Unless your grandfather's will demands his funeral include a full reenactment of Weekend at Bernie's, necessary travel is typically devoid of true entertainment. Give all-business trips the biznass, with LuckyCal
An online calendar that integrates your social interests to actively aid in plan making, Luck's the brainchild of an MIT grad who says he probably would've called the site "PimpMyTrip", if not for the glaring lack of spinning, LED-enabled rims. First, import contacts and interests from your Facebook account (or address book), or link through to your iTunes/Last.FM account so it can easily identify your favorite bands, robustisizing LC's comprehension of your steez until it crashes from realizing you're totally hott for Color Me Badd. Next, publish your calendars (Google, iCal, Outlook, etc.) to the site and LC'll recognize upcoming trips via city names, immediately searching Ticketmaster for gigs you might want to hit up, and rolling out a map of your destination that includes the location of any local contacts, none of whom will accompany you to the All For Love 2009 Tour
Should any of your buddies start an account, you'll both receive alerts when you're in the same vicinity, whether you're in his town, your town, or your jauntily dead boss's awesome Hamptons house.