Bicycle Vacation Tour from Greenville SC to Brevard NC

A Cycling Adventure in the Beautiful Foothills of Upstate SC and Western NC

Long a well-kept secret known only by pro cyclists flocking here to train, the Greenville SC area is now recognized nationally as one of the best cycling communities in the country.  This newly popular travel destination is the starting point for our trip that takes us to the quaint villages of Saluda, Tryon, and Brevard; through horse country, river valleys, state and national forests, and finally tempting you with epic climbs used by pros for training.  This beautiful, diverse terrain now offers equally impressive lodging and dining, much of which is designed specifically for the cyclist and outdoor enthusiast.  

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Greenville SC and the Southern Blue Ridge

Greenville, SC to Saluda and Brevard, NC

Tour Difficulty

Rolling Hills and a few Challenging Climbs


6 Days, 5 Nights


Greenville, SC

Nearest Airport

GSP Greenville Spartanburg International


From $2450 per person


9/29/19 - 10/4/19 5/3/20 - 5/8/20
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No wonder the pros come here to both live and train; the area's lightly traveled back roads meander through the perfect mix of pastoral countryside, river valleys and challenging mountain ascents.
Lark, bike guide

ItineraryDownload Itinerary

Day 1

10–27 miles, flat and gently rolling terrain, 1,600 ft. elevation gain.

Welcome to Greenville, SC, a charming, contemporary southern city recognized nationally as one of the top cycling communities in the U.S.  We hope that you arrived a little early to enjoy Greenville's vibrant downtown scene as we will head for the countryside via the Swamp Rabbit Trail follwing bike fittings, introductions and a quick lunch.  This popular rail trail is the ideal warm-up as it leads us out of the city, past the beautiful Furman University campus, through Traveler's Rest and then onto the back roads to our home for the first night, Hotel Domestique.

A true cyclist's hotel, Hotel Domestique is owned by George Hincapie, a 17-time Tour de France competitor and "domestique" teammate to several Tour champions.  This charming, intimate hotel is a first-class basecamp for the start of our trip.   

Dinner together at Hotel Domestique's award-winning Restaurant 17.

Day 2

20–52 miles, rolling hills to moderate, sustained climbing. elevation gain ranging from 1,200 ft. to 4,800 ft.

We start our day with a ride to the beautiful stone Poinsett Bridge, built in 1820 and believed to be the oldest surviving bridge in the Southeast.  From there we begin one of the most well known and beautiful moderate climbs, the Greenville Watershed.  So popular it may have more cyclists than cars on any given day, the "watershed climb" takes us into North Carolina and to Lake Summit for a picnic lunch.  

Following lunch enjoy a flat pedal around the lake and downhill ride into Saluda where your afternoon is free to explore this quaint village or relax at the Orchard Inn, our home for the next two nights.  Be sure to carve out time for a massage at the Inn's spa, just steps from your room.  Not ready to relax?  Stay on the bike for Fork Creek loop and Pearson's Falls.  Or, for the thrill of a lifetime you can plan your afternoon around a visit to The Gorge Zipline, the fastest and steepest zipline tour in the U.S.!   (Spa treatments and Zipline not included in tour price; advance reservations are required.)

Dinner tonight at The Orchard Inn is a trip highlight as the menu is always built around the Inn's own organic garden and mini-orchard.  

Day 3

26–62 miles, gentle rolling terrain with minimal elevation gain of 1,700 ft. before lunch to 4.100 ft. with green river cove as an afternoon option.

The day starts with a fun descent down a popular route known as the Saluda Grade, once the steepest railway grade in the country.  We arrive in the equestrian community of Tryon and begin peddling through quiet back roads dotted with horse farms and vineyards.  A treat awaits us for lunch as our route takes us to the new Tryon International Equestrian Center, host of the 2018 World Equestrian Games.  Be sure to capture a glimpse of this impressive complex while choosing from several restaurants for your lunch.  

Back on the bikes we turn toward the Green River and the opportunity to climb the Green River Cove 17 switchbacks, one of the hallmark climbs in the Hincapie Gran Fondo.  Never fear, shuttling up the switchbacks in the van is almost as exhilarating as the ride up on bike!  

Dinner tonight is on your own in Saluda.

Day 4

23–58 miles, rolling hills with moderate sustained climbing, elevation gains ranging from 1,300 ft. to 4,200 ft.

Say goodbye to the foothills as we head west to Brevard via DuPont State Forest, known for its spectacular waterfalls.  Our little known route this morning is a local favorite that takes us past numerous summer camps and in the back door to DuPont State Forest.  After a picnic lunch in this waterfall paradise we continue on the bike into Brevard via Oskar Blues Brewery, pioneer of the "craft beer in a can" craze.  A short peddle along the Brevard Greenway will bring us to the entrance of Pisgah National Forest and our home for the next two nights, Pilot Cove Luxury Cabins!

We wrap up our action packed day with dinner at one of our favorite downtown Brevard restaurants featuring farm-to-table fare and local craft beer selections.

Day 5

35–50 miles, easy, rolling terrain. elevation gain ranges from 1,500 to 2,100 ft.

Today's riding begins alongside the French Broad River, considered one of the world's oldest rivers, and continues through the tranquil river valley with beautiful mountain views.  Stop in the quaint village of Rosman for a coffee break and then we head back to Brevard for lunch where you can ponder the many choices for your afternoon.  Bike into Pisgah Forest and up to the beautiful 60-foot high Looking Glass Falls with a stop at the Pisgah Fish Hatchery where thousands of trout are raised for the NC mountain streams.  Or, you many decide on one of the many other  popular outdoor adventures available at our doorstep such as fly fishing, mountain biking, hiking, river tubing, horseback riding, exploring art galleries and shops in Brevard or simply relaxing in the hammock on your cabin porch. (Additional fees and advance reservations may apply to some activities).

We celebrate our wonderful week of cycling tonight with catered cocktails and dinner under the stars at Pilot Cove's amphitheater.

Day 6

30–55 miles, ranges from easy, rolling hills to hilly with moderate sustained climbing. elevation gains from 1,500 ft. to 3,150 ft.

We saved the best for the last as we shuttle you off to a favorite mountain cafe and a breakfast guaranteed to fuel you up for the Caesar's Head summit ride.  This moderate but sustained climb rewards you at the top with a spectacular view of the SC and NC Blue Ridge Mountains.  It's all downhill from here as you descend through the state park and into Greenville via the Swamp Rabbit Trail.  As always we will have showers available and a lunch to go before we offer shuttles to the airport, or hopefully you extend your stay to enjoy more of Greenville!


$2,450 - $2,550
Single Room Supplement

Low end of tour price range reflects the 6 month Early Bird Discount.  High end of price range reflects no Early Bird Discount. 

What's Included in Your Tour Price


5 nights: 1 at Hotel Domestique, 2 at Orchard Inn, 2 at Pilot Cove Luxury Cabins.


Dinner on Nights 1, 2, 3 & 5; All lunches;  All breakfasts; Snacks; and Hors d'eourves 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 Transfer from Greenville International Airport

Carolina Tailwinds picks up on the morning of Day 1 at GSP.  Carolina Tailwinds drops off in the late afternoon of Day 6 in the GSP area or airport hotel locations.


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Optional Nights Prior

We have a small block of rooms at the Hampton Inn and Suites, Downtown Greenville Riverwalk.  There are many hotels in Greenville's walkable downtown, as well as short driving distances from it.  Downtown locations are considerably more expensive on weekends than options further out.

Hotel Domestique

Night 1

Hotel Domestique

Like the modern country house of a well-traveled friend, Hotel Domestique feels both international and inviting, worldly yet at home in its beautiful Blue Ridge locale.  Established by world-renowned cyclist George Hincapie to share the same unforgettable hospitality, cuisine, rest and adventure he discovered during his travels abroad, Hotel Domestique is the perfect destination for relaxation.

Orchard Inn in Saluda, NC

Nights 2 & 3

Orchard Inn

The beautiful bed and breakfast just outside of Saluda, NC is surrounded by nature and home to a full service spa and award-winning Newman's Restaurant.  Menus are built around local organic ingredients.  Much of the produce is sourced from the onsite 4,000 sq. ft. organic garden and mini-orchard.  Breakfast and dinner are served in the windowed dining room with breaktaking mountain vistas.

Pilot Cove luxury cabins in Brevard, NC

Nights 4 & 5

Pilot Cove Luxury Cabins

Immerse yourself in nature while enjoying modern design and luxurious furnishings.  With Pisgah National Forest at your doorstep, enjoy direct access to hiking, biking, and outdoor recreation activitites, all within minutes of downtown Brevard - a quaint mountain town named on of the best small towns in America!



This tour is a roadie's dream, and is appropriate for intermediate or advanced bicyclists.  We recommend modern road bikes, preferably with triple chain rings or large rear cogs to tame the hills.  All biking is on asphalt roads except for a few short sections of packed gravel.  Distance options each day range from 30 to 60 miles, with optional side routes available to add on miles.  Terrain is a mix of rolling hills and strenuous climbs.  The scenery is very beautiful and diverse, including valley farms, and forested mountains.

Tour Point of Origin:

Downtown Greenville, SC.

Getting to the Tour Start

Driving:  Approximate travel distance to Greenville:

  • Atlanta, GA:      145 miles
  • Richmond, VA:   389 miles
  • Charlotte, NC:   101 miles
  • Nashville, TN: 347 miles

Parking: Parking is available in a Greenville city parking garage next to the Hampton Inn and Suites, downtown.  There is a daily fee.
Airports: GSP International Airport, 2000 GSP Drive, Greer, SC 29651. 864.877.7426.
Served by Allegiant, American, Delta, Frontier, Southwest and United

Ground Transit: Carolina Tailwinds will provide a courtesy shuttle on Days 1 and 6 of the tour to/from the airport.

Arrival/Departure Timing
We bike away from Greenville on the first morning of the tour.  Try to arrive in Greenville no later than 11 a.m., 10 a.m. if you are renting a bike from us.  Departure time from Greenville on the last day will be around 2 - 3 p.m. 

Extend Your Vacation
Greenville is very tourist friendly small city.  We will not be including time in Greenville as part of the tour itinerary, so you may want to add time on your own there.

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