Savannah Itineraries & Trip Threads by Be Our Gaston

As a local, I’m usually in walking shoes and sunglasses — it’s a city best explored on foot. In the summer, I live in sundresses: they’re cool, comfortable, and match the Southern vibe perfectly. A light jacket is smart if you’re headed to rooftop bars or catching a coastal breeze at night.

Most of our guests stay three nights — and for good reason. Two days is just scratching the surface. With three, you’ll have time to explore the squares, try a few standout restaurants, and maybe even make it to Tybee. Before we moved here, we visited often, and two days never felt like quite enough.

Absolutely. Tybee is about a 20–25 minute drive from Savannah, depending on traffic. We sometimes take our own car, but honestly? We often Uber out there to avoid the hassle of beach parking. It’s a perfect day trip — laid-back, breezy, and home to a few great casual restaurants. We love The Deck Beach Bar and Kitchen for ocean views and cocktails.

Most of our guests visit in the spring or fall — and it’s easy to see why. Spring brings blooming azaleas and perfect walking weather, while fall is cooler, golden, and less crowded. Personally? I love December. Historic Savannah looks magical with holiday decorations, and the weather is usually mild enough for strolling and rooftop dinners.

Yes — we’d say with confidence that there’s at least one ghost (maybe more) in both our main house and the carriage house. We’ve had our own strange moments over the years, and several guests have shared their own unexplained experiences — especially in the carriage house. Nothing scary, just enough to remind you Savannah has a foot in another world.

The South Historic District — where our rentals are located — is very walkable and feels safe, even after dark. We’re out and about in the evenings all the time. Like any city, some areas are quieter than others, and we recommend sticking to well-lit streets. We actually created a guide comparing the North and South Historic Districts if you'd like help deciding where to stay.

We’re just one block from Forsyth Park, on one of the most iconic streets in the Historic District — Gaston Street. It’s a central location that lets you walk to everything, but it also gives you the peace and beauty of one of Savannah’s most picturesque neighborhoods. You really get the best of both worlds.

During the day, I’m usually in comfortable walking clothes — and nearly every restaurant is fine with that. In the evening, I like to dress up just a bit. A sundress or something simple makes dinner out feel a little more special, especially at some of our nicer spots. Think polished but relaxed — Savannah is stylish, but never too formal.

That’s exactly what this guide is for. Whether you’re coming for a quick weekend or a longer getaway, we’ve gathered our personal picks for where to eat, what to do, how to get around, and even which kind of trip might suit you best. It’s all based on what we love — and what our guests ask us about most.