New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Roam Around

5-day Trip to Charleston

5-day Trip to Charleston Itinerary

Last updated: 2024 Jun 14

Exploring Historic Charleston

Morning
Start your day with a delicious breakfast at Hominy Grill, known for its Southern comfort food. Afterward, embark on a Charleston Historical Walking Tour to discover the rich history and architecture of the city.
Afternoon
For lunch, head to The Ordinary, a renowned seafood restaurant offering fresh and flavorful dishes. Afterward, visit the Charleston City Market to explore local crafts and souvenirs.
Evening
Enjoy a relaxing dinner at Husk, a farm-to-table restaurant known for its innovative Southern cuisine. End the evening with a Charleston Haunted Carriage Evening Tour to uncover the city's spooky tales and legends.
Bedtime
Find amazing hotels in Charleston.
Visit Charleston Experience Charleston's History on a Guided Walk in Charleston
star4.81

Charleston Historical Walking Tour

Book Now
Visit Charleston City Market in Charleston
star4.67

Charleston City Market

Book Now
next arrow

Charleston Harbor and Plantations

Morning
Start your day with a scenic Charleston Harbor Sightseeing Cruise Tour to admire the city's skyline and historic landmarks from the water. Afterward, visit the Fort Sumter National Monument to learn about the Civil War history.
Afternoon
Enjoy a delightful lunch at 167 Raw, a popular seafood restaurant known for its oysters and ceviche. Afterward, take a Magnolia Plantation Tour and Transport to explore the beautiful gardens and learn about the plantation's history.
Evening
Indulge in a luxurious dinner cruise with Charleston Luxury Harbor Dinner Cruise. Savor a gourmet meal while enjoying breathtaking views of the Charleston Harbor.
Bedtime
Find amazing hotels in Charleston.
Visit Charleston Sightseeing Harbor Tour & Dolphin Watch in Charleston
star4.51

Charleston Harbor Sightseeing Cruise Tour

Book Now
Visit Fort Sumter National Monument in Charleston
star4.67

Fort Sumter National Monument

Book Now
next arrow

Charleston's Hidden Gems

Morning
Start your day with a delightful breakfast at Butcher & Bee, a trendy eatery offering creative dishes. Afterward, embark on a Charleston Low Country and Shores E-Bike Tour to discover hidden gems and scenic spots in the city.
Afternoon
Enjoy a delicious lunch at The Darling Oyster Bar, known for its fresh seafood and oyster selection. Afterward, visit the Gibbes Museum of Art to admire a diverse collection of American artwork.
Evening
Experience a unique dining experience at Xiao Bao Biscuit, a hip Asian fusion restaurant serving innovative dishes. Afterward, join the Speakeasy Sagas Prohibition Pub Crawl to explore Charleston's hidden speakeasies and learn about its Prohibition-era history.
Bedtime
Find amazing hotels in Charleston.
Visit Charleston Low Country and Shores E-Bike Tour in Charleston
star4.69

Charleston Low Country and Shores E-Bike Tour

Book Now
Visit Gibbes Museum of Art in Charleston
star4.41

Gibbes Museum of Art

Book Now
next arrow

Beaches and Southern Cuisine

Morning
Start your day with a relaxing breakfast at The Obstinate Daughter in Folly Beach, known for its delicious brunch options. Afterward, take a Folly Island Guided Dolphin Boat Tour to spot dolphins and enjoy the coastal scenery.
Afternoon
Enjoy a mouthwatering lunch at Leon's Oyster Shop, a popular seafood spot offering a variety of oyster dishes. Afterward, visit the Aiken-Rhett House to explore a preserved antebellum townhouse and learn about Charleston's history.
Evening
Indulge in a Southern-style dinner at Poogan's Porch, a charming restaurant housed in a Victorian townhouse. Afterward, head to The Darling Oyster Bar for a nightcap and enjoy their selection of oysters and craft cocktails.
Bedtime
Find amazing hotels in Charleston.
Visit Folly Island Guided Dolphin Boat Tour in Folly Beach in Charleston
star4.81

Folly Island Guided Dolphin Boat Tour

Book Now
Visit Aiken-Rhett House in Charleston
star4.69

Aiken-Rhett House

Book Now

Culinary Delights and Historic Landmarks

Morning
Start your day with a scrumptious breakfast at FIG, a renowned restaurant offering Mediterranean-inspired cuisine. Afterward, visit the Boone Hall Plantation & Gardens to explore the beautiful grounds and learn about the plantation's history.
Afternoon
Enjoy a delightful lunch at Halls Chophouse, a classic steakhouse known for its prime cuts of meat. Afterward, visit the Old Exchange & Provost Dungeon to discover Charleston's colonial history.
Evening
End your trip with a memorable dinner at Magnolias, a Southern restaurant known for its elevated comfort food. Afterward, take a leisurely stroll along The Battery and White Point Garden to admire the historic mansions and waterfront views.
Bedtime
Find amazing hotels in Charleston.
Visit Boone Hall Plantation & Gardens in Charleston
star4.26

Boone Hall Plantation & Gardens

Book Now
Visit Old Exchange & Provost Dungeon in Charleston
star4.76

Old Exchange & Provost Dungeon

Book Now
next arrow

Top Charleston Travel Videos

kayakFind the right stay during your trip.
Got a question about your trip?