I am a big fan of Kayak for creating my itinerary. I also use Google Earth to scope out where I am going... the number one question is typically, where can I park? I like TripAdvisor, as well. I even plan day trips, so that I can find tiny beaches along Cape Cod and know what facilities are available, as this is critical with little ones.
Getting a bit deep here: I am currently reading "Buckminster Fuller Inc. Architecture in the Age of Radio" by Mark Wrigley. It talks about how 100 years ago at the dawn of radio if finally became safe for people to venture into the unknown and reach all parts of the world. Safer with the ability to report from the field in real time and call for rescue if needed. The military immediately exploited this capability. If we look at GPS and internet access as the logical progressions of radio, our ability to leave home and find new things is boundless.
One of my favorite things is the ability to share my Kayak itinerary with friends and family. They know where I am and can help me edit plans on the fly. They know when I missed a connecting flight before I arrive at the gate.
A trip is like a project in many ways. There are some fixed points that have to be met and others that are more flexible. So unless I think a reservation is needed, my itinerary will like list 2 or 3 restaurants in the area and I'll pick what is appealing when I get there.
Traveling is an exercise in self-sufficiency. Knowing what to pack is tricky as you do want to pack light, but you do need to be prepared. They say its the journey and not the destination. The amount of time spent waiting for our next departure hampers that notion, but planning ahead to fill that time (even by remembering to pack a book) can help make the whole experience worth it.
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Chad Morrison P.E., F.ASCE
Professional Engineer
Greenville RI
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