Spring and Summer Trips

I grew up going to Ocean City and the Delaware beaches, and I went to college in Salisbury, which is about 30 miles from the beach. I worked in Ocean City for three years while in college, and sometimes I drove to the beach from Salisbury during the off season to sit in the sand and write. The sound of the waves crashing always made me write better than if I were sitting at a Dunkin Donuts in Salisbury listening to people have conversation. The water was just enough to cover the silence but not distract me, sort of like having a fan on while you sleep. I haven't heard that sound or been on a beach or a boardwalk in almost six years. I hope to change that this summer. These are my specific traveling goals for this spring and summer:

I want to drive on Route 1 through Delaware with Gia and as soon as I get to the closest beach, I want to get out and let her see the ocean and run on the beach. I want to get in the water and sit in the sand.

Ocean City to eat at the Bayside Skillet and see if I know anyone working there, see the beach, walk on the boardwalk, and go on some water slides. Maybe Jolly Roger? Cindy, you in?

Rehoboth to eat at Nicola Pizza, have a few beers at the Frog Pond, and go to a gay store and buy some bumper stickers for my car.

Philadelphia to visit Cindy and Julie (if she's still there) and eat a cheesesteak and take a picture on that LOVE statue (for lack of a better word) that I've seen in pictures but not in real life.

Go on a flight to Philly with my dad when he buys the tickets.

Kent Manor Inn for brunch with Misty, which would mean going over the Bay Bridge.

Downtown Frederick to check out the shops with Erin and Gia.

I want to go to Annapolis and D.C. often so that these drives feel more like driving to Howard County does to me now. I have made it to these places, but I still hesitate when someone asks me to go to either; I don't want to do that anymore. I want to take Gia to the dog beach in Annapolis and spend a few weekends with Misty. In D.C., I want to hang out at DuPont Circle and go to Town and all the other gay bars I've heard of.

I would like to try the: lightrail, metro, bus, train, etc.

Any other suggestions for trips I should try or trips anyone wants to accompany me on?