Dream Escape: the name says it all

The problem with most vacation packages is that they’re … well … packaged. You may have some room for a little tweaking, but you aren’t going to stray far from the menu. As an alternative, you could reach out to an upscale travel agent or concierge, but you’ll probably wind up with an experience centered on destinations rendered inaccessible only by price – which, for a particular demographic, isn’t inaccessible at all. For those with the means to clear all but the most absurd of financial hurdles, the real challenge becomes getting into the places that are designed to keep you out – or which at least aren’t intended to accommodate.

This is where David Tobin’s Dream Escape excels.

Dream Escape is Scotland’s most exclusive travel planning company, constructing careful and extensive vacation experiences that you won’t find anywhere else … and may not even dream up on your own. Whether you want to inhabit a castle for a few weeks, taste the latest single malt before the rest of the world learns of its existence or zip around the Scottish countryside (there’s lots of it) in the sports car of your fantasies and toss your head onto a different pillow each night, Tobin can probably put together an itinerary that will turn you on.

The process begins well before you hit the road, with Tobin’s team getting a sense for what you like and what you don’t, soliciting any specifics you’ve already chosen and providing ideas that may not occur to you on your own – if you don’t know what can be done, you won’t know to ask. Groups of all sizes can be handled, including celebrations involving hundreds of your closest friends … all of whom expect to be carted around on private jets.

By the time you land in Scotland, everything is ready (well, the details are actually nailed down long before the wheels on your Gulstream drop). You’ll be accompanied throughout your escape by an expert on the details of your trip, though you can certainly choose to have some elbow room if you like. In my mind, this concierge is like an easily accessible itinerary: I don’t print them, and I don’t read them … but I want someone to let me know where I should be someplace, when and how to get there. This is just one of the ways in which the annoyances of travel are stripped out of your trip, and you are truly free to enjoy yourself fully.

The “everything’s taken care of” mentality can manifest itself in unusual ways, underscoring how closely Dream Escape watches even the smallest of moving parts. One party, for example, wanted to drive – a collection of sports cars (such as Lamborghinis) was the backbone of the getaway. Obviously, these rides were waiting for the guests when they landed; that’s just common sense. Each one had a GPS device with directions for the entire trip already planned into it – now, that’s thinking! And since people like me exist (i.e., navigationally impaired), the cars were stocked with prepaid cell phones that had the relevant digits already added to speed dial. The only thing missing was an imaginary friend to whisper words of wisdom into the guests’ ears. As soon as there’s a way to pull that off, I’m sure Tobin will find a way to work it into somebody’s vacation.

Doubtless, you’ve figured out by now that working with Dream Escape can be pretty costly. And, you’re right. These trips are not for the weak of wallet. Specific prices vary with the nature of your plans, especially if they involve private residences (such as castles), luxury jets or rare automobiles. Tobin did tell me that it’s possible to pull a trip together toward the lower end of the five-figure range, but it’s pretty clear to me that it takes a bit more than that to unleash the full power of his talent and connections. There are plenty of experiences out there in the $30,000 to $50,000 neighborhood – but if you’re ready to drop more than $100,000, I have a feeling Tobin’s imagination is the only limit.

Now, if you’re looking to roll at this level, you’re probably concerned about discretion. The last thing you’d want is a guy like me hearing – and writing – about your tastes, means and experiences. Well, you’ll be comforted to know there’s plenty Tobin wouldn’t tell me, and names were just the tip of this confidential iceberg. Your secrets will be safe.

Conspicuous luxury is a bit taboo during a recession – nothing makes peasants revolt quite like seeing the haves living the good life. So, skip the new house, watch or car, and call Tobin. Dream Escape will deliver the experience of your life, and nobody needs to know about it – except the like-minded folks you want to see drooling over what Tobin pulled off for you.

USA Today on San Diego

San Diego – I’ve only been there twice. Once when I was 8 years-old on a family vacation to see Shamu at Sea World and the only memorable moment of the entire trip was my crying at the bottom of a speed boat when my father let me 6 year-old brother take control of the steering. I thought I was going to die that day in San Diego. The second time was several years later and I had taken a quick day trip down from LA to visit a friend at Pendleton who’d just returned from Iraq. We noshed on Thai food and talked about war and he stopped me from jay walking (apparently they shell out tickets for illegal pedestrian crossing), but again nothing too stellar. Is it safe to say I have to go back for a real look at the city? Absolutely.

USA Today recently featured San Diego in one of their destination guides and I decided to give it a read. From the sound of things the Gaslamp Quarter is getting a facelift. They’re changing the chilled out surfer scene to velvet ropes and a more upscale sort of destination for those that desire cocktail culture. With new boutique hotels and clubs that require the approval of a bouncer to get in, I suppose they are trying to bring the sophistication while remaining more relaxed than cities like LA and NYC. I’m really not going to go on about this particular read. Quite honestly hearing velvet rope so many times didn’t turn me on to want to book a ticket that way anytime soon. On the flipside those who do wish to see this new San Diego sooner than later should take a look at this story.

If there are any San Diego natives reading I’d love to hear your comments or just tell us some of your favorite places to go if you don’t mind a tourist or two showing up.