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Odyssey Cycling Tours

Our extended Cycling Odyssey tours take you on epic adventures across the continent.  We offer an annual cross-country tour in the spring, in addition to a annual odyssey with a rotating itinerary. 

Go farther, stay longer, enjoy more!

East Coast Greenway-Segment IV

16 Days [Savannah, GA – Key West, FL]
Our epic bike tour on the East Coast Greenway finishes along the beach. Resort cities alternate with state parks, island hopping and inter-coastal waterway paths. We celebrate the grand finale in the southernmost point of the contiguous United States.

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Coast 2 Coast Annual Cycling Tour

For an adventure that will change your life, let Timberline Adventures take you on a Coast 2 Coast Bicycle Epic. We take care of all the details so you can truly bask in the beauty of the countryside and just enjoy the ride.

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East Coast Greenway- Segment I Cycling Tour

17 Days [Maine – New York City]
We begin our epic East Coast Greenway ride at on the banks of the St. Croix River. We ride through the woods of Maine, along the waterways of the coast, down the shoreline into Boston, through New England and into the heart of Manhattan.

East Coast Greenway – Segment II Bike Tour

17 Days [NYC – Raleigh, NC]
The history section of our epic East Coast Greenway bike ride travels through states, cities and sites instrumental in creating our nation. We cross the Mason-Dixon line, pushing ever farther south on our quest.

East Coast Greenway-Segment III

12 Days [Raleigh, NC – Savannah, GA]
Southern Charm meets us while cycling segment 3 on the East Coast Greenway. Enjoy the sweet tea and cheery waves as we ride from forests to farmlands, cities to cypress swamps, past wildlife preserves and pristine beaches, down the coast into Georgia.

Latest Bulletin Board Post

  • Alex Goerner on Tour Discussion Board: “Registration for Timberline’s 15th Annual C2C Adventure is now OPEN! Take advantage of our biggest discount for the 2025 tour…May 1, 14:03
  • Barbara Hoyt on Tour Discussion Board: “Thinking of a tour not on our calendar? Post your interest here, as others may have the same idea. We…Jan 26, 11:22
  • Barbara Hoyt on Tour Discussion Board: “Give the Gift of Adventure! Gift Cards Available Now Timberline Gift CardDec 5, 10:15
  • Barbara Hoyt on Tour Discussion Board: “Our October Special is in full swing! $300 off a 2024 tour. Use code EARLYO24.Oct 9, 11:23
  • Nick on Tour Discussion Board: “I’m a solo traveler hoping to find people interested in touring New Mexico national parks: white sands or Carlsbad in…Jul 14, 10:22