Travel with a Challenge
Discover the new world of cruise and land vacations for mature travelers, their families and friends!

While showcasing both well-established and freshly-minted alternative travel opportunities throughout the world, this website and its Web magazine promise its readers practical advice and plenty of nuts-and-bolts information to encourage active, educational, value-added vacationing suitable for men and women over 50. The one thing you won’t find is an excuse to stay home!
June – July 2026
Click on title or image button to read each article in full.

Human prehistory, reaching back from 12,000 to 47,000 years ago, is a source of global fascination to archaeologists and amateur enthusiasts alike. Paleoanthropologist, Genevieve von Petzinger, shares her intimate knowledge of European Ice Age sites in France, Spain and Portugal, while recommending the best sites for travelers to visit at this time.
Living the Expat Life in Southern Greece
Our earlier “Living Abroad in Spain” article was so popular that we decided to offer readers a Seattle, Washington couple’s very different story of “retiring” to rural Greece to grow olives on the picturesque Peloponnese while living in The Stone House on the Hill. You will also learn from seasoned expat, Jackie Smith, mistake-avoiding tips for making your own move to anywhere successful.

Our contributor, Khursheed Dinshaw, takes readers to a wild peacock sanctuary and rural farming area of India where India’s national bird thrives, and villagers offer homestays and agri tourism experiences that provide authentic cultural insights for international guests.
In 2011, the Sabbatical Sisters launched their first book, Reboot Your Life, Energize your Career and Life by Taking a Break. They shared their creative thoughts, ten tips and engaging photos with Travel with a Challenge readers in a popular article in our permanent Travel Article Library. A must-read!
Then in 2015 came the launch of The Retirement Boom a comprehensive planning book for retirement that is about lifestyle – how to live the most fulfilling life for the years ahead. The book is a great resource for anyone retiring soon, in the next few years, or already retired. Extensive research, hundreds of interviews, input from their workshops, and their own life experiences are the foundation for this informative book with its many facts, insights, helpful stories, and exercises. Topics cover potential concerns and surprises, what you need to know, and many ideas to explore for continuing to earn money or not. It’s about designing what YOU want. As they say, “Dream a little and make it happen!” See another great article contributed by these ladies on this theme to our archive collection.
In 2026, the Sabbatical Sisters are offering a small-group, in-person Reboot Your Life Retreat at a rural U.S. location in New York state. This multi-day event will provide outstanding opportunities to take a “deep dive” into issues surrounding career break and/or retirement including funding your freedom, making best use of your time, and planning the next chapter.
Reboot Your Life Retreat September 25-27 in Sag Harbor, New York.
Sadly, one of the four founding Sabbatical Sisters, Rita Foley, passed away in 2016. Jaye, Nancy and Catherine have continued to deliver a timely, invaluable message of dynamic renewal woven through their books, consulting and inspiring three-day retreats. Also check their website for free Zoom webinars, offered from time to time.
Embrace the Arctic on a Northwest Passage Cruise
Adventurous travelers will want to discover a 17-day expedition cruise navigating the waters of Canada’s newest territory, Nunavut, and down the west coast of Greenland. Veteran expedition cruisers, John and Sandra Nowlan, share their delight in exploring the wildlife, geology and indigenous cultures that makes this a unique experience not to be missed.
Hawaii Cultural Cuisine
Let chef Matthew Gray, founder of Hawaii Food Tours, invite you on a mouth-watering introduction to the multi-ethnic melting pot of Hawaii’s cuisine while encouraging you to sample some of the most popular [and dangerous!] specialties of the islands. “The best way to experience the Aloha spirit is to taste it!”
Learn More About Travel with a Challenge
Launched in 2000, Travel with a Challenge web magazine’s mission has always been about encouraging our readership to look beyond mainstream rest and relaxation vacations and destinations to the wider, deeper travel opportunities that await the greatest adventurers of our time … the mature travel readership, ages 45 to 80+ years. Our editor shares secrets of the publication’s unique success over 26 years.
Be sure to visit the magazine’s entire Travel Article Library and the handy Theme Pages to browse our growing collection of richly-illustrated features. Finally, our innovative Travel Advertiser Directory is a treat not to miss. Click here to view our Feature Link of the Month.
The stories in our latest TravelWatch senior travel newsletter offer fresh ideas and destinations about travel. We invite you to sign up to receive launch notification of each bi-monthly issue of this invaluable newsletter.