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Alaska when to book complicated trip

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Good Morning from Virginia! I am attempting to book a trip for my husband and his cronies. They are leaving Virginia in early June going to Seattle Washington for four days, on to Kodiak for fishing for 10 days and then back to Virginia . I have to book a prop hop plan for Kodiak too and a hotel for a 4 day touring layover. Right now there are a few tickets left at $1181. Four years ago I was able to get all the tickets for around $400 per person. Have things gotten this bad or should I just wait a little longer to book the flights? I have searched relentlessly and found my best price on Orbitz. Thank you in advance for any assistance.

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