I second San Francisco. Portland and Seattle are also pretty awesome.

San Francisco is the most pretentious city ever, so Paleo goes hand in hand with it in some ways. Anyway, just visit NYC. You won't be bored.

Asheville, NC. Several tailgate markets each week. The Farmers Market. Yoga and more yoga. Biking in town, the Blue Ridge Parkway, and Pisgah. Art galleries and book stores for rainy days. Beer if you're into it. Lots of craft brewing in this part of the world. (gluten free too) There's usually a lot of free stuff happening. Kayaking and rafting are a local favorite pastime. If you stay a few minutes outside of Asheville, you'll save cash on a hotel room.

Santa Fe is outstanding for all of the above. If you decide to come, look me up and I'll show you around.

Austin, TX is also another great, albeit hot, place to exercise all of those options.

Wilmington, NC or Asheville, NC

You can do all the aforementioned activities in San Francisco. If I didn't have work I'd go come with you.

San Diego. I lived there for a year and now I'm back in LA and I miss it so badly! It's seriously one of the most laid-back places I've been to.

I'm sure these aren't the "coolest" cities in the nation but if you're ever in/near Iowa (yes, Iowa) I would suggest going to the Iowa City area. Cheaper than other places and still pretty cool. Iowa City is the home of the University of Iowa...so in the summer it's a little less crowded than during the school year. There is the Coralville lake in nearby Solon, the Farmer's market on Wednesday&Saturday is small but has lots of organic, local food. Iowa is known for great antique stores and I would suggest going to Decorum & Artifacts (along with the local thrift/consignment shops) There are lots of yoga places including hot yoga. Campus is neat to walk through and is right next to downtown. There are plenty of bars downtown, too (some even allow dogs inside if that's your thing). Great restaurants, many serve local beef, pork, poultry, veggies, etc. I would suggest heading to Red's in nearby North Liberty (lots of craft beers and cocktails if you do that) also they have an entree of sidepork, mashed potatoes, and brussel sprouts that is delish. There are a couple theaters for plays, comedians, bands. In the area are also the German towns of the Amana Colonies (http://amanacolonies.com/) and Kalona which has a large Amish population (http://www.kalonaiowa.org/).

If you decide to head West I would suggest going to Des Moines, too. Bigger than Iowa City so a bit more to do. Their farmer's market is amazing...larger with GREAT food, etc. Downtown, especially the East Village is full of great bars, restaurants, thrift stores/antique shops. I would suggest Zombie Burger (Zombie-themed burger joint with crazy combos like peanut butter, banana, bacon, burger) Stop by Raygun for sweet screenprinted shirts (there is also one in Iowa City). If you feel like cheating I cannot stress eating a original flour taco at Tasty Tacos enough (mouth is watering).

I could go on and on...so I'll quit now. Good luck on your adventures.

New Orleans is definitely cool. It takes a bit of planning to stat paleo there, but the "Green Goddess" restaurant, originally run by the husband of my fave authors, Poppy Z. Brite, is amazing: http://www.greengoddessnola.com/ I can also rec some a great organic, no sugar breakfast spot in the French Market, if you decide to go.

Perhaps I am partial because I live here, but Maine is called Vacationland for a reason. It would be hard to narrow to a specific city though since our towns are small and all pretty much blend. Southern area connects to New Hampshire and our coastline is beautiful. Hiking, biking, Farmer's Markets, farms, etc, galore. During summer we are have our windows open all day/night - 50's at night, 70-80's daytime. If you want more of a guide, I would be happy to help. I have hiked every mountain within a 3 hour driving distance that I know of. Twice. :-)

I second Seattle!

Lots of fresh seafood, amazing farmers market downtown(Pike Place Market), mountains to bike/hike, lakes to kayak in, ice caves(~2 hours outside of Seattle), plenty of parks in the city limits...also mild summers, so if you visit in the summer, the weather will likely be beautiful, but not ungodly hot.

I'm not a biased Seattlite or anything. ;-)

Portland and San Diego are good options as well!

Portland is great, but I say Hood River, Oregon!

I'd say most cities along the west coast. I am partial to California, especially northern CA. San Francisco is amazing. It has fresh food (so easy to stay paleo!), tourist attractions, culture of all sorts, and a cooler summer climate. Plus, the surrounding region has amazing areas: Marin County (Muir woods, the headlands, Point Reyes, Lucas Valley, I could go on and on), Napa Valley, and Berkley.

So many options for Paleo people. I love it!

Where are you at? I was just going to suggest Portland, OR. I think Madison would be neat, too.

Chicago. Yes it's a city, but there is plenty to do if you want to stay active and the strip along the beach down town is gorgeous. I would also suggest Southern California, but I did it in a road trip which may require more time than you have.

WIN: Portland, Oregon. In both grocery stores and farmer's markets, I can find lamb kidney, alligator meat, rabbit sausage, ostrich burgers, blueberries, wild caught salmon, wild boar, elk, bison, local bio-dynamically grown wine, dandelion greens, hazelnuts, lamb, goat, grass fed beef...I even rummaged around in the bottom of a cooler at a recent farmer's market and found a buffalo tongue, a bag of chicken heads (put those back), and goat lungs. I rest my case.

Houston, TX .

Fort Collins, Colorado. If you love the outdoors and bicycling, hiking, etc., this is the place. Great restaurants, pretty easy to stay paleo, and if you're up for it, lots of breweries. It's the Napa Vally of Beers!

I would recommend cities with ideally a bit of everything - culture, history, food, scenery:

The summers usually have air shows, food festivals, hiking, farmer's markets, art festivals, fireworks, etc.

In no particular order:

Portland, Oregon

San Francisco, Cali

Boston, Mass

Austin, Texas

Ann Arbor, Michigan

Sheridan WY. Boulder CO. Missoula MT.

I live in Seattle and it is a great choice as is Portland and Vancouver Canada. I really like Washington DC and Clear Water Beach Fl. I do not see any farmer markets in Clear Water but the white sand beaches on the Gulf of Mexico are great.

Fairbanks would be an excellent Choice! I live in Fairbanks and also like going to Valdez (2nd best place).