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5-Day Savannah and Hilton Head Island Adventure

5-Day Savannah and Hilton Head Island Adventure Itinerary

Last updated: 2024 Jun 14

Southern Charm and River Views

Morning
Start your Savannah journey with a delightful breakfast at The Cotton Exchange Tavern, known for its historic ambiance. Afterward, take a stroll through the iconic Savannah Historic District, admiring the well-preserved 18th and 19th-century architecture.
Afternoon
For lunch, head to Treylor Park and savor their famous PB&J Burger. Post-lunch, enjoy a narrated harbor sightseeing cruise on the Savannah Riverboat Narrated Harbor Sightseeing Cruise, taking in the scenic river views and learning about the city's history.
Evening
Dine at The Olde Pink House, a Savannah classic, and indulge in their Southern cuisine. Afterward, join the Savannah Terrors, Ghosts, and Ghouls Walking Tour for an eerie yet entertaining evening exploring the city's haunted past.
Bedtime
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Historic Homes and Haunted Tales

Morning
Enjoy a breakfast at The Grove Savannah, offering a peaceful start to the day. Then, visit the Mercer Williams House Museum, famous from the book "Midnight in the Garden of Good and Evil," for a guided tour of its grand architecture and intriguing history.
Afternoon
Have a leisurely lunch at The Warehouse Bar and Grille, known for its casual vibe and great food. Post-lunch, take the Savannah Old Town Hop-On Hop-Off Trolley Tour to explore the city's historic sites at your own pace.
Evening
Dine at Rocks on the River for a riverfront dinner experience. Cap off the night with the Savannah Ghosts and Gravestones Tour with Low House Entry, a unique tour that takes you to the city's most haunted spots.
Bedtime
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Culinary Delights and Comedy

Morning
Start with a breakfast at Lizzy's Burger Bar & Grill, known for its creative burger options. Afterward, embark on the Savannah 3-Hour First Squares Food Tour to sample a variety of local flavors and learn about the city's culinary scene.
Afternoon
For a light afternoon bite, visit Chive Sea Bar and Lounge and enjoy their fresh seafood dishes. Post-snack, take a lighthearted approach to Savannah's history with the Savannah "Savannah for Morons" Comedy Trolley Tour, filled with humor and interesting facts.
Evening
Have dinner at The Black Rabbit, offering a cozy and intimate setting. Afterward, enjoy the vibrant atmosphere of River Street, lined with shops, galleries, and restaurants.
Bedtime
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Island Relaxation and Sunset Cruise

Morning
Begin your day with breakfast at The Salty Dog Cafe, a Hilton Head Island favorite. Then, spend the morning at the beautiful Coligny Beach Park, relaxing on the sandy shores and exploring the nearby shops.
Afternoon
Have a casual lunch at The Sea Shack, known for its laid-back atmosphere and delicious seafood. Afterward, take the Hilton Head Island Sunset Dolphin Cruise to witness the island's marine life and enjoy the picturesque sunset.
Evening
Return to Savannah and dine at Top Deck Bar, offering rooftop views and a diverse menu. After dinner, take a serene walk through Forsyth Park, especially enchanting in the evening.
Bedtime
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Cultural Explorations and Evening Elegance

Morning
Enjoy a delightful breakfast at The Collins Quarter, known for its Australian-inspired cuisine and specialty coffee. Then, visit the Telfair Museums Jepson Center to immerse yourself in the city's art and cultural exhibits.
Afternoon
For lunch, head to The Public Kitchen & Bar and savor their farm-to-table offerings. Post-lunch, take a guided tour of the Savannah History and Sightseeing Trolley Tour, gaining insights into the city's past and present.
Evening
Dine at The Grey, housed in a restored Greyhound bus terminal and offering a unique dining experience. Conclude your trip with a sophisticated evening at the Savannah Philharmonic, enjoying a performance of classical and contemporary music.
Bedtime
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