Portugal, Fall 2027.
Reservations Are Open.
Porto, the Douro Valley and Lisbon — food, wine, history and local experiences shared with a small group of curious travelers. I’ll handle the details so you can be present for the trip.
A small hosted group designed for connection — with Portugal, with the culture and with the people you’re traveling alongside.
Porto. The Douro Valley.
Lisbon. All of it.
You’ve been thinking about Portugal for a while. This is the trip where you don’t have to figure out every detail yourself — just show up, be curious and enjoy it.
Ready to join us in Portugal?
See the full itinerary, pricing, what’s included, and the details for reserving your spot.
View Trip & BookThis hosted trip is limited to 12 travelers.
Built for more than checking places off a list.
This hosted Portugal trip is designed around shared experiences — good food, local wine, beautiful places, history you can feel and time to enjoy the country without managing every detail yourself.
You’ll have the structure of a well-planned itinerary, the connection of a small group, and the ease of knowing the moving parts are handled.
You’re not the project manager on this one. You’re just there, experiencing it alongside people who travel the same way you do.
This trip is for you if…
- You want to experience Portugal through food, wine, history and culture — not just see it from a tour bus window.
- You like the idea of traveling with a small group of kind, curious people who are there for the same reasons you are.
- You want unique, local experiences without spending hours researching and coordinating everything yourself.
- You want enough structure to feel taken care of, with room to enjoy where you are and wander when you feel like it.
Hosted by Jess Peterman
I’m on the ground with the group the entire time, not sending updates from home. I plan the trip, manage everything that comes up and make sure you spend your energy on Portugal, not on logistics. This is not a packet-and-goodbye situation. jesspeterman.com
“What I loved most was that the itinerary was packed with many options…including DOING NOTHING! Which I loved and opted for a time or two. Our group had literally every option. You are the most thoughtful travel planner I have ever worked with. Looking forward to our next adventure.”
A look at what’s planned.
A Full Day in the Douro Valley
Scenic train into the valley, a riverboat on the Douro, a winery visit and tastings, and lunch at a table with no reason to leave early. This is the day people are still describing two years later.
Day Trip to Sintra
Forty minutes from Lisbon and it feels like a different century. Pena Palace, the Moorish Castle, and views that stop you mid-sentence. Worth every minute of the drive.
Azulejo Tile Painting Workshop
Portugal’s tiles are everywhere you look. This workshop teaches you why — and you go home with one you painted by hand. One of the best afternoons on the trip.
Port Wine Blending Workshop
Four glasses, four components, one blend you build yourself. By the end you understand what you’re tasting and why. You bottle it, label it and bring home a conversation that lasts longer than the wine.
