Odyssey 2021 – East Coast Greenway-II

September 24 - October 10, 2021

(17 days, 16 nights; Fri - Sun)

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Bonus Tour

Double Booking


Single Booking


Roommate Rebate


Includes all lodging, breakfasts, snacks and dinners, support van, leaders, tour maps, cue sheets, gpx files & narratives.

Assembly Point

New York, NY

One pickup time at each New York area airport will be provided by Timberline.

Not Included: Airfare to New York City area; Alcoholic Drinks; Guide Gratuity

Note: The number of single bookings are limited

Meeting Time

12pm airport pickup; 4pm Manhattan

Drop-off Time

9 am Raleigh departure

The East Coast Greenway

Fifteen states,  450 cities and towns and 3,000 miles from Maine to Florida on a safe biking route through the country’s most populated corridor.  That is the East Coast Greenway. Our Odyssey Journey will take us on the first fully-supported, end-to-end east coast bike tour on the Greenway.  We are running this tour in partnership with the East Coast Greenway Alliance, the folks who have worked tirelessly to put together the route, and continue to work to add Greenways and improve the entire journey.  For every guest on our tour, we will make a donation to the Alliance. Dinner is at local restaurants and nights are spent in local hotels.  The trail is a combination of paved bike paths, back roads and unpaved path sections.  Hybrid or gravel bikes are perfect for this epic ride.  Traditional road bikes with some wider tires can also work.  No matter your steed, there is a fabulous adventure ahead.

A Ride Through History

Segment 2 of our east coast bike ride is the historical section.  We travel through the states and cities that were so instrumental in creating our nation.  We will ride past battlefields, government sites, through 7 of the first thirteen colonies, five capital cities, and countless historical markers.  Along the way we will ride several canal towpaths, more than 60 greenways, and a surprising number of quiet miles on country roads.  Our layover day is spent in Annapolis, MD, where you can choose to relax on the beach, shop in town, stroll the historic neighborhoods, or even charter a boat to explore Chesapeake Bay.  As the climate cools towards winter, we cross the Mason-Dixon line, pushing ever farther south.  Words, accents, food, attitudes, drivers, and humidity will all make that north to south transition.   By the time you reach Raleigh, your quads will be bulging, your butt will be bulletproof, your smile will be permanently stuck on your face, and you will be a little more than half way along the East Coast Greenway Route!

Link to the East Coast Greenway Tour Overview

Link to the entire Greenway Map


Day 1 (17)Orientation - New York City, NY0
Day 2 (18)New York City - NY Waterway Ferry - Newark - Rahway River Parkway - New Brunswick, NJ47
Day 3 (19)New Brunswick - Delaware & Raritan Canal Towpath - D&L Trail - Bristol, PA53
Day 4 (20)Bristol - Philadelphia Fairmount Park - Schuylkill River Trail - Wetland Loop Trail - Northern Delaware Greenway - Wilmington, DE61
Day 5 (21) Wilmington - Jack Markell Trail - Newcastle, DE - James F Hall Trail - Elkton - Havre de Grace, MD51
Day 6 (22)Havre de Grace - Bel Air - Torrey C Brown Trail - Cockeyesville48
Day 7 (23)Cockeyesville - Jones Falls Trail - Baltimore - Baltimore & Annapolis Trail - Annapolis, MD50
Day 8 (24)layover day - Annapolis, MD
Day 9 (25)Annapolis - Washington & Annapolis Trail - Metropolitan Branch Trail - Washington, D.C.57
Day 10 (26)Washington D.C. - National Mall - Mount Vernon Trail - Occoquan Bay National Wildlife Refuge - Aquia, VA57
Day 11 (27)Aquia - Fredericksburg - unencumbered road riding - Ashland, VA65
Day 12 (28)Ashland - Richmond - Reedy Creek Trail - Chester - Petersburgh, VA51
Day 13 (29)Petersburgh - Dimwiddle - Tobacco Heritage Trail - La Crosse, VA68
Day 14 (30)La Crosse - Dick Cross Wildlife Management Area - John H Kerr Reservoir - Clarksville, VA41
Day 15 (31)Clarksville - Oxford - Stern - Durham, NC60
Day 16 (32) Durham - American Tobacco Trail - White Oak Creek Greenway - Rocky Branch Trail - Raleigh, NC47
Day 17 (33)Raleigh - transition day

Total Distance: 777 miles

Odyssey 2021 – East Coast Greenway-II

September 24 - October 10, 2021

(17 days, 16 nights; Fri - Sun)