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Ultimate 5-Day Sullivan's Island and Charleston Adventure Itinerary

Last updated: 2024 Jun 14

Island Vibes and Coastal Delights

Morning

Start your day with a delightful breakfast at The Obstinate Daughter, known for its delicious pastries and coffee. Afterward, take a relaxing stroll along the pristine beaches of Sullivan's Island to soak in the coastal beauty.

Afternoon

For lunch, head to The Longboard for a taste of their famous fish tacos and refreshing cocktails. Afterward, visit the historic Fort Moultrie, where you can explore the fascinating military history and enjoy panoramic views of the coastline.

Evening

As the sun sets, indulge in a fine dining experience at The Boathouse at Breach Inlet, known for its fresh seafood and waterfront ambiance. After dinner, take a leisurely walk along the beach to end the day on a tranquil note.

Bedtime

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4.87
Fort Moultrie
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Historical Charm and Culinary Delights

Morning

Kick off your day with a guided walking tour of Charleston's historic downtown, Charleston Historical Downtown Tour by Horse-drawn Carriage. After the tour, enjoy a delightful brunch at Poe's Tavern, known for its unique atmosphere and delicious dishes.

Afternoon

Spend the afternoon exploring the iconic Boone Hall Plantation, known for its picturesque grounds and rich history. Afterward, take a scenic drive to Magnolia Plantation and Gardens, where you can immerse yourself in the beauty of the Lowcountry.

Evening

For dinner, experience the vibrant flavors of the South at Mex 1 Coastal Cantina, known for its innovative Mexican cuisine. Afterward, embark on a Charleston Haunted Carriage Evening Tour to uncover the city's spooky secrets under the moonlight.

Bedtime

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4.78
Charleston Historical Downtown Tour by Horse-drawn Carriage
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4.87
Boone Hall Plantation
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Relaxation and Island Adventures

Morning

Enjoy a leisurely morning at The Obstinate Daughter, savoring their famous brunch offerings. Afterward, take a guided Schooner Sailing Harbor Tour & Dolphin Watch to experience the beauty of Charleston's harbor from the water.

Afternoon

For lunch, head to The Longboard and indulge in their fresh seafood dishes. Afterward, visit the historic Fort Sumter on a roundtrip ferry ride, where you can learn about the pivotal events that took place during the Civil War.

Evening

End the day with a delightful dinner at The Boathouse at Breach Inlet, enjoying the ocean breeze and the stunning sunset views. Afterward, take a relaxing walk along the beach to unwind and reflect on the day's adventures.

Bedtime

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4.36
Schooner Sailing Harbor Tour & Dolphin Watch
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4.87
Fort Sumter
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Cultural Immersion and Culinary Exploration

Morning

Start your day with a guided bus tour of Charleston's historic city highlights, Charleston Historic City Highlights Guided Bus Tour. After the tour, enjoy a delightful brunch at The Obstinate Daughter, known for its unique coastal cuisine.

Afternoon

Spend the afternoon exploring the city's history and architecture on a guided walking tour, Charleston History and Architecture Guided Walking Tour. Afterward, visit the charming tea gardens of Wadmalaw Island for a serene escape.

Evening

For dinner, experience the culinary creativity of The Longboard, known for its innovative dishes and laid-back atmosphere. Afterward, embark on a Speakeasy Sagas Prohibition Pub Crawl to uncover the hidden gems of Charleston's nightlife.

Bedtime

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4.62
Charleston Historic City Highlights Guided Bus Tour
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4.74
Charleston History and Architecture Guided Walking Tour
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Coastal Bliss and Farewell Feasts

Morning

Enjoy a relaxed morning at The Obstinate Daughter, savoring their famous brunch offerings. Afterward, take a guided Sightseeing Harbor Tour & Dolphin Watch to experience the beauty of Charleston's harbor from the water.

Afternoon

For lunch, head to The Longboard and indulge in their fresh seafood dishes. Afterward, visit the historic Charleston Daytime or Sunset Historic Harbor Cruise, where you can learn about the city's maritime history and enjoy the scenic views.

Evening

End your trip with a memorable dinner at Mex 1 Coastal Cantina, savoring the flavors of the coast. Afterward, take a relaxing walk along the beach to bid farewell to the tranquil shores of Sullivan's Island.

Bedtime

Find amazing hotels in Sullivan's Island.