Charleston, SC Vacations

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Featured Vacation Rentals

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 18
Charming carriage house w/ original hard...

Summary:4 Bee StThe Space:Ideally located in the Cannonborough Elliotborough neighborhood of Charleston, this one-bedroom carriage home provides a phenomenal taste of the city's history and appeal, as well as simple walking access to an countless...

  • Charleston
  • 1 Bedrooms
  • 2 Bathrooms
  • Sleeps 4
Historic Lodge Alley DEAL walking distan...

We adore staying at Lodge Alley. It is a impressive 18th century warehouse converted into condos. It is walking distance from historic sites such as The Market, Rainbow Row, The Battery, and the Charleston Harbor. Boutique shopping is close by and...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 4
Cozy Cottage • Near Downtown

Tucked away on a peaceful street, our striking home is close to anywhere you want to go in Charleston! A short 14 mile trip to the beach and just 15 min to King Street, and Charleston’s International Airport.

  • Charleston
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 8
Green Cottage – Private Casa Zoë Down...

Summary:OP2025-05858Green Cottage is your own private Charleston hideaway - historic appeal meets Casa Zoë’s modern elegance. Recently redesigned with two bedrooms and two baths, it’s a ideal blend of comfort and design, tucked just steps from...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5
Crosstown @ King | Downtown Chic Cottage...

Summary:Feel Charleston from this beautiful 2BR, 2BA bungalow just steps from King Street. Featuring two king bedrooms, modern amenities, and flexible sleeping with an air bed, it’s ideal for families or modest groups. Savor high-speed WiFi...

  • Charleston
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 5

Charleston Tours & Activities

Guided Birding Walk

Drayton Hall Preservation Trust

Book online
$40.00 - $45.00

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 Drayton Hall...

Shark Tooth Hunting

Reel Fish Finder Charters

Book online
$300.00 - $500.00

duration: 2 Hours meeting_point: 1407 Shrimp Boat Ln. Mt Pleasant, SC 29464 description: Rods, reels, tackle, bait and ice are all provided, but feel free to bring your own fishing gear if you prefer. Reel Fish Finder offers several fishing...

The Complete Charleston Tour

Snap Picture Perfect Tours

Book online
$139.00

Get a Complete taste of Charleston's beautiful Lowcountry from downtown to the beaches to the plantations and more! Duration 6.5 hrs Itinerary - Charlotte Street (.4 mile) - Morris Lighthouse (.75 RT, road+sand dune) - Folly Pier - Angel...

Custom Private 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 people description: Powerboats -/+ 32' This personalized lesson is tailored to your specific powerboat and skill level. You’ll learn...

Public BREW BARGE

Saltwater Cycle Charleston

Book online
$50.00 - $55.00

duration: 1 hour 35 minutes cancellation_summary: 7 days in advance for a full refund min_age: 18 group_size: Maximum 18 people description: This lively Charleston booze cruise is a floating party where guests bring their own drinks and enjoy music...

Private Charleston Carriage Tour

Palmetto Carriage Works

Book online
$250.00 - $450.00

duration: 1 Hour meeting_point: 8 Guignard St, Charleston, SC 29401 pricing: **Private Carriage**: Starting at $325 *Up to 4 seated guests & 2 lap children under the age of 2* **Wagonette**: Starting at $450 *5-8 passengers* description: Palmetto...

Gift Card

Wild Dunes Resort

Book online
$50.00

meeting_point: Wild Dunes Resort description: Wild Dunes Gift Card Wild Dunes gift card makes the perfect gift for anyone looking for a coastal escape. **Gift cards are sold in $50 increments.** *Gift card is good towards Wild Dunes Resort...

Mercedes Maybach Sprinter

Holy City Exotics

Book online
$350.00

Experience the power and performance of our breathtaking Mercedes Maybach Sprinter! About Experience unparalleled luxury with Holy City Exotics' Black Mercedes Maybach Sprinter Van, the premier exotic rental vehicle in Charleston, South...

Day Time Sail • Llibertat (36ft 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...

African American Spirituals with Ann Caldwell and The Magnolia Singers

Join us on December 15, 2024, from 3:30pm – 5:30pm, for our most requested event of the Holiday Season! Duration 2 Hours About Ann Caldwell and The Magnolia Singers will usher in the Holidays with their ancestral hymns. Enjoy a beverage...

Drayton Hall Kids Downtown

Drayton Hall Preservation Trust

Book online
$5.00

duration: 1 Hour meeting_point: 328 East Bay Street, Charleston, SC 29401 description: You loved Family Fridays at Drayton Hall, so we’re bringing a special weekend edition to downtown Charleston! Join us one Saturday this spring for a morning of...

Rentals: Shem Creek Kayak and Paddleboard
Book online
$27.00 - $75.00

meeting_point: Shem Creek, Mount Pleasant, SC description: *Kayak & Paddleboard Rentals* *Advance reservations are required* ___________________________________ Rates **3 Hour Single Kayak** - $45 (up to 3 hours) **Full day Single Kayak** ...

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