Complete Florida Keys Bike Tour

January 11 - 17, 2025

(7 days, 6 nights; Sat - Fri)

See Icon Key

Family Friendly

Bonus Tour

Double Booking


Single Booking


Roommate Rebate


Includes all lodging, breakfasts, dinners, leaders, snacks, support van, park entrance fees, airport transfers, ferry transfers, tour maps and narratives.

Assembly Point

Ft. Lauderdale, Fl

Timberline van shuttle is included from Ft. Lauderdale to the start of the tour, and from Fort Meyers to the Southwest Florida International Airport following the tour.

Not Included: Airline Service; Guide Gratuity.

Meeting Time

Fort Lauderdale airport hotel 8:30 am

Drop-off Time

Southwest Florida International Airport, 4 pm

A great way to cure the winter blues”  B.T.

Beautiful scenery coupled with highly enjoyable riding!”  Judy Z.

Key Largo to Key West Bike Tour

Ready for a spectacular winter bike ride in 70 degree weather?  We have found an ideal ride, call it early season or winter getaway, to hold your attention, with enough quirky sideshows to keep you amused. We will ride the entire 113 mile length of the famed Overseas Highway from Key Largo to Key West. Although there are about 1700 keys in the archipelago, there are only 43 connected by bridges – and we will ride most of them! From Key West, we cruise to Fort Meyers on a modern, luxury catamaran and from there, ride Sanibel and Captiva Islands. These islands are a special place, whether it is your first time to the famous islands or you are a regular. Sanibel Island is the perfect place to stroll by the lighthouse or enjoy a trip through Ding Darling Wildlife Refuge looking for amazing animals and birds. The tour is also ideal for couples or those who might want a beach vacation without actually lying around on a beach.  As with all our bike tours, e-bike rental is also now available.

Explore All That The Florida Keys Has to Offer

In riding the Keys, we discovered some truths: the ocean and Gulf are as wide and at least as blue as Montana’s Big Sky; as deep as the Rockies are high; the coral reefs of the Keys rival the color country of Utah’s canyons and its wildlife is as fascinating as that of Yellowstone. Palm trees and mangrove swamps and tropical orchids are the wildflowers of the Keys; crocodiles and manatees and the occasional panther are the protected wildlife. In the West we have Bear Valley and Death Valley; in the Keys there is Shark Valley. Road signs in the West warn of elk or deer crossings; in the Keys are alligator warnings; river valleys in the Keys are rivers of grass and snorkeling or kayaking replace hiking as offered activities on layover days. In short it reinforces what we all know-there is no part of America that is not special and glorious. This is a unique and beautiful tour and we are excited to be offering a Florida Keys trip.

See Detailed Florida Keys Cycling Itinerary Here!

Contact Timberline Adventures here or explore our full tours calendar here to find the perfect group adventure for you!


Day 1Assembly, bike fitting, orientation lunch, afternoon ride on Shark Valley Scenic Loop, Everglades N.P.15
Day 2Homestead to Key Largo35
Day 3Key Largo to Marathon.50
Day 4Marathon to Key West51
Day 5Free day in Key West, evening ferry ride to Fort Myers.
Day 6Sanibel and Captiva Island cycling. Overnight in Captiva.35
Day 7Return to Fort Myers.25

Total Distance: 211 miles

Complete Florida Keys Bike Tour

January 11 - 17, 2025

(7 days, 6 nights; Sat - Fri)