Will roadtrip for food

I've been planning the trip for months (well, for years if dreaming counts as planning) and it looks like it's actually going to happen.

This is the itinerary:
Departure June 16th Crescent City, CA
17th Cave Junction, OR
18th Crater Lake
19th and 20th Hood River, OR
21st Sand Point, ID
22-24th Banff, Alberta
25 Calgary
26-27th Waterton
28th Regina
29-30th Winnipeg, Manitoba
July 1st Thunder Bay Ontario
2nd Wawa, Ontario
3-4th Huntsville
5-7 Ottawa
8-10 Montreal
11-13 Quebec City
14 Miramichi, New Brunswick
15-16th Victoria PEI
17-19th Lunenburg Nova Scotia
20th St Martins, New Brunswick
21-22nd St John New Brunswick
23-25 Blue Hill, ME
26-28 Boston
29-30 Poughkeepsie
31-Aug 3 New York City
4 near Cleveland
5-6 Chicago
7-8 Des Moines
9 Cheyenne, Wy
10 Salt Lake City
11 Home