SC LOWCOUNTRY TOUR

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Bike Tour of Charleston, South Carolina's Lowcountry

A Bicycling Vacation of Charleston and Coastal South Carolina

This tour packs the best of the South Carolina Low Country into a fabulous 6 day multi-sport vacation. The idyllic islands of the South Carolina coast under stands of live oaks and wispy Spanish moss are the perfect backdrop for a spin through the rich history of the Palmetto State.  Walk the white sand beaches, enjoy al fresco dining under palmetto trees, and stroll past architectural treasures on the streets of Charleston and Beaufort, SC.  And, of course, experience the legendary warmth and charm of southern hospitality in gourmet restaurants and cozy inns.

The terrain is flat, making it accessible to all ability levels. Strong coastal winds sometimes present a minor challenge, but they are just as likely to propel us along our route! Along the way, observe coastal wetlands and rural farmland as we bike the scenic back roads of South Carolina. Because the route distance options are so flexible, this is one of the best tours for bicycling companions of differing riding styles.

This 6-day tour offers routes of 20-50+ miles each day (at your option). Stronger cyclists may bike over 50 miles on a few days of the tour. Less ambitious cyclists can take advantage of short cuts and "leap frog" van shuttles along the route to tailor the route to their needs.

Book this Tour

SC Lowcountry

Beaufort and Charleston

Tour Difficulty

Flat, Easy Terrain

Duration

6 Days, 5 Nights

Meet/Depart

Rhett House Inn, Beaufort, SC / Ansonborough Inn, Charleston, SC

Nearest Airport

Fly into SAV Savannah/Hilton Head International. Depart from CHS Charleston International

Pricing

From $2775 per person

Dates

4/20/25 - 4/25/25 10/19/25 - 10/24/25
Book Tour Download Itinerary
This tour was absolutely outstanding in terms of the educational and supplemental activities. We learned a lot about the area and the off bike activities didn't seem "touristy." You found activities that genuinely gave us insight into the history, environment, architecture, etc.
Teresa, Ithaca, NY

ItineraryDownload Itinerary

Day 1

10–33 miles, flat terrain

We meet at mid-day at the lovely Rhett House Inn in the heart of the historic district.  After orientation and bicycle fittings, we'll pedal Beaufort's lovely neighborhoods where quiet streets between stately antebellum homes and Live Oaks draped with Spanish moss give us our first taste of South Carolina's charms.  Pedal the Spanish Moss Trail, Beaufort's outstanding new rail trail.  You'll learn about Beaufort's and South Carolina's colorful history before biking back to the inn.  We relax before dinner as a group this evening, where we'll experience our first taste of the savory Lowcountry cuisine for which the area has become famous.

Day 2

32–49 miles, flat terrain

After breakfast at the inn, we enjoy some of the best biking along the South Carolina coast. Early in the ride, we pass by the Penn Center on St. Helena Island, the school established in 1862 to educate freed slaves. Just down the road, stop to see the ruins of a "Chapel of Ease," a small chapel built during the plantation era so that wealthy plantation owners could attend church without traveling to the mainland.

We picnic at Hunting Island State Park where opportunities abound to walk isolated sandy beaches, bike the enchanting park roads under at tropical tree canopy and climb the historic Hunting Island Lighthouse for a fantastic view of the SC coast.  We'll have a picnic lunch in the shadow of the lighthouse before returning to Beaufort to savor the soft sea breezes along the waterfront park. Dinner is on your own this evening, with numerous good options within walking distance.  

Day 3

18–45 miles, flat terrain

After breakfast, we'll shuttle and caravan north, commencing our bike ride on remote country back roads near old plantations and cypress swamps. Most of the ride is on exceptionally quiet roads lined with live oaks. We pedal near sites that have been the setting or inspiration of award winning movies such as Forest Gump, Prince of Tides, The Big Chill and countless others.  

We'll then shuttle the rest of the way to downtown Charleston, one of the most charming waterfront towns you'll ever see. Home base for the next three nights will be the Ansonborough Inn, a beautifully-appointed, all-suite inn centrally located near the Market and Aquarium Wharf in the midst of the historic downtown. Dinner is as a group this evening at one of Charleston's famous restaurants.

Day 4

0–41 miles, flat terrain (except for one noteworthy bridge)

Today is a flexible day for you to explore Charleston in the way you see fit.  Included in your tour price is a narrated one hour carriage tour of downtown Charleston.  This is absolutely the best way to soak up a combination of history,  architecture and the overal beauty of the "Holy City."   Afterward, join us on a ride that features the thrilling bike path over the Arthur Ravenel Bridge. Completed in 2005, this beautiful structure over the Cooper River dominates the Charleston skyline.  From there, explore downtown Charleston on bike or foot on a self-guided tour.  Visit the Citadel, Magnolia Cemetery and the College of Charleston at your own pace.  Riders looking for more miles can explore Sullivan's Island, home to the oldest beach resort in the area.  At its point is Fort Moultrie where you can learn about three centuries of coastal military history.  The Fort defended Charleston's harbor from the Revolutionary War through WW II.   Contiune the ride onto Isle of Palms the next island to the north, connected by bridge across the always scenic Breach Inlet.  

Day 5

25–40 miles, flat terrain

Today finds us on one of the loveliest sea islands in South Carolina. We pedal our way through the shady island back roads under arching live oaks full of Spanish moss. We visit the Angel Oak, a live oak believed by many to be over 1500 years old. Our side routes today offer brief glimpses of the salt marshes which define the coastal Lowcountry landscape. We will have a picnic lunch today at America's only tea farm, and afterwards enjoy a narrated tour of the factory and tea garden grounds.

Day 6

16–30 miles, flat terrain

Our last day includes a meandering route near the rural community of Ravenel.  Numerous water views grace the route, as well as hobby farms with exotic animals.  After the ride we will finish the commute back to the hotel for showers, lunch and departure.  A shuttle to the Charleston airport will be available.

Pricing

$2,775 - $2,875
Bike Rental
$100
Single Room Supplement
$625

2025 price: $2,775 - 2,875

Low end of tour price range reflects the 6 month Early Bird Discount, applied when you enroll and pay in full 6 months or more prior to your tour date.  High end of price range reflects no Early Bird Discount. 

Prices are subject to change at any time.

What's Included in Your Tour Price

Lodging:

5 nights at boutique inns in the heart of charming downtowns

Meals:

Dinner on Nights 1, 3, & 5; All lunches except 1; All breakfasts; snacks; and hors d'oeuvres most nights.

Services of Expert Guides

Carolina Tailwinds maintains a guest to guide maximum ratio of 7:1 on all our tours.  Guides are ready to show you the hidden wonders of each and every destination.

Full Route Support & Luggage Transfer

Service of 1 – 2 support vans on route every day.

Complimentary Airport Transportation

On the front end, Carolina Tailwinds provides a shuttle from the Savannah, GA (SAV) airport, airport hotels, and downtown Savannah hotels to our tour start in Beaufort, SC.  Timing formally coordinated 2 weeks prior to tour date.

At the end of the tour, Carolina Tailwinds provides a shuttle to the Charleston International Airport (CHS) and surrounding hotels.

Please note: there is no complimentary shuttle from CHS at the beginning, or to SAV at the end, although you are welcome to make your own arrangements.

More details on what's included: 

Click here to go to another page.

 

Lodging

Nights 1 & 2

Rhett House Inn is nestled among Beaufort’s Live Oaks draped with Spanish Moss and Resurrection Fern. The inn includes a nearly 200-year-old “in-town plantation house,” and two other graceful buildings.  Gracious southern hospitality is matched with modern room amenities.  Each room is uniquely and tastefully decorated and includes a hot made-to-order breakfast.

The Ansonborough Inn, Charleston, SC

Nights 3, 4 & 5

Ansonborough Inn, Charleston, SC. Awarded AAA's Four Diamond Award, the Inn is one of the historic district’s truly unique properties. It was completely remodeled in 2024 while keeping with the nautical heritage of namesake Admiral George Anson.  Tastefully redecorated while maintaining the exposed beams and brick walls of the historic structure, the Ansonborough is one of Charleston's finest hotels.

Planning

Cycling

The terrain is flat, making it accessible to all ability levels.  Strong coastal winds sometimes present a minor challenge, but they are just as likely to propel us along our route!  Along the way, observe coastal wetlands and rural farmland as we bike the scenic back roads of South Carolina.  Because the route distance options are so flexible, this is one of the best tours for bicycling companions of differing riding styles.
This 6 day tour offers routes of 25 - 50+ miles each day (at your option).  Stronger cyclists may bike over 50 miles on a few days of the tour.  Less ambitious cyclists can take advantage of short cuts and "leap frog" van shuttles along the route to tailor the route to their needs.  

Tour Point of Origin:

Rhett House Inn, 1009 Craven St.  Beaufort, SC  (843) 524-9030 

Getting to Beaufort and Home from Charleston:

Driving: Approximate travel distance to Beaufort--

  • Atlanta, GA: 287 miles
  • Savannah, GA: 45 miles
  • Charlotte, NC: 232 miles
  • Jacksonville, FL: 178 miles    
  • Washington DC: 559 miles

Airports: 
We recommend that you fly to Savannah / Hilton Head International (SAV) and home from Charleston International (CHS)
SAV is approximately an hour away from downtown Beaufort.  It is served by American, Allegiant, Delta, Frontier, JetBlue, Southwest and United.

CHS is approximately 20 minutes from downtown Charleston and is served by over a dozen airlines.

Ground Transit:
At the beginning of the tour, a complimentary Carolina Tailwinds shuttle will be available from the Savannah airport, airport hotels, and any downtown Savannah hotel to Beaufort between 9:00 and 10:00 a.m. on the morning of Day 1 of the tour.

At the end of the tour, a complimentary Carolina Tailwinds shuttle will be available to the Charleston airport during the early afternoon Day 6 of the tour.

At all other times, taxi cabs and limos are available from/to each airport.  

Parking:
We have arranged for long term parking in Beaufort and in Charleston.  You will be able to move your car from our Beaufort lodging to our Charleston lodging on Tuesday.  

Arrival/Departure Timing

Arrival time of the first day of the tour is 12:00 noon if renting equipment from us, or 1:00 p.m. if bringing your own bike.  Guests will want to meet us at these times dressed in bike clothes, or ready to change into them.

We plan to wrap up around 3:00 p.m. in Charleston, SC.  Your return flight should be no earlier than 5:00 p.m. that evening.

Extend Your Vacation:

Before or after our activity packed tour, you may want to tack on a few days.  There is a lot to do in and around nearby Savannah if you have time.  Carolina Tailwinds will provide a courtesy shuttle from downtown Savannah on Day 1 if requested.

Of course, you may want to continue your visit of the coast by driving down to the pristine beaches of Kiawah Island, SC or Hilton Head Island, SC.  

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