Hi, I’m Jennifer.
I provide curated travel for explorers who are seeking bold new adventures focused on history, divine inspiration, and local cuisine.
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11 Tantalizing Travel Tips & Divine Destinations
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UPCOMING TRIPS
Coastal walking in Southern Portugal
September 28 – October 8, 2026
Come join us as we walk the stunning southern coast of Portugal, specifically the Algarve, for an unforgettable experience that combines breathtaking landscapes with vibrant local culture and delicious cuisine.
Living La Dolce Vita in Italy!
Dates TBD *
We have created a soul-stirring al fresco adventure in beautiful Italy, the southern European country celebrated for its enchanting blend of charming old-world ambience, dramatic scenery, exceptional fine wine and delectable cuisine.
* Trip also available for private groups.
Walking Inn to Inn on the Cotswolds in England
May 10-20, 2027 *
The Cotswolds, located in south-central England, is renowned for its picturesque rolling hills, charming villages, and rich history. his area of natural beauty encompasses stunning limestone landscapes and quaint towns.
* Trip also available for private groups.
Walk Your Way to Inner Peace on the Camino de Santiago
May 23 – June 5, 2027 *
Join this mystical magical experience connecting with the earth and a group of amazing, like-minded, supportive people, where everyone is welcome and accepted exactly as they are.
* Custom dates available for private individuals and groups.
See what others are saying…
I had no idea what I was in for when I agreed to go along with my friend… she knew I loved to walk and that’s why she asked me to go!! As it turned out, I had the most awesome experience of my life!!! Several had their reasons for the Camiño… I just went with the flow… and it was amazing!!! Everyone was so open.. nice.. helpful … Jen had this planned out perfectly!!! Our hotels were wonderful!!! The meals were delicious!! And the hospitality was out of this world!!! It does clear your mind.. helps you see things differently. I truly loved it!!! Thanks Jen!!!
– Susie D.
This was one of the best experiences I have ever had, truly awesome! Jennifer arranged everything perfectly and I couldn’t be more pleased to have had this opportunity to walk the Camino with such a wonderful group of people!
– Stacie
BEST TRIP EVER!! I loved every minute of our Camino with Winn Journeys and Jennifer. Thoroughly enjoyed the combination of everything. Deep gratitude to Jenn and Winn Journeys and everyone who traveled with me for a mind opening and heart expanding Camino.
Jenn’s planning is thorough and thoughtful, her communication skills superb and she made it easy to plan not just the Camino but the coming and going in and out of Spain and Portugal.
– Trine
We loved every minute of our Camino with Winn Journeys and Jennifer. It was well organized and one of the best things we have ever done together as a couple. We have already highly recommended this to many of our friends and we can’t wait to go back and do another Camino!
– Marti and Roy
Traveling with Jen was one beautiful experience after another. Between the great hotels to the superb dinner locations and food selections, we all enjoyed every gathering. When we needed assistance Jen was so accommodating and happy to do so. Thank you Jen for a trip that will last a lifetime in my memory and my heart.
I can’t wait for the next trip with Winn Journey’s. Buen Camino!
– Julie