May 26, 2028 to May 30, 2028
Essentials
- Destination: Charleston, SC.
- Optimal Travel Dates: 2028-05-26 to 2028-05-30 (Historic mansion tours, festival events, and celebrated Lowcountry dining.).
- Travel Party: 2 adults (4 dogs stay home with dedicated Rover care in Cudahy).
- Target Budget Range: $1,530 to $1,890 per person ($3,060 to $3,780 total party cost).
- Hotel Starting Point: The Spectator Hotel, 67 State St, Charleston, SC 29401.
- Hotel Pet Policy: $0 hotel pet fee (dogs stay home in Cudahy).
- Home Pet Care (If Pets Stay Home): Rover.com Cudahy Pet Sitting Search estimates $130 to $170 per night ($520 to $680 total for 4 nights).
Day by Day
Day 1: Friday, May 26, 2028: Flight to Charleston, French Quarter & Welcome Dinner
- 11:30 AM CDT to 2:45 PM EDT Flight to Charleston & Car Pickup
- 3:15 PM to 4:30 PM Hotel Check-In The Spectator Hotel
- 5:30 PM to 8:30 PM City Market Walk & Lowcountry Dinner City Market
Day 2: Saturday, May 27, 2028: Spoleto Festival Performance & The Battery Walk
- 9:00 AM to 9:45 AM Southern Breakfast Poogan's Porch
- 10:00 AM to 1:00 PM The Battery & Rainbow Row The Battery
- 2:30 PM to 5:00 PM Spoleto Festival Performance Spoleto Festival USA
- 6:30 PM to 9:00 PM Dinner at Husk Husk
Day 3: Sunday, May 28, 2028: Historic House Museums & Waterfront Park
- 9:30 AM to 12:00 PM Nathaniel Russell House Tour Nathaniel Russell House
- 1:00 PM to 3:30 PM Waterfront Park & Harbor Views Waterfront Park
- 6:00 PM to 8:30 PM Waterfront Seafood Dinner Fleet Landing
Day 4: Monday, May 29, 2028: Sullivan's Island Coastal Excursion & Fort Moultrie
- 9:30 AM to 1:00 PM Sullivan's Island Beach & Fort Fort Moultrie
- 1:30 PM to 3:30 PM Island Tavern Lunch Poe's Tavern
- 6:00 PM to 8:30 PM Celebration Lowcountry Feast Magnolias
Day 5: Tuesday, May 30, 2028: Morning Market Stroll, Airport Return & Flight Home
- 8:30 AM to 10:00 AM Checkout & Sweetgrass Baskets City Market
- 10:30 AM to 11:45 AM Drive to Charleston Airport
- 1:15 PM EDT to 5:30 PM CDT Return Flight to Milwaukee
Costs
| Expense Category / Line Item | Provider / Venue | Exact Unit Price / Rate | Total Cost Range | Verified Booking / Info Link |
|---|---|---|---|---|
| Lodging (4 Nights) | The Spectator Hotel | $295 / night | $1,180 to $1,180 | The Spectator Hotel Booking |
| Flights & Rental Sedan | Commercial Carrier & Enterprise CHS | $270 to $370 / person | $540 to $740 | Travel Logistics |
| Festival Tickets & Historic Tours | Charleston, SC Regional Highlights | $45 to $65 / person | $180 to $260 | Charleston Historic District & French Quarter |
| Dining & Craft Beverages | Local Acclaimed Dining | $80 to $115 / person / day | $640 to $920 | The Battery Promenade & White Point Garden |
| Home Pet Care (4 Dogs in Cudahy) | Rover.com Cudahy Pet Sitting Search | $130 to $170 / night | $520 to $680 | Rover Cudahy Pet Sitting |
| TOTAL (All-In Vacation Expenses for Party of 2) | Lodging + Transit + Activities + Dining + Rover Care | $1,530 to $1,890 / person | $3,060 to $3,780 total | Charleston Historic District & French Quarter |