Route 66
Seasoned HDF Member
Joined: Dec 2009
Posts: 17,684
Likes: 6,061
From: Niagara, Ontario, Canada
Our dealer has a Route 66 trip every year. I did it 3 years ago with about 20 riders - from Navy Pier in Chicago to Santa Monica Pier. We rode every conceivable inch of it (that's humanly possible) and took us 7 days. There was a stretch that was so horrible I almost wished I hadn't gone. We didn't stop at all the traps, just the more memorable ones - otherwise it would have taken longer. They say if you REALLY want to experience the whole thing - it will take about a month. That's too much for me, a week was doable. The Route 66 book they give you (about 100 pages) covers "EVERYTHING" about it. It should be on everyone's bucket list. Glad I did it. Then did a Saddlesore 1000 on the way back. Crossed off 2 items from my bucket list. 
Next I'd like to do the whole Lincoln Highway from coast to coast. That would be a REAL challenge. That, I think is pretty much impossible.
Next I'd like to do the whole Lincoln Highway from coast to coast. That would be a REAL challenge. That, I think is pretty much impossible.
Grand HDF Member
Joined: Jun 2007
Posts: 4,260
Likes: 689
From: WESTERN CHICAGO AREA
It was Wild Fire in Villa Park, Il. It's part of a group of dealers called Windy City Harley - about 10 dealers in the area. Doesn't help with competition anymore.
They don't do anything with other websites, just their own. The tours are very well prepared and cover just about everything. A little more costly then doing it yourself, but very enjoyable non the less. I've been on 3 so far = Route 66, Sturgis, and Tomahawk Open House Rally.
They don't do anything with other websites, just their own. The tours are very well prepared and cover just about everything. A little more costly then doing it yourself, but very enjoyable non the less. I've been on 3 so far = Route 66, Sturgis, and Tomahawk Open House Rally.
Grand HDF Member
Joined: Jun 2007
Posts: 4,260
Likes: 689
From: WESTERN CHICAGO AREA
Grand HDF Member
Joined: Jul 2012
Posts: 3,904
Likes: 7,584
From: NH
That would be a bad stretch in California if my memory serves me right East of Barstow
Grand HDF Member
Joined: Jun 2007
Posts: 4,260
Likes: 689
From: WESTERN CHICAGO AREA
Tourer
Joined: Mar 2009
Posts: 335
Likes: 21
From: Nassau County, NY
I did it in 2010 on my 2008 Street Bob. Rode from NY to Chicago & then took 66 to Santa Monica Pier. Took us 11 days but we lost a day and a half due to weather. We also visited Grand Canyon & Vegas on the way west. Was a great trip & am glad I did it. Def take in the sights as well as the locals along the way. You won't regret 1 bit of it all.
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