Romantic New Orleans Anniversary Road Trip with Oak Alley Plantation and Dinner Plans

Day 1: Departure and Overnight

Northern Kentucky to Nashville, TN on November 25, 2025

5:00pm

Departure from Northern Kentucky

Begin your anniversary road trip heading to Nashville, Tennessee, about 4.5 hours away with scenic views and breaks as needed.
0, 4h0m

9:30pm

Check-in at The Hermitage Hotel

Relax and get a restful night's sleep at this elegant Nashville hotel, a great start for 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 a hearty breakfast with a variety of pancakes and southern specialties in downtown Nashville.
USD15, 1h0m

9:00am

Drive to New Orleans

Make the approximately 7-hour journey to New Orleans with plenty of opportunities for rest stops.
0, 7h0m

4:30pm

Check-in at Hotel Monteleone

Arrive in the French Quarter and settle into this historic hotel known for its classic charm.
USD250, Overnight

6:30pm

Dinner at GW Fins

Savor fresh Gulf seafood in a fine dining setting, perfect for a romantic evening, open until 10:00pm.
USD70, 1h30m
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Day 3: Explore New Orleans

New Orleans, LA on November 27, 2025

8:30am

Breakfast at Café du Monde

Treat yourselves to iconic beignets and café au lait in this beloved French Quarter landmark.
USD10, 1h0m

10:00am

French Quarter Walking Tour

Take a 2-hour guided tour to uncover history, architecture, and stories of New Orleans' oldest neighborhood.
USD25, 2h0m

12:30pm

Lunch at Coop's Place

Experience authentic Cajun and Creole dishes in a casual setting open for lunch and dinner.
USD20, 1h0m

2:00pm

Garden District Exploration

Stroll through this historic neighborhood known for magnificent mansions and beautiful gardens.
USD15, 2h0m

5:00pm

Drinks at Carousel Bar

Enjoy a cocktail at the iconic French Quarter carousel bar in your hotel, a romantic and unique experience.
USD15, 1h0m

7:00pm

Dinner at Commander's Palace

Relish exquisite Creole cuisine in a historic Garden District landmark, ideal for your anniversary celebration.
USD100, 2h0m
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Day 4: Oak Alley and Dinner

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

7:30am

Breakfast at Willa Jean

Begin with modern southern dishes and freshly baked goods at this popular bakery and café.
USD18, 1h0m

9:00am

Drive to Oak Alley Plantation

Travel about 1.5 hours to this iconic Louisiana plantation featuring stunning scenery and history.
0, 1h30m

10:30am

Tour Oak Alley Plantation

Take a guided tour through the impressive antebellum mansion and lush grounds, open daily 9:00am - 5:00pm.
USD30, 2h0m

12:30pm

Lunch at Oak Alley Restaurant

Enjoy classic southern fare in the plantation’s restaurant, offering a charming atmosphere.
USD25, 1h0m

2:00pm

Swamp Cruise

Embark on a 2-hour guided swamp boat tour to see Louisiana wildlife and pristine bayou landscapes.
USD40, 2h0m

5:00pm

Return to New Orleans

Drive back to rejuvenate before dinner after your immersive day trip.
0, 1h30m

7:30pm

Dinner at August

Dine at this award-winning French-Creole restaurant featuring an intimate atmosphere and exquisite flavors, great for your anniversary evening. Open until 9:30pm on Thursdays and Fridays.
USD120, 2h0m
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Day 5: Leisure and Cruise

New Orleans, LA on November 29, 2025

9:00am

Breakfast at Elizabeth's

Enjoy hearty southern breakfast dishes and lively ambiance in the Bywater neighborhood.
USD18, 1h0m

10:30am

Relax at City Park

Spend your morning wandering botanical gardens and enjoying peaceful trails in a vast urban park.
Free, 2h0m

12:30pm

Lunch at Dat Dog

Have a casual and fun lunch with a variety of creative hot dogs and local flavors.
USD15, 1h0m

2:00pm

Free time and stroll at Woldenberg Park

Relax by the Mississippi River with lovely views and a romantic atmosphere.
Free, 2h0m

5:30pm

Early Mississippi River Dinner Cruise

Celebrate your anniversary with live jazz music and scenic river views on the Steamboat Natchez or Creole Queen. Advance reservations recommended for this 2.5-hour dinner cruise.
USD100, 2h30m
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Day 6: Return Trip

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

8:00am

Breakfast at Surrey's Café & Juice Bar

Fuel up with fresh juices and wholesome breakfast options before your drive back north.
USD15, 1h0m

9:30am

Drive back to Northern Kentucky

Head home with precious memories from your New Orleans anniversary getaway. Consider rest stops as needed for comfort.
0, 12h0m

6:30pm

Optional overnight in Nashville

Break your return drive with another restful night in Nashville at The Hermitage Hotel if preferred.
USD200, Overnight
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