I've been on vacation the past week, and if I do say so myself (which I DO!), I very successfully cheapskated my way through it.
It started with airfare. The roundtrip flight was $179 but I used a $100 credit from Travelocity to get the cost down to a reasonable $79.
Then I met up with friends who had a timeshare at Lake Tahoe. I know what a bad investment timeshares are, but I'm not at all adverse to using those owned by my less financially savvy friends. (To be fair, this particular friend's family has owned the timeshare for over 15 years and use it a lot, so maybe it wasn't a bad investment for them.) The timeshare was at a resort that provided unlimited use of various spas, hot tubs, pools, and tennis courts. It also provided two free movies per day and "get acquainted" Margarita nights.
Since there were six of us, and we had a kitchen, my share of the food bill (which included copius amounts of Ben & Jerry's, and Mike's Hard Lemonade) came to $37.00. Plus the guys got into a grilling competition so we primarily ate dinners in. (Feed me good food, and I'll willingly do the dishes!)
For the most part, I hung around the hot tubs and pools, read books I'd brought from the library, and once, for $20 and 45 minutes, went to a casino. I apparently don't have what it takes to become a gambler--I thought the slot machines were silly (i.e. took no skill beyond pushing a button and watching the pictures roll), and Blackjack, boring.
But having a week away from home and office was, indeed, priceless.
Okay, not exactly priceless, but spending less than $300 for 8 days constitutes a true cheapskate vacation in my book!