Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version

Romantic New Orleans Anniversary Road Trip from Northern Kentucky with Mississippi River Dinner Cruise

Viewed by 66 travelers

Day 1: Departure and Overnight

Northern Kentucky to Nashville, TN on November 25, 2025

5:00pm

Departure from Northern Kentucky

Begin your journey south to Nashville for a restful overnight break on your way to New Orleans.
0, 4h0m

9:30pm

Check-in at The Hermitage Hotel

Experience sophisticated comfort and Southern hospitality at this historic Nashville hotel.
USD200, Overnight
Find Hotels in Northern Kentucky to Nashville

Day 2: Drive to New Orleans

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

7:30am

Breakfast at Pancake Pantry

Enjoy a classic Southern pancake breakfast at this beloved Nashville spot to fuel your day.
USD15, 1h0m

9:00am

Drive to New Orleans

Embark on the scenic 7-hour drive to New Orleans, with stops as desired for refreshments.
0, 7h0m

4:30pm

Hotel Monteleone Check-in

Settle into this iconic French Quarter hotel that blends history and romance for your anniversary stay.
USD250, Overnight

6:30pm

Dinner at GW Fins

Savor expertly prepared fresh seafood in a classy atmosphere. Open until 10:00pm, reservations suggested.
USD70, 1h30m
Find Hotels in Nashville

Day 3: French Quarter and Garden District

New Orleans, LA on November 27, 2025

8:30am

Breakfast at Café du Monde

Indulge in iconic beignets and café au lait in the vibrant French Quarter, open 24/7 for your convenience.
USD10, 1h0m

10:00am

French Quarter Walking Tour

Join a guided two-hour walking tour to soak up the history, culture, and architecture of New Orleans’ oldest neighborhood.
USD25, 2h0m

12:30pm

Lunch at Coop's Place

Savor authentic Cajun-Creole dishes in a laid-back setting, open 11:00am to 10:00pm.
USD20, 1h0m

2:00pm

Garden District Tour

Explore stunning antebellum mansions and moss-draped oaks with a trolley or self-guided tour until 4:30pm.
USD15, 2h0m

5:00pm

Cocktail at Carousel Bar & Lounge

Relax with a drink at this famous revolving bar inside Hotel Monteleone, perfect for a romantic start to your evening.
USD15, 1h0m

7:00pm

Dinner at Commander's Palace

Celebrate your anniversary with refined Creole dining at this legendary Garden District restaurant, open until 9:00pm.
USD100, 2h0m
Find Hotels in New Orleans

Day 4: Oak Alley Plantation Day Trip

New Orleans, LA and Oak Alley Plantation, LA on November 28, 2025

7:30am

Breakfast at Willa Jean

Start early with southern-inspired breakfast and pastries at this trendy bakery, open from 7:30am.
USD18, 1h0m

8:30am

Depart for Oak Alley Plantation

Drive approximately 1.5 hours from New Orleans to Oak Alley Plantation for a culturally rich day trip.
0, 1h30m

10:00am

Tour Oak Alley Plantation

Explore the historic 19th-century plantation famous for its stunning oak-lined pathway and insight into Louisiana history. Open 9:00am - 5:00pm.
USD30, 2h0m

12:30pm

Lunch at Plantation Restaurant

Enjoy Southern cuisine nearby offering traditional dishes in a relaxed setting, typically open for lunch from 11:00am to 3:00pm.
USD25, 1h0m

2:00pm

Bayou Swamp Cruise

Take a scenic 1.5-hour swamp cruise from nearby Venice or Lafitte to see unique wildlife and Louisiana wetlands in their natural habitat.
USD50, 1h30m

5:00pm

Return to New Orleans

Drive back to New Orleans (approx. 1.5 hours), relax at your hotel before dinner.
0, 1h30m

7:30pm

Dinner at Arnaud's Seafood Restaurant

Close the day with elegant Creole seafood dining in the ambiance of the French Quarter, open until 9:30pm.
USD80, 2h0m
Find Hotels in New Orleans

Day 5: Leisure, Shopping and Dinner Cruise

New Orleans, LA on November 29, 2025

9:00am

Breakfast at Elizabeth's

Enjoy a cozy southern breakfast in a colorful artsy setting in Bywater, open from 7:00am.
USD18, 1h0m

10:30am

Magazine Street Shopping

Browse unique boutiques, antique shops, and galleries along Magazine Street, open generally from 10:00am to 6:00pm.
Varies, 3h0m

1:30pm

Lunch at Parkway Bakery & Tavern

Relish the best-known po’boy sandwiches in New Orleans, open for lunch from 10:30am to 4:00pm except Mondays. Their classic roast beef and fried shrimp po’boys are must-tries.
USD20, 1h0m

3:00pm

Relax at City Park

Spend a peaceful afternoon walking among historic oaks, gardens, and sculptures at this beautiful urban park open sunrise to sunset.
Free, 2h0m

6:30pm

Mississippi River Dinner Cruise

Enjoy a romantic dinner aboard a classic paddlewheel boat cruising the Mississippi River with live jazz and delicious Creole cuisine, usually starting around 6:30pm and lasting about 2.5 hours.
USD120, 2h30m
Find Hotels in New Orleans

Day 6: Return Journey

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

8:00am

Breakfast at Surrey's Café & Juice Bar

Grab a nourishing breakfast with healthy options before the drive, open 7:00am to 3:00pm.
USD15, 1h0m

9:30am

Depart New Orleans

Start the approximately 12-hour drive back home, with flexibility for breaks along the way.
0, Approx 12h

6:30pm

Optional Overnight Stop in Nashville

Choose to rest overnight again at The Hermitage Hotel before completing your trip home.
USD200, Overnight
Find Hotels in New Orleans
0
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version
Itinerary created by AI-assisted, human-reviewed