New Orleans 5-Day Trip Itinerary

Arrive in New Orleans

Arrive at Louis Armstrong New Orleans International Airport (MSY).

Take a taxi or ride-share to your hotel in the French Quarter. Check in and refresh.

Taxis are available outside baggage claim. Ride-share services like Uber/Lyft are also readily available. Confirm hotel check-in time.

Evening French Quarter Stroll

Begin your exploration with a leisurely walk through the charming streets of the French Quarter, admiring the unique architecture and getting a feel for the vibrant atmosphere.

Start near your hotel and wander towards Jackson Square. Wear comfortable shoes.

Dinner & Bourbon Street Introduction

Enjoy dinner at a restaurant with classic New Orleans fare.

Afterwards, take a walk down Bourbon Street to experience its lively, albeit raucous, energy and street performances.

Many restaurants line the streets leading off Bourbon for a more relaxed dining experience before diving into the action. Keep an eye on your belongings.

Live Music on Bourbon Street

Pop into one of Bourbon Street's many bars to catch some live music, from jazz to cover bands.

Experience the quintessential Bourbon Street atmosphere.

Many venues have no cover charge, but tips for musicians are appreciated. Drinks can be taken to-go in the Quarter.

Jackson Square & St. Louis Cathedral

Begin your day at the iconic Jackson Square, soaking in the artistic atmosphere and admiring street performers.

Visit the impressive St. Louis Cathedral, one of the oldest cathedrals in the US.

Entry to the cathedral is free, but donations are welcome. Photography is allowed but be respectful during services.

The Historic New Orleans Collection

Explore the exhibits at The Historic New Orleans Collection, a museum and research center offering fascinating insights into the city's rich history and culture.

Check for current exhibitions. Some parts are free, while special exhibits may have a fee. Allow ample time to browse.

Muffulettas at Central Grocery

Grab a classic New Orleans muffuletta sandwich for lunch at the legendary Central Grocery and Deli, home of the original muffuletta.

It can get crowded, so consider sending a few people ahead to order. They are large, so you might want to share!

New Orleans School of Cooking Class

Participate in a fun and informative cooking class at the New Orleans School of Cooking, learning to prepare classic Creole and Cajun dishes.

Enjoy the meal you help create!

Booking well in advance is highly recommended for a group of 10. They offer demonstration classes with meals included.

Classic Creole Dinner

Indulge in a sophisticated Creole dinner at a local establishment, savoring the rich flavors of New Orleans cuisine.

Consider a restaurant like Antoine's or Galatoire's for a truly classic experience.

Reservations are essential for a group of 10, especially at popular restaurants. Dress code might apply to some upscale establishments.

Authentic Jazz on Frenchmen Street

Head to Frenchmen Street for a more local and authentic live music experience.

Explore clubs like The Spotted Cat Music Club or d.b.a for incredible jazz, blues, and funk.

Many venues have a small cover charge or request a drink minimum. It's a short walk or quick ride-share from the French Quarter.

Beignets at Cafe Du Monde

Start your day with a classic New Orleans breakfast: hot beignets generously dusted with powdered sugar and a cup of café au lait at the iconic Cafe Du Monde.

Expect a line, but it moves quickly. It's open 24 hours, so you can also visit late at night for a different vibe.

French Market Exploration & Shopping

Wander through the historic French Market, browsing local crafts, souvenirs, fresh produce, and unique food stalls. It's a great place to find gifts and experience local commerce.

The market stretches several blocks. Look for anything from hot sauce to local art and jewelry.

Royal Street Art Galleries & Boutiques

Stroll down Royal Street, known for its elegant architecture, high-end antique shops, and numerous art galleries showcasing a wide range of local and international art.

Many galleries are open for browsing. Some of the most beautiful balconies and courtyards can be found on this street.

Lunch in the French Quarter

Enjoy a casual lunch at one of the many cafes or restaurants scattered throughout the French Quarter, perhaps trying a delicious po'boy or another local specialty.

Plenty of options ranging from quick bites to sit-down meals. Ask locals for their favorite po'boy spot!

Hermann-Grima House Tour

Take a guided tour of the Hermann-Grima House, a beautifully preserved 19th-century townhouse, offering a glimpse into Creole life and architecture of the era.

Tours are typically offered on the hour. Check their website for specific times and to book for a large group.

French Quarter Phantoms Ghost Tour

Embark on a spooky and entertaining ghost tour with French Quarter Phantoms, exploring the city's haunted past and hearing tales of its famous spirits and vampires.

Book online in advance to secure your spots. Wear comfortable walking shoes. Tours often meet in the early evening.

Garden District Walking Tour

Take a guided walking tour of the beautiful Garden District, admiring its stunning mansions, lush gardens, and historic architecture.

Learn about the wealthy residents and their stories.

The Garden District is accessible via the St. Charles Streetcar, a charming experience in itself. Book a tour with 'Tours By Foot New Orleans' or 'Historic New Orleans Tours'.

Lunch near Commander's Palace

Enjoy lunch in or near the Garden District.

For a memorable upscale experience, consider Commander's Palace (reservations essential). Otherwise, there are many excellent casual options in the area.

Commander's Palace is a New Orleans institution known for its jazz brunch and upscale Creole dining. Business casual attire is usually required.

Relax at New Orleans City Park

Spend a relaxed afternoon at New Orleans City Park, one of the largest urban parks in the country.

Enjoy the beautiful oak trees, walking paths, or visit the New Orleans Museum of Art.

A great escape from the hustle and bustle of the French Quarter. Accessible by streetcar or a short ride-share.

Farewell Dinner & Jazz Club

Enjoy a farewell dinner at a highly-rated restaurant in the French Quarter.

Afterwards, catch some live jazz at a classic venue like Preservation Hall (book tickets in advance) or Fritzel's European Jazz Club.

Preservation Hall has small, intimate performances; arrive early or book ahead. Other clubs offer a more casual experience.

Breakfast at Hotel

Enjoy a final complimentary breakfast at your hotel before preparing for departure.

Last-Minute Souvenirs

If time permits before check-out, do some last-minute souvenir shopping or revisit a favorite spot in the French Quarter.

Hotel Check-out

Check out from your hotel.

Ensure you have all your belongings and souvenirs.

Standard check-out time is usually 11:00 AM or 12:00 PM. Confirm with the front desk.

Depart from New Orleans (MSY)

Travel from your hotel to Louis Armstrong New Orleans International Airport (MSY) for your flight back to Chicago O'Hare (ORD).

Allow ample time for traffic and airport security, especially for a group of 10. Consider pre-booking larger taxis or shuttle services.