Private Insider Wine & Gastronomy Experiences Hosted by Chef Marcus & Jamie Guiliano

The Truth About Wine Vacations: Tourism vs. Feeling Like Family

By Chef Marcus Guiliano – Chef on a Mission Published Jul 13, 2026 9 min read

What most wine tour companies can never offer.

Here’s the truth about wine vacations. Most are assembled by middlemen and booked from a catalog. The best ones are built on friendships with the families who make the wine. That difference changes everything, and it starts long before the plane takes off.

A few months ago, we were driving through the hills outside of Gavi in Piedmont, Italy. My longtime driver, Ishmael, who has guided wine travelers across Italy for years, was slowly circling a tiny village looking for the winery. “There it is,” he finally said. Then he looked at me.

“Marcus, how do you find these places? There’s no sign. No tasting room. Nobody would ever know this winery was here.”

I smiled and told him the truth. “Four months ago, Gian Lorenzo, the owner, was at my restaurant in New York pouring his wines for our guests.” His daughter, Arriana, had traveled with him, and we spent several days together.

Now we were standing at his family’s winery in Italy, greeted by his wife, his daughter, and the rest of the family. Not as customers, but as old friends. That moment perfectly sums up the difference between our trips and most wine vacations.

There Are Wine Tours… And Then There Are Relationship Tours

Most wine vacation packages follow a familiar formula. Beautiful tasting rooms, gift shops, and parking lots filled with buses. A guide checks everyone in, you taste, you buy a bottle, and you leave. There’s absolutely nothing wrong with that, but that’s tourism.

Our trips begin decades before the airplane takes off. They begin with relationships.

Typical Wine TourRelationship Tour
BookingTour operators and layers of middlemenDirect with winery owners we know personally
AccessPublic tasting rooms and gift shopsFamily tables, private cellars, and homes
Your hostA guide who checks you inThe owner or the winemaker
Winery selectionWhatever is easiest to bookFriendships built over decades
After the tripIt ends at the airportThe friendships keep going
Key Takeaway: Most wine vacation packages run on commercial bookings, so guests get tasting rooms, gift shops, and a guide. Relationship tours are built on decades of friendship with winery owners, which is why guests are welcomed by the families themselves.

I Learned This Lesson the Hard Way

When I started organizing wine trips almost a decade ago, I partnered with an experienced travel professional. I knew wine, the wineries, and the people. I didn’t know hotels, transportation, or the logistics of international travel. So I handed over a list of about twelve wineries I wanted our guests to visit.

Two months later the itinerary came back, and half the wineries were missing. I asked why, and the answer shocked me. The local destination management company couldn’t get in touch with many of the wineries.

Why? Because there were no tasting rooms, no tourism departments, no marketing staff, and no one answering emails from tour operators. These wineries were busy making wine.

So the missing wineries were quietly replaced with easier bookings. Most replacements already worked with tour companies or offered commercial arrangements. That was my wake-up call.

I realized the travel industry often operates through layers of middlemen:

  • Travel advisor.
  • Destination management company.
  • Tour operators.
  • Commercial partnerships.

None of them actually knew my friends. After two trips, I made a decision: never again. From that point forward, every winery, hotel, restaurant, and experience would be built around our relationships, not someone else’s commissions.

Key Takeaway: The travel industry books wine trips through advisors, destination management companies, and tour operators. The best family wineries have no tasting rooms or tourism staff, so middlemen quietly replace them with easier commercial bookings.

Friendships Over Payouts

People often ask how we find wineries they’ve never heard of. The answer is simple: we don’t find them, we’ve known them for years. Many of these winemakers have poured wine at Aroma Thyme Bistro. We’ve shared dinners, visited each other’s families, and worked together for decades.

I’ve personally visited nearly 400 vineyards and built relationships with hundreds of winemakers around the world. These aren’t contacts in a database. They’re friendships.

I’ve written before about why some of Italy’s best wineries don’t want visitors. The wineries our guests visit are the same ones I visit as a friend.

Key Takeaway: Marcus Guiliano has personally visited nearly 400 vineyards and built friendships with hundreds of winemakers worldwide. Many of them have poured their wines at his restaurant, Aroma Thyme Bistro, over two decades of dinners and visits.

What That Looks Like in Real Life

Rolling hills and golden autumn vineyards in the Veneto wine country near Verona, home to the Bertani Tenuta Santa Maria estate

One of my favorite examples happened at Tenuta Santa Maria, the original Bertani estate in Verona. When my group arrived, we were accidentally placed into the public tour with about thirty other visitors.

Five minutes in, the owner arrived. He had been texting me that morning, and he walked directly over to us. “Marcus, sorry I’m late.” He introduced himself to the group, apologized for the confusion, and personally escorted us away from the public tour.

From that point on, it wasn’t a winery tour. It became a private afternoon with the owner and winemaker. You simply can’t book that online.

Key Takeaway: At Tenuta Santa Maria in Verona, the owner pulled the group out of a thirty-person public tour and made it a private afternoon. That is the difference between private wine tours booked online and access earned through friendship.

Sometimes the Winemaker Comes to Us

Winemaker Lulu Martinez Ojeda personally hosting a wine tasting at Bruma winery in Valle de Guadalupe

Relationships don’t stop in Italy. In Mexico’s Valle de Guadalupe, one of the country’s most celebrated winemakers is Lulu Martinez Ojeda of Bruma. Before our visit, she called me personally. Not texted. Called.

She had an unexpected government commitment and couldn’t host our tasting. I told her her assistant could certainly take care of it, but she stopped me. “No, Marcus. When you come to Bruma, I do your tasting.” She rearranged her whole schedule to make sure she personally hosted our group.

At another winery, our guests faced a three-hour round trip drive. So owner and winemaker Jaime Palafox brought his wines to our hotel suite. Imagine that. The winemaker comes to you, not because we paid extra, but because we’re friends.

Key Takeaway: Winemakers like Lulu Martinez Ojeda of Bruma rearrange their schedules to personally host these groups. In Mexico, owner Jaime Palafox even brought his wines to the guests' hotel suite. That care comes from friendship, not from paying extra.

Luxury Isn’t Just Better Hotels

People often think luxury wine tours are about nicer rooms, but that’s only part of it. Yes, we choose beautiful boutique hotels with spacious rooms, incredible design, and authentic Italian character. We dine at Michelin-starred restaurants, and premium wines flow throughout the meals.

But the real luxury isn’t marble bathrooms. It’s never having to think. One guest told me something I’ll never forget. After several days on one of our Mexico trips, they looked at me and said, “This is like traveling with my parents. I haven’t had to pay for a single thing.”

That’s exactly how we want it. Need another glass of wine? Done. Coffee stop? Already covered. After-dinner limoncello? Enjoy. Our guests don’t spend the trip reaching for their wallets. They spend it making memories.

Key Takeaway: Real luxury on a wine vacation is never having to think. Boutique hotels, Michelin-starred meals, and premium wines matter, but the deeper luxury is that every glass, coffee stop, and limoncello is already handled.

The Biggest Misconception About Wine Vacations

Many people think wine tasting vacations are simply bar hopping, winery after winery, taste after taste, bottle after bottle. That’s not what we do. We go from owner to owner, family to family, and relationship to relationship.

Wine is simply the invitation. The real experience is the people behind the bottle.

Key Takeaway: Wine tasting vacations are not bar hopping. The best trips move from owner to owner and family to family, because the wine is only the invitation and the people behind the bottle are the real experience.

If You Want Authentic Wine Travel…

Here’s my advice. The best wine vacations begin with the people who lead them. Don’t start by looking for wineries. Start by looking for the people leading the trip. Ask yourself:

  • Are they truly connected in the wine industry?
  • Do they personally know the owners?
  • Have they spent years building relationships?
  • Or are they simply booking private wine tours anyone can reserve online?

There’s a huge difference.

Key Takeaway: Before booking authentic wine travel, vet the person leading the trip. Ask whether they personally know the owners and have spent years in the industry, or whether they book the same appointments anyone can reserve online.

Tourism Is the Result of Our Passion

People sometimes ask what makes VIP Winery Vacations different. The answer is simple. Tourism is the result of our passion, not the purpose of it.

For more than two decades, I’ve built friendships with winemakers through my restaurant, wine dinners, and countless vineyard visits. It all comes from a genuine love of family-run wineries. Those friendships became extraordinary travel experiences, not the other way around.

That’s why our guests don’t leave talking only about the wines. They leave talking about the people. When many of those winemakers visit New York, our guests often see them again at Aroma Thyme Bistro.

They share another meal, another bottle, and another chapter in a friendship that continues long after the vacation ends. That’s not tourism. That’s belonging.

Key Takeaway: Tourism is the result of our passion, not the purpose of it. Two decades of friendships with winemakers became extraordinary travel experiences, and those friendships continue at Aroma Thyme Bistro long after each vacation ends.

Frequently Asked Questions

What makes a luxury wine vacation different from a regular wine tour?

A true luxury wine vacation is about exclusive access, personal relationships, exceptional accommodations, and outstanding food. It is not about simply visiting more wineries.

Can anyone book these wineries online?

Some wineries welcome tourism. Many of the finest family-run estates limit public access or prioritize long-standing relationships instead.

Why are family-run wineries so special?

Family wineries often pass down generations of tradition and offer more personal experiences. They focus first on making exceptional wine rather than building large-scale tourism businesses.

Why are your winery vacations different?

Our itineraries are built around decades of personal relationships, not commercial agreements. Many of the people you’ll meet are friends we’ve known through the wine industry for years.

Join Us

If you want to check wineries off a list, there are plenty of tours that can do that. But maybe you want insider access to some of the world’s best family-run wineries. Maybe you want to sit with owners, hear their stories, and share meals, and experience wine country through friendships built over decades.

Come travel with us. Because the best wine vacations don’t make you feel like a tourist. They make you feel like you’ve been invited home.

Inspired to travel deeper?

Explore the private wine, food, and producer-led journeys behind the stories on VIP Winery Vacations.

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