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South Carolina & Georgia: Charleston to Savannah

You are invited to experience true Southern hospitality as you cycle the coastline from Charleston to Savannah—discovering the region’s vibrant local culture along the way. Join us for a traditional “Beaufort social”—a quintessential Southern experience. Here, you’ll rub elbows with your neighbors—and perhaps even swing them around while dancing the Virginia Reel. As you cycle the famous Intercoastal Waterway and Spanish Moss trails, you’ll explore local culture from many perspectives, including a visit to Fort Moultrie, where Edgar Allen Poe was once stationed, a picnic at historic Fripp Plantation, and a guided tour of the Penn Center—the first Southern school dedicated to the education of former slaves. From the moss-draped streets of Savannah, you’ll cycle to the scenic Isle of Hope, all in the company of local guides who call the region home. 

Tour Highlights

  • Cycle by the pastel-hued houses of Charleston, marveling at views of sailboats and historic Fort Sumter.
  • Immerse yourself in the legacy of the Gullah people when you visit the Sea Island of St. Helena and the culture-rich Penn Center.
  • Step back in time with a cycle through the famed Bonaventure Cemetery and a guided walking tour of the charming streets of Savannah.
  • Ride beneath a magnificent avenue flanked by live oaks as you approach historic Wormsloe Plantation.
  • Cycle beneath the live oaks of the Spanish Moss Trail to arrive among the antebellum architecture of Beaufort.

Positive Impact

VBT is proud to support The Penn Center with a donation on behalf of each guest on this tour. Founded in 1862, Penn School, established by northern missionaries, was one of the first academic schools in the South to provide a formal education for previously enslaved West Africans. Now known as The Penn Center, for more than 150 years this historic landmark has been at the epicenter of African American education, historic preservation, and social justice for tens of thousands of descendants of formerly enslaved West and Central Africans living in the Sea Islands, known as the Gullah Geechee people.

What to Expect

This tour offers options for easy rides throughout the trip. Our VBT support vehicle is always available for those who would like assistance. This vacation is ideal for beginning and casual cyclists.

  • Daily Mileage: 4-36 miles|
  • Biking: 1-4 hours|
  • Group Size: 20
Activity Easy
Bar Graph Beginner - Experienced
Vehicle Support Vehicle

Average High /
Low Temperature (°F):








Mar3.58 in

Apr3.07 in

May3.01 in

Sep5.06 in

Oct3.12 in

Nov2.47 in

Tour Only

5 nights in distinctive Southern inns in the heart of town


11 meals: 5 breakfasts, 3 lunches, 3 dinners


Transportation from Charleston International Airport to the Ansonborough Inn


Transportation from the Andaz Savannah to Savannah/Hilton Head International Airport

2025 2024

Electric-Assisted Bicycle (E-bike)

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Step-Through Electric-Assisted Bicycle (E-bike)

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Road Bicycle (Carbon frame)

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Step-Through (Mixte Hybrid) Comfort Bicycle

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Step-Over (Diamond) Comfort Bicycle

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2025 2024

Electric-Assisted Bicycle (E-bike)

See More >

Step-Through Electric-Assisted Bicycle (E-bike)

See More >

Road Bicycle (Carbon frame)

See More >

Step-Through (Mixte Hybrid) Comfort Bicycle

See More >

Step-Over (Diamond) Comfort Bicycle

See More >

Biking Packages Include:

Custom VBT Bike and Helmet

Two Local, Bilingual Trip Leaders

Support Vehicle

Luggage Transportation

Ride with GPS and Daily Route Notes

Welcome Reception

Facilitated Cultural Experiences

Your Choice of VBT Branded Gear for Your Adventure


Sun, Mar 23 to Fri, Mar 28, 2025

Show Itinerary:

Travel to Charleston and gather at the Ansonborough, the first hotel on our itinerary. If you’re flying in, you can arrange to meet VBT’s complimentary shuttle after your arrival at Charleston International Airport.

For guests who are driving to the tour, parking will be available at the Ansonborough for the week at a daily charge or at the Charleston airport. At tour’s end, you may join the VBT van to return from Savannah to the Charleston airport.

After your safety briefing and bike-fitting session this afternoon, enjoy a winding warm-up ride through historic “South of Broad,” where you’ll take in wide views of the harbor and Fort Sumter. Then continue riding through the historic market. You also ride past St. Philip’s Church, one of Charleston’s oldest, located on appropriately named Church Street.

Tonight, get to know your fellow travelers during a tour orientation, welcome reception, and dinner at a local restaurant.

Today's Ride Choices

Afternoon: Charleston Warm-up — 4 miles

What to Expect:

Cycling south, you pass the large fountain at the Waterfront Park entrance. It’s a wonderful place to stroll in the evening and watch the sailboats on the harbor or the sunset at Ravenel Bridge. On East Bay Street, pass “Rainbow Row,” the historic neighborhood of pastel-colored houses. Biking along the Battery, you see Fort Sumter, which guards the harbor entrance where the first shots of the Civil War were fired in 1861. In a city defined by its steeples, St. Philip’s Church boasts one of the oldest. You ride past it during your warm-up ride, then head to the historic City Market, where sweetgrass baskets are still handcrafted with local pride. Mind the horse carriages as you pass the stables on Anson Street back to the Ansonborough Inn.

Cumulative Distance Range: 4 miles

Included Meals: Dinner

After breakfast, you cycle along a dedicated bike/pedestrian lane on the dramatic Arthur Ravenel Bridge over the Cooper River. Traverse Sullivan’s Island, then cross another bridge to the Isle of Palms. Your route follows the scenic shores of the Intracoastal Waterway, passing by some of the area’s most sought-after homes. As you ride, enjoy soothing vistas the beach. During your lunch stop, you have the opportunity to change into swim clothes and go for a swim.

After lunch at a local restaurant on the Isle of Palms, continue cycling to Fort Moultrie. Edgar Allan Poe was stationed here from 1827 to 1828 while serving in the U.S. Army. The fortress played a key role in both the Revolutionary and Civil Wars. After your visit, you return to Charleston via the Arthur Ravenel Bridge.

Once at the Ansonborough, you have time to explore Charleston on your own. Perhaps enjoy a stroll along the Battery, the promenade flanking the city’s scenic harbor.

Dinner is on your own tonight.

Today's Ride Choices

Morning: Charleston to Sullivan’s Island and Lunch — 14 miles

Afternoon: Sullivan's Island to Charleston — 17 miles

What to Expect:

Cycle from the Ansonborough Inn over the Arthur Ravenel Bridge, enjoying expansive views of downtown, Charleston Harbor, and the Atlantic. Arrive at the Isle of Palms for lunch, where you can go for a swim at the beach.

After lunch, ride back through Sullivan’s Island to Fort Moultrie. Explore this National Monument and then retrace your way back to the Ansonborough Inn by bike or shuttle. Upon your return, you may enjoy Charleston on your own and choose from a range of Southern-style restaurants.

Cumulative Distance Range: 14 – 31 miles

Included Meals: Breakfast, Lunch

Today, you shuttle about 70 minutes south to Beaufort, where you cycle the stunning Spanish Moss Trail. Formerly the path of the Port Royal Railroad, this 12-foot wide, multi-purpose paved trail offers beautiful water and marsh views, coastal wildlife viewing, and historic points of interest as it meanders through neighborhoods draped in Spanish moss. The invigorating trail delivers you to Port Royal, a quaint Lowcountry town in the heart of a biologically rich estuarine ecosystem. After time to admire its houses listed on the National Historic Register, follow another segment of the Spanish Moss Trail to Beaufort. Once in Beaufort, lunch will be on your own; the town offers many restaurants to select from.

End your rewarding cycling day in Beaufort. Named “The South’s Best Small Town” by Southern Living magazine in 2017, it is a charming haven renowned for its Sea Islands, historic downtown, and savory Lowcountry food. Check into your hotel here and make yourself at home. The Beaufort Inn is conveniently located to give you easy access to the city’s downtown and waterfront.

Enjoy a Lowcountry boil before experiencing firsthand a famous Southern tradition at your inn: a Beaufort social hosted by a local historian. Enjoy this fun opportunity to dance the exuberant yet dignified Virginia Reel, a Colonial-era folk dance, while learning about the culture and history of Beaufort and its people.

Today's Ride Choices

Morning: Spanish Moss Trail — 15 miles

What to Expect:

Cycle along the tranquil Spanish Moss Trail to Port Royal, where several buildings and homes are listed on the National Register of Historic Places. Stop at the Sands boardwalk and observation tower for views of the Beaufort River and possible dolphin sightings. As you pass through Port Royal, take time to visit the Cypress Wetlands to see an ecosystem unique to the area. Your ride will conclude at your inn in the center of Beaufort.

Cumulative Distance Range: 15 miles

Included Meals: Breakfast, Dinner

Enjoy breakfast in town, then ride through beautiful farmland to St. Helena Island, passing the historic Chapel of Ease along your way. During the Colonial period, rice and cotton planters who found themselves too far from the churches of Beaufort constructed informal “chapels of ease” on their plantations. Built in the mid-18th century, St. Helena’s Chapel of Ease was largely destroyed by a fire more than 100 years later. Its four original walls remain, making it an evocative historic landmark.

Your visit to the Fripp Plantation starts with a cycle down its white fence-lined driveway. You will be greeted by your VBT trip leaders and a local tour guide. As your VBT trip leaders prepare your picnic lunch, the local tour guide will share the history of the Fripp Plantation, including a walking tour of the home. After this tour, enjoy your picnic lunch in the shade of the pecan trees on the plantation grounds overlooking the water.

After lunch, ride to the Penn Center for an included visit. The Penn Center is a National Monument and the first institution to recognize the Reconstruction Era of the South. Founded in 1862 to educate freed slaves, it’s now a cultural center for African American residents of the Sea Islands, a community also known as the Gullah. Dr. Martin Luther King Jr. held the annual retreat for his Southern Christian Leadership Conference at the center. After an enriching visit, return to Beaufort via shuttle or bike.

Later, embark on a walking tour of Beaufort. Stroll past the city’s mix of antebellum mansions, live oaks, and charming 1950s storefronts with a resident guide, who explains why the town has lured so many moviemakers to its lovely streets. A number of critically acclaimed films have used Beaufort as their backdrops, including Forrest Gump with Tom Hanks, The Prince of Tides with Barbra Streisand, and The Great Santini with Robert Duvall.

Make your own dinner plans in Beaufort this evening; there are many excellent restaurants from which to choose.

Today's Ride Choices

Morning: St. Helena Island Loop — 22 miles OR Beaufort to St. Helena Island — 36 miles

What to Expect:

If you wish, you may shuttle to St. Helena Island to begin this morning’s ride. During this pleasant ride on coastal routes, pause at Land’s End Point to explore the beach. Continue on Seaside Road through beautiful farmland, then return to the Penn Center. Those who want a longer ride can start from the inn and cycle across Lady’s Island to St. Helena Island. After your visit at the Penn Center, you can shuttle or cycle back to Beaufort in the afternoon.

Cumulative Distance Range: 22 – 36 miles

Included Meals: Breakfast, Lunch

This morning, shuttle to Savannah (approximately 90 minutes). Once you have arrived, your Savannah bike tour starts with a ride through the moss-hung gardens of Bonaventure Cemetery, an 18th-century cemetery featured in John Berendt’s critically acclaimed novel Midnight in the Garden of Good and Evil. John Muir also sojourned here for six nights during his “Thousand-Mile Walk” to the Gulf of Florida.

Continue cycling toward the Isle of Hope. Here, ride past attractive old homes dating from the early 19th century, enjoying views of the Intracoastal Waterway as you ride.

Our destination is informally known as Wormsloe Plantation, a State Historic Site. One of the most photographed locations in the entire South, it features a 1.5-mile-long live oak avenue framed by a graceful stone entry arch. The remains of the estate—which was constructed using “tabby,” a building material similar to cement and made from lime, ash, and crushed oyster shells—are renowned as the oldest standing structure in Savannah.

Enjoy a picnic lunch hosted by your leaders before continuing the ride back to Savannah. Tonight, celebrate with the group during a farewell dinner.

Today's Ride Choices

Morning: Isle of Hope — 22 miles

What to Expect:

Ride through Bonaventure Cemetery before continuing to the Isle of Hope, riding past stately homes and enjoying marsh views. Visit Wormsloe Historic Site and ride through Savannah neighborhoods of different architectural styles.

Cumulative Distance Range: 22 miles

Included Meals: Breakfast, Lunch, Dinner

After breakfast this morning, join a local guide for a walking tour of Savannah. VBT’s complimentary shuttle is available to take departing guests to the Savannah/Hilton Head International Airport (SAV), leaving the hotel at 11:15 a.m. and arriving at the airport around 12:00 p.m. for your departing flight. We suggest a flight departing after 2:00 p.m. Guests who need to get to the airport earlier or later must make their own arrangements.

Included Meals: Breakfast

South Carolina & Georgia: Charleston to Savannah

Download PDF Itinerary:

Tour Only (PDF)


169 out of 178 (94%)
4.5 out of 5 stars.
Read More Reviews

First time VBT rider and I can't say enough good stuff about the trip, the guides or the company. The trip exceeded my expectations! Great southern history wrapped up in beautiful scenery, incredible food, great service, good accommodations and interesting people! If you've never ridden with a group, this is a great first time trip. It's obvious VBT knows what they are doing and trains their people well. You won't be disappointed!

Jenni 1960, Fort Worth, TX, USA

Southern Charm X's 10!

This trip was customer support at its very best. It exceeded all of our expectations. Trip leaders, Sarah and Natalie created a relaxing, enjoyable vacation filled with fun! All tasks and special requests were met with smiles and a can do attitude. This incredible duo were a great, professional team.

Becky65, PA

A Southern Treat!

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