The best thing about planning trips is hearing what happened when our travelers actually went. These are their stories.
These are the moments our travelers wrote home about — the sunsets they didn't expect, the dinners that turned into evenings, the trips that changed something in them. We're honored to be part of each one.
I have planned every family vacation myself for twenty years. I gave that up the moment I handed our Italy trip to Jennifer. She thought of things I never would have — a private cooking class in a family's home in Tuscany, a driver who knew every unmarked vineyard on the way to Siena. I will never go back to doing this alone.
Deann planned our group cruise for 14 people — different ages, different preferences, one impossible itinerary. She made it look easy. We had dinner reservations waiting, excursions that fit everyone, and zero drama. Everyone wants to do it again.
Our honeymoon was everything we dreamed of and more. Jennifer knew exactly what we wanted before we did. Paris, Provence, then a week in Santorini. Perfect pacing. Incredible hotels. And when our first flight was delayed, she had already rebooked us before we even reached the gate.
I wanted an adventure trip — something that pushed me but wasn't just a checklist of hikes. Deann designed a trip to Patagonia that had quiet mornings, intense trails, and one of the best meals I've ever had at a glacier lodge. She understood the balance immediately.
We've booked three trips with Wander Well now. Each one better than the last. Jennifer remembers everything — our seat preferences, that we hate buffets, that my husband needs quiet restaurants. It's like having a travel-obsessed best friend with incredible connections.
Safari with three kids under 10 — everyone said we were crazy. Deann said it was doable and proved it. The lodge she chose was perfect for families, the guides were phenomenal with the kids, and we saw the Great Migration. It changed how my children see the world.
I was nervous about my first river cruise. Deann walked me through everything before I went — what to pack, what to expect, what to skip. I arrived feeling completely prepared. It was the most relaxing vacation I've ever taken and I'm already booked for next year.
We used Wander Well to plan my parents' 50th anniversary trip to Portugal. Jennifer arranged a surprise private dinner at a quinta in the Douro Valley with a view over the vineyards. My mother cried. My father keeps the photos as his phone wallpaper. Enough said.
Our church group travel trips used to be stressful to plan. Since we found Deann, they're the highlight of our year. She handles everything — from roommate assignments to dietary needs to group excursions — with patience, humor, and zero drama. She's a miracle worker.
From world-famous landmarks to the places you've never heard of but will never forget — our travelers have wandered far and wide.
Every one of these postcards started with a conversation. Let's have yours.