Take the Trip: Private Willamette Valley Tours & Bespoke Oregon Experiences
Take the Trip TAKE THE TRIP
TAKE THE TRIP
Plan your trip
A lone tree growing from a sea stack on the Oregon coast at low tide, in black and white
Bespoke experiences · Willamette Valley, Oregon

The trip built
around you.

Private, custom-built days through Oregon wine country and beyond. Celebrated tasting rooms, farm tables, the coast, milestone celebrations and corporate retreats, shaped entirely around the people in the car.

Plan your trip Explore journeys
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Our story

It began with one last piece of advice.

In 2009, a dear friend and business mentor of ours was suddenly diagnosed with a rare form of cancer. A father of two and an unbelievably kind human, he was always sage with his advice, and generous with it right to the very end.

In his final days, he shared with us his one real regret. For years he’d said things like “we’ll travel when the kids graduate,” or “when we’re empty-nesters, we’ll go see that.” The trips kept waiting for a someday that never quite arrived.

The founders of Take the Trip together in a Willamette Valley field at golden hour, in black and white
The two of us, where it all began
“Don’t wait.
Take the trip.”
His last piece of advice to us

That day, we made it our mission to go, and to help others go too. Everything we build is in his honor: a reason, and an easy way, to stop waiting for the perfect time. We hope you will too.

Take your trip
What we do

We help travelers focus on the journey, not the logistics.

Take the Trip is a bespoke experiences company, not only a winery tour. A day might center on the valley’s celebrated tasting rooms, or it might be a coastal drive, a farm-to-table afternoon, a milestone celebration, or a corporate retreat. Wherever we go, the care is the same.

Most tour companies move people between destinations. We build a day around a person, and remember who they are for the next one.

The Know-Me Service

A day that feels made for you, because it was.

Behind an easy day is a simple way of working: we learn what you actually want, build the day around it, handle every detail so it feels effortless, and remember everything so the next trip is even better.

01
We learn what you love

A relaxed conversation, not a form. The occasion, the pace, the pours, the people.

02
We handle everything

Reservations, pacing, a warm welcome at each stop, your treasures shipped home.

03
We remember for next time

By your next visit, the day starts already knowing you.

Friends at a table among the vines in the Willamette Valley
Journeys

A starting point, never a fixed menu.

Most days begin with one of these and become something of their own. Tell us what you have in mind, and we’ll shape the rest.

The iconic wood-slat ceiling of Portland International Airport, in black and white
Also available

Airport & Transfers

Private door-to-door rides between PDX, your hotel, and the valley. The same care, for the practical legs of the trip.

Book a transfer →
A flight of Willamette Valley wines on a tasting room table

Wine Country Days

Celebrated estates and small family cellars, paced to taste, with introductions that feel personal.

A farm-to-table dinner set among Oregon orchards

Artisanal Eating Afternoons

Long tables in the orchard, food grown a few steps away, the valley as the dining room.

Friends laughing over a glass of wine, celebrating

Celebrations & Milestones

Birthdays, anniversaries, reunions, marked with a light touch.

A group toasting at a Willamette Valley winery

Corporate & Group Retreats

A team out of the office and into the valley, with the logistics handled so the day just flows.

Oregon Pinot Noir bottles and glasses arranged for a private tasting

Cellar Tastings & Allocations

Hard-to-get pours and allocation lists, opened up by people who know the makers.

A relaxed afternoon with wine in the Oregon countryside

Fully Custom Days

The coast, a scenic drive, a gallery, a quiet picnic. If you can picture it, we can build it.

Beyond the valley

When the day calls for the coast.

An hour west, wine country gives way to open water and long, quiet beaches. Some of our most-loved days end with the Pacific in view.

A lone sailboat off the Oregon coast at dusk, in black and white
A walk along the beach with a dog as the surf rolls in, in black and white
How a day comes together

Three easy steps, and we take it from there.

1

Tell us about you

Fill in the short “get to know you” form. The occasion, the pace, what a perfect day looks like.

2

We shape the day

We draft a day built around your answers and confirm the details with you by email.

3

You travel, we handle it

Welcomes, pacing, reservations, treasures shipped home. You never see the work behind it.

Start with the form
A guest laughing on a Take the Trip day
Opening a bottle of Oregon sparkling wine
Willamette Valley vineyard rows
A toast between friends at a winery
A tasting flight by the window
Julie of Take the Trip at a summer gathering in the Willamette Valley
About

A local family, glad you came.

Take the Trip is a family-run company in Oregon’s Willamette Valley: warm, unhurried, and proud of this place without being precious about it. We show you the valley the way people who live here see it, the famous stops and the hidden gems both.

We don’t oversell, because the day speaks for itself. Our only job is to know you well, handle everything quietly, and remember it all for next time.

“The trip built around you.”
Questions

Good to know.

What is Take the Trip?

A family-run bespoke experiences company in Oregon’s Willamette Valley. We design private, custom-built days, and handle every detail so you can focus on the journey, not the logistics.

Where do you operate?

We’re based in the Willamette Valley, in Yamhill and Washington counties, and build days that range across wine country, the Oregon coast, and beyond.

Do you only do wine tours?

No. Wine country is a favorite, but a day might just as easily be a coastal drive, a farm-to-table afternoon, a milestone celebration, or a corporate retreat. Every day is fully custom.

How do I book or get a quote?

Start with the “Help us get to know you” form below. We’ll follow up by email to shape your day and share next steps, including our Service Agreement.

Do you offer airport transfers?

Yes. We offer private door-to-door transfers between Portland International (PDX), your hotel, and the valley, on their own or bookended around a tour day. Share your flight and stay details on the Airport & Transfers form and we’ll confirm your ride and rate.

How will we communicate? Is there a phone number?

We keep planning in writing so every detail is captured accurately. You’ll always reach a real person through the form or at {{ email }}.

Plan your trip

Help us get to know you.

It’s a relaxed few questions, not a long form. Tell us the occasion, the pace you enjoy, and what a perfect day looks like, and we’ll take it from there and reply by email.

Airport & transfers

Need a ride, not a whole day?

Private door-to-door transfers between PDX, your hotel, and the valley. Send us your flight times and pickup details and we’ll confirm your ride and a flat rate by email. Quick and simple, no long form.

Before your trip

Transportation Service Agreement

Once your day is confirmed, we’ll ask you to review and sign our Transportation Service Agreement, the terms & conditions that keep everything clear and comfortable for both sides. You can read and sign it below, or any time we share the link.

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