
The Deep South itinerary — September 2026
For the The Deep South trip (Charleston, Savannah & New Orleans), September 2026 is mixed for weather comfort. Daytime highs run from about 30°C / 86°F to 31°C / 88°F across the stops. Plan around 7–9 days for the full Charleston, Savannah & New Orleans loop.
In this order — about 7–9 days:
- Charleston2 nights
- Savannah2 nights
- New Orleans3 nights
- Route noteReserve the longest intercity leg first and keep transfer days free of timed sights.
By TripSapien Research · Updated May 20, 2026
Charleston
Charleston in September
TempTemperature
83°F / 71°F
28.3°C / 21.6°C
RainPrecipitation
19d
5.2in · 132.6mm
LightDaylight
12.8h
Sea
78.1°F
25.6°C
Still tropical-storm season, but crowds thin and evenings become more usable late month.
City overview
Charleston is a low-country port city where church steeples, harbor forts, marsh islands, and preserved 18th- and 19th-century streets sit within a compact peninsula. The visitor rhythm changes sharply by season: spring gardens and Spoleto performances, hot stormy summers, hurricane-aware early fall, and mild winter weekends built around food, history, and beach walks.
Food & drink
Charleston is built around Lowcountry rice, seafood, okra, benne, and Gullah Geechee traditions. Book ahead for the best-known dining rooms, but leave room for she-crab soup, shrimp and grits, oyster roasts in cooler months, and casual seafood around Shem Creek or the islands.
Events & festivals
- Sep 2
- Sep 3
- Sep 4
- Sep 4
- Sep 5 – Sep 26
Charleston Farmers Market
Weekly Saturday market featuring local produce, crafts, and food vendors in Marion Square.
Planning lead · dates set closer in · Source: festival research
- Sep 5
Show all 40 events for September
- Sep 6
- Sep 6
- Sep 9
- Sep 9
- Sep 10
- Sep 10
- Sep 11
- Sep 11
- Sep 12
- Sep 12
- Sep 13
- Sep 13
- Sep 14
- Sep 14
- Sep 15
- Sep 15
- Sep 16
- Sep 16
- Sep 17
- Sep 17
- Sep 18
- Sep 18
- Sep 19
- Sep 20
- Sep 20
- Sep 22
- Sep 22
- Sep 24
- Sep 25 – Oct 5
Moja Art Festival
An annual celebration of African-American and Caribbean arts and culture featuring visual arts, music, dance, and theater.
Planning lead · dates set closer in · Source: festival research
- Sep 26 – Oct 26
Boone Hall Pumpkin Patch And Corn Maze
Seasonal family-friendly event with a pumpkin patch, corn maze, and fall activities at Boone Hall Plantation.
Planning lead · dates set closer in · Source: festival research
- Sep 27
- Sep 28
- Sep 29
- Sep 30
Holidays & observances
- Sep 7Labour DayPublic holiday
Top sights
Ranked for September suitability using weather, setting, ratings, and review volume.
- 1Gibbes Museum of Art
- 2Aiken-Rhett House Museum
- 3Fort Sumter National Historical Park
- 4Magnolia Plantation and Gardens
- 5Waterfront Park & Pineapple Fountain
- 6Sullivan's Island & Fort Moultrie
- 7Rainbow Row & The Battery
- 8Historic Charleston City Market
1Gibbes Museum of Art
4.7★ · 889indoorClosed TueCharleston art museum with Southern portraiture, miniature paintings, contemporary work, and a useful indoor anchor during summer storms.
Wikipedia
2Aiken-Rhett House Museum
4.6★ · 1,005indoorOpen dailyPreserved urban plantation complex with original outbuildings and interpretation of the enslaved people who worked there.
3Fort Sumter National Historical Park
4.7★ · 151indoorOpen dailyThe harbor fort where the first shots of the American Civil War were fired, reached by ferry from Liberty Square or Patriots Point.
Show 5 more sights
- 4Magnolia Plantation and Gardens
- 5Waterfront Park & Pineapple Fountain
- 6Sullivan's Island & Fort Moultrie
- 7Rainbow Row & The Battery
- 8Historic Charleston City Market
Neighborhoods
1French Quarter
Gallery-heavy historic core near the market, St. Philip's, and cobbled lanes. Best for first-time walks, architecture, and dinner reservations.
2South of Broad
Quiet mansion streets, gardens, The Battery, and Rainbow Row. Photogenic but residential, so mornings work better than late-night wandering.
3Cannonborough-Elliotborough
Younger restaurant and coffee corridor northwest of King Street, with smaller inns and a less formal feel than the old core.
4Upper King Street
Dining, bars, hotels, and nightlife north of Calhoun Street. Lively after dark and easy to pair with the visitor center.
5Mount Pleasant
Suburban harbor base for Shem Creek seafood, Patriots Point, and easy bridge access to Sullivan's Island.
6Sullivan's Island
Residential barrier island with broad beaches, lighthouse views, seafood restaurants, and Fort Moultrie history.
Getting around
The historic peninsula is walkable, and the free DASH shuttle helps with short hops between the visitor center, market, aquarium, and waterfront. Beaches, plantations, and most day trips require a car or rideshare; summer parking at island beaches fills early.
Savannah
Savannah in September
TempTemperature
85°F / 70°F
29.4°C / 20.9°C
RainPrecipitation
19d
4.5in · 114.5mm
LightDaylight
12.8h
Still warm and storm-aware, but late month starts to feel more comfortable.
City overview
Savannah is a planned colonial city of shaded squares, live oaks, river warehouses, and a strong preservation layer around the Historic District and Victorian District. The calendar swings from spring garden weather to heavy summer heat, fall ghost-tour and festival demand, and mild winter weekends.
Food & drink
Savannah food leans coastal Southern: shrimp and grits, crab stew, fried green tomatoes, biscuits, pralines, and seafood near the river or marsh. The strongest dining mix is split between polished Historic District restaurants, Starland casual spots, and beach seafood on Tybee.
Events & festivals
- Sep 4
- Sep 4
- Sep 18
- Sep 19
- Sep 19
- Sep 26
Show all 10 events for September
- Sep 26
- Sep 27
- Sep 27
- Sep 27
Holidays & observances
- Sep 7Labour DayPublic holiday
Top sights
Ranked for September suitability using weather, setting, ratings, and review volume.
- 1Cathedral Basilica of St. John the Baptist
- 2Telfair Museums
- 3SCAD Museum of Art
- 4River Street
- 5Tybee Island
- 6Forsyth Park
- 7Bonaventure Cemetery
- 8Savannah Historic District Squares
1Cathedral Basilica of St. John the Baptist
4.8★ · 7,262indoorOpen dailyTwin-spired Gothic Revival church with stained glass and murals, a major visual anchor near Lafayette Square.
Wikipedia
2Telfair Museums
4.5★ · 784indoorClosed MonThree-site museum group including the Telfair Academy, Owens-Thomas House & Slave Quarters, and the contemporary Jepson Center.
Wikipedia
3SCAD Museum of Art
4.5★ · 350indoorClosed TueContemporary museum run by Savannah College of Art and Design, giving the historic city a strong student and design layer.
Wikipedia
Show 5 more sights
- 4River Street
- 5Tybee Island
- 6Forsyth Park
- 7Bonaventure Cemetery
- 8Savannah Historic District Squares
Neighborhoods
1Historic District
Squares, inns, museums, churches, and restaurants in the walkable core north of Forsyth Park.
2Victorian District
Colorful 19th-century houses, quieter blocks, and the south edge of Forsyth Park.
3Starland District
Creative corridor with SCAD influence, murals, small galleries, coffee, vintage shops, and casual restaurants.
4River Street
Touristy riverfront nightlife and warehouse restaurants, best for a short evening walk rather than an all-day base.
5Ardsley Park
Residential early-20th-century streets with broad medians, useful for architecture walks away from the visitor crowds.
6Tybee Island
Beach-and-pier escape with lighthouse history, seafood shacks, and a completely different pace from the squares.
Getting around
The Historic District is best on foot, with DOT fare-free shuttles and ferries covering some visitor routes. A car helps for Tybee, Wormsloe, Bonaventure, and late-night returns from outlying districts.
New Orleans
New Orleans in September
TempTemperature
88°F / 74°F
31.2°C / 23.1°C
RainPrecipitation
10d
5.1in · 130mm
LightDaylight
12.2h
September is still hurricane-season hot, with lighter crowds but weather monitoring important for swamp and river trips.
City overview
New Orleans sits on a bend of the Mississippi River, where the French Quarter, Tremé, Marigny, Bywater, Garden District, and Uptown turn Creole architecture, brass-band music, Catholic parade calendars, and river commerce into one city. The French and Spanish colonial grid, St. Charles Avenue streetcar, above-ground cemeteries, and festival schedule make the visitor map unlike any other U.S. city.
Food & drink
New Orleans food is specific: gumbo, jambalaya, red beans and rice, crawfish etouffee, po'boys, muffulettas from the Central Grocery orbit, oysters, pralines, and beignets at Cafe du Monde. Use the French Quarter for old Creole dining, Magazine Street for neighborhood restaurants, and the Tremé-Marigny-Bywater corridor for music plus late meals.
Events & festivals
- Sep 1
- Sep 1
- Sep 2
- Sep 2
- Sep 3 – Sep 24
- Sep 3
Show all 40 events for September
- Sep 4
- Sep 4
- Sep 5
- Sep 5
- Sep 6
- Sep 6
- Sep 8
- Sep 8
- Sep 9
- Sep 9
- Sep 10 – Sep 13
New Orleans Burlesque Festival
An annual celebration of burlesque performance art featuring local and international artists across multiple venues in New Orleans.
Planning lead · dates set closer in · Source: festival research
- Sep 10
- Sep 11
- Sep 11
- Sep 12
- Sep 12
- Sep 13
- Sep 13
- Sep 14
- Sep 15
- Sep 16 – Sep 24
New Orleans Film Festival
A prestigious film festival showcasing independent films, documentaries, and shorts with screenings, panels, and parties.
Planning lead · dates set closer in · Source: festival research
- Sep 17
- Sep 18
- Sep 19
- Sep 20
- Sep 21
- Sep 22
- Sep 23
- Sep 24
- Sep 25
- Sep 26
- Sep 27
- Sep 29
- Sep 30
Holidays & observances
- Sep 7Labour DayPublic holiday
Top sights
Ranked for September suitability using weather, setting, ratings, and review volume.
- 1St. Louis Cathedral
- 2National WWII Museum
- 3New Orleans Museum of Art and City Park
- 4Steamboat Natchez and Mississippi riverfront
- 5Mardi Gras World
- 6Frenchmen Street
- 7St. Charles Avenue Streetcar
- 8French Quarter and Jackson Square
- 9Audubon Park
- 10Garden District and Lafayette Cemetery No. 1
1St. Louis Cathedral
4.8★ · 5,019indoorOpen dailyThe cathedral on Jackson Square traces its parish to 1720, with the present triple-spired building completed in the 1850s after earlier fires and rebuilds. It anchors Chartres Street beside the Cabildo and Presbytere.
2National WWII Museum
4.8★ · 29,728indoorOpen dailyThe museum opened in 2000 in the Warehouse District and grew from the Higgins Boats built in New Orleans for Allied landings. Exhibits cover the European and Pacific theaters, aircraft, oral histories, and the U.S. Freedom Pavilion.
Wikipedia
3New Orleans Museum of Art and City Park
4.7★ · 5,307indoorClosed MonNOMA opened in City Park in 1911 and holds French, American, African, Japanese, and decorative arts collections. The Sydney and Walda Besthoff Sculpture Garden sits beside bayous and live oaks in the same park.
Show 7 more sights
- 4Steamboat Natchez and Mississippi riverfront
- 5Mardi Gras World
- 6Frenchmen Street
- 7St. Charles Avenue Streetcar
- 8French Quarter and Jackson Square
- 9Audubon Park
- 10Garden District and Lafayette Cemetery No. 1
Neighborhoods
1French Quarter (Vieux Carré)
The Quarter is dense and old, with Jackson Square, Royal Street galleries, Bourbon Street bars, hidden courtyards, Creole townhouses, and the riverfront within a tight grid.
2Marigny and Bywater
Marigny and Bywater are downriver and music-heavy, with Frenchmen Street clubs, Crescent Park, colorful cottages, St. Claude Avenue venues, and neighborhood restaurants.
3Tremé
Tremé is tied to Black New Orleans culture, with Congo Square, Backstreet Cultural Museum, brass-band history, Creole cottages, and second-line routes near North Rampart Street.
4Garden District and Lower Garden District
The Garden District is mansion-lined and leafy, with St. Charles Avenue, Magazine Street shops, Lafayette Cemetery No. 1, Commander's Palace, and streetcar stops.
5Uptown and Carrollton
Uptown stretches along St. Charles and Magazine, with Tulane, Loyola, Audubon Park, Maple Street bars, old oaks, and po'boy counters.
6Warehouse District and CBD
The Warehouse District and CBD feel more modern, with the National WWII Museum, Ogden Museum, Julia Street galleries, hotels, Superdome access, and convention crowds.
Getting around
RTA streetcars and buses cover the French Quarter edge, St. Charles Avenue, Canal Street, Rampart Street, cemeteries, City Park, and parts of Uptown using Le Pass fares. Walking works in the Quarter and Marigny, the St. Charles streetcar works for Garden District days, and rideshare is practical for late-night Bywater or airport trips.
Planning the The Deep South route?
Add your dates and we'll pace all 3 cities — every place checked for closures, limited hours, and booking needs in September.
Weather by month for the The Deep South trip
In September, the The Deep South trip runs daytime highs from 30°C / 86°F to 31°C / 88°F, with nights down to about 22°C / 72°F at the coolest stop. Climate averages show about 10 rainy days at the rainiest stop. Weighed across all 3 stops, September is mixed for weather comfort.
The most comfortable months across Charleston, Savannah & New Orleans are November, April and October, based on average daytime temperatures and rainfall at every stop. September 2026 is mixed for weather comfort.
Common questions about the The Deep South trip
- When is the best time to do the The Deep South trip?
- The most comfortable months across Charleston, Savannah, New Orleans are November, April and October, based on average daytime temperatures and rainfall at each stop. September is mixed for weather comfort — see the per-stop weather below for the climate averages in September 2026.
- How many days do you need for the The Deep South trip?
- A comfortable The Deep South trip runs about 7–9 days, allowing roughly Charleston 2, Savannah 2, New Orleans 3 nights plus travel between stops. Add a day if you want a slower pace or extra day trips.
- What's the route for the The Deep South trip?
- The classic order is Charleston, Savannah & New Orleans. Each city below has its own September weather, any available event listings, and a top-sights list.
Ready to plan the The Deep South trip?
Turn this route into a day-by-day plan for September 2026, every stop checked for closures and booking needs on your exact dates.