You’ve probably run across the popular annual compendiums of long time blogger Kevin Kelly. His year-end posts seem to get widespread coverage which reflects both his sage wisdom and a bit of clever promotion. Kelly is also a serious traveler who recently shared “50 years of travel advice” on his popular site. I’m not ready to endorse every bit of Kelly’s advice, but it’s worth a read.

Here are some interesting observations and suggestions:

Organize your travel around passions instead of destinations. An itinerary based on obscure cheeses, or naval history, or dinosaur digs, or jazz joints will lead to far more adventures, and memorable times than a grand tour of famous places. It doesn’t even have to be your passions; it could be a friend’s, family member’s, or even one you’ve read about. The point is to get away from the expected into the unexpected.

Make no assumptions about whether something will be open. There are other norms at work. If possible check at the last minute, if not, have a plan B.

Don’t balk at the spendy price of admission for a museum or performance. It will be a tiny fraction of your trip’s total cost and you invested too much and have come too far to let those relative minor fees stop you from seeing what you came to see.

The most significant criteria to use when selecting travel companions is: do they complain or not, even when complaints are justified? No complaining! Complaints are for the debriefing afterwards when travel is over.

Your enjoyment of a trip will be inversely related to the weight of your luggage. Counterintuitively, the longer your trip, the less stuff you should haul. Travelers still happy on a 6-week trip will only have carry-on luggage. That maximizes your flexibility, enabling you to lug luggage up stairs when there is no elevator, or to share a tuk-tuk, to pack and unpack efficiently, and to not lose stuff. Furthermore, when you go light you intentionally reduce what you take in order to increase your experience of living. And the reality of today is that you can almost certainly buy whatever you are missing on the road.

Planning your itinerary: You want to see it all and you are likely to never return, so the temptation is to pile it on, maximize your visit. Since we are in X, and Y and Z  are so close, we might as well see Y and Z….. Paradoxically when you are traveling you should minimize the amount of time you spend in transit—once you arrive. The hard-to-accept truth is that it is far better to spend more time in a few places than a little time in a bunch of places.

The list of most coveted cities to visit have one striking thing in common—they are pedestrian centric. They reward walking. Better online hotel sites like Booking.com have map interfaces which allow you to select hotels by their location. Whenever possible I book my hotel near to where it is best to walk, so I can stroll out the door and begin to wander.