In November this year, I was lucky enough to take my first trip down to Sitka. I would love to head back this summer so I can get in a kayak and head out to some of the islands. But, since it was fall, it rained almost daily and it even snowed while I was there (which is not common at all).
Sitka has been said to be one of the most beautiful cities in Alaska. Nestled into the West side of Baranof Island, it is only accessible by plane or boat. It is only a 30 minute flight from Juneau. There are approximately 8,800 people who live in Sitka, mostly employed by either of the two hospitals, SEARHC or the Sitka Community hospital, or by the Coast Guard. Sitka is also the 6th largest port for seafood in the US so you are sure to see ALOT of boats.
Being in my 20s (even if only for a few more months), I made sure to visit all of the local watering holes: Baranof Brewery, The Pub, and the Pioneer Bar. Some of my other favorite spots were Alaska Pure Sea Salt, Fortress of the Bear, and Baranof Castle. I got out on some trails too and I can't wait to go again in the warmer months when more trails are open. There was so much I did not get to experience and there is a difference in what is open in the winter versus the summer.