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 A Taste Of The Old South

History, Famous Sites, Food & Culture Tour

Destination: Natchez Mississippi
When: October  4 - 10,  2023
Duration: 7 Days / 6 Night





Embark on an unforgettable journey to discover the tranquil beauty of Natchez, a historic southern city steeped in rich heritage and vintage charm. As one of the oldest cities in the lower Mississippi, Natchez is a treasure trove of antebellum mansions and mouth-watering biscuits that are sure to captivate your senses. With a carefully curated itinerary spanning five days, you'll have the opportunity to explore a dazzling array of old and new masterpieces, including palatial antebellum homes, museums, historic buildings, landmarks, and exquisite cuisine. If you're in search of a peaceful and leisurely vacation, then look no further than this enchanting getaway. Don't miss out on this extraordinary experience, and join us today!

Highlighted Included

  • Embark on a private guided tour of Natchez to explore the heart of the city, taking in antebellum homes and historical landmarks. Indulge in the delectable cuisine of the deep south with a signature foodie tour that will take you to six distinct restaurant destinations. Delight your taste buds with the finest muscadine table wines produced by a family-owned winery that has been operating in the city since 1979.


  • Private Airport/ Accommodation  transfer 

  • Champagne

  • Breakfast Daily

  • 6-Nights/7 Days Accommodations

  • Two Dinners

  • Two Lunches

  • Foodie Tour

  • Antebellum Homes Tour

  • History Point of Interest visit

  • Wine Tasting

  • Horse & Carriage Tour

  • Swag Bag

  • Host & Guide

  • Photographer

  • All  taxes, gratuities, & service fees 

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  • Airfare to and/from Natchez Mississippi

  • Travel Insurance

  • Pre or post-stays  

  • Shopping and personal expenses

  • Meals, Drinks,  or other cocktails not listed as included in the itinerary

  • All other expenses incurred during your free time 

  • Anything not clearly listed as included is excluded

“Travel makes you realize that no matter how much you know, there’s always more to learn.”


Day 1: Tuesday
Arrive In Natchez

On arrival at Medgar Wiley Evers International Airport, located in Jackson, Mississippi International airport, a Meet and Greet assistant will welcome and guide you to the private group transport waiting for you curbside. The approximate travel time is one hour and fifty-three minutes before arriving at your quintessential destination Natchez. Upon check-in, unpack, and relax with a glass of champagne amenity waiting in each guest room. Later meet your private guide for a grand tour of the property and group commemorative photo on the historic inn grounds before the "Welcome to Natchez" private group dinner. Tonight's dining experience will take place in Restaurant 1818, which was initially the main house's Men's and Ladies' Parlors. Embellished and adorned with authentic period crystal gasolier, guests will enjoy an exquisite meal using local and fresh ingredients from gourmet appetizers, soups, salads, entrees, and desserts. SCHEDULE Arrive Medgar Wiley Evers International Airport in Jackson, Mississippi by Noon. Private group transfer to Natchez. Check-In Home Tour Photo Dinner


Day: Wednesday

Explore A City Worth Knowing

After a hearty breakfast, prepare to embark on a full day of getting to know the destination intimately. Meet your private guide for a dazzling ride & tour around town to soak up the city's rich history. Step back in time as you visit the area's most intricately designed antebellum homes displaying well-kept gardens and grand decor with period pieces right out of a storybook (think Gone With The Wind). Get to know some of Natchez's fascinating history at essential points such as Forks in the road, the second busiest slave-trading market in the deep south, and the King's Tavern, where the Rhythm Night Club fire took place, killing 209 people, and more, as you listen to your guide's stories. Visit a family-owned winery to learn about the distinctive local flavors of the finest muscadine table wines, including the finest red, white, and rose wines. The Tour continues with a "Naughty Natchez" visit to one of the oldest buildings in the area, and its patrons of yesteryear were cut-throats, prostitutes, and thieves. The Tour concludes with lunch at a favorite local eatery offering fresh Mississippi and Louisiana regional cuisines. SCHEDULE MORNING: Tour Stanton Hall and Longwood Antebellum homes AFTERNOON: Tour the Old South Winery AFTERNOON: Lunch at Magnolia Grill

Day 3: Thursday

Today you will take in sites and monuments on this epic tour. Visit Emerald Mound, the second-largest Mississippian period ceremonial mound in the United States. Tour Canemount Plantation a historic Southern plantation, See Bethel Presbyterian, a landmark church on the National Register of Historic Places. Marvel at Windsor Ruins, Mississippi's most iconic site and historic site of the Windsor plantation, that was destroyed by a fire in 1890. Afterward, enjoy a delectable southern meal with the best-fried chicken at The Old Country Store.  Here guests will enjoy an all-you-can-eat lunch buffet before a return trip back to town.


  • Tour & Lunch


Day 4: Friday

Adventures In Local Flavors 

​Get to know the real taste of Natchez on today's unforgettable gastronomic adventure around Natchez, including samplings at six stops at some of the town's most popular eateries. Enjoy different treats along the way, starting with a delicious cup of joe and beignets, where the locals gather for their morning coffee at Natchez Coffee. Sample biscuits, gumbo, or crawfish chowder at a place dedicated to the preservation of "Hot Biscuits & Cool Blues" at Biscuits and Blues,  sip on a Knock-You-Naked Margarita paired with award-winning housemade tamales in a fun and festive atmosphere at Fat Mama's Tamales.  Guests will sample battered, deep-fried pickles piled high in a restaurant offering a yummy good mash-up of southern flavors at Roux 66, followed by a "swine dining at its finest," best darn juicy and flavorful BBQ" experience at Pig Out Inn. The Tour concludes with a  classic homemade dessert in a unique building shaped like a woman at Mammys Cupboard. ​ SCHEDULE Foodie Tour & Tasting ​ ​


 Antebellum Ending

Celebrate the themed final evening together as a group with a horse-drawn carriage ride while visiting the narration points of areas of historical significance. Afterward, enjoy a culinary experience of amazing food, music, drinks, and a parting swag bag for each guest in casual and comfy fine dining establishments in Historic Downtown Natchez For the added fun and to commemorate the trip with a group photo, we are asking each guest to dress in their best antebellum attire.


Carriage Tour

Farewell Themed Dinner

Attire: Antebellum (themed attire optional)

Parting Gift for each guest


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Free Day

Today explore the city on your own. Shop or try your hand at the tables at the local casino and more. 

Day 6: Monday

Trip Concludes

Until next time, be well and travel safely.

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Join The Interest List 

Official registration for this trip offer will open ​soon. Join the list​ and get notified. 

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Your  Luxury Homeaway

Monmouth Historic Inn & Gardens

Monmouth Historic Inn & Gardens is a National Historic Landmark, built-in 1818.  Rooms are beautifully appointed with period furnishings and antebellum-era antiques.  Few estates of the American South typify the antebellum experience more than Monmouth.  Its story is a tale of the Old South and of the New South, of transition and transformation, and of the many men, women, and children who called Monmouth their home from 1818 to the present. Every room and suite has its own unique charm and view of the rolling, manicured grounds.    Ameneties *Private baths in all rooms and suites *Cable flat-screen TV *L'Occitane En Provence bath amenities *Hair dryer *Iron and ironing board *Free Wi-Fi in every room and in common areas *In-room Keurig coffee makers *Tesla Charging Station *Porter *Limited In-Room Dining *Meeting Space *Complimentary full-*Southern breakfast from 7:00 AM - 10:00 AM  & much more.

More Information

To enjoy the full advantage of the scheduled events listed in the Itinerary, be sure to book your flights to Medgar Evers International Airport in Jackson, Mississippi, NO LATER THAN Noon on the arrival date of October 3, 2023. If you arrive after noon, transportation to and from the hotel and the day's scheduled events listed in the Itinerary will be at your own expense. AIRPORT NAME: Medgar Evers International Airport LOCATION: JACKSON, MISSISSIPPI AIRPORT CODE: JAN Once you book and confirm your flights to Jackson, Mississippi, this is what we will need for group pick-up and transfer: Travel date--Airline/carrier--Departure From--Flight/ #--Departure time--Arrival time--Gate/terminal--Confirmation #transfer.from you: PRE/POST STAY: Planning to arrive a few days early before the tour starts, or you plan to stick around after the tour concludes, we can assist you with planning the pre or extended stay and more. BUBBLE UP: Travel in the exclusive company of the favorite people in your life( family, friends, couples) ect. We'll can tailor one of our DDT existing itineraries or entirely create one from scratch for a more personalized private and unique experience. TRAVEL DOCUMENTS: Any necessary trip documents you need to have in hand will arrive via email or regular mail at least two weeks before the trip start date. These documents will include detailed information, including all confirmed transportation, accommodations, dinner vouchers, activity entry tickets, and the day-to-day Itinerary. CAR SERVICE & WALKING: This tour involves a mix of car service & moderate walking. MEETING THE HOST: An owner or Junior host accompanies each trip to accommodate guests on the excursions and activities listed in the Itinerary, including a photographer, and local guide, as specified in the Itinerary. INTIMATE SMALL GROUP TRAVEL: Our signature group trips created for like-minded travelers provide the highest level of individual attention and exclusivity, seeking each destination's best luxury amenities and creating an unforgettable luxury experience every time. CHECK BACK OFTEN as infomation presented can be updated, added or changed at anytime. COVID-19: Coronavirus Travel Considerations COVID-19 cases and deaths have been reported in all 50 states and around the globe. The situation is active and constantly changing daily. Because of this, each component of your vacation itinerary, where necessary, will be thoroughly vetted for COVID-19 safety.

Price includes all accommodations, meals, some drinks, transfer, car service, fees, guides, activities as indicated, and a small donation to a worthy charity.


Minimum Age: 21

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