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Romantic New Orleans Anniversary Road Trip with Oak Alley Plantation and Early Evening Mississippi River Dinner Cruise

Viewed by 75 travelers

Day 1: Departure and Overnight

Northern Kentucky to Nashville, TN on November 25, 2025

5:00pm

Departure from Northern Kentucky

Start your anniversary road trip by driving to Nashville, Tennessee, approximately 4.5 hours away. Take breaks as needed and enjoy the evening drive south.
0, 4h0m

9:30pm

Check-in at The Hermitage Hotel

Settle in at this luxury downtown Nashville hotel, perfect for a romantic start to your trip.
USD200, Overnight
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Day 2: Drive to New Orleans

Nashville, TN to New Orleans, LA on November 26, 2025

7:30am

Breakfast at Pancake Pantry

Enjoy varied pancakes and southern specialties at this Tennessee favorite, opening from early morning.
USD15, 1h0m

9:00am

Drive to New Orleans

Depart Nashville for New Orleans, a roughly 7-hour drive, allowing time for scenic stops and meals.
0, 7h0m

4:30pm

Check-in at Hotel Monteleone

Arrive in the French Quarter and check-in to this historic and romantic hotel with iconic charm.
USD250, Overnight

6:30pm

Dinner at GW Fins

Dine on fresh Gulf seafood in an elegant atmosphere; perfect for your special night, open until 10:00pm.
USD70, 1h30m
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Day 3: New Orleans Highlights

New Orleans, LA on November 27, 2025

8:30am

Breakfast at Café du Monde

Savor famous beignets and café au lait at the French Market, open 24/7 for an early delight.
USD10, 1h0m

10:00am

French Quarter Walking Tour

Guided 2-hour tour exploring historic streets, architecture, and hidden gems of this vibrant neighborhood.
USD25, 2h0m

12:30pm

Lunch at Coop's Place

Casual dining with authentic Creole dishes like jambalaya and gumbo, open 11:00am to 10:00pm.
USD20, 1h0m

2:00pm

Explore the Garden District

Self-guided or trolley tour the beautiful mansions and historic streetscape, tours available until late afternoon.
USD15, 2h0m

5:00pm

Cocktail at Carousel Bar

Enjoy a romantic drink at the rotating Carousel Bar in Hotel Monteleone, a unique New Orleans experience.
USD15, 1h0m

7:00pm

Dinner at Commander's Palace

Celebrate your anniversary with upscale Creole cuisine in a historic Garden District landmark, open till 9:00pm.
USD100, 2h0m
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Day 4: Oak Alley Plantation and Swamp Cruise

New Orleans, LA and Vacherie, LA on November 28, 2025

7:30am

Breakfast at Willa Jean

Start with delicious southern breakfast favorites in a modern bakery café open from 7:30am.
USD18, 1h0m

9:00am

Drive to Oak Alley Plantation

Travel about 1.5 hours west to Oak Alley Plantation, famous for its stunning oak tree-lined pathway.
0, 1h30m

10:30am

Tour Oak Alley Plantation

Experience a guided tour of this historic antebellum home and grounds, open 9:00am to 5:00pm daily.
USD30, 2h0m

12:30pm

Lunch at Oak Alley Restaurant

Eat onsite with traditional southern dishes and light fare.
USD25, 1h0m

2:00pm

Swamp Tour

Enjoy a 2-hour guided swamp cruise departing from nearby locations, experiencing Louisiana wildlife and nature. Tours typically run until late afternoon; pre-booking recommended.
USD40, 2h0m

5:00pm

Return to New Orleans

Drive back approximately 1.5 hours to your hotel to relax and freshen up.
0, 1h30m
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Day 5: Leisure and Early Dinner Cruise

New Orleans, LA on November 29, 2025

9:00am

Breakfast at Elizabeth's

Visit this lively Bywater district eatery known for southern breakfast and creative dishes, open from 7:00am.
USD18, 1h0m

10:30am

Walk at City Park

Relax or stroll through City Park, one of the largest urban parks with botanical gardens and beautiful trails, open daily sunrise to sunset.
Free, 2h0m

12:30pm

Lunch at Dat Dog

Casual dining with creative hot dogs and local flavor, open until 10:00pm.
USD15, 1h0m

2:00pm

Relax at Woldenberg Park

Enjoy time along the Mississippi Riverfront with gardens and views, great for a romantic afternoon.
Free, 2h0m

5:30pm

Early Mississippi River Dinner Cruise

Board an early dinner cruise aboard the Steamboat Natchez or Creole Queen, featuring live jazz, scenic river views, and classic southern cuisine. The 2.5-hour cruise is ideal for a romantic anniversary dinner and requires advance reservations.
USD100, 2h30m
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Day 6: Homeward Bound

New Orleans, LA to Northern Kentucky on November 30, 2025

8:00am

Breakfast at Surrey's Café & Juice Bar

Get a wholesome breakfast with healthy options before your drive back, open 7:00am to 3:00pm.
USD15, 1h0m

9:30am

Depart New Orleans for Northern Kentucky

Begin the approximately 12-hour drive north. Plan rest stops as needed to stay fresh and safe.
0, 12h0m

6:30pm

Optional Overnight in Nashville

If desired, break the journey with another overnight stay in Nashville at The Hermitage Hotel.
USD200, Overnight
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