Check out this link
http://www.skyandtelescope.com/
They have a really nice star chart and will provide information regarding viewing highlights.
Regarding the telescope being a warm weather activity, The winter sky typically more interesting and has much better viewing (much clearer atmosphere).
Also, forget about putting it on a dock. Even a strong dock will have way too much movement to see anything. Solid ground is the way to go.
Right now Jupiter is easy to see, and you'll notice it's 4 moons easily. Jupiter's bands are evident, but I've read they are becoming less pronounced. The Orion Nebula is easy to see and pretty cool. Follow Orion's best to the right and you'll see the Pleiades star cluster (to the naked eye you can count 7 stars, but through your telescope you'll see thousands).
Stars are boring to look at, so stick with star clusters, binary stars, planets, nebulas, and Galaxies (Andromeda is easy to see and will look like a snowball).
My daughter and I have located comets in the past that skyandtelescope have highlighted. They are more common than most think.
Also, the moon is cool. If the moon is full you might need a filter to reduce some of the light. When the moon is crescent, you should focus on the area between dark and light, the shadows on the craters are cool.
Any faq about telescopes will say that the power means near nothing. It's all about clarity. Raising the magnification just makes for a blurrier image. Start low and work up to higher magnification.
Good luck dress warm.