Minutes after I wrote last week's Gadling Take FIVE, giving a plug to Gadling's newest blogger, Tom Johansmeyer, Kraig joined our mix of people who are wild about travel. Kraig Becker has been getting his feet wet this past week and is now not the newest blogger on the Gadling block.

Alison Brick joins us today. For any of you wondering if family travel influences children to travel, it did Alison. She has memories of searching out AAA hotel vacancies with her folks. If that doesn't scare a person off from hitting the open road, nothing will.

Here are posts that caught my attention. They range from the serious to the whimsical.

• Scott posted on a new rule that requires permanent U.S. residents who are green card holders to get fingerprinted upon entering the U.S. through an immigration check-point brought up an interesting question. Why?
• If you're heading to New York City, be prepared to pay more for a subway ride. The fare may go up. Jeffrey's post tells just how much.
• Aaron, who sniffs out controversy, and he's such a nice guy, wrote a post on Burger King's new ad campaign which has been called by some to be culturally insensitive. I'm with Aaron on this one.
• Jeremy gives a thumbs up to the 2008 edition of The Best American Travel Writing.
• If you've ever wondered where fruitcake comes from, check out Brenda's post. She knows the scoop. Personally, I like fruitcake--all kinds.

If you're traveling and bored, here are 4 pen and pencil games you can play. I've played them all.

Most cigar smokers know what they want when border-crossings are involved: Cubans. Stepping through customs onto foreign soil, you can feel the pull to the nearest tobacconist. Maybe you drop your bags off at the hotel first, but that's about it. As our nearest neighbor-at least from my part of the country-Canada is the top destination for Cuban cigars. In Montreal, go to the right shop instead of the closest one, and you will actually enjoy the results. La Casa del Habano should be at the top of your list.

Montreal is a world-class city, with top-tier dining, luxurious accommodations and a festival scene that includes independent film, comedy and the fine arts. If you're on your way to Canada, Montreal should be your top priority, even beyond Vancouver and Toronto. There is a draw beyond illicit cigars, but for the cigar smoker who "just happens to be in town," the fellowship of the leaf is a powerful force.

You have to be careful with Cuban cigars in Montreal. Counterfeits abound north of the border, and unfortunately, many smokers rush to the nearest cigar seller-specialist or not. The cigars may snap, burn unevenly or unwind ... but who cares? They're Cuban! Right?

If you're a vanity smoker-showing off the label rather than enjoying the tobacco-then just hit the Duty Free store before you leave Dorval Airport. But, if you appreciate the complexity of a well-blended, property constructed stick, be patient. Grab a quick shower and a bite to eat before heading over to La Casa del Habano, Montreal's premier smoking lounge.

Take a beating in the stock market this year? There's nothing quite like a dose of financial abuse to make you want to disappear to wine country for a week or two. While you're out there, though, it may pay to turn your head back to investing, if only briefly. Lease or buy a vineyard-or just hide in a villa for a weeks-with a bit of help from BeautifulPlaces.

Sorry for the reality check, but this form of therapy isn't cheap. The BeautifulPlaces properties are upscale, and the amenities are focused on the high net worth crowd. The Napa and Sonoma Valley properties range from Tuscan estates to Provencal cottages, from Carneros to Dry Creek Valley, CA. As these lavish settings would suggest, guests typically take advantage of the certified nannies, professional photographers and in-villa spa treatments that BeautifulPlaces can arrange. If you're inclined, get a unique tour of the night sky with the help of an astronomer.

No, I'm not joking.

Of course, if you're hitting Napa or Sonoma, wine is on your mind. Tours, tastings and custom wine blending experiences can be arranged. Even people like me have access to these activities, though. If you're looking for something unique, spend some time with Master Sommelier Evan Goldstein. President and wine guru of Full Circle Wine Solutions, he'll walk you through an intricate tasting day. This "day" may start months in advance, when Goldstein talks to you about your preferences-food and wine-as well as whether you collect (or, like me, just gulp right from the box glass). When you hit the ground, Goldstein will create wine and meal pairings you won't soon forget, especially when you're "cooking" meals in the microwave at home.

If all this isn't enough, and you just have to buy a vineyard, BeautifulPlaces will put you in touch with Premier Pacific Vineyards. These guys invest in and develop vineyards along the west coast. For serious financial types, this is a great way to get a foot in the door.

Head out to California wine country, but be ready to drop a few bucks along the way. It's probably worth it. After the way the markets have treated us this year, even the rich deserve a break.