0
Skip to Content
The Well Traveled Strategist
Home
About
Blog
Contact
The Well Traveled Strategist
Home
About
Blog
Contact
Home
About
Blog
Contact
Tuscany Travel Guide: Slow Living, Vineyards & the Art of Doing Less
Samantha Pyle 1/24/25 Samantha Pyle 1/24/25

Tuscany Travel Guide: Slow Living, Vineyards & the Art of Doing Less

Tuscany isn’t about checking boxes — it’s about space. We spent four nights in the countryside, intentionally slowing down after Rome.

Read More
Positano Travel Guide: Cliffside Beauty & Coastal Living
Samantha Pyle 1/21/25 Samantha Pyle 1/21/25

Positano Travel Guide: Cliffside Beauty & Coastal Living

Positano is dramatic, vertical, and impossibly beautiful. It’s not about sightseeing — it’s about atmosphere.

Read More
Florence in One Perfect Day: Shopping, Art, and the Most Beautiful City Walks
Samantha Pyle 1/17/25 Samantha Pyle 1/17/25

Florence in One Perfect Day: Shopping, Art, and the Most Beautiful City Walks

Florence was our bridge between Rome and the Tuscan countryside — a single, beautifully full day that delivered art, fashion, food, and some of the most elegant city walking in Italy.

Read More
Siena Travel Guide: Medieval Beauty & One of Italy’s Most Stunning Squares
Samantha Pyle 1/14/25 Samantha Pyle 1/14/25

Siena Travel Guide: Medieval Beauty & One of Italy’s Most Stunning Squares

Siena feels preserved in time — dramatic, elegant, and compact. It’s the perfect Tuscan day trip.

Read More
Pompeii Travel Guide: Why a Guided Visit Changes Everything
Samantha Pyle 1/10/25 Samantha Pyle 1/10/25

Pompeii Travel Guide: Why a Guided Visit Changes Everything

Pompeii

Read More
Rome Travel Guide: Art, Food & Ancient History Without the Overwhelm
Samantha Pyle 1/7/25 Samantha Pyle 1/7/25

Rome Travel Guide: Art, Food & Ancient History Without the Overwhelm

Rome is layered, intense, and unforgettable — but only if you approach it with intention. We spent two focused days here, leaning into guided experiences and letting food lead the way.

Read More
Italy by Design: Our 10-Day Day-by-Day Itinerary from Rome to Tuscany to the Amalfi Coast
Samantha Pyle 1/3/25 Samantha Pyle 1/3/25

Italy by Design: Our 10-Day Day-by-Day Itinerary from Rome to Tuscany to the Amalfi Coast

Italy was the crescendo of our European travels—the point where history, food, landscape, and emotion all turn the volume up. We structured this trip to move intentionally: ancient Rome → rural Tuscany → coastal Amalfi, balancing guided experiences with unstructured time to simply be in each place.

Read More
Newer Posts

The Well Traveled Strategist

Made with Squarespace

Contact

hello@thewelltraveledstrategist.com