Roll with the rich in five easy steps: travel like you’re on the Forbes 400

From peaking through the curtain to first class to eyeing the VIP check-in line at the hotel, travelers are envious creatures. Someone else always has something we want – be it an experience, device or amenity. We fantasize about the perfect travel experiences, wondering what it must be like to [fill in the blank with what you dig most].

Nobody knows how to travel quite like the billionaires on the Forbes 400. Sure, this crowd isn’t hitting hostels, mingling with the locals and doing all the stuff we say we prefer. They’re busy with butlers and maids and yachts and poetry readings (sorry, not joking on this one). You’re not going to get the “genuine” travel experience if you roll like the rich, but who the hell cares? The last thing I’d want is genuine if I had that kind of cash.

Interested in traveling like the insanely wealthy? After the jump, there are five simple steps to running with the big dogs when you tour the world. It’s not nearly as hard as you might think … as long as you have the cash to back it up.

1. Vacation homes are a must
Yes, there’s something to be said for the luxury of a hotel’s best penthouse with butler service, private dining and a special entrance. You don’t want to mix with the proletarians, after all. But, this type of travel means you’re not in control. Eventually, you’ll find boundaries. So, to travel like the insanely rich, buy vacation homes in the places you like best.

2. Yacht or not
Vacation homes are nice, especially when they’re on the water, but you’ll never get away from land. To dart out from your troubles – or a collapsing Ponzi scheme – you need a yacht. Right now, yacht sales are in the tank, so you can get a better price than you may expect. Keep in mind that this is a billionaire‘s game: don’t try to do it on the cheap. If you can’t afford a yacht (or simply don’t want one), you can always explain away your yachtlessness with something about seasickness or a penchant for other vices (like mistresses).

If you do go the yacht route, pimp it out properly. Rupert Murdoch took friends and families on a cruise to Alaska. Just in case that wasn’t enough, his sailboat is decked out with a “technogym,” deep-sea diving equipment and king-sized sleeping cabins.

Do it big.

3. Join a club
Rich people and clubs … crazy. It starts in college, with the likes of Skull and Bones, and by the time these kids become adults, they’re paying ridiculous sums of money just to be allowed to spend money on dinner and drinks. Michael Bloomberg, New York‘s mayor, belongs to the Game Creek Club in Vail, Colorado. The privilege involves a $50,000 initiation fee, but I imagine the grub is fantastic.

4. Have the right friends
Again, Mayor Mike does it right, golfing with Ross Perot and Silvio Berlusconi. They’re both unbelievably wealthy and turned to politics after amassing fortunes in the technology/media space. When you’re that rich, you need to travel with people like you. So, be prepared to trade in your old friends – it’s nothing personal.

5. Do weird stuff
We all know that billionaires are crazy. So, when you travel, you can’t resign yourself to sightseeing, beach-sitting and cocktail-sipping. You have to do something bizarre … because you can. Stephen Spielberg attended a cliff-side poetry reading on Ireland’s Aran Islands before touring the moors on a motorized bike. Oracle chief Larry Ellison prefers speed, flying around in a MiG 29.

Get everything you want in Vail this summer

I don’t know what it is about The Arrabelle at Vail Square, but that property knows how to put an interesting deal together. The RockResort property is adept at finding new and unusual ways to make itself even more attractive (which is hard to do when you consider the quality of the property and amenities). The latest gig is offered in partnership with Kessler Canyon, a wildlife retreat and luxury resort. So, prepare to head out to Colorado for six nights, all-inclusive, for a diverse experience that will take you from the mountains to the mesas.

The package allows for a customizable itinerary, so it’s not as confining as most all-inclusive packages. You can have a blast in Vail, then disappear into the Rocky Mountains for a while before heading down to De Beque to experience the mesas (the last being a somewhat magical concept to a child of the northeast who has never seen this type of natural “structure”). The list of activities is long and includes golf, rafting, off-road tours, horseback riding and hiking. If outdoors isn’t your thing, lean toward more luxurious activities such as spa treatments and wine tours.

The price may seem a bit steep at $750 per person per night, but it becomes pretty amazing when you keep in mind that it covers everything – including food and booze. The property will also take you to and from the airport (a major headache if you have to deal with it on your own.

If this turns you on, don’t put it off. You have to travel by August 23, 2009 to take advantage of this deal.

Become a chef for a day at the Lodge at Vail

Culinarily inept? Well, if you are, you’re not alone (and you’re in good company … with me). The Lodge at Vail, a RockResort, has exactly the solution for those of us who believe cooking dinner involves a phone call. The Colorado Cookin’ package will make you a chef for a day, as Executive Chef Rahm Fama takes you through the local farmers’ market and into the Cucina Rustica restaurant’s kitchen for the insights you’ll need to become a pro.

This deal is on through September 21, 2009 and comes with two nights (Saturday stay is required) and some great Sunday activities – from a tour of the Vail Farmers’ Market to a four-course brunch at The Wildflower and a cooking class led by the top chef himself. It starts at $274 a night, and extra days can be tacked on at $149 each.

Hell, it’s enough to make me consider stepping into the kitchen.

Teva Mountain Games begin tomorrow

The Teva Mountain Games, an annual event that blends athletic competition, outdoor adventure, and cultural pursuits, gets underway tomorrow, and runs through the weekend, in Vail, Colorado.

Top outdoor athletes from around the world will descend on Vail to take part in seven different sports and 21 unique disciplines that include trail running, mountain biking, road cycling, kayaking and more. The best of the best will battle it out in the GNC Ultimate Mountain Challenge, which consists of a 10k run, a technical mountain biking leg, a road cycling competition through the mountains, and a kayaking stage over Class II rapids.

The Mountain Games also host the International Federation of Sport Climbing Bouldering World Cup, which will pit some of the best sport climbers in the world against one another. Competitors will attempt to scale a climbing wall with five preset “problems” designed to challenge their skills and nerves. The athletes will score points based on the number of problems they overcome and the speed at which they complete them, with some bonus points availble to be earned as well. The winner will be declared the IFSC bouldering champion.

The weekend isn’t just about athletic competition however, as there will also be a mountain photography contest, an adventure film school and festival, and plenty of live music too. In fact, the Teva Mountain Games are known as much for their active nightlife as the intense athletic events. And when not racing or partying, attendees can stroll by Gear Town to check out the latest and greatest outdoor equipment.

So, if you’re looking for something to do this weekend, head to Vail, to watch some great athletes, take in some good music, and enjoy the atmosphere of the Mountain Games.

The Arrabelle has a built-in solution for golfers’ wives

Golf addict? Instead of hoping for a 6 AM tee time at your local 18, get on a plane (flights are cheap, we may have mentioned a few times on Gadling), and take off for Vail, Colorado. The Arrabelle at Vail Square has put together a cool package – “Drive and Revive” – for golfers … with a little something for non-duffers who may be traveling with you.

Drop $399 a night to stay at this RockResort, and you’ll get more than just an upscale roof over your head. The personal concierge service will generally make your life easier when you’re on the road (wish I could dig this up at home …). Also, you’ll get a round of golf at the Red Sky Ranch Golf Club for every night you stay. In Vail for four nights – that’s four rounds of golf. You can get out there daily with no worries.

Well, there is one concern. If you have your wife or girlfriend with you, disappearing to the links for the better part of every day won’t go over well. The Arrabelle has built in a solution for you. Each night comes with a $150 spa credit. With massages and facials in play, you won’t get too much resistance when you pack up to go chase a little white ball for a few hours.

You won’t be missed.