travel services

We’re modern travel designers

At Winkaffe Global Travel, we’re modern travel designers—part planner, part connector, part magic-maker. We turn "Where should we go?" into "How was that even real?" Think of us as your passport to immersive, high-touch, ethically crafted travel that’s more hell yes than ho-hum.

We’re Not Just Booking Trips. We’re Designing Damn Good Travel.


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Travel That Actually Means Something

You can book your own ticket to the Colosseum. What we do is help you experience a place in a way that feels personal, intentional, and just a little mind-blowing. That means skipping the tourist traps and building itineraries around your passions, values, and curiosities.

We go way beyond the obvious—with local-led experiences, boutique hotels that reflect the soul of a place, and insider connections that unlock doors you didn’t even know existed.

You don’t need another trip. You need a trip that makes you feel something.


Let's be real:

A WGT Experience Is … 

We skip the overrun "hot spots" in favor of lesser-known places and experiences that are quietly spectacular. (We know what’s overhyped—and what’s not.)

From hard-to-access sites to behind-the-scenes moments with local tastemakers, we deliver insider access you just can’t click-to-book.

Beyond the Ordinary

This isn’t off-the-rack travel. Every itinerary is built from scratch based on your style, pace, and priorities.

Sustainable:

Exclusive:

Every trip is designed to uplift local communities, protect the environment, and leave a light footprint—without ever compromising comfort or experience.

Tailored:

In-the Know:

Welcome to Authentic Luxury

The Luxury of Perks
Our affiliation with Virtuoso (the world’s leading luxury travel network) and top-tier partners like Four Seasons Preferred, Belmond Bellini Club, Accor STEP, and more means we unlock elevated experiences and upgrades that you can’t get just by booking direct. Here’s what that often looks like:
  • Daily breakfast for two 
  • Room upgrades
  • Early check-in / late check-out 
  • $100+ in spa, resort, or cruise credits
  • VIP recognition and personalized welcome notes

These perks aren’t gimmicks. They’re real benefits that enhance your stay and make the investment go further.
The Luxury of Place
We believe where you stay is just as important as where you go. We handpick properties that feel like the destination—not just another cookie-cutter hotel you could be staying at anywhere. Think:
  • A converted wine estate in the Douro Valley
  • A safari camp with open-air showers under the stars
  • A design-forward hotel in Tokyo with handmade ceramics and floor-to-ceiling city views
  • A private villa in the South Pacific where the staff know your name by day two

Every accommodation we recommend has been chosen for its sense of place, thoughtful design, and quality of service. Whether you want cozy and authentic or sleek and spectacular, we know which keys are worth holding.
The Luxury of Planning
This is where we really shine. Planning a meaningful, high-end trip takes time, strategy, and global connections. You could spend 40+ hours cobbling together a Google Doc—or let us turn your ideas into a seamless, beautifully designed experience. We handle:
  • All your flights, transfers, hotels, tours, and day-to-day logistics
  • Personalized experiences like private cooking classes, wine tastings, art walks, and yacht charters
  • Concierge services like spa bookings, hard-to-get dinner reservations, and behind-the-scenes access
  • Surprise and delight moments you didn’t know to ask for—but will never forget

All of it is delivered in a custom mobile itinerary app, with access to a real person for support (not a chatbot or a call center).

Travel Planning that Spans Continents

our Planning Specialties

Explore Types of Travel

No matter where in the world you want to go, if it's extraordinary, immersive, and meaningful—we're in. 




Active and adventure: Hiking, diving, ziplining, glamping. High-end adventure designed for thrill-seekers who also like a plush mattress.

Cultural immersion: Meet the makers, hear the stories, learn the traditions. Local guides, artist visits, community-led tours, and deeply human moments.

Culinary & Wine Travel: Think truffle hunts in Tuscany, pinot tastings in New Zealand, market strolls in Vietnam, and chef’s tables in places you can’t pronounce (yet).

Expeditions: Polar bears, penguins, and places that don’t even have airports. For the traveler who wants bragging rights.

Honeymoons & Romantic Travel: Candlelit dinners, private villas, and wow-moments that aren’t cheesy. Think romance, but elevated.

Family & Multi-Gen Trips: Seamless, memory-making travel that works for toddlers and grandparents—and doesn’t leave you needing a vacation from your vacation.

Ultra-Luxury Travel: Private yachts, remote island buyouts, and full itineraries you’ll brag about for years.

If you're our kind of people, we plan your kind of travel.

Kind Words from Happy Clients

Kristin and her team planned a two week vacation for us in South Korea. Everything was so meticulously organized that it was very stress free for us. I particularly appreciated them alerting us to a typhoon impacting our itinerary and working with us to make sure we still got to do everything we planned, even with the less than ideal weather. Will be booking a vacation with them again soon!

-Shawn, Seattle

We were hesitant about hiring a travel advisor to plan our honeymoon. We are frequent travelers so didn't think we needed it. However with all of the stress and planning for the wedding, we just didn't have the energy to give the honeymoon the attention it deserved, so we hired Winkaffe Global Travel, and we are so glad we did! They took all the stress and effort out of planning, and crafted the perfect itinerary for us. When we arrived to the hotel they welcomed us with drinks, courtesy of WGT, and even gave us a free upgrade to the honeymoon suite! I cannot recommend them enough!

-Beth, Chicago

"Winkaffe Global Travel was AMAZING! We didn't want to do the traditional tourist stuff so they recommended places that we had never heard of or considered and they were all AMAZING. Hotels, Activities, Restaurants, etc were perfect." 

- Bella, Columbus, OH

EXTRAORDINARY IS WAITING

Go beyond the ordinary with Winkaffe Global Travel.

Start Your Journey

OUR SIGNATURE PLANNING PROCESS:

Discover

Fill out our quick Trip Discovery Form, and we’ll schedule your complimentary consultation call. We’ll get deep into what you love, what you loathe, and what kind of experience will genuinely light you up.

01.

Design

After confirming your Design Fee (starts at $400 and varies based on complexity), we’ll create your first itinerary draft. We work with our vetted, hand-picked partners to bring the vision to life—tweaking until it feels just right.

02.

Deliver

Once it’s all booked, we’ll upload your final itinerary and travel docs into your Trip Plans mobile app, so everything is at your fingertips. We’ll also help lock in restaurant reservations, spa appointments, or anything else you want handled.

03.

Depart

Bon voyage! You’ll have in-destination support and a WGT advisor on standby. We’ll check in post-trip to hear how it went—and what’s going on the bucket list next.

04.

COMPLETE OUR TRIP REQUEST FORM TO GET THE BALL ROLLING

FILL OUT TRIP REQUEST FORM

Ready to take the first step?

Do you specialize in specific destinations?

Not exactly. We specialize in how we travel, not just where. Our network spans the globe, and our sweet spot is immersive, luxurious travel with substance—no matter the location.

Frequently Asked Questions

FAQS

Do you charge a planning fee?

Yes. Our Design Fee reflects the level of care and expertise we bring to each trip. Fees start around $300 per week of travel and vary based on advisor and trip complexity. We’ll share the exact quote for your trip during our complimentary call.

I usually plan my own trips. What’s the point of hiring you?

You can plan your own trip. You just won’t get our connections, perks, seamless service, or access to experiences that don’t live online. We’re here to elevate the trip and take the stress off your plate.

Can I still be involved in planning?

Absolutely. Whether you love being hands-on or want us to handle it all, this is a collaborative process. You bring the vision, we bring the magic (and the logistics).

It's time to escape the Ordinary

Start Your Journey

Adventure Awaits

Complete our Trip Discovery Form below to connect with us and get started: