Travel Itinerary

Day 1

Pick up car at airport

Belmond Charleston Place ★★★★★ (3 nights)

Carriage Rides

Enjoy an intimate exploration of Charleston with your tour guide at sunsets. Take pleasure in a quaint carriage tour, observing landmarks such as the Old Exchange Building, historic churches, and public buildings like the Four Corners of Law and Waterfront Park on the Cooper River.

Dinner reservation at Leon’s Oyster Shop
Day 2

Upper King Street district culinary tour

Discover Charleston’s historic Upper King Street neighborhood on this 2.5-hour food tour, showcasing its vibrant culinary scene. Sample innovative cuisine from trailblazing restaurants while exploring the area’s energy and charm. Enjoy narrated guidance from a certified Charleston tour guide and complimentary admission to the Charleston Powder Magazine.

Day 3

The Rebellion Roads Shores bike tour

Experience the best bike route in Mt. Pleasant with a knowledgeable guide. Cycle through Old Village to Pitt St. Bridge for views of Fort Sumter, then continue to Shem Creek Park with its lively shrimp boat fleet and dolphin sightings. Ride along the Ben Sawyer Bikeway to Sullivan’s Island, enjoying marsh views and beach shores. After exploring the island, relax at your leisure, either visiting the majestic Angel Tree or soaking up the sun and sea at Folly Beach.

Rest of the day at leisure

Take a scenic drive to experience both nature and relaxation near Charleston. Start by visiting the Angel Tree, a magnificent 400-year-old live oak that stands as a testament to the region’s natural beauty. After immersing yourself in history, unwind with a visit to Folly Beach, renowned for its stunning coastline and inviting waters. Whether you choose to marvel at ancient oak trees or soak up the sun on the beach, these experiences offer a perfect balance of exploration and leisure in Charleston’s charming surroundings.

Dinner reservation at The Ordinary

Day 4
Hilton Head

Stop on the way to visit Beaufort

Named the “Most Romantic City” in South Carolina, Beaufort is overflowing with charm. Stroll past Antebellum architecture from the 1700’s, meander through centuries-old streets shaded by majestic live oaks adorned with Spanish moss, and immerse yourself in the city’s picturesque gardens and green spaces.

Westin Hilton Head Island Resort & Spa ★★★★ (2 nights)

Day 5

Bike rental to explore on own

Explore Hilton Head’s tropical paradise on a cycling adventure, a favorite island recreation activity. Traverse Sea Pines Resort’s 15-mile bike trails offer stunning views of Harbour Town, Sea Pines Plantation Club, and more. Enjoy beach access, spa, eco-tours, and other amenities. Discover Fish Haul Creek Park’s historic Mitchelville Freedom Park and scenic dirt paths, or relax at Coligny Beach Park, known for its seaside charm and kid-friendly amenities. Experience the best of Hilton Head’s natural beauty and attractions while cycling through its picturesque landscapes.

Day 6

Drive to Savannah (about 50mins)

Hotel Kimpton Brice ★★★★ (3 nights)

Savannah bike tour

Discover Savannah’s historic district with an experienced guide, exploring its rich history and modern allure. Pedal through main thoroughfares and quiet streets, capturing photo-worthy moments along the way. Visit iconic landmarks like Forsyth Park, Savannah River, and historic squares, learning about the city’s architecture and culture. Experience Savannah’s vibrant atmosphere, from renowned sites to hidden gems, and immerse yourself in its unique charm.

Dinner reservation at Vic’s on the River
Day 7

Tybee Island e-bike adventure tour

Only a short drive from historic downtown Savannah, Tybee Island offers a tranquil escape. Explore the scenic north beach area on a 60-minute Savannah E-Bike tour, offering a unique way to navigate the island. Ideal for avoiding downtown traffic, this tour provides a peaceful ride for those seeking a serene experience.

Dinner reservation at The Olde Pink House
Day 8

Savannah Van Movie tour

Embark on a captivating journey through some of Savannah’s most iconic movie locations. From the famous bench scene in “Forrest Gump” to the charming settings of “Something to Talk About” and the captivating backdrop of “Midnight in the Garden of Good and Evil,” you’ll discover the magic behind these cinematic masterpieces. As you breeze around the city, your knowledgeable guide will regale you with fascinating trivia and anecdotes, ensuring a memorable experience filled with fun facts and photo opportunities.

Low Country cooking-class

Discover the essence of Low Country cuisine with a cooking class featuring iconic dishes like Savannah Red Rice and Shrimp and Grits. Dive into the fusion of American, indigenous, and African flavors, complemented by fresh seafood and local produce. Enjoy a culinary journey enriched with stories and secrets, accompanied by Kessler House Wines.

Day 9

Drop off car at Charleston airport (about 2hrs)

Fly home