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!

---

August – September 2026

Click on title or image button to read each article in full.

Join a small-ship expedition cruise among the historic, wind-swept and picturesque islands along the west and north coasts of Scotland. These sparsely-inhabited islands are famous for their geologic wonders, Viking and Neolithic monuments, abundant bird life and world-class whisky distilleries. Sample them all!

 

Videography expert, Janice Davis, shares her personal insights from leading safaris in South Africa’s parks and offers insider tips on capturing video highlights of your own adventures that you will be proud to show. For novices and seasoned hobbyists, Janice’s short video clips illustrating each tip are inspirational and educational even with the simplest digital camera – don’t miss them!

 

It is rare that a government makes a good accommodation host. Spain is the exception. The country’s collection of 99 paradors, or historic venues converted to one-of-a-kind properties dating back to medieval times, offer a thrilling opportunity to sleep with history. And, these paradores are found throughout the country!
 

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.

Spiritual curiosity and passion for transformation are among the human race’s oldest motivators to travel. Learn about the top sacred places around the world and how to prepare most successfully for visiting such culturally, historically and spiritually significant destinations.