Florida Keys
Escape the frigid confines of winter this year with a warm, mellow tour in the Sunshine State, and let our van do the heavy lifting! This ride showcases the best of South Florida along one of Adventure Cycling’s finest routes.
You’ll start in Fort Myers, see the modern quaintness of Naples, and enjoy the down-home quirkiness of Everglades City. From there, prepare to be enamoured with the majestic swamplands as we ride the Tamiami Trail Road to be enveloped in Big Cypress National Preserve. Not long after that, you’ll find yourselves spanning Florida’s longest bridges hopping from key to key until your soul reaches full Parrothead for a celebration in Key West. A sunset ferry ride back to Fort Myers will close out this glorious loop of all the diverse adventure South Florida has to offer.

“The trip was a wonderful experience. The tour leaders were excellent and we had a fantastic group of riders. I am looking forward to taking more trips with Adventure Cycling Association.”
Van Supported Reminder
Love riding long distances while having all of your belongings (except for what you need to self-sufficiently get through the day) conveniently ferried from A to B with a vehicle assist? This van-supported tour may be for you. HEADS UP: Although these vans sometimes travel the same routes as riders, it’s important to ensure you can still carry what you need for the day as you often won’t see the van from the time you leave camp in the morning until the time you arrive at your next overnight location that afternoon.
Our Philosophy & What You Can Expect From Our Leaders
Adventure Cycling tours are not like other bike tours. We pride ourselves on being travelers not tourists. At our heart, we are a nonprofit committed to empowering and connecting people through the power of bicycle travel.
We believe that everyone joining our tours, including the leaders, are active participants who take joint ownership of group tasks like cooking, shopping, and maintaining group gear. This team mindset helps forge bonds that last for years (and tours) to come. Participants come for our routes but stay for our community.
We call the folks facilitating our tours leaders, not guides. Our leaders are not here to do everything for you; they are here to keep everyone on track and empower members of the group to step into ownership after they’ve adjusted to life on the road.
Our leaders commit to:
- Establishing a vision and setting expectations for how our tours run within our unique philosophy.
- Creating a safe, welcoming space for all walks of life
- Keeping your tour on track while remaining flexible, so group members can shape their own experience
- Pedaling alongside you — embracing the spirit and resilience of life on the bike
Your tour fees go directly towards covering the costs of your tour and supporting other programs our nonprofit puts forth into the world. The plus side to supporting us by coming on tour? You get to challenge yourself, have fun, and also do some good each and every time you ride with Adventure Cycling.