The Cheeky Butlers
Your naughty party entertainment partner
Welcome to Charleston
Welcome to Charleston, sc
Charleston has a mix of historic charm, Southern hospitality, coastal vibes, and a surprisingly lively nightlife — making it a fantastic place for birthdays, bachelorette parties, or a fun girls’ trip. Whether you want classy cocktails by the water, rooftop lounges, a fun night dancing, or a more relaxed but still festive vibe — Charleston gives you options.
With its scenic streets, historic mansions, nearby beaches, and a close-knit but vibrant bar/club scene — Charleston makes a perfect backdrop for a bachelorette weekend. Groups traveling in from nearby cities (Savannah, Charlotte, Columbia, Raleigh, etc.) or visiting from out-of-state will enjoy the mix of laid-back charm, Southern style, and party-ready energy.
If you and your crew want to celebrate with style — rooftop drinks, dinner + dancing, lively bars, or a chill hangout with cocktails — Charleston can deliver for a wide range of moods.
Clubs & unique dining experiences
A rooftop-bar vibe with great views and cocktails, ideal to start your night with a classy, relaxed vibe and Instagram-worthy pics. Website:
Prohibition
Stylish cocktail lounge/bar in historic downtown Charleston; a good spot for groups wanting a classy start or a chill night out. Website: https://prohibitioncharleston.com
Trendy cocktail bar with a fun vibe, cocktails, and a good atmosphere for groups — solid for pre-game or a girls’ night out.
A popular dance-club / live-music / DJ-night type venue — good if your squad wants to dance, party, and let loose.
High Cotton Charleston — Dinner + drinks + live music
Nice for starting the night with good food and ending with music, perfect for birthday dinners or group gatherings.
The Cocktail Club (Trendy Girls’ Night Out)
A stylish cocktail lounge with handcrafted drinks, great music, and a sexy, intimate vibe. Perfect for groups looking for a cool, elevated nightlife spot without the chaos of a club.
Restaurant + bar environment with good energy — a nice option if you want a combination of dinner, cocktails, and a somewhat lively but not over-the-top night out.
Upscale restaurant & bar — great for a more refined, classy dinner and drink night if your bachelorette group wants something a bit more elegant or chill.
Fun bar + seafood + cocktails — good for a casual-but-fun start before a bigger night out or for a low-key gathering with friends.
cool things to do
Charleston Harbor Sunset Cruise
A dreamy way to kick off the trip — your group gets stunning sunset views, ocean breezes, and the perfect backdrop for bachelorette photos. Bring drinks, play your playlist, and enjoy cruising past Rainbow Row, the Battery, and historic downtown. This is one of Charleston’s best girls-night warmups.
Private Sailing Charter (Luxury Catamaran or Yacht)
Upgrade your celebration with a private sail on a luxury yacht or catamaran. It’s perfect for groups who want something bougie — you can sunbathe, drink champagne, swim, and take flawless photos on the bow. Ideal for birthday queens and brides who want the VIP treatment.
Stand-Up Paddleboarding or Kayaking
Start the day with a fun and active water adventure around Charleston’s marshes and wildlife. Whether you paddle through calm waters or laugh together while trying to stay balanced, it’s a great bonding activity and a refreshing break between nights out.
Scenic Dolphin Watching Tour
Relax, sip drinks, and enjoy a peaceful boat ride while spotting wild dolphins around the harbor. It’s a wholesome daytime activity that still feels special and vacation-worthy — great for photo ops and a calmer group moment before the evening party.
Historic Carriage Tour (Perfect for Groups)
Take a classic Charleston carriage ride through the historic district and learn fun, quirky stories about the city. It’s cozy, photogenic, and perfect if you want something chill and cute before brunch or dinner. Plus the horse-drawn carriage adds a unique girly charm to the getaway.
Charleston Food Tour (For the Foodie Girls)
Taste your way through Charleston with a guided tour of signature dishes, local restaurants, and hidden culinary gems. It’s interactive, delicious, and perfect for a group of girls who want to explore the city without planning each stop themselves.
Ghost & Haunted Bar Tour
Spooky, hilarious, and a total vibe at night — these tours take you through Charleston’s haunted history while you bar-hop and sip cocktails. It’s a fun mix of storytelling, nightlife, and unexpected thrills that groups absolutely love.
Brewery Day at Holy City Brewing
For a laid-back daytime plan, head to one of Charleston’s top breweries for craft beer flights, good food, and a social outdoor hang. Great for a chill afternoon before getting dressed up for the night.
Wine & Cheese Tasting at Wine & Company
Sophisticated and intimate, this wine bar offers curated flights, cheese boards, and cozy seating — perfect for a classy pre-game, birthday toast, or late afternoon hang with the girls.
Cooking Class at Zero George
This luxury cooking school is one of Charleston’s best. Learn recipes from award-winning chefs while sipping wine and bonding over amazing food. It’s memorable, elevated, and ideal for foodie friend groups or birthdays.
Spa Day at Charleston Place
The ultimate girls’ relaxation day. Enjoy massages, facials, a steam room, and luxe treatment rooms in one of Charleston’s top-rated spas. Perfect for resetting after a night out or pampering the bride/birthday girl.
Luxury Beach Picnic Setup
Let a picnic company design a fully styled beach picnic with rugs, pillows, décor, charcuterie, fresh flowers, and pastel-colored table settings. It’s beyond Instagrammable and one of the cutest daytime activities in Charleston.
Professional Group Photoshoot
Hire a photographer who knows the best Charleston backdrops — pastel homes, cobblestone streets, waterfront views, and iconic oaks. Perfect for capturing your matching outfits, memory moments, or a glam shoot for the bride/birthday girl.
Rooftop Drinks at The Vendue
One of the city’s top rooftops with panoramic views, craft cocktails, and a fun energetic atmosphere. Ideal for a pre-party meetup or golden-hour photo stop with the girls before hitting the bars.
Prohibition Charleston (Live Music + Dancing)
With DJs, live bands, amazing cocktails, and an upscale speakeasy vibe, Prohibition is one of the hottest spots for bachelorette dance nights. The energy here is always perfect for celebrations.
Dinner & Live Music at High Cotton
This Southern-chic restaurant is great for dressy group dinners with live jazz and exceptional food. A perfect place to kick off your main celebration night in style.
Website: https://www.highcottoncharleston.com/
Camellias — The Pink Champagne Bar
This is the girly spot of Charleston. Pink marble, ornate décor, and sparkling cocktails make it one of the most Instagram-famous locations — a must-do for bachelorette trips.