As of October 15th, you are now able to fly to Hawaii and not required to quarantine for 14 days if you test negative prior to arriving to Hawaii. You must take the test no earlier than 72 hours before your flight departure time which can prove to be difficult...
Flying at the beginning of the COVID-19 pandemic treated me well by being upgraded on United with just Premier Silver status. United was operating their international configured planes for domestic routes and I got lucky to fly their 777-200 (Layout 5) from IAD to SFO featuring their new Polaris Business Class...
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