Depart south from Anchorage and drive along the scenic Seward and Sterling highways roughly four hours to Homer, stopping at picturesque pullouts along the way. Homer boasts a stunning location on Kachemak Bay and offers recreation opportunities in the nearby state park of the same name. Homer is also famous for the Homer Spit, a 4.5-mile strip of land extending into the water that is lined with restaurants, gift shops, outfitters and fishing charter operators. You can camp right on the spit or reserve a room at one of Homer's many hotels, lodges or B&Bs. Make sure to explore the spit's many sights before you turn in for the night.
Take a morning charter flight from Homer to go bear viewing. Depending on time of year and where the bears are, you can opt to travel to the famed Brooks River in Katmai National Park and Preserve, which resides on the shores of Naknek Lake, or enjoy a beach landing on the national park's ocean coastline to watch these bears feed on salty sedge grass. Brooks Camp is strictly regulated so be sure to make reservations early for this once-in-a-lifetime opportunity to watch giant brown bears scooping salmon out of rushing rivers while cubs frolic nearby. At the end of the day, fly back to Homer and enjoy a delicious dinner at one of the local eateries.
On your drive back to Anchorage, you can take the drive slow and explore some of the communities along the Kenai Peninsula. You can break the drive back with a stop in Soldotna or Cooper Landing for a late lunch or early dinner.