How to Spend $5000 on a Luxurious Weekend in Charleston, South Carolina (2025)
By Mark A Leon
Charleston, SC, offers a perfect blend of luxury, history, and charm. With about a $5000 budget, you can enjoy an unforgettable weekend filled with indulgent experiences. Here’s how to make the most of it:
Friday Evening: Arrival and Fine Dining
• Accommodation: Check into the luxurious Hotel Bennett or The Dewberry, both offering top-tier amenities and located in the heart of Charleston. Expect to spend $1200-$1500 for a two-night stay.
• Dinner: Dine at Halls Chophouse, known for its exceptional steaks and service. Budget around $300 for two, including wine. An alternative option is the 9 course international experience of Honeysuckle Rose. Reservations are a certainty for these two incredible restaurants.
Saturday Morning: Historic Tours
• Breakfast: Start your day with a gourmet breakfast at Miller’s All Day ($100+ for two).
• Historic Tour: Take a private guided walking tour of the French Quarter and South of Broad neighborhoods to explore Charleston’s rich history and architecture ($300).
Saturday Afternoon: Culinary Delights and Relaxation
• Lunch: Enjoy fresh seafood at The Ordinary, a celebrated oyster bar ($150).
• Relaxation: Book a spa session at The Spa at The Charleston Place for ultimate relaxation ($400).
Saturday Evening: Sunset Cruise
• Harbor Cruise: Charter a private yacht for a sunset cruise along Charleston Harbor. This luxurious experience costs around $1500 but offers breathtaking views.
• Dinner: After the cruise, savor a chef’s tasting menu at FIG, one of Charleston’s finest restaurants ($400). Reservations strongly encouraged.
Sunday Morning: Scenic Exploration
• Brunch: Indulge in brunch at Poogan’s Porch, a historic restaurant serving Southern classics ($100 – $130 for two).
• Visit Angel Oak Tree: Take a short drive to Johns Island to admire this 400-year-old natural wonder (free entry).
Sunday Afternoon: Shopping and Departure
• Shopping: Stroll through King Street for boutique shopping and pick up unique souvenirs at the Charleston City Market. Allocate $500 for keepsakes.
• Departure: Conclude your weekend with airport transfers or additional services (approx. $200).
Total Estimated Cost Breakdown:
• Accommodation: $1500
• Dining: $1300
• Activities and Tours: $2500
• Souvenirs/Extras/Shopping: $500 – $1000
This itinerary ensures an indulgent yet culturally rich weekend in Charleston!
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Charleston Daily is a concept in community. Its mission is to promote, assist, and celebrate in everything Charleston, South Carolina. By partnering with businesses, community leaders, volunteers and events, we are spreading the love that is Charleston. As this city continues to grow and prosper, we want to help spread the message to all about how wonderful this community is. Charleston is about the people, community, water, land, history, heritage and the true southern warmth it brings with each and every day.