A Year of European Wonders: Seasonal Itineraries for the Mature Solo Traveler

Was dreaming a bit just a few minutes ago. I have personally been to Europe a few times throughout my life, but usually traveling and exploring at a faster than suggested pace. Always trying to cram in as much as possible as some of us traveling Americans tend to do I know. Anyway, I was thinking …. what if I took a whole year to “slow travel.” You know, park myself in a place for about a week at a time, and immerse myself into the pace of that region. One of my dreams is to someday have an apartment in Paris for 3 months as a home base to explore various regions of Europe as short little weekend trips. Always dreaming …



With all that in mind, I started to mentally wander off a bit deeper. These thought exercises are always a fun use of AI tools like ChatGPT, or google on steroids I like to call it. I decided to give it (ChatGPT-4) a few parameters help me create some quick itineraries to go with this mental vacation I found myself on. The idea was to create 4 different seasonal journeys for me and before I knew it, there they were. Mind you, I have already been to name of these places, but never as a “slow traveler”. It’s a great start though and seemed like a nice list to share here!

And by the way, here was the prompt request I entered


Please create 4 different 3 month long European trip itineraries for me. The trip itineraries should be created with the following traveler in mind. A single male in his mid to late 50’s that has already been to Europe a few times in his past, but looking for a slower paced trip but with a deeper immersion in the locations. Off the beaten path smaller but lively towns are a plus with a focus on art, beautiful scenery and architecture, great food, and interesting people. Please create 4 of these itineraries, one for each season.


And so then, I present …

Embarking on a Quartet of Cultural Journeys: Europe Through the Seasons

Porto, Portugal

Spring Itinerary: Mediterranean Meander

Duration: March – May

  1. Lisbon, Portugal – Begin with the historic and vibrant capital city.
  2. Sintra, Portugal – Visit the fairy-tale palaces and lush gardens.
  3. Évora, Portugal – Explore the ancient Roman ruins and medieval walls.
  4. Seville, Spain – Immerse in Andalusian culture and spring festivals.
  5. Córdoba, Spain – See the stunning Mezquita and explore the flower-filled courtyards.
  6. Granada, Spain – Visit the Alhambra and the old Moorish quarter, Albaicín.
  7. Valencia, Spain – Explore the City of Arts and Sciences and the old town.
  8. Marseille, France – Dive into the multicultural vibe and visit the Calanques.
  9. Provence, France – Wander through lavender fields and vineyards.
  10. Cinque Terre, Italy – Hike and enjoy the coastal views of the five villages.
  11. Lucca, Italy – Explore the Renaissance walls and charming streets.
  12. Siena, Italy – End in the heart of Tuscany with its medieval cityscape.

Dubrovnik, Croatia

Summer Itinerary: Eastern European Exploration

Duration: June – August

  1. Prague, Czech Republic – Start with the historic city known for its architecture.
  2. Český Krumlov, Czech Republic – Explore the castle and old town.
  3. Ljubljana, Slovenia – Enjoy the green capital with a vibrant arts scene.
  4. Lake Bled, Slovenia – Visit the iconic lake, castle, and nearby Vintgar Gorge.
  5. Zagreb, Croatia – Discover the capital’s museums and café culture.
  6. Split, Croatia – Explore Diocletian’s Palace and the Riva waterfront.
  7. Mostar, Bosnia and Herzegovina – See the Stari Most bridge and the old bazaar.
  8. Kotor, Montenegro – Explore the Bay of Kotor and the old town.
  9. Durmitor National Park, Montenegro – Enjoy the stunning mountain landscapes.
  10. Ohrid, North Macedonia – Visit the lake and historical sites.
  11. Berat, Albania – Known as the “City of a Thousand Windows” for its Ottoman architecture.
  12. Tirana, Albania – End with the vibrant streets and cultural mix of the capital.

Provence, France

Autumn Itinerary: Western European Wander

Duration: September – November

  1. Bordeaux, France – Start with the vineyards and wine culture.
  2. San Sebastián, Spain – Enjoy the beaches and world-class dining.
  3. Picos de Europa National Park, Spain – Explore the stunning mountain landscapes.
  4. Porto, Portugal – Delve into the port wine culture and riverfront architecture.
  5. Santiago de Compostela, Spain – Explore the historic pilgrimage end point.
  6. Bilbao, Spain – Visit the Guggenheim Museum and Basque culture.
  7. Aix-en-Provence, France – Experience the Provençal life and Cézanne’s art.
  8. Avignon, France – Walk the medieval streets and visit the Palais des Papes.
  9. Lyon, France – Known as a gastronomic capital with a rich history.
  10. Annecy, France – Explore the canals and the lake in the French Alps.
  11. Carcassonne, France – Wander in the fortified medieval city.
  12. Toulouse, France – End with the pink-hued buildings and vibrant city life.

Zermatt Valley, Switzerland

Winter Itinerary: Central European Charm

Duration: December – February

  1. Vienna, Austria – Start with the Christmas markets and imperial history.
  2. Salzburg, Austria – Explore Mozart’s birthplace and the festive markets.
  3. Innsbruck, Austria – Enjoy the mountain backdrop and historic old town.
  4. Munich, Germany – Visit the Christmas markets and Bavarian museums.
  5. Nuremberg, Germany – Known for its medieval architecture and Christmas market.
  6. Rothenburg ob der Tauber, Germany – A picturesque walled town with a winter fairy-tale feel.
  7. Strasbourg, France – Discover the Christkindelsmärik and Alsatian culture.
  8. Colmar, France – Wander through the “Little Venice” area in winter.
  9. Freiburg, Germany – Explore the Black Forest and the city’s medieval minster.
  10. Lucerne, Switzerland – Visit the Chapel Bridge and enjoy Lake Lucerne.
  11. Zermatt, Switzerland – See the Matterhorn and enjoy winter sports.
  12. Montreux, Switzerland – End with the lakeside promenade and Chillon Castle.


Like I said, not a bad start. Perhaps another bucket list year for the future. Right now though, I am working on this years bucket list … 50 states in one year, or specifically 50at60. Been posting quite a bit over there as well. Check out the site over here to follow the journey. So many places to explore, so many places to roam 😎🐾🐈