🌴 Charleston in Style: 4-Star Historic District Getaway February 23–26, 2026
🛎 How to Book This Trip
Please select your room occupancy from the dropdown menu before adding the trip to your cart.
-
Double Occupancy – Price shown is per person when sharing a room with another guest.
-
Single Occupancy – Price shown is for one guest in a private room.
✅ After selecting your occupancy, enter the number of travelers you’re booking for (1 or more), then click “Add to Cart.”
You’ll see your pricing update automatically based on your selection.
Note: Selecting an occupancy option is required to proceed with your reservation.
Price range: $1,199.00 through $1,499.00
🌴 Charleston in Style
4-Star Historic District Stay, Carriage Tour & Sunset Dinner Cruise
February 23–26, 2026 • 4 Days / 3 Nights
Fly-In Luxury Escape from The Villages®
Experience Charleston at its most elegant — a 4-star hotel in the heart of the Historic District, a relaxing sunset dinner cruise, and a historic horse-drawn carriage tour. All with the freedom to explore independently, while enjoying curated guidance and Departure Depot support every step of the way.
Skip the exhausting 8–9-hour bus ride.
Fly in comfortably.
Explore Charleston your way.
⭐ 4-Star Accommodations — In the Center of Charleston
Stay where Charleston’s charm lives — not miles outside the city.
Your upscale boutique hotel places you inside the Historic District, surrounded by iconic sights, dining, waterfront strolls, and shopping.
Your hotel features:
✅ Walk to Rainbow Row, The Battery & Waterfront Park
✅ Half a block from Charleston City Market
✅ Steps to King Street boutiques & restaurants
✅ Southern hospitality with elevated, boutique-style service
This is the Charleston people dream of — and you will live it.
✈️ Why We Fly — Not Drive
Charleston is stunning.
The all-day bus ride is not.
Skip:
• Long highway hours
• Uncomfortable seating
• Losing a full day of your trip
Enjoy instead:
✈️ A smooth 90-minute nonstop flight
😌 Arrive relaxed, not worn out
🏙️ Be in Charleston by mid-morning
🍷 Actual vacation time on Day 1
Your time is valuable — this trip treats it that way.
💸 $200 Airfare Credit Included
A true, flexible credit — not a gimmick or baked-in discount.
How it works:
• Book any airline you prefer
• Submit your flight receipt
• Receive $200 refunded to your card after final payment
You choose your flights — we reward you for flying.
✈️ Recommended Nonstop Flights (Optional)
Breeze Airways — Orlando (MCO) ➜ Charleston (CHS)
Nonstop • Fast • Ideal for travelers from The Villages®
| Date | Route | Time |
|---|---|---|
| Mon, Feb 23 | MCO ➜ CHS | 7:15 AM → 8:43 AM |
| Thu, Feb 26 | CHS ➜ MCO | 11:20 AM → 12:58 PM |
Drive The Villages® ➜ MCO ~1 hr 15 mins
Flight ➜ Charleston ~1 hr 28 mins
Total door-to-door: ~3 hours.
🌟 Trip Highlights
⭐ 4-Star Historic District Hotel
• Upscale décor • Premium location
🐴 Horse-Drawn Carriage Tour
A narrated journey through Charleston’s storied streets
🌅 Sunset Dinner Cruise
Experience Charleston Harbor at golden hour
🍳 Daily Breakfast
Southern-style breakfast each morning
🚗 $50 Uber Credit Per Person
Use toward:
• Airport transfers
• Getting to/from included experiences
• Local transportation during your stay
🧭 Independent Travel, Elevated
Explore at your own pace — with curated recommendations and full Departure Depot support.
✅ Package Includes
✔️ 3 nights at a 4-star Historic District hotel
✔️ Daily breakfast
✔️ Horse-drawn carriage tour
✔️ Sunset dinner cruise
✔️ $200 airfare credit (post-travel reimbursement with receipt)
✔️ $50 Uber credit per person
✔️ Curated recommendations & digital travel packet
✔️ Departure Depot support before and during travel
📅 Daily Itinerary
Monday, Feb 23 — Arrival & Settle In
• Fly into Charleston
• Use your included Uber credit for transport to the hotel
• Enjoy a leisurely afternoon exploring shops, waterfront, and dining
Tuesday, Feb 24 — Historic Charleston
• Horse-Drawn Carriage Tour
• Explore Rainbow Row, The Battery & City Market
• Free time to enjoy boutiques, cafés, and galleries
Wednesday, Feb 25 — Coastal Elegance
• Free morning to explore
• Sunset Dinner Cruise on Charleston Harbor
Thursday, Feb 26 — Farewell
• Breakfast & relaxed morning
• Fly home refreshed
👌 Ideal for Travelers Who Love:
• Walkable, historic cities
• Culture, dining, and coastal charm
• Independent exploration
• Smarter, time-efficient travel
This is Charleston done beautifully — and effortlessly.
📌 Things to Know
• This is a fly-in independent travel experience; no motorcoach transportation is provided.
• A $200 airfare credit per person is included after submission of flight receipt.
• Guests may book any airline and flight schedule they prefer.
• Trip is based on double occupancy; solo supplement applies.
• A $350 per person deposit secures your space.
• Final payment is due January 15, 2026.
• All payments are non-refundable unless a replacement traveler is secured.
• Minimum participation is required for included experiences.
• Travel insurance is strongly recommended.
• Charleston is walkable; guests should expect moderate walking.
• Itinerary order may be adjusted due to weather or supplier availability; equal or better substitutions will be provided.
• Uber credits will be delivered approximately one week prior to departure.
• Tickets to included experiences will be emailed approximately one week prior to departure.
• Digital travel packet will be emailed after final payment.
🛡️ Trip Protection Requirement
Trip Protection is required and automatically included at checkout. This protects your prepaid hotel stay and included experiences in the event of covered cancellation or interruption.
If you decline coverage, a $200 per person room-block recovery fee will apply to any cancellation or no-show, regardless of reason.
Trip Protection ensures guaranteed accommodations for all confirmed guests — and protects your investment.
Additional information
| Prices | PP Double Occupancy, PP Single Occupancy |
|---|