Carolina Tailwinds l Northern Outer Banks Bicycle Tour 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

 Great Bicycle Tours for Avid Cyclists

Hills: if you love them, we've got them.  The following tours range from rolling hills to big mountains.  Come climb with us.  We'll provide the support you need to make it happen.

oops, you really wanted a flat tourClick here.

Best of Madison Tour  
(Click for complete details)

An inn-to-inn cycling tour of the southern Wisconsin and its beautiful capital city  

Explore this hilly region dotted with lakes, quirky towns, craft breweries and more.

6 days, 5 nights: June

New York Finger Lakes Tour 
(Click for complete details)

A moderately hilly tour around the lakes of Central NY  

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

6 days, 5 nights: July & August

Adirondacks and Vermont Tour  
(Click for complete details)

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

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

6 days, 5 nights: June

Northern Shenandoah Tour
(Click for complete details)

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

This one is for those who really love to climb... and descend.    

6 days, 5 nights:  May & September

Southern Shenandoah Tour
(Click for complete details)

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

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

5 days, 4 nights: May & September

Fort Lewis Lodge
Virginia Blue Ridge Tour  
(Click for complete details)

A road cycling tour of the highlands of SW Virginia:

Roanoke, Blacksburg and Floyd Virginia are linked by great bicycling routes.  Come climb some new hills with us...

5 days, 4 nights:  June

Middle Tennessee Tour  
(Click for complete details)

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

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...

6 days, 5 nights: April & September

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, offering beautiful rural scenery,  fine dining, and charming accommodations...

No mountains here, just large rolling hills.  A great springtime tour for getting those legs in shape for the season. 

5 days, 4 nights:  April, May, September and October

 Back to top

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