Savannah in Three Days: A Charming & Timeless Southern Escape

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Advisor - Haley Christoffersen
Curated By

Haley Christoffersen

  • Weekend Getaways

  • Arts & Culture

  • City Travel

  • Savannah

  • History

  • Romantic

Advisor - Savannah in Three Days: A Charming & Timeless Southern Escape
Curator’s statement

There’s something timeless about Savannah. Whether it’s your first visit or a return trip, this city has a way of drawing you in with its cobblestone streets, shaded squares, and stories around every corner. Savannah is one of those Southern cities everyone should experience at least once. It’s romantic, full of history and culture, and, best of all, very walkable. You’ll find plenty of Southern charm, but also a lively side with great food, cozy bars, and fun nightlife. My hope is that this guide helps you slow down, soak it all in, and discover a few new favorite spots along the way.

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Day 1: A stroll through Southern charm

Once you’ve arrived in Savannah, there’s no better place to start than the iconic River Street. If you’re planning an adult-only trip, staying downtown is ideal—it puts you right in the heart of the city’s charm, and everything is just a short walk away.

Spend your afternoon wandering the cobblestone streets lined with art galleries, local shops, and the sweet smell of freshly made pralines. Be sure to stop into River Street Sweets—we’re a little obsessed with their spicy popcorn—and keep an eye out for street performers adding their own magic to the riverside atmosphere.

When it comes to dinner, Savannah has no shortage of standout spots. The classic Olde Pink House is always a favorite (reservations are recommended), and Mrs. Wilkes’ Dining Room offers a true taste of Southern hospitality.

Wrap up your first night with something lively—Savannah Smiles Dueling Piano Bar is always a good time—or take in the view with a nightcap at the rooftop bar at The Alida.

Day 2: Savoring Savannah at your own pace

Start your day with a delicious breakfast or brunch—The Collins Quarter, Toast! All Day, or Treylor Park are all great picks. And, of course, caffeine is key! Stop by The Coffee Fox, Black Rifle Coffee, or Foxy Loxy Café to fuel up for a full day of exploring.

Today is all about soaking in the Southern charm that makes Savannah so special. You can join a walking tour or simply wander on your own—either way, let yourself get a little lost in the city’s beautiful details. Forsyth Park is a must-see, with 30 acres of shady oak trees, fountains, and green space that feel like something out of a postcard.

For lunch, try The Public Kitchen for something fresh or Savannah Seafood Shack for casual, local flavor. Then treat yourself to a frozen drink from Wet Willie’s or an old-fashioned scoop from Leopold’s Ice Cream—there’s a reason they’ve been serving it up for over 100 years!

In the afternoon, visit the stunning Cathedral of St. John the Baptist or head over to City Market for shopping and art. While you’re there, check out the American Prohibition Museum for a quirky and interesting look at our country’s history with alcohol. If you’re a history buff, Old Fort Jackson is a short trip away and offers a glimpse into Civil War-era life.

For dinner, head to Starland Yard—a lively food truck park with lots of variety—or make your way to The Wyld Dock Bar for a meal with a waterfront view. End your evening with a rooftop drink: The Lost Square at The Alida and Rocks on the Roof at the Bohemian Hotel both offer a beautiful end to the day (Can you tell I love a good view?).

Day 3: Legends, landmarks & one last look

There’s still so much history to uncover before you say goodbye to Savannah. Start your morning with coffee or breakfast at The Collins Quarter (if you missed it yesterday) or try Clary’s Café, a local favorite in the heart of the Historic District, putting you in the perfect spot to continue exploring.

Make your way to Bonaventure Cemetery next. More than just a resting place, it’s a peaceful and hauntingly beautiful site where history, nature, and art come together. Keep an eye out for familiar names: poets, congressmen, and Confederate generals rest here among the moss-covered oaks.

If you’re curious about the city’s haunted past, consider joining one of Savannah’s many ghost tours. They offer a fascinating (and sometimes eerie) way to learn about the city’s layered history.

For lunch, dig into some Georgia-style BBQ at Wiley’s Championship BBQ or Sandfly BBQ. Not a fan of barbecue? Tequila’s Town (our favorite for Mexican food!) and Crystal Beer Parlor are both excellent alternatives. Savannah is a true foodie city—you really can’t go wrong.

If cemeteries and ghost stories aren’t your thing, a Savannah riverboat cruise is another great option. You’ll get stunning views of the city skyline and pass by some of Savannah’s most iconic waterfront landmarks.

Make time for Chippewa Square, home to a statue of General James Oglethorpe and a little cinematic history, too. You might just recognize the spot where Forrest Gump once waited with his box of chocolates.

End your final night at City Market, where the vibe shifts depending on where you land—whether that’s a quiet pub, live music, or a little dancing. Or for something more low-key, try Late Air, a cozy spot known for natural wine and thoughtful small plates.

Need to know

Extra pro tips

If you aren’t from a beach town and want to soak up some sun while you’re here, Tybee Island is just a 20- to 30-minute drive from downtown Savannah. Or, head about 50 minutes north to Hilton Head, a charming coastal town that’s perfect for a day trip.

If a beach trip isn’t on your list, don’t worry about renting a car—most of downtown Savannah is easy to explore on foot, and for anything a bit farther, a quick Uber ride will do the trick.

If it rains during your visit (and sometimes it does!), don’t worry—Savannah still shines. Take shelter inside one of the city’s many historic home tours or museums, like the Telfair Museums or SCAD Museum of Art, or even catch a show at The Savannah Theatre. Cozy up with a drink at The Paris Market Café or settle in with a pastry at Back in the Day Bakery. You could even take a cooking class or try your hand at candle-making at Salacia Salts. Rainy days are also the perfect excuse to linger a little longer in E. Shaver, Bookseller, a quiet, charming shop tucked off Madison Square where time seems to slow down. You just might find the perfect book to remember your trip by.

Advisor - Haley Christoffersen

Travel Advisor

Haley Christoffersen

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For more inspiration and insider recommendations, visit our Savannah page.