Bicycle Vacations in the Eastern U.S.A. 

 Experience More...

Welcome l Our Tours l What to Expect l Pricing/Details l FAQ's l Contact Us

 Explore our destinations by state:  

FL l SC l NC l TN l VA l MD l NY l VT l WI

or by terrain:  Hilly Tours l Flat Tours

 

South Carolina Lowcountry Tour
(Click for complete details)

Road bicycling on easy, flat terrain on the islands of the SC coast.  

6 Days, 5 Nights: March, April & October, 2017 & 2018 

Spanish moss draped live oaks, antebellum architecture, and the unique history of South Carolina make this a tour to exercise mind and body...

North Carolina Outer Banks Tours
(Click for complete details)

Road bicycling on easy, flat terrain on barrier islands and coastal plain.

April, May, & October, 2017 & 2018  

Three Itineraries:  6-Day Southern Outer Banks, 4-Day Southern Outer Banks, and 5-Day Northern Outer Banks.  All three include the charming island of Ocracoke.

Ocracoke Lighthouse at Sunset

NC Horse Country Tour 
(Click for complete details)

A bicycle tour of North Carolina's central heartland, including Chapel Hill, the Uwharries and the Sandhills

6 Days, 5 Nights: April & October 2017 & 2018  

Hilly road bicycling, fine dining, and charming accommodations welcome you to central North Carolina...

Middle Tennessee Tour  
(Click for complete details)

A 6-day Bicycle Tour of the Hilly Heartland of Central Tennessee

6 Days, 5 Nights, May and September, 2017 & 2018 

Middle Tennessee is a beautiful area of rolling foothills and lightly traveled back roads.  Known for the Home of Country Music and the Jack Daniels Distillery, there is a lot more for the road cyclist to savor along the way...

Colonial Virginia Tour  
(Click for complete details)

A cycling tour of Jamestowne, Williamsburg, Yorktown and more:

6 Days, 5 Nights, April, May, & October, 2017 & 2018  

The inviting area of Virginia's "Historic Triangle" offers the history lover the opportunity to step back in time.  As a cyclist, you will love pedaling between the historic sites on the Colonial Parkway and a combination of country roads and paved paths....

Virginia Blue Ridge Tour  
(Click for complete details)

A cycling tour of Roanoke, Blacksburg, Floyd and more:

5 Days, 4 Nights, May, & September, 2017  

Come ride the Blue Ridge Mountains.  Southwestern Virginia is home to beautiful sections of the Blue Ridge Parkway, the charming arts community of Floyd, bustling Blacksburg and mile after mile of beautiful road cycling.....

 

Southern Shenandoah Tour
(Click for complete details)

A more challenging road bicycling tour of the Southern Shenandoah Valley, Allegheny Mountains and Blue Ridge Parkway.

5 Days, 4 Nights, May and September, 2017 & 2018  

Breathtaking Blue Ridge overlooks, pastoral valley farm roads, and winding mountain passes provide the setting for this incredibly diverse tour...

Northern Shenandoah Tour
(Click for complete details)

A challenging road bicycling tour of the Northern Shenandoah Valley, Massanutten Mountain, and Skyline Drive.

6 Days, 5 Nights, May and September, 2017 & 2018  

Apple orchards, equestrian estates, and the numerous overlooks of Skyline Drive, provide the setting for this tour for bicycling enthusiasts...    

Chesapeake Bay Tour   
(Click for complete details)

A Bicycle Tour of the Eastern Shore of Maryland & Delaware  

6 Days, 5 Nights, May & Oct., 2017 & 2018

Flat terrain between the Chesapeake Bay and the  Atlantic Ocean is laced with a wonderful network of country roads.

New York Finger Lakes Tour
(Click for complete details)

A Bicycle Tour Around the Lakes of Central NY

6 Days, 5 Nights, July, 2017 & 2018 

The highest waterfalls east of the Rockies, cascades, glens, colleges, hamlets, valley farms, quaint towns and steep hillsides dotted with vineyards...

Adirondacks and Vermont Tour  
(Click for complete details)

An inn-to-inn cyling tour of the southern Adirondacks and SW Vermont  

6 days, 5 nights: June & July, 2017 & 2018  

Explore some of the prettiest areas of two states: pristine Adirondack lakes, verdant Vermont farmland, and the upper Hudson River Valley.

Door County Tour
(Click for complete details)

A cycling tour of the Wisconsin's charming Door County Peninsula:

6 Days, 5 Nights, June & July, 2017 & 2018.  

A wealth of rural and water views and lightly traveled roads create perfect conditions for cyclists of all abilities.  Come with us to find out why Door County, WI has earned the nickname, “the Martha’s Vineyard of the Midwest!”....

  Best of Madison Tour 
(Click for complete details)

A cycling tour of the Wisconsin's capital region:

6 Days, 5 Nights, June, 2017 & 2018

A spectacular lakefront hotel in the heart of Madison, brewery tours, Frank Lloyd Wright's home, more!

Florida First Coast Tour  
(Click for complete details)

A bicycle tour of Florida's Northeastern Coast

6 Days, 5 Nights, October and November, 2017 & 2018

Flat coastal bicycling, sparkling water views, historic Saint Augustine, and pristine Amelia Island...

Welcome   |   What to Expect   |   The Tours  |   Pricing & Details   |   Contact Us
Who We Are   |   FAQs   |  Online Reservation Form  |  Recommended Links  | Employment

©  Carolina Tailwinds, Inc.  "Carolina Tailwinds" and the Carolina Tailwinds Logo are Service Marks of Carolina Tailwinds, Inc.

Carolina Tailwinds   P.O. Box 24716   Winston-Salem, NC 27114-4716   888.251.3206 or 336.794.1054

email: info@CarolinaTailwinds.com