Tampa - Ybor City is located near Tampa, FL and is good for all skill levels. The trail is primarily used for hiking and walking and is accessible year-round.
Lunch at the original 111 year old Columbia Restaurant and a walk through this old Spanish section of Tampa made for a wonderful afternoon.
Ybor city is part of old town Tampa, and has a lot of restaurants, bars and nightlife. I guess you could call this a hike, but for many visitors it can be more of a stumble from bar to bar.