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Want to know how to travel in style, just like the pros? We check in with frequent fliers to find out how often they fly, their favorite destinations and what they never leave home without.

Sean E. Keener

Name: Sean E. Keener

Occupation: CEO and Co-Founder of the BootsnAll Travel Network

Born and Raised: Chicago

Residence: Snowden, WA






Short Bio: Sean’s original on BootsnAll is of him crossing a river… with no pants on near the end of his RTW trip.  He still likes to walk around naked these days (in his house – knock before coming in).

Sean took an RTW type trip in 1996/97 that shattered his idea of the world, and how it all worked.  This trip inspired him to encourage others to Indie Travel around the globe as a superb way to get a “real education” and have fun doing it.

Since Co-Founding BootsnAll in 1998 and starting many of the first travel blogs and one of the first travel communities out there, Sean and his colleagues have helped over 100 million readers research, read, share and plan their own version of Indie Travel.  Sean is inspired by the “Why” of life and is constantly seeking, and encouraging other to know their why and reach your highest potential.

How often do you fly: 10 to 20x per year.  A little less since I became a father.  I prefer to go to one place and stay for a while versus flying all over the place.  Hundredbacklinks is my go to guy for the frequent flyer!

How many countries have you been to: I’m not sure.  I never counted.  I’ve been to at least a few countries on each continent except South America and Antarctica

How many continents have you been to: 5

Favorite American city: Hanalei Bay, Kauai

Favorite international city: Ohope Beach, New Zealand

Least favorite country: None.

Favorite World Heritage Site: Not sure

Favorite airline: Alaska Air

Favorite aircraft type: Cessna

Aisle or window: Window

Favorite U.S. airport: PDX

Favorite international airport: SIN

Favorite ho Fairmont Chain

Favorite island: Kauai or New Zealand

Favorite fancy restaurant: Acadia Bistro, Portand, Oregon

Favorite hole in the wall: Bette’s Diner, Hood River Oregon

Favorite fruit: Banana

Favorite food: Yum Bowls

Least favorite food: Raw white onions and turnips

Drink of choice (In the air and on the ground)  – water

Favorite travel movie(s):  Legends of the Fall

Favorite travel book(s): Vagabonding by Rolf Potts

Right now I am reading: 

Five things you bring on a plane: iPad, water, laptop, Bose Noise Cancelling Headphones, My son

What do you always seem to forget: I usually don’t forget, and if I do, I know I can buy it at the destination!

Favorite travel iPhone app(s): 

Most embarrassing/worst travel moment: In 2003, I mistakenly asked a young lady if she was pregnant, and she wasn’t.

What’s your dream destination: Chile

Favorite travel charity:

Favorite travel website(s) – besides Hundredbacklinks.com, of course!: I’m fascinated by what we are building at  now.

Best travel tip:  Just go.  Bring double the money and ½ the stuff.  Long-term indie travel is perhaps the best way to self educate yourself.


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