends at 9:30 pm About Harry Houdini died on Oct. 31, 1926. The first official Houdini Seance was arranged by Bess Houdini on...

3-Hour Party Boat “Rosie”
Book online
$900.00

meeting_point: Folly Beach, SC description: We Specialize in Bachelorette & Bachelor Parties Duration 3 Hours About Jump aboard our 18-passenger BeachCat saltwater pontoon boat and settle into an easygoing, on-the-water party just south of...

VIP Ghost Package

Bulldog Tours

Book online
$39.00 - $50.00

duration: 2 Hours cancellation_summary: Tickets can be refunded up until 24 hours prior to start time meeting_point: 18 Anson Street Charleston, SC 29401 pricing: • **Adult ages 13+**: $49 • **Child ages 4 -12**: $39 • **Wee Ones ages 3 and...

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