On her blog, Barefoot Lovey, Stacy Monday, 50, a former paralegal and mediator who lived in Knoxville, Tenn., wrote: “I used to dream about all the places I would go as soon as I was old enough to get away. But then ... life happened.” On May 1, 2010 — like many itinerant baby boomers Ms. Monday can quickly recall the date her journey started — she embarked on her dream trip. She “crisscrossed the U.S. three times” and visited Mexico, Ireland, France, Italy, Morocco, Spain and many other countries.

“I sold everything I had,” Ms. Monday recalled earlier this summer from San Francisco before she headed to Las Vegas, Dallas, Memphis and Knoxville. “I paid off all of my debt. I have no bills and no money.” She estimates that she now spends $150 a month — sometimes less if she is saving up for a flight — and earns a modest income through “odds-and-ends jobs,” as well as the tip jar on her blog.

To stick to her tight budget, Ms. Monday volunteers for nonprofits and organic farms in exchange for room and board or finds free places to stay through Couchsurfing.org. The company puts its membership of people 50 and older at about 250,000.

Ms. Monday monitors ride-share boards at Couchsurfing and Craigslist for free or inexpensive transportation, and she travels light. “I get away with a couple pairs of jeans, a pair of shorts, a skirt and four or five shirts and a pair of pajamas,” she said.

When she answers the ubiquitous question, What do you do? Ms. Monday notices that most women respond with encouragement, while many men are less supportive. “They say: ‘You should be home. That’s not safe. You are old.’ I get that from a lot of the men,” she said.

Hal E. Hershfield, an assistant professor of marketing at the University of California, Los Angeles who studies the influence of time on consumer behavior, observes that many “pre-retirees” still assume retirement is a “decrepit, sitting on a porch, maybe playing golf, ice-tea type of life.”