Savannah is Charleston’s funkier, more eccentric cousin. It deserves a spot on the to-do list of every traveler who wants to experience the Low Country of the southeastern United States. So I came up with the perfect luxury Savannah itinerary for you.

Savannah is the oldest city in Georgia and its downtown historic district is a designated National Historic Landmark for good reason. For one thing, the perfectly preserved antebellum buildings and the old moss-shrouded oak trees are incredibly atmospheric. It’s also a remarkably friendly place with a serious food scene. What more could a traveler ask for?

Forsyth Park is a must-do for any luxury Savannah itinerary
Forsyth Park in Savannah

I’ve been fortunate enough to live and work in 60 different countries across all seven continents now but visiting Savannah this spring still felt magical and new. It’s a part of my native country that I can’t believe I waited so long to experience.

Here’s my perfect four-day luxury Savannah itinerary for solo travelers like myself. Visit in March-April to beat the oppressive summer temperatures and see the blooming azaleas. October-November also benefit from the mild weather and have fewer crowds than the spring.

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Cheat Sheet
DaY One

To begin your luxury Savannah itinerary, check in at Perry Lane Hotel, where the polished rooms start at a generous 400 square feet. In addition, they come with top shelf Byredo bath products as well as Frette Italian towels and bed linens. With a diverse art collection and three restaurants including the rooftop Peregrin, you’ll have everything you need and then some.

Perry Lane Hotel is the perfect hotel for your luxury Savannah itinerary
The lobby at Perry Lane Hotel

Walk your travel-stiff legs back to life in the 30-acre Forsyth Park and marvel at the sprawling green canopy of the live oak trees. Don’t miss the grand Parisian-style fountain at the north end; it was built in 1858. Equally unmissable, the Fragrant Garden offers the chance to smell aromatic plants like meyer lemon trees and cape jasmine.

Have dinner at Olde Pink House, a beautiful historic mansion built in 1771. When James Habersham Jr. lived here, he hosted many a secret meeting to discuss the colonies’ fight for independence from Britain. The menu is suitably southern, serving up creative local dishes like pecan-crusted chicken breast with blueberry bourbon glaze and a BLT salad with fried green tomatoes and candied bacon.

After dinner, you’re only a ten-minute stroll across Reynolds and Oglethorpe Squares to get back to the hotel.

Day Two

Have brunch at b. Matthew’s Eatery, a beautiful bistro in the historic district with exposed brick walls. It’s in a former house that was built in 1854 for an Irish grocer. Since then, the building has been “everything from a sailors’ boarding house, to a fruit store and most often, a pub,” according to the menu. Their pimento fried chicken biscuit with sausage gravy is insanely good.

After brunch, take advantage of some of Savannah’s world class shopping.

A few of my favorites:
  • PW Short Mercantile (414 Whitaker Street) is something like a posh general store. They offer all sorts of goodies from barware to funky reading glasses to gourmet pantry items like spiced watermelon pickles
  • Asher & Rye (348 Whitaker Street) is an artisanal home goods shop named after the proprietors’ son and their dog. I could’ve spent thousands of dollars here. If I had a home to furnish, that is.
  • E. Shaver, Bookseller (326 Bull Street) occupies a former residence on Madison Square. It was originally built by the female builder Eliza Jewett to be her own home. Now, it houses many creaky rooms full of books as well as four shop cats—Mr. Eliot, Bartleby, Morticia, and Skimbleshanks.
  • Savannah College of Art and Design (340 Bull Street) has an art store/gallery where you can buy bath products, jewelry, and artistic bits and bobs. For example, zipper pouches and tea towels imprinted with the silhouettes of Low Country trees.
  • Savannah City Market (219 W Bryan Street) takes up four blocks of the historic downtown between Franklin and Ellis Squares. Inside, local artists sell paintings, photography, ink drawings, jewelry, and clothing. Additionally, there are bars, pubs, and a jerky purveyor.
  • Paris Market & Brocante (36 W Broughton Street) has a fetching assortment of gifts and accoutrements. For instance, clothing, housewares, and upmarket bath and beauty supplies.
E. Shaver, bookseller is a great stop for book-lovers on a luxury Savannah itinerary
E. Shaver, Bookseller
Evening diversions

For dinner, see what’s on at Starland Yard food truck park (2411 De Soto Ave). There’s a bar, Vitorria Pizzeria, and a rotating smorgasbord of food trucks like Slowfire BBQ and Nom Nom Poke. Tap a card on the way in and then you can make the rounds all on a single tab.

After dinner, catch a show at one of Savannah’s historic theatres. The Savannah Theatre hosts variety shows, musicals, and standup comedy. On the other hand, Lucas Theatre screens films, hosts performances by Savannah Philharmonic, and also puts on traditional plays.

Day Three

Start the day with unusually creative and flavorful bagel sandwiches at Big Bon Bodega. The options include The Parisian, with prosciutto and brie. Or try The Korean Mama, with Bulgogi beef and Korean chili cream cheese on a sesame bagel.

Once you’re fueled, take a guided walking tour of Bonaventure Cemetery. It was originally opened in 1846 on the site of Bonaventure Plantation—a peaceful bluff overlooking the Wilmington River. The curving pathways, live oak trees, and Spanish-moss-draped statuary are beautiful even if you go on your own. But a guide can impart the local history that really make the grounds come to life.

Have dinner at Ardsley Station (102 E Victory Drive), a former train station in Midtown that’s now a restaurant serving elevated comfort food. The menu marries bold flavors and artisan ingredients to produce delicious dishes like bourbon-glazed salmon, and shrimp & gouda grits with tasso gravy. There’s a fire pit on the deck for warm nights too.

The Station Wedge with lardons and crispy onions at Ardsley Station
Day Four

Continue your luxury Savannah itinerary with brunch at Treylor Park Double Wide Diner (135a West Bat Street). Here, you can get your hands on some intense and wide-ranging flavor profiles with dishes like the PB & J Wings, and the Hot Chicken & Waffles.

After your meal, tour a few of Savannah’s lavish historic houses.

Historic Houses in Savannah
  • The Owens-Thomas House & Slave Quarters (124 Abercorn Street) is an 1819 Regency-style home. This is an unusual architectural style in the U.S. and the house has many standout features including an indoor bridge. Furthermore, the grounds have the only urban slave quarters in Savannah that are still in tact. Tours ($30) begin every 15 minutes until 4pm and can only be booked in person. Go early because they book fast.
  • Davenport House (323 E Broughton Street) was saved from demolition in the 1950s by a group of resolute locals. This event inspired the creation of the Historic Savannah Foundation, which has now saved more than 400 historic buildings in the city. This one has been meticulously restored to its former 1820s glory, including furniture. Tours ($15) start every 30 minutes and can be pre-booked at davenporthousemuseum.org.
  • Mercer Williams House (429 Bull Street) was designed in a distinctive combination of Italianate, Greek Revival, and Renaissance Revival styles. It was restored and occupied by James Williams, whose family still owns the property. Mr. Williams’s story featured prominently in the best-seller Midnight in the Garden of Good & Evil. It’s fascinating to see the lavish rooms where the antiques dealer lived, including the study where the infamous shooting took place. Tours ($13.50) run every 20-40 minutes and must be booked in person at the Carriage House (430 Whitaker Street).
Mercer Williams House
Evening Diversions

You’ll certainly work up an appetite thanks to all that admiring of architecture and marvelling at history. To satisfy it with a dinner fit for a grand finale, make a reservation at The Grey. James Beard Award-winner Mashama Bailey serves up locally inspired dishes in an art deco building that used to be the city bus station. The goods are divvied up into five categories (Dirt, Water, Pasture, Pantry, and Sides) and they include such experimental delights as sweet potato with coconut collards and pomegranate molasses.

After dinner, take a waterfront walk along cobblestoned River Street. The weather-beaten brick and plaster facades are something to behold and the people-watching is first-rate. This 26-minute walk will take you from Bar Julian at Thompson Savannah, the highest rooftop bar in the city, all the way down River Street to Myrtle & Rose (another swank rooftop bar in the JW Marriott Plant Riverside District, formerly a power plant and now a beautiful luxury hotel). There’s no better way to end your perfect four-day luxury Savannah itinerary.

River Street in Savannah

Want more of the Deep South? Get your perfect 5-day New Orleans itinerary!

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Everyone’s different, but for me, luxury happens at a leisurely pace. I don’t like rushing around and I prefer to leave room to happen upon unexpected adventures as well. Hence, my perfect itineraries tend to include two dining suggestions and 1-2 activities per full day. They should be used as backbones to flesh out with your own ideas and discoveries.