Charleston, SC Vacations

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Featured Vacation Rentals

Cozy Downtown Escape | The Condon Carria...

Permit Number: 07183The Space: Welcome to Condon Carriage House, a comfortable standalone getaway tucked behind a historic home in the alluring Hampton Park neighborhood. Ideal for two guests, this beautiful carriage home offers a peaceful setting...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
Spacious, Large 4bd w/ Outdoor Dining, n...

Summary:Feel the ideal fusion of history and modern luxury at this exceptional 4-bedroom, 3-bath residence. This gorgeously remodeled home offers an elevated getaway in the heart of the city. Located just three blocks from vibrant King Street...

  • Charleston
  • 4 Bedrooms
  • 3 Bathrooms
  • Sleeps 9
The President St Trio - 8 Bedroom

Summary:Group-friendly, three-home complex, centrally located in Downtown Charleston! - Over 5,000 square feet- Great for huge groups—spend time together, but everybody can have their space!- Open-air porches, welcoming living areas & roomy...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Centrally located condo, Renovated, Pool...

Ideal couples or modest family getaway! Freshly refreshed condo in central location on Isle of Palms. 204A Oceanside provides simple access to the Island's main strip including a variety of eateries, live music, local stores, and the county park...

  • Isle of Palms
  • 2 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
Charleston's Urban Retreat: Refined Comf...

This listing is for a room within a hotel.✦ Your room is 300 sq. ft, equipped with complimentary toiletries, standard quality 41-inch TV, available with Standard cable.✦ Cleaning services supplied in the nightly price.There are a few additional...

  • Charleston
  • 1 Bedrooms
  • 1 Bathrooms
  • Sleeps 2
September Deal - Designer 2BR Historic C...

Charming 2-Bedroom Retreat with Modern ComfortsWelcome to your Charleston home away from home. This handsomely decorated 2-bedroom, 1-bath historic condo offers bright natural light, thoughtful design, and two private balconies ideal for...

  • Charleston
  • 2 Bedrooms
  • 1 Bathrooms
  • Sleeps 4

Charleston Tours & Activities

Black History Month Celebration Season Pass

description: About Each ticket entitles the purchaser to visit as many days they choose February 2nd - 26th during our 2026 Black History Month Celebration. Tickets can only be used by purchaser of record. ID required upon entrance. A portion...

Shark Teeth & Shells

Quarterdeck Charters

Book online
$650.00

duration: 4 Hours meeting_point: Quarterdeck Charters description: Spend your day finding shark teeth & shells at locations only accessible by boat! Our knowledgeable and experienced captains will take you to explore the best places to find shark...

Sunset Charleston Harbor Sail
Book online
$44.00 - $49.00

duration: 2 cancellation_summary: Cancellations, refunds, or reschedules are permitted up to 48 hours before your scheduled sail start time. Within 48 hours of your sail, no cancellations, refunds, or reschedules will be allowed. meeting_point: Shem...

Sunset Cruise - 42' Freeman

Pole Dancer Charters LLC

Book online
$1,200.00

duration: 3 Hours meeting_point: 1903 Waterway Island, Isle Of Palms SC, 29451 description: Enjoying a summertime Charleston sunset is truly hard to beat. Experiencing it in company with family and friends from a boat's view just makes it better...

Charleston Festival of Lights with Small Group Transportation

duration: 3.5 hours cancellation_summary: Cancelations made 24 hours or more before the starting time will be refunded. Cancelations made after 24 hours of the starting time will not be refunded. meeting_point: Charleston Visitor Center group_size...

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...

Fishing Charter

Island Boat Rentals and Charters

Book online
$50.00 - $450.00

duration: 4 hour charter meeting_point: Island Boat Rentals and Charter • 50 River Landing Dr, Charleston, SC 29492 (North Dock) group_size: Up to 4 people description: We offer fishing charters to all of Daniel Island and beyond! Come take a...

Six Day Kayak Rental

Castaway Island Excursions

Book online
$145.00 - $160.00

description: Experience Folly on Your Own Time! Duration 144 Hours About If you are staying at a beach house or rental on the water - don't worry! We can bring the kayaks to you for free. If you have an appropriate vehicle and want to take...

Private Sunset Charter

Charleston Harbor Sailing LLC

Book online
$100.00 - $550.00

description: The golden hour of sunset is our prime booking time for a private charter! 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...

Rescue Diver

description: Save a life! Duration 1-2 days About The rescue certification course is designed to develop the knowledge and necessary skills for an individual to effectively perform diver rescues and assists, and administer necessary first...

Miely  Tennis Group

Wild Dunes Resort

Book online
$980.00

description: Over the course of the weekend, players enjoy customized clinics from our tennis pros, focusing on strategy, stroke production tailored to their level. Clinics are scheduled to fit each group’s pace and level. It’s an ideal option...

Hospitality Appreciation Sunset Cruise

Charleston Yacht Charters

Book online
$25.00

duration: 2 Hours meeting_point: Safe Harbor City Marina Downtown Charleston | 17 Lockwood Dr, Charleston, SC 29401 group_size: Min 6 to run - Max 23 people pricing: RSVP $25 per person Dockside @ departure $35 per person description: This is for...

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