Join me on an upcoming adventure!


Wines and Walks of Tuscany

February 6-14, 2026

Sample world-class wines, savor memorable meals, and soak up the majestic Tuscan scenery on this 9-day small group wine country adventure.


A Taste of Portugal

March 21-28, 2026

Interested in learning about Portuguese wines? This 7-night escape to Lisbon, Porto and the Douro Valley is just the ticket.


Upcoming Trips

DestinationDatesLengthAvailable
Bordeaux to BilbaoNovember 6, 20258 daysInquire
Bilbao to PortoNovember 12, 20258 daysInquire
Wines and Walks of TuscanyFebruary 6, 20269 daysInquire
Sicily and Southern ItalyFebruary 13, 20268 daysInquire
Exploring the AlgarveMarch 14, 20268 daysInquire
A Taste of PortugalMarch 21, 20268 daysInquire

Want to Plan a Group Trip?

Journeys by Jason can build a custom tour for groups of 6 or more people.

Wines and Walks of Tuscany


Sample world-class wines, savor memorable meals, and soak up the majestic Tuscan scenery on this 9-day small group wine country adventure departing February 6, 2026.Tour Highlights:

Explore the vineyards, caves and cellars at wineries in Umbria and Tuscany as knowledgeable experts teach you about the history and production of Italian wineIndulge in tastings of Tuscan favorites including Chianti Classico, Vino Nobile di Montepulciano and the king of Tuscan vino - Brunello di MontalcinoTour the farm at a local agriturismo, learn about its cheese-making process and enjoy a delicious farm-to-table meal paired with local wineParticipate in the annual Brunello Crossing, a local wine-themed run/walk event through vineyards leading to the hill town of MontalcinoRelax, unwind and be pampered at a 5-star luxury thermal spa resort in the heart of TuscanyHike, bike or meander along a bucolic stretch of the Via Francigena to admire the Italian countrysideEnjoy delicious meals at local osterias and trattorias handpicked for their specialities, atmosphere and hospitalityFor more information about this trip, please email contact@journeysbyjason.com.

A Taste of Portugal


Explore Lisbon, Porto and the Douro Valley on this 8-day wine-themed adventure around Portugal departing March 21, 2026.For more information about this trip, please email contact@journeysbyjason.com.

Want to Plan a Group Trip?


Have an idea for a group trip for 6 or more people? Whether you need basic travel planning services or want a full guided tour experience, we can help. Just email contact@journeysbyjason.com to inquire.