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Alaska weather/outerwear tips for next week

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My family and I are headed to Alaska this Friday (6/15) and spending a week, renting a car and driving around. Our itinerary includes Seward (and a day cruise of Resurrection Bay area), Homer, Anchorage, Denali and Valdez.

This may be a silly question, but I'm from the South -- how cold IS it really? If I layer but only have a thin raincoat, am I going to freeze on that boat cruise? Do I need gloves? Sorry to sound ignorant, but it's 90 degrees where I'm sitting right now, and the prospect of 50-degree weather has me ready to pack a parka. Besides, I can look at weather.com all I want, but it doesn't really tell me how cold it feels in places I've never been -- I don't know if the places I listed are windy, or humid, or what. So any weather-related or warm-clothing related advice would be much appreciated.

(I'm extremely excited about this trip, I just want to be properly prepared.)

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