Adventures for Every Rider

Start Your Bike Tour
Florida
Georgia
Michigan
New York
North Carolina
South Carolina
Tennessee
Virginia
Wisconsin
Browse Tours

Fully supported inn-to-inn bicycle tours

Best USA Cycling Vacation Tour Company — Carolina Tailwinds Bike Tours

We provide carefully planned multi-day bicycle tour packages that include fine dining, memorable lodging, beautiful cycling routes and full support, all in a small group environment.  We offer 16 destinations in 10 states throughout the Eastern U.S.  Come ride with Carolina Tailwinds!

The Carolina Tailwinds Experience


Sign up for Tour Announcements & Deals

Sign Up

 

Start Your Bike Tour

See how Carolina Tailwinds gives you an amazing trip.

Browse Tours

News from the Road

June 25th, 2024

Three-peat! #1 Cycling Tour again in 2024

Thank you once again loyal friends and patrons who vote us Number 1 US Bike Tour Company in the 2024 USA Today 10Best Readers Choice Award!  We appreciate your votes and your faith in Carolina Tailwinds.

August 5th, 2023

Carolina Tailwinds Voted #1 Bike Tour...Again!

For the second year in a row, Carolina Tailwinds has placed 1st in the USA Today 10 Best Readers' Choice competition.  Thank you to all of you who voted for us.  All of us at CT are again humbled, and we will do all in our power to live up to this ranking!

June 24th, 2022

Carolina Tailwinds Voted #1 Cycling Tour

Carolina Tailwinds is proud to announce that we were voted #1 Cycling Tour in USA TODAY's 10BEST 2022 Readers’ Choice Awards.

This come on the heels of top 4 finishes each of the previous 2 years.  As before, Carolina Tailwinds was one of twenty companies nominated across the country, chosen by the panel of experts.  The top 10 bicycle tour companies were then chosen by popular vote and awarded the 10Best Readers Choice Award.