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I have a horrible idea.

Tour the Shenandoah valley and Skyline Drive. You can take your kayak, there are some cool towns and it won't cost much- camp as much as you want
 
I am planning a trip right now to hike some of the Appalachian trail in Vermont in May. Will report back if trip is not planned beforehand.
 
Trip centered around college baseball:

- Saturday, April 29th, Carolina hosts Clemson. Stay the night at the Carolina Inn because why not? It's a vacation (rooms are available as of this poasting)
- Sunday, April 30th, drive 3.5ish hours to Norfolk, VA to watch Old Dominion host Marshall at 1:00 p.m. (Pic of stadium)
- Monday, May 1st -- non-baseball day. Use your outdoorsy knowledge to concoct a day-time kayak / boating / hiking activity in the Virginia Beach area or even that little area of Maryland right there... Cape Charles or Chinocoteague Island. I don't know about that type of stuff, but I'm sure you could plan something in terms of camping and what not.
- Tuesday, May 2nd, drive ~3hrs to Charlottesville to watch the Wahoos host the Liberty University Fightin' GSDs at Davenport Stadium
- Wednesday May 3rd and Thursday May 4th -- non-baseball days. Basically I can't find anyone (looked at UNCA, Radford, VT, WVU, Georgetown) in that area that plays on the 3rd or the 4th. Plan any type of stuff you want, be it going over the the Blacksburg area and doing mountainy shit, or staying near the coast, just eventually work your way toward either....
- Friday, May 5th, Georgetown has a home game in D.C., UNC-Asheville (stadium is hard to find on google images) hosts Radford, or West Virginia hosts Texas Tech
^^ if you choose Georgetown, obviously you can spend the 3rd and 4th doing all the D.C. sightseeing. If you choose UNC-A or West Virginia, you can hit a slew of outdoorsy stuff on the way.
- Saturday, May 6th, all three of those listed above have another game on Saturday I believe, or you can then start the trek home. OR you can end the baseball venture back with Wake Forest hosting BC on the 5th, 6th, and 7th. Winston would be a nice stopping point from the Blacksburg / WVU area back to Charlotte.

Just an idea. You better put this fuggin idea on your list on the OP because I took 30 minutes to google all that shit, friend.
 
So here's my entry into the contest: Buffalo National River in northern Arkansas.

Established in 1972, Buffalo National River flows freely for 135 miles and is one of the few remaining undammed rivers in the lower 48 states. You can paddle the entire length of the river while surrounded by massive bluffs as you cruise through the Ozark Mountains.

My kayaks can't handle the Class II and III rapids in the upper part of the river, but I could still do a 4-5 day trip on the middle and lower sections. There are several designated campsites along the river, but you're also allowed to camp on any of the sand bars along the way. The weather should be perfect at the time I'm looking to go.

Couldn't find a short video that does it justice, but here's a sample:


Great country and a beautiful river to float....the only issue is that April/May is rainy season. If it doesn't rain then you are golden...warm days chilly nights..if it rains then the potential of flooding is always there! Not far from the Buffalo is the White River....a larger river that flows out of a lake....cold clear water, great trout fishing if you are into that! Also makes for a great float trip.
 
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On a side note..if you did come to the Buffalo you def need to make a side trip thru Bentonville AR. Even if you are not into art, you still need to roll by Crystal Bridges Art Museum. http://crystalbridges.org Incredible collection of Art that was built by Alice Walton, daughter of Sam.
 
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Where is @Raising Heel ? Is he camping and kayaking already? I wanted to tell him to forget all that and go sailing in the Caribbean. Btw, you can kayak or paddle board or swim or whatever from a boat. Jus' sayin'.
 
Trip centered around college baseball:

- Saturday, April 29th, Carolina hosts Clemson. Stay the night at the Carolina Inn because why not? It's a vacation (rooms are available as of this poasting)
- Sunday, April 30th, drive 3.5ish hours to Norfolk, VA to watch Old Dominion host Marshall at 1:00 p.m. (Pic of stadium)
- Monday, May 1st -- non-baseball day. Use your outdoorsy knowledge to concoct a day-time kayak / boating / hiking activity in the Virginia Beach area or even that little area of Maryland right there... Cape Charles or Chinocoteague Island. I don't know about that type of stuff, but I'm sure you could plan something in terms of camping and what not.
- Tuesday, May 2nd, drive ~3hrs to Charlottesville to watch the Wahoos host the Liberty University Fightin' GSDs at Davenport Stadium
- Wednesday May 3rd and Thursday May 4th -- non-baseball days. Basically I can't find anyone (looked at UNCA, Radford, VT, WVU, Georgetown) in that area that plays on the 3rd or the 4th. Plan any type of stuff you want, be it going over the the Blacksburg area and doing mountainy shit, or staying near the coast, just eventually work your way toward either....
- Friday, May 5th, Georgetown has a home game in D.C., UNC-Asheville (stadium is hard to find on google images) hosts Radford, or West Virginia hosts Texas Tech
^^ if you choose Georgetown, obviously you can spend the 3rd and 4th doing all the D.C. sightseeing. If you choose UNC-A or West Virginia, you can hit a slew of outdoorsy stuff on the way.
- Saturday, May 6th, all three of those listed above have another game on Saturday I believe, or you can then start the trek home. OR you can end the baseball venture back with Wake Forest hosting BC on the 5th, 6th, and 7th. Winston would be a nice stopping point from the Blacksburg / WVU area back to Charlotte.

Just an idea. You better put this fuggin idea on your list on the OP because I took 30 minutes to google all that shit, friend.
First off, kudos for creativity. This is a really cool idea.

That time of year, the weather is probably gonna be pretty damn nice for sitting outside. Warm days with cold nights. My concern is how interested I'll be in games without a rooting interest (is this why you sickos gamble on everything?). Not sure I love the sport of baseball enough to truly appreciate a game between two random college teams. Sure would help if colleges could serve beer. Still, this trip would offer a nice blend of city, outdoors, and sports activities. It's definitely going on the list. Guess I'll leave that up for a little longer.
 
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