J5Travel

10/10/2026

Happy Birthday to our Director of Luxury Sales, Kendall! 🥂

Smart, funny, fiercely opinionated, and someone who you can always count on. Kendall makes our team better just by being on it, and we all can agree on that.

She knows what she likes (and isn’t afraid to tell you what she doesn’t 😉), has an incredible eye for luxury, and somehow manages to make being a travel advisor look easy. Even when it's not. From Italy and France to Switzerland and Hawaii, she knows how to turn a trip into something truly special.

Happy Birthday, Kendall! We hope your birthday (weekend) is filled with a fun farmers market haul, a good iced latte, and an even better glass of w**e, or two.

We love you!! 🎉

10/09/2026

Three couples.
One Tuscan villa.
And a pretty great way to do Italy. 🇮🇹

We just booked three couples into the beautiful Villa La Cavallerizza at Borgo Pignano for next April. This 163-square-meter private villa is tucked right into the Tuscan countryside near Volterra.

With three spacious en-suite bedrooms, a fully equipped kitchen and dining room, a living room that opens onto a shaded terrace, lush gardens, and a private heated pool overlooking the stables, horse arena, and rolling hills… they might not want to leave.

And that’s the part we love about a stay like this: there’s room to have your own space, but plenty of places to come together.

Long dinners. A slow morning coffee. An afternoon by the pool. Maybe a glass of w**e on the terrace while the Tuscan countryside does what it does best.

Borgo Pignano itself is a historic estate rooted in the landscape, with an emphasis on restoration, local materials, nature, and a slower way of experiencing Tuscany.

Because sometimes the best luxury isn’t another beautiful hotel room.

It’s finding a place that makes the way you’re traveling feel even better.

This is the kind of stay we love finding for our clients: beautiful, yes, but also just right for the way they actually want to travel.

Would you want to stay in a Villa like this for your trip to Italy?

10/08/2026

Centuries ago, travelers set off on the Grand Tour to experience the best of Europe...

And now, Orient Express is bringing that romance back in unforgettable fashion!

This 8-day journey through Italy and France embraces the art of slow travel. It combines legendary rail journeys, scenic sea voyages, and iconic luxury hotel stays. It’s the ultimate way to savor every view, every moment, and every sip of local w**e.

No more rushing through airports! Explore the full itinerary and let’s start planning your dream getaway.

On this eight-day itinerary, stay at Orient Express Venezia and Rome's Orient Express La Minerva, ride La Dolce Vita Orient Express through Tuscany, and cruise the Mediterranean on the new Orient Express Corinthian sailing yacht.

10/06/2026

If we were trying to grab one more trip before the end of 2026, here are some places we’d think about booking…

While peak holiday dates book out months in advance, early December holds a rare sweet spot: effortless availability, seasonal splendor, and exceptional value before the holiday rush officially takes off.

If you are craving the magic of December without the crowds, here is where we would you send you…

London & New York City
See the iconic Christmas displays, world-class theater, and luminous street markets in peak festivity.

Whistler & The Dolomites
Take advantage of early powder season, quiet alpine slopes, and cozy chalets across North America & Italy.

Washington, D.C. & Montreal
Stroll through historic, glowing streets filled with crisp winter air, refined holiday charm, and European flair close to home.

Vermont (Stowe)
Quintessential New England charm, surrounded by snow-dusted peaks and fireside warmth.

Whether you prefer alpine slopes or glowing city lights, the finest December escapes are best planned now. Let’s connect to reserve your last-minute December getaway today. 🥂

10/06/2026

Who says Grand Slams get to have all the fun? 🎾

Some of the most unforgettable tournament experiences happen at smaller U.S. destinations that blend world-class athletic action with incredible boutique resorts, VIP hospitality, and top-tier dining. It’s the ultimate mix of court-side excitement and pure luxury relaxation.

Whether you're looking relax in a private suite or soak up local culture between matches, these five hot spots are well worth adding to your travel calendar 👇

Keep the fun going after the US Open at ATP and WTA professional tennis tournaments in Palm Springs, Newport, Miami, and more.