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Advice Maine (& Canada) road trip

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We wanted you guys to review the roadtrip that we are planning to do the last week of August, first week of September. We would like to know if you think this is doable? We also wanted to let you know there is the two of us (41 years old), we like to do roadtrips and do not mind keeping it at a steady pace. We like to see as much as possible and we are not beach vacationers. We also like to start early in the day and do not mind to keep going till late at night.

We will fly in from Chicago to Boston, pick up a rental car and drive following itinerary:

08/24/13: Chicago - Boston, MA

Boston - Cape Elisabeth, ME (114 mi/2:01)

08/25/13: Cape Elisabeth, ME - Boothbay Harbor, ME (65,4 mi/1:29)

Boothbay Harbor, ME - Owls Head, ME (47,2 mi/1:09)

Owls Head, ME - Bar Harbor, ME (88,7 mi/2:12)

08/26/13: Bar Harbor, ME

08/27/13: Bar Harbor, ME - Bangor, ME (48,8 mi/1:18)

Bangor, ME - Greenville, ME (71,4 mi/1:35)

Greenville, ME - Rockwood, ME (19,3 mi/0:25)

Rockwood, ME - Quebec, ON (140 mi - 2:54)

08/28/13: Quebec, ON

08/29/13: Quebec, ON - Montreal, ON (158 mi/2:40)

08/30/13: Montreal, ON

08/31/13: Montreal, ON Ottowa, ON (124 mi/2:05)

09/01/13: Ottowa, ON - Toronto, ON (279 mi/4:28)

09/02/13: Toronto, ON

09/03/13: Toronto, ON - Niagara, ON (79,7 mi/1:23)

09/04/13: Buffalo, NY - Chicago

We really would appreciate your feedback on this trip. Are we seeing the Maine highlights with this trip?

Thanks a lot.

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