The Travel Stories Your Friends Will Never Believe

I'm the former trucker who now finds the authentic experiences affluent travelers can't Google — from the actual best Key Lime pie in Key West to private cellars in Tuscany that don't take reservations.

After 30 years of exploring everywhere from roadside stops to five-star hotels, I know the difference between what's expensive and what's actually worth experiencing. I plan trips for people who want to come home with stories, not just photos of their hotel room.

Terrace with two wooden chairs overlooking a sea and rocky cliffs at sunset.

Why I Don't Plan "Luxury" Trips

Anyone can book the Four Seasons. Not everyone can find the hole-in-the-wall spot where locals actually eat.

After 30 years of travel—from roadside diners to Michelin stars—I know the difference between expensive and exceptional. I plan trips that happen to include luxury hotels, because after discovering that hidden wine cave in Tuscany, you'll want a really good bed.

I don't sell experiences you can Google. I find the ones you can't.

Two glasses of champagne with lemon slices on a white surface overlooking the sea at sunset.

You Know Good Experiences When You See Them

View of Florence, Italy, with the Cathedral of Santa Maria del Fiore (Duomo) and its large red-tiled dome, surrounded by buildings, trees, and distant mountains.

You've built something impressive. You appreciate quality. You just don't have time to research whether that "authentic" restaurant in Rome is actually where locals eat or just another tourist trap with good marketing.

You want experiences worth talking about, not just Instagram posts. The problem? Finding them requires the kind of deep local knowledge that takes years to develop.

That's where I come in.

Your Personal Travel Curator

Swimming pool surrounded by tropical plants, lounge chairs, and umbrellas with thatched-roof huts and mountains in the background.
Smiling man with glasses and a beard, wearing a brown shirt, standing in a building with classical architecture.

Meet John

Former trucker. Current travel obsessive.

After three decades exploring everything from truck stops to five-star hotels, I know what's actually worth your time. I started Coast & Trail Luxury Travel in 2024 because I got tired of seeing wealthy travelers waste money on "exclusive" experiences any concierge could book.

I find the places locals don't want tourists to know about. Then I figure out how to get you there without the hassle.

What Sets Us Apart

Hotel lobby with a reception desk, a hotel staff member, and a seating area with chairs and tables. Decor includes paintings, lamps, potted plants, and wall sconces.

I don't just book experiences—I uncover them.

While other advisors arrange "private tours," I find the wine maker who only opens his cellar for friends. While they book "authentic dining," I know which family trattoria in Tuscany doesn't even have a sign.

Every trip includes something you couldn't have planned yourself. Something you'll still be talking about years later.

Italy & Japan Focused

Two countries. Completely different. Both impossible to Google your way through properly.

In Italy, I know which hill towns tourists skip and locals protect. In Japan, I understand the cultural nuances that turn a good trip into an unforgettable one.

Most people try to see everything. I help you experience the right things.

Overwater bungalows on a tropical island with white sandy beach and turquoise ocean.
People walking in a plaza in front of a large historic arch with yellow buildings on either side under a partly cloudy sky.
Empty pedestrian street lined with shops and cafes, with trees along the sidewalks and a few people walking or standing. Buildings have balconies and signage.

Begin Your Extraordinary Journey

Open weekly planner with handwritten notes on weekdays.

Ready to Go?

Here's how this works: We talk. I listen. You travel.

I handle everything else.

Start here: Schedule a call and tell me what kind of trip would actually excite you. Not where you think you should go, but where you want to go.

A Few of Our Trusted Partners

Contact us

Are you ready to take the journey of your dreams? Send a quick message and we’ll arrange a call or a virtual meeting via Zoom.

Prefer to start planning now? Schedule your complimentary consultation.