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A portable device for planning a vacation/business travel itinerary, which begins with customizable itinerary templates that utilize a stored database of destination information, including a country's regions/cities, tourist sites, and other sites of interest located therein, and a corresponding photographic library.

One such template returns itineraries based upon duration, arrival/departure cities, the total number of cities to be visited, and intensity of touring. The software assists users during travel by providing cueing of itinerary segments, along with directions, and on-demand pre-recorded audio tours to enhance site tour experiences.

In route detours from planned sites are supported for spontaneous additions/substitutions. Country-specific information includes city/regional maps, public transportation information, keyword/phrase language translation capability, and yellow/white page phone listings. Password protected device-to-device linking permits family members to track each other by GPS location of the other's device. Internet capability permits inclusion, within itineraries, of reservation-specific information for air-travel, hotels, and events.