With cooler temperatures rolling in, fall is the perfect time for a road trip east on I-10 toward New Orleans. While Mardi Gras gets all the glory, New Orleans has so much more to offer year-round, especially when the weather’s just right. This road trip is about discovering a whole new side to the Big Easy, starting with a stay in a stylish, revamped hotel and diving into everything from swamp tours to rooftop sunsets. Here’s the ultimate itinerary for a memorable long weekend in New Orleans.

 Hotel Monteleone Rooftop Pool
 

Checking into Luxury at Hotel Monteleone’s Iberville Tower

The recently renovated Iberville Tower at Hotel Monteleone is a dream base for your New Orleans adventure. Rooms are complete with spacious marble bathrooms, luxurious rain-head showers, and ultra-plush bedding that makes it easy to sink in and relax after a day out. The roomy vanity area is a standout feature—perfect for those who need a little extra space to get dolled up for the day or night. With ample lighting and plenty of room for all the essentials, it’s like having your own mini glam station. And despite being in the lively French Quarter, the rooms are blissfully quiet, letting you recharge in total comfort.

Thursday

Arrival and Check-In

After a quick refresh, start your trip with a walk around Spanish Plaza. If you’re lucky, you might catch a free outdoor concert that feels like a private welcome to New Orleans. Keep your car parked—New Orleans is a city best explored by streetcar and rideshare, letting you skip the parking hassle and fully soak in the sights.

Dinner at Superior Seafood & Oyster Bar

From Spanish Plaza, hop on a streetcar to Superior Seafood, where Creole-inspired dishes and local favorites await. The char-grilled oysters are a must, paired with cast-iron cornbread that’s best enjoyed with the sauce on the side for dipping every bite. Afterward, hop back on the streetcar to your hotel. Whether you dive into the nightlife or rest up for an early morning start, New Orleans’ energy is already contagious.

Friday

Breakfast at Café Beignet 

Start the day on a sweet note at Café Beignet, with its cozy patio and the softest, fluffiest beignets. Some say they even rival Café du Monde’s—why not taste test for yourself? The vibe is Instagram gold, with music and morning sunlight that make it feel just right.

 Livres D'Arcadie Book Store
 

Morning Stroll on Royal Street 

Explore the unique shops on Royal Street, from designer jewelry to vintage treasures like rare Chanel finds. Be sure to pop into Livres D'Arcadie, a delightful bookstore with a carefully chosen selection of books, and visit Marie Laveau’s House of Voodoo. A bit spooky but a classic New Orleans experience, though fair warning—no photos allowed!

Lunch at Napoleon House 

Next up, lunch at Napoleon House for an iconic muffuletta and a Pimm’s Cup, New Orleans’ own refreshing twist on the British cocktail. Fun fact: this spot was the first in the U.S. to serve the Pimm’s Cup, and it’s still the second most popular place in the world to get one.

 Sazerac House
 

Afternoon Tour at Sazerac House

After lunch, take a short walk to the Sazerac House, where you’ll step into the heart of New Orleans’ cocktail culture. This interactive experience is a must for any drink enthusiast, offering a hands-on tour that walks you through the rich history of the iconic Sazerac cocktail, once known as the "official drink of New Orleans." You’ll not only get to sample a variety of unique cocktails but also learn fascinating facts about New Orleans' role in the evolution of spirits. Did you know that the Sazerac cocktail, made with rye whiskey, Peychaud's bitters, and a hint of absinthe, dates back to the 1850s and is considered one of the oldest cocktails in the U.S.? The Sazerac House also highlights New Orleans' distinction as the largest coffee port in the country, which adds another layer to the city's rich flavor profile. By the end of the tour, you’ll have a new appreciation for both the drinks and the history behind them.

 Vue Orleans Observation Deck
 

Sunset at Vue Orleans

As the day winds down, head to Vue Orleans at the Four Seasons Hotel, a hidden gem that many visitors don't even know exists. Perched atop the Four Seasons, this observation deck offers unbeatable 360-degree views of New Orleans, allowing you to take in the city from every angle—whether you're gazing at the French Quarter, the Mississippi River, or the Garden District. With Vue Finders provided to highlight key landmarks and neighborhoods, you’ll get an insider’s look at the city’s diverse history and architecture. The experience is even more magical at sunset, when the sky turns vibrant shades of orange and pink. Grab a refreshing drink from the café and take your time soaking in the views—it’s the perfect spot for snapping a photo or two to capture the essence of New Orleans. Whether you’re winding down or just starting your evening, Vue Orleans is the perfect way to see the city from above.

 Pesce Restaurant
 

Dinner at Peche on Magazine Street 

After the sunset, make your way to Peche for a mouthwatering dinner that offers a more local, authentic New Orleans dining experience. This gem on Magazine Street is a favorite among locals, serving up fresh, coastal flavors in a laid-back yet elevated setting. If you're looking to avoid the usual tourist spots and experience something more genuine, Peche is the perfect choice. The whole grilled fish is a standout, perfectly charred and bursting with flavor, but don’t miss the brown rice congee with chili oil and fried garlic—it’s an unforgettable combination of rich textures and savory goodness. The cocktails are equally adventurous and delicious, with the Angry Pirate (a rum-based drink with tropical flavors) and the Little Red Corvette (mezcal, hibiscus, and jalapeño) being particularly popular. The atmosphere at Peche is lively and welcoming, with a true New Orleans vibe that’s perfect for savoring a leisurely dinner. Whether you're a seafood lover or a cocktail connoisseur, Peche offers a dining experience that feels truly rooted in the city’s culinary culture, making it a must-visit spot for those wanting a more authentic and local taste of New Orleans.

Nightcap at The Carousel Bar

End the night back at the Monteleone at the Carousel Bar. Open since 1949, it’s the only rotating bar in New Orleans, making it a must-see. Though it can get busy, a little patience will earn you a prime spot for a classic New Orleans nightcap.

Saturday

Swamp Tour with Cajun Encounters

Today is all about adventure! Book a swamp tour with Cajun Encounters for a chance to see Louisiana’s wildlife up close. The Honey Island Swamp is filled with gators, and if you’re lucky, they’ll come right up to the boat! You’ll also spot raccoon and countless birds. Surrounded by towering cypress trees draped in Spanish moss, the swamp feels like another world.

 Cajun Encounters Swamp Tour
 

Afternoon at City Park and Café du Monde 

After the tour, pick up lunch to go and recharge at the hotel before heading to City Park. Treat yourself to Café du Monde’s beignets while enjoying live music and people-watching. Yes, it’s touristy but totally worth it for the atmosphere.

Dinner and Ghost Tour 

For a laid-back evening, book a table at Tableau and ask to sit on the balcony for cocktails and appetizers. After dinner, slip on some comfy shoes and get ready for an evening ghost tour. This spooky tour winds through the shadowy streets of the French Quarter, where your guide will share eerie tales of New Orleans’ haunted past. It’s the perfect mix of chilling and thrilling to wrap up a fun day.

Sunday, September 29

Breakfast at Ruby Slipper

Before hitting the road, indulge in a comforting breakfast at Ruby Slipper. Their fluffy buttermilk pancakes are a must, and the welcoming staff will make you feel like a local. It’s the perfect last taste of New Orleans hospitality.

Easy Check-Out at Hotel Monteleone 

The Monteleone makes check-out easy and thoughtful: your car will be ready, stocked with snacks and drinks for the drive home. From start to finish, the hotel’s attentive staff, beautiful rooms, and little extra touches make it feel like a home away from home.

After an unforgettable weekend, you’ll likely find yourself planning a return trip before you even leave the city limits. New Orleans in the fall is calling!