South Carolina & Georgia: Charleston to Savannah

Travel to Charleston and gather at the Ansonborough Inn, 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. The shuttle leaves the airport at 2:00 p.m. Please call Mount Pleasant Shuttle at 843.971.4901 (or toll-free 866.223.7226) to make a reservation, clearly stating you are a VBT guest. Reservations must be made at least 24 hours in advance.

If you are arriving after this shuttle departs or if your flight is delayed, you must make your own arrangements to reach the inn. For guests who are driving to the tour, parking will be available at the Ansonborough Inn for the week at a daily charge of $20 plus tax. Parking is also available at the Charleston airport for $10 per day. At tour’s end, a complimentary shuttle will bring guests back to the airport. And if you leave your car at the Ansonborough Inn, you can take a taxi there from the airport at a cost of approximately $30.

Please contact the Ansonborough Inn to advise of any travel delays or changes; they will pass your message along to your VBT trip leaders.

Your VBT trip leaders will be available from 2:30 to 4:30 p.m. for a safety briefing and bike-fitting session. 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 and welcome reception, followed by dinner at a local restaurant.

Cumulative Distance Range: 4 miles
Today’s Ride Choice:
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.

Accommodation: Ansonborough Inn, Charleston, SC

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. Our 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, return to the Ansonborough Inn, where there’ll be 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:

Cumulative Distance Range: 14 -30 miles
Morning
Charleston to Sullivan’s Island and Lunch: 14 miles
Afternoon:
Sullivan’s Island to Charleston: 16 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.

Accommodation: Ansonborough Inn, Charleston, SC
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, along the way you pause for a delicious picnic lunch of local specialties prepared by your trip leaders.

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.

If you wish to partake of the Beaufort Inn’s spa services during your stay, VBT encourages you to make your reservations well in advance of your arrival.

Today’s Ride Choice:

Cumulative Distance Range: 15 miles
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 so see an ecosystem unique to the area. Your ride will conclude at your inn in the center of Beaufort.

Accommodation: The Beaufort Inn, Beaufort, SC
Included Meals: Breakfast, Lunch, Dinner

After breakfast in town, 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 Choice:
Cumulative Distance Range: 22 – 36 miles
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, you can shuttle or cycle back to Beaufort in the afternoon.

Accommodation: The Beaufort Inn, Beaufort, SC
Included Meals: Breakfast, Lunch

This morning, shuttle to Savannah (approximately 90 minutes). Once you have arrived, your Savannah bike tours begin with a journey towards the Isle of Hope. Here, cycle past attractive old homes dating from the early 19th century, enjoying views of the Intracoastal Waterway as you ride.

Our destination this morning 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.

After some free time for lunch on your own in the Isle of Hope area, continue cycling past Savannah State University’s Thunderbolt campus and 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.

After you settle in at your hotel, the remainder of the afternoon is yours to explore Savannah at leisure.

Lunch and dinner are on your own today.

Today’s Ride Choice:
Cumulative Distance Range: 27 miles
Morning:
Isle of Hope: 27 miles

What to Expect: As you leave the city center, ride past seven of Savannah’s city squares. Pedal past Savannah State University toward the waterfront. On the Isle of Hope, ride past stately homes and enjoy marsh views. Visit Wormsloe Historic Site and the Bonaventure Cemetery. Ride through downtown neighborhoods of different architectural styles back to Savannah.

Accommodation: Andaz Savannah, Savannah, GA
Included Meals: Breakfast

This morning, take a break from your Savannah bike tours to spend time exploring some of the most memorable sites of this city. A fascinating walking tour of its picturesque streets and squares provides insight into the city’s history, architecture, gardens and abundant charm. Did you know that Savannah boasts the oldest standing antebellum railroad complex in America? Or that Savannah had the first practical cotton gin? Your guide will help you envision Savannah as a colony, as a burgeoning city of the Victorian Era, and as a thriving modern-day cultural center. The walking tour ends at lunchtime in the historic district with many options for lunch on your own, your guide will point out some local favorites. The rest of the afternoon is yours to explore the city on your own.

Tonight, celebrate with the group during a farewell dinner at the hotel.

Today’s Ride Choice:
Non-biking Day: Explore Savannah at your leisure.

What to Expect: Take a break from your bike to enjoy a leisure walking tour of Savannah. And time to explore the city on your own.

Accommodation: Andaz Savannah, Savannah, GA
Included Meals: Breakfast, Dinner

Your Savannah bike tours conclude after breakfast this morning. A complimentary VBT shuttle is available to take departing guests back to the Charleston airport (CHS), arriving around 11:30 a.m. We suggest a flight departing no earlier than 2:00 p.m. Guests with cars parked at the Ansonborough Inn should plan to take a taxi from the Charleston airport to the inn. The cost is about $30.

You may choose instead to fly out of Savannah. We do not offer shuttle service to the Savannah airport. A taxi from the hotel to Savannah International Airport costs about $25.

Included Meals: Breakfast

Travel to Charleston and gather at the Ansonborough Inn, 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. The shuttle leaves the airport at 2:00 p.m. Please call Mount Pleasant Shuttle at 843.971.4901 (or toll-free 866.223.7226) to make a reservation, clearly stating you are a VBT guest. Reservations must be made at least 24 hours in advance.

If you are arriving after this shuttle departs or if your flight is delayed, you must make your own arrangements to reach the inn. For guests who are driving to the tour, parking will be available at the Ansonborough Inn for the week at a daily charge of $20 plus tax. Parking is also available at the Charleston airport for $10 per day. At tour’s end, a complimentary shuttle will bring guests back to the airport. And if you leave your car at the Ansonborough Inn, you can take a taxi there from the airport at a cost of approximately $30.

Please contact the Ansonborough Inn to advise of any travel delays or changes; they will pass your message along to your VBT trip leaders.

Your VBT trip leaders will be available from 2:30 to 4:30 p.m. for a safety briefing and bike-fitting session. 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 Choice

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
Accommodation: Ansonborough Inn, Charleston, SC
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. Our 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, return to the Ansonborough Inn, where there’ll be 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 — 16 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 -30 miles
Accommodation: Ansonborough Inn, Charleston, SC
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, along the way you pause for a delicious picnic lunch of local specialties prepared by your trip leaders.

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.

If you wish to partake of the Beaufort Inn’s spa services during your stay, VBT encourages you to make your reservations well in advance of your arrival.

Today’s Ride Choice

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
Accommodation: The Beaufort Inn, Beaufort, SC
Included Meals: Breakfast, Lunch, 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 | 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
Accommodation: The Beaufort Inn, Beaufort, SC
Included Meals: Breakfast, Lunch

This morning, shuttle to Savannah (approximately 90 minutes). Once you have arrived, your Savannah bike tours begin with a journey towards the Isle of Hope. Here, cycle past attractive old homes dating from the early 19th century, enjoying views of the Intracoastal Waterway as you ride.

Our destination this morning 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.

After some free time for lunch on your own in the Isle of Hope area, continue cycling past Savannah State University’s Thunderbolt campus and 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.

After you settle in at your hotel, the remainder of the afternoon is yours to explore Savannah at leisure.

Lunch and dinner are on your own today.

Today’s Ride Choices

Morning: Isle of Hope — 27 miles

What to Expect: As you leave the city center, ride past seven of Savannah’s city squares. Pedal past Savannah State University toward the waterfront. On the Isle of Hope, ride past stately homes and enjoy marsh views. Visit Wormsloe Historic Site and the Bonaventure Cemetery. Ride through downtown neighborhoods of different architectural styles back to Savannah.

Cumulative Distance Range: 27 miles
Accommodation: Andaz Savannah, Savannah, GA
Included Meals: Breakfast

This morning, take a break from your Savannah bike tours to spend time exploring some of the most memorable sites of this city. A fascinating walking tour of its picturesque streets and squares provides insight into the city’s history, architecture, gardens and abundant charm. Did you know that Savannah boasts the oldest standing antebellum railroad complex in America? Or that Savannah had the first practical cotton gin? Your guide will help you envision Savannah as a colony, as a burgeoning city of the Victorian Era, and as a thriving modern-day cultural center. The walking tour ends at lunchtime in the historic district with many options for lunch on your own, your guide will point out some local favorites. The rest of the afternoon is yours to explore the city on your own.

Tonight, celebrate with the group during a farewell dinner at the hotel.

Today’s Ride Choices

Non-biking Day: Explore Savannah at your leisure.

What to Expect: Take a break from your bike to enjoy a leisure walking tour of Savannah. And time to explore the city on your own.

Accommodation: Andaz Savannah, Savannah, GA
Included Meals: Breakfast, Dinner

Your Savannah bike tour concludes after an included breakfast at your hotel. VBT’s complimentary shuttle is available to take departing guests to the Savannah/Hilton Head International Airport (SAV), arriving around 10:30 a.m. for your departing flight. We suggest a flight departing no earlier than 1:00 p.m. Guests who need to get to the airport earlier or later must make their own arrangements. The VBT shuttle is also available to transport guests whose cars are parked at the Ansonborough Inn.

Accommodation: Breakfast