7-Day Southern Adventure: From Historical Savannah to Lush Florida Beaches

Day 1: Explore Savannah

Savannah, Georgia

8:00AM

Breakfast at The Collins Quarter

Start your day with a delicious Aussie-inspired breakfast at The Collins Quarter, known for its beautifully presented dishes and coffee.
Located in the Historic District, a great start before exploring the area.
USD20, 1 hour

9:30AM

Explore Forsyth Park

Stroll through Forsyth Park, a stunning 30-acre park featuring a picturesque fountain and shaded paths that capture Savannah's charm.
A short 5-minute walk from breakfast.
Free, 1.5 hours

11:00AM

Savannah Historic District Tour

Join a guided walking tour of the Savannah Historic District and learn about its history, architecture, and hidden gems.
Meet up with the tour guide at the park entrance.
USD25, 2 hours

1:00PM

Lunch at Mrs. Wilkes' Dining Room

Enjoy a family-style meal at Mrs. Wilkes' Dining Room, where Southern hospitality and home-cooked meals are prevalent.
A quick 10-minute walk from the tour’s ending point.
USD15, 1.5 hours

3:00PM

Forsyth Farmers' Market

Visit the revitalizing Forsyth Farmers' Market, where you can taste local produce, crafts, and craftspeople.
A quick 5-minute walk from lunch.
Varies, 1.5 hours

5:00PM

Cocktails at The Grey

Enjoy exquisite cocktails at The Grey, a converted 1938 Greyhound bus station with an upscale twist on Southern cuisine.
A 15-minute ride-share or local bus ride.
USD15, 1 hour

6:30PM

Dinner at The Olde Pink House

End your day with a dinner at The Olde Pink House, featuring classic Southern dishes in a historic house.
Only a short ride-share ride back from The Grey.
USD35, 2 hours
View Hotel Availability

Day 2: Charming Charleston

Charleston, South Carolina

8:00AM

Breakfast at The Another Broken Egg Cafe

Begin your day with a hearty breakfast at Another Broken Egg Cafe, serving up Southern breakfast favorites.
A 2-hour drive via I-95 and US-17.
USD15, 1 hour

9:30AM

Tour of Fort Sumter National Monument

Take a ferry from Liberty Square to Fort Sumter, the site of the first shots of the Civil War.
Ferry leaves from Liberty Square, about a 15-minute walk from the cafe.
USD30, 3 hours round trip

1:00PM

Lunch at Fleet Landing Restaurant

Savor fresh seafood while overlooking the harbor at Fleet Landing, a restored naval warehouse.
A short taxi ride back to the mainland.
USD25, 1.5 hours

3:00PM

Exploring Rainbow Row

Stroll through the historic waterfront neighborhood of Rainbow Row, where colorful architecture greets you at every corner.
A 10-minute walk from Fleet Landing.
Free, 1 hour

4:30PM

Visit The Battery and White Point Garden

Walk along The Battery and take in the gorgeous views of antebellum mansions and the harbor.
Just a short 10-minute stroll from Rainbow Row.
Free, 1.5 hours

6:00PM

Dinner at Poogan's Porch

Experience Southern cuisine in an upscale yet cozy environment at Poogan's Porch, housed in a restored Victorian home.
A quick 5-minute drive from The Battery.
USD30, 2 hours
View Hotel Availability

Day 3: Beach Bliss at Hilton Head

Hilton Head Island, South Carolina

8:00AM

Breakfast at The Breakfast Club

Enjoy an energizing breakfast at The Breakfast Club, known for its generous portions and creative options.
A 1-hour drive from Charleston via US-278.
USD15, 1 hour

9:30AM

Dolphin Watching Tour

Hop on a boat tour for an unforgettable dolphin watching experience in the beautiful Hilton Head waters.
Meet at the harbor, a 10-minute drive from breakfast.
USD50, 2 hours

12:00PM

Lunch at Salty Dog Cafe

Grab a bite at the iconic Salty Dog Cafe, famous for its seafood and casual vibe.
A 15-minute drive from the harbor.
USD25, 1.5 hours

1:30PM

Relax at Coligny Beach Park

Spend some time basking in the sun or taking a swim at Coligny Beach, one of the island’s best beaches.
A quick 5-minute drive from lunch.
Free, 3 hours

4:30PM

Shopping at Coligny Plaza

Stroll the charming shops at Coligny Plaza and find unique souvenirs to take home.
A short walk from the beach.
Varies, 1.5 hours

6:00PM

Dinner at the Sea Pines Beach Club

Enjoy a beautiful dinner by the ocean at Sea Pines Beach Club restaurant, perfect for sunset views.
A 10-minute drive from Coligny Plaza.
USD40, 2 hours
View Hotel Availability

Day 4: Adventure on Tybee Island

Tybee Island, Georgia

8:00AM

Breakfast at The Breakfast Club

Start your day at the popular Breakfast Club known for its creative breakfast offerings.
A 30-minute drive from Hilton Head.
USD15, 1 hour

9:30AM

Tybee Island Light Station and Museum

Climb the historic Tybee Island lighthouse for stunning views of the coastline.
A 10-minute drive from the café.
USD10, 1.5 hours

11:00AM

Relax at Tybee Island Beach

Spend the morning lounging at Tybee Island beach, soaking up the sun and the salt air.
A short 5-minute drive from the lighthouse.
Free, 2 hours

1:00PM

Lunch at The Crab Shack

Enjoy lunch at The Crab Shack where you can dine on fresh seafood in a relaxed, nature-inspired setting.
A 10-minute drive from the beach.
USD25, 1.5 hours

3:00PM

Kayaking Tour

Embark on a leisurely kayaking tour to explore the local wildlife and beautiful waterways.
Meet your guide at a launch site, a quick drive from dining.
USD45, 2.5 hours

6:00PM

Dinner at A-J’s Dockside Restaurant

Enjoy a laid-back dinner at A-J’s Dockside with waterfront views and casual fare.
A short 10-minute drive from the kayak launch.
USD30, 2 hours
View Hotel Availability

Day 5: Gateway to Florida - Jacksonville

Jacksonville, Florida

8:00AM

Breakfast at Maple Street Biscuit Company

Treat yourself to a biscuit breakfast at Maple Street, a local favorite that emphasizes fresh ingredients.
A 40-minute drive from Tybee Island.
USD15, 1 hour

9:30AM

Explore Riverside Avondale Historic District

Take a leisurely walk through the Riverside Avondale neighborhood, known for its historic homes and beautiful parks.
A 15-minute drive from breakfast.
Free, 1.5 hours

11:00AM

Visit the Cummer Museum of Art and Gardens

Enjoy art and beautiful gardens at the Cummer Museum, showcasing collections that span centuries.
A 10-minute drive from Riverside Avondale.
USD10, 2 hours

1:00PM

Lunch at The Fish Fry

Sample fresh grouper sandwiches and other seafood staples at The Fish Fry, a casual eatery known for its local flavors.
A 20-minute ride from the museum.
USD15, 1 hour

2:30PM

Jacksonville Beach

Spend the afternoon at Jacksonville Beach, enjoying the sun, sand, and ocean breeze.
A 30-minute drive from lunch.
Free, 3 hours

6:00PM

Dinner at TacoLu

Indulge in some of the best tacos and margaritas at TacoLu, known for its vibrant atmosphere.
A 20-minute drive from the beach.
USD25, 2 hours
View Hotel Availability

Day 6: Rich History in St. Augustine

St. Augustine, Florida

8:00AM

Breakfast at Blue Hen Cafe

Start your day with Southern-inspired breakfast at Blue Hen Cafe, known for its local ingredients.
A 1-hour drive from Jacksonville.
USD15, 1 hour

9:30AM

Visit Castillo de San Marcos

Explore Castillo de San Marcos, the oldest fort in the continental United States, and soak up some history.
A 15-minute drive from breakfast.
USD15, 2 hours

12:00PM

Lunch at Columbia Restaurant

Dine at the Columbia Restaurant, famous for its Spanish cuisine and historic ambiance.
A short 5-minute drive from the fort.
USD25, 1.5 hours

1:30PM

Stroll through Historic District

Wander through St. Augustine's Historic District to enjoy the unique shops, gardens, and architecture.
A short 10-minute walk from lunch.
Free, 2 hours

3:30PM

Visit Lightner Museum

Marvel at the eclectic collection housed in a former hotel at the Lightner Museum, offering a glimpse into the Gilded Age.
A 15-minute walk from the Historic District.
USD10, 1.5 hours

6:00PM

Dinner at The Floridian

End your day with a farm-to-table dinner at The Floridian, featuring regional cuisine from the southeast.
A 10-minute walk from the museum.
USD30, 2 hours
View Hotel Availability

Day 7: Exciting Orlando

Orlando, Florida

8:00AM

Breakfast at Keke's Breakfast Cafe

Begin your last day in Orlando with hearty options at Keke's Breakfast Cafe, known for its delightful pancakes.
A 2-hour drive from St. Augustine.
USD15, 1 hour

9:30AM

Disney Springs

Explore Disney Springs, a lively shopping, dining, and entertainment complex featuring unique shops and eateries.
A 30-minute drive from breakfast.
Free, 3.5 hours

1:00PM

Lunch at The Boathouse

Indulge in a waterfront lunch at The Boathouse, known for its upscale seafood dishes.
Located in Disney Springs, a short walk.
USD35, 1.5 hours

2:30PM

Ride the Icon Park

Enjoy breathtaking views of Orlando from the Icon Park, a large observation wheel.
Also within Disney Springs, less than a 10-minute walk away.
USD25, 1 hour

4:00PM

Universal CityWalk

Head to Universal CityWalk for shopping or entertainment before the day winds down.
A 15-minute drive from Icon Park.
Free, 2 hours

6:00PM

Dinner at Emeril's Tchoup Chop

Celebrate the end of your Southern adventure with an exquisite dinner at Emeril's Tchoup Chop, a fusion of Asian and Caribbean cuisines.
A short drive back to the CityWalk area.
USD50, 2 hours
View Hotel Availability