Debbie Rackard Travel

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Debbie Rackard Travel

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Curated luxury travel experiences—custom journeys, cruises & voyages to the places you’ve always dreamed about.

Let’s turn your travel dreams into unforgettable reality! Virtuoso Luxury Agent and affiliate of Departure Lounge

21/10/2026

Travel + Leisure readers just voted this the best resort in Europe, and I could not agree more.

Castiglion del Bosco, a Rosewood hotel on a 5,000-acre estate in Montalcino, took the top resort spot in Europe in this year's World's Best Awards with a near-perfect score. Add two Michelin stars at Ristorante Campo del Drago, three Michelin Keys, and an estate winery producing its own Brunello di Montalcino, and the case pretty much makes itself.

Golfers, save this part. The estate is home to the only private golf club in Italy, a Tom Weiskopf-designed 18-hole course that hotel guests can actually play. Expect Val d'Orcia views on every hole and almost no one else on the course.

Ready to experience Europe's best resort for yourself? Reach out, and I'll handle every detail.

19/10/2026

This is what October is supposed to look like.

Golden fields, a ridgeline in full color, wood smoke drifting between the cabins. Wildflower Farms, Auberge's retreat in New York's Hudson Valley, delivers all of it about 90 minutes from the city.

The 140-acre working farm spreads out below the Shawangunk Ridge, with 65 freestanding cabins and cottages designed to frame the view, and Travel + Leisure readers just voted it the #1 hotel in New York State, with a Michelin Key to go with it.

In fall, the whole property leans into the season with harvest dinners, hikes through the Gunks in full color, bonfires, c***r, and mornings cold enough to justify the fireplace.

Fall weekends here disappear quickly. Message me before they do.

18/10/2026

A client recently asked me what it would take to rent out an entire resort. In Anguilla, less than you'd guess.

ANI Anguilla hosts one group at a time. Two villas on the cliffs above Little Bay, up to 20 guests, and a staff ratio of one to one. Your own chef, daily spa treatments, a sunset cruise, watersports, and kids activities are all built into the rate, so nobody is signing checks all week.

My favorite moment here: waking up, walking down to the water, and starting the day swimming with the sea turtles that live in Little Bay.

Milestone birthdays, reunions, families who have outgrown hotel life. This is where I send them all. Reach out to learn more.

16/10/2026

The trips I'd start planning now? Almost all of them are at least a year away. Here's what's on the drawing board.

Japan for cherry blossom season. A villa summer in Europe. Patagonia at peak trekking season. Marbella or Tangier for front-row seats to the next total solar eclipse. Tuscany for the milestone birthday, and Bora Bora for the anniversary.

The common thread is lead time. These are the trips I lock in 12 to 18 months ahead, because the best guides, rooms, and dates genuinely run out. Eclipse week most of all.

If a big trip year is on your horizon, now is the time to say so. Send me a message, and I'll get started.

15/10/2026

The hotel currently ranked #9 in the world isn't on a beach. It's deep in the Yucatán jungle.

Chablé Yucatán, a restored 19th-century hacienda outside Mérida, holds the #9 spot on the World's 50 Best Hotels list and was just named the Best Hotel in North America for the third year in a row.

The claim to fame is the spa, built around a natural cenote, one of the underground pools the Maya considered sacred. It was the first spa in the world designed that way.

Every casita comes with its own private pool and jungle views. Dinner is its own event too, with menus shaped by Jorge Vallejo of Mexico City's famed Quintonil and a tequila library so deep it earned a Guinness World Record.

Advisor tip: pair it with the ruins of Uxmal and a day in Mérida's colonial center. Mexico beyond the beach is one of my favorite trips to plan. Let's talk.

13/10/2026

What do I recommend to clients who have already done the classic safari? A salt pan the size of a small country.

Jack's Camp is set on the edge of Botswana's Makgadikgadi Pans, and it does safari like nowhere else on the continent. The signature experiences here exist almost nowhere else: sitting at sunrise with a habituated colony of meerkats (they'll climb onto your shoulder to use you as a lookout), walking the desert with Zu/'hoasi San guides who read the land like a book, and riding quad bikes far out onto the pans to sleep under a ceiling of stars.

The camp itself is legendary, rebuilt in its original 1940s expedition style with Persian rugs, brass fittings, and a tent that doubles as a working natural history museum. In the wet months, a little-known zebra migration moves through the grasslands.

Consider this the safari that surprises even the seasoned. Let's get you out on the pans.

11/10/2026

Big news for train lovers. England and Wales finally have their first luxury sleeper train, and it was worth the wait.

The Britannic Explorer, Belmond's newest train, departs London on three-night journeys through Cornwall, Wales, or the Lake District, with just 18 suites on board.

On board you'll find a botanical bar in the observation car and, the part nobody expects, a wellness suite offering treatments while the countryside rolls past. Step off the train for coastal hikes, wild swims in the Lakes, and private gallery dinners.

The dining is reason enough to book. Menus come from Simon Rogan, the chef behind three-Michelin-star L'Enclume.

Advisor tip: the routes are scheduled back-to-back, so you can chain Cornwall into Wales for one week covering two very different Britains. Cabins are limited, so let's talk timing.

10/10/2026

Egypt has been on bucket lists for about 4,000 years, and it has never been a better trip than right now.

The Grand Egyptian Museum is finally open in full, with Tutankhamun's complete collection displayed together for the first time in history. Pair it with sunrise at the pyramids before the crowds arrive, a few nights sailing the Nile on a private dahabiya, and the Valley of the Kings with an expert Egyptologist bringing every painted wall to life.

October through April is prime season on the Nile. Reach out, and I'll get you there.

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