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Charleston Vacation Packages

A vacation is only as good as the memories you take with you. With a dazzling array of sights to see & explore, and one-of-a-kind activities all around Charleston, it’s hard to know just where to start. That’s why we’ve curated these unique, fun-filled Charleston vacation packages that will have you enjoying the local flavor and experiencing your Holy City vacation in ways you never dreamed possible – so what are you waiting for? Let’s do this!

We have packages available for all sorts of occasions, including a romantic getaway with your significant other, a fun girls’ trip and much more! Choose from any of our Charleston getaway package or create your own with our a la carte option. Our Concierge team will handle all of the details!

Culinary Retreat Package

Package Includes

  • “Chef’s Kitchen Tour” This 3-hour walking tour takes you behind the scenes of 5 of Charleston’s greatest restaurants, where you will meet the talented chefs and gain insight into their ideas, methods and creativity.
  • Enjoy an intimate cooking class at your Luxury Simplified Retreatsvacation rental, OR enjoy a meal prepared by a Private Chef for you and your group.
  • Gift certificate to one of Charleston’s top restaurants, of your choosing, so you can experience the local cuisine for yourself (amount not to exceed $100).

Price: Starting at $300

Girls' Retreat Package

Package Includes

  • Spend an afternoon with locally renowned Personal Shopper & Stylist, Andrea Serrano, as she takes you to some of her favorite Charleston area boutiques and shares top styling tips and tricks.
  • Grab a swimsuit & the sunscreen or sit back, relax and watch the sunset from a private Boat Charter on Charleston Harbor
  • Gift certificate to enjoy true southern fare at Halls Chophouse Sunday Gospel Brunch (amount not to exceed $100).

Price: Starting at $750

Beach Retreat Package

Package Includes

  • Grab your friends and learn to catch a wave together OR have a private surf lesson with a local surf pro – you can even add yoga!
  • Chair & Umbrella Beach Gear Rentals – with or without daily set up. All you’ll need to bring is the sunscreen, a cold beverage and a good book!
  • Golf Cart Rental – either daily or weekly rental available.
  • (2) fluffy & luxurious Luxury Simplified Retreats logo beach towels

Price: Starting at $300

Couples Retreat Package

Package Includes

  • Tour the streets of historic downtown Charleston in a private, horse-drawn carriage for two, and discover the elegant gardens, private courtyards, and distinctive architecture with your own private guide. (pending availability)
  • Private, 60-minute couples massage at your Luxury Simplified Retreats vacation home
  • Gift certificate to one of Charleston’s top restaurants, of your choosing, so you can experience the local cuisine for yourself (amount not to exceed $100).

Price: Starting at $660

A La Carte Activities


  • Choose from any of the activities offered and create your own unique package … after all, no two experiences ever need to be the same!
  • Choose just one activity to add on to your Charleston vacation experience … and we’ll handle all of the details!
  • Inquire with our Concierge team to explore other activities and all the fun things waiting for you to experience while in Charleston

Price: Depends upon activity


Download our “Insider's Guide To Charleston” to discover the best of EVERYTHING Charleston! Our vacation guide is bursting with restaurants, activities, and top destinations, and it includes some of our Top 5 favorite things to see and DO in Charleston. From historic plantations to golf, dining and spas … even the BEST places for a delectable Southern brunch. Plus we've included maps of downtown Charleston and the beaches, and put everything you need to plan your perfect Charleston vacation all in one place!

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