Featured destinations

Where I plan
most often

The places I keep going back to — and the hotels I’d send my own family to, with partner amenities and my advocacy attached to every booking.

Preferred partnerships

I’m a preferred partner of Rosewood, Four Seasons, Aman, Belmond, Auberge and many of the world’s top hotel brands — space-available upgrades, daily breakfast, property credits and VIP recognition come with your booking at no extra cost.

Free-night promotions

Many of these properties run stay-3-pay-2 or stay-4-pay-3 offers through partner channels. I watch for them and time your booking so the promotion does the saving — the rate is never higher than booking direct.

Priority over the portals

Partner bookings are typically prioritized ahead of credit-card travel programs like Amex or Chase when upgrades and special requests are handed out — and my direct relationships with the hotels’ teams close the rest of the gap.

La dolce vita

Italy

Italy is where I’ve spent the most time personally — Passalacqua, Il San Pietro, and beyond. Palazzo grandeur in Florence and Rome or countryside seclusion in Tuscany, built around Belmond-, Rosewood- and Auberge-caliber stays.

TYRRHENIAN SEA ADRIATIC LAKE COMO PASSALACQUA · IL SERENO · MANDARIN ORIENTAL FLORENCE VILLA SAN MICHELE · FOUR SEASONS · LUNGARNO TUSCANY ROSEWOOD · BELMOND · COMO ROME DE RUSSIE · EDEN · ST. REGIS AMALFI COAST CARUSO · IL SAN PIETRO · LE SIRENUSE
Florence

Belmond Villa San Michele

A former 15th-century monastery in the Fiesole hills above the city, recently renovated, with the best views in Florence and a private shuttle into town.

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Florence

Four Seasons Hotel Firenze

Two Renaissance palazzos bordering one of the city’s largest private gardens — resort-like calm inside the city center.

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Florence

Hotel Lungarno

The Lungarno Collection’s riverside classic — nautical-chic rooms hanging over the Arno with Ponte Vecchio views, steps from everything.

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Rome

Hotel Eden

My top overall pick in Rome and one of my top three stays in Italy. Anticipatory service on a quiet street above the Spanish Steps.

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Rome

Hotel de Russie

A hidden garden between Piazza del Popolo and the Spanish Steps — understated and elegant.

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Rome

The St. Regis Rome

Belle Époque grandeur and a nightly champagne sabrage ritual, for guests who want a bit more spectacle.

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Tuscany

Rosewood Castiglion del Bosco

Three Michelin Keys

A 5,000-acre Ferragamo-family estate in the Val d’Orcia with its own Brunello winery and Italy’s only private golf club — my top Tuscany pick for a multi-night countryside stay.

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Tuscany

Belmond Castello di Casole

A hilltop castle estate near Siena with sweeping countryside views, slightly more traditional in feel.

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Tuscany

COMO Castello del Nero

A 12th-century converted castle in Chianti, well-positioned for day trips to Florence and Siena.

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Lake Como

Passalacqua

Three Michelin Keys

An 18th-century villa turned 24-room showpiece — the most celebrated new hotel in Europe, and a place I send clients without hesitation.

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Lake Como

Il Sereno

Patricia Urquiola’s modern lakefront statement — floor-to-ceiling glass, a heated pool just above the water, and its own Riva boats at the dock.

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Lake Como

Mandarin Oriental, Lago di Como

A resort-scale garden estate with private villas and the lake’s famous floating pool — the family-friendly way to do Como.

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Amalfi Coast

Belmond Hotel Caruso

Perched in Ravello above the coast, with the most dramatic infinity pool on the Amalfi Coast — quieter and more composed than Positano.

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Amalfi Coast

Il San Pietro di Positano

Three Michelin Keys

Carved into the cliffs near Positano, Michelin-starred dining, private beach club — one of my personal favorites.

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Amalfi Coast

Le Sirenuse

The address in Positano itself, for guests who want to be in the center of the action.

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On the ground

Ferrari & vintage driving days — supercars or classic Alfas through the Val d’Orcia’s ribbon roads, lunch at a private estate.

Private boat days on Capri & the coast — a chartered gozzo or yacht, the Blue Grotto before the crowds, lunch dockside in Nerano.

Market-to-table cooking classes — shop Campo de’ Fiori or a Florentine market with a private chef, then cook and eat the haul.

After-hours access — the Vatican or the Uffizi after closing, with the right historian walking you through.

Arranged with my on-the-ground partners — Queen of Clubs, Arno Travel, and TAOLS — the teams behind some of Italy’s finest private experiences.

Italy rewards planning early — the best suites go first.

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The city of light

Paris

Paris is the easiest great decision in travel — the harder question is which palace suits you. I place clients by neighborhood, personality and occasion, and my partner status at the palace hotels means the amenities follow you there.

On the ground

After-hours at the Louvre & Versailles — private guided visits once the doors close, including the King’s Private Apartments.

Place Vendôme by appointment — private salons at the great jewelry and watch houses, and couture atelier visits arranged around your dates.

Champagne by helicopter — Reims and Épernay in a day: cellar access and lunch at a grande maison, back in Paris for dinner.

The Seine, privately — a chartered yacht at dusk with dinner aboard — not a bateau-mouche in sight.

Right Bank or Left, palace or boutique — tell me the occasion and I’ll tell you the address.

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The capital

London

London is where my most-traveled clients pass through most often — and where the gap between a good stay and a great one comes down to relationships. These are the grandes dames I book, each with a distinct personality.

On the ground

House seats in the West End — the shows everyone wants, arranged with dinner before and a car after.

Private shopping & tailoring — appointments on Savile Row and Bond Street, arranged around your schedule.

Royal Ascot & Wimbledon hospitality — the English season, done properly, booked well in advance.

Countryside by helicopter — the Cotswolds or a castle lunch, out and back in a day.

London pairs beautifully with Paris — two hours by Eurostar, one seamless itinerary.

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The Cyclades

Greece

The Greek islands are where my practice runs deepest — 38 hotels toured and stayed across eight islands this spring. From the caldera’s most sophisticated stays to design-led hideaways on the quieter islands, this is planning built entirely on firsthand knowledge.

THE AEGEAN MYKONOS CALI · KALESMA · BILL & COO PAROS PARILIO · COSME SIFNOS STAMNA FOLEGANDROS GUNDARI SANTORINI CANAVES · ANDRONIS

On the ground

Private boat days — Kleftiko’s sea caves with my preferred crew on Milos, or a sunset caldera cruise below Oia.

Helicopter island hops — Athens or Mykonos to Santorini in under an hour, through my Hoper partnership.

Farm cooking classes on Sifnos — Greece’s great foodie island, cooking lunch where it was grown.

Vineyard afternoons on Santorini — volcanic assyrtiko tastings timed so you’re back for golden hour.

Two islands per week, the right ferries, and hotels I’ve walked myself.

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Culture & cuisine

Japan

From temple-lined Kyoto to neon-lit Tokyo, Japan rewards travelers who want depth over pace. A well-built itinerary blends culture, cuisine, and genuinely exceptional hotels.

The Ritz-Carlton Kyoto at dusk along the Kamogawa River

On the ground

Private tea ceremony in Kyoto — with a tea master, in a machiya townhouse rather than a tourist room.

Sushi masterclass in Tokyo — behind the counter with an itamae, then eat your work.

Sumo morning practice — a quiet seat at a stable’s early training session.

Private guides throughout — temples before the crowds, markets with someone who knows every stall.

Planning Japan? I’ll sequence the cities, the trains, and the tables.

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The safari

Africa

A safari is one of the most rewarding trips I plan — and the one where an advisor earns their keep most. Two classic circuits: East Africa for the migration and the great open plains, and Southern Africa for the finest lodges and guiding on the continent, with Cape Town as the gateway. Camp choice makes or breaks the trip; that’s where I come in.

East Africa · Kenya & Tanzania

Southern Africa & Cape Town

On the ground

Hot-air balloon at dawn — over the Mara or Serengeti, champagne breakfast in the bush on landing.

Private conservancy drives — off the public circuits, with your own guide and vehicle for the whole stay.

Walking safaris & village visits — the Mara on foot with Maasai guides, and time with the communities who steward it.

Bush dinners & sundowners — the rituals that turn a game-viewing trip into the trip of a lifetime.

Sole-use camp buyouts — your family or group as the only guests in camp, with the whole team dedicated to you.

Cape Town & the Winelands — private tastings and table bookings in Franschhoek and Stellenbosch to bookend the bush.

Safaris book 9–12 months out — the right camp matters more than anywhere else I plan.

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Sun & sea

Mexico

Mexico’s Pacific coast is the easiest luxury escape in the Americas — short flights, no jet lag, and a run of resorts that rival anywhere in the world. Los Cabos brings drama and energy; Punta Mita and the Riviera Nayarit bring lush, quiet polish.

Los Cabos

Punta Mita & the Pacific Coast

On the ground

Private charters & sportfishing — Cabo’s marlin waters or a slow day anchored off a quiet bay.

Whale watching, December–April — humpbacks calve in these waters; a private boat beats the crowds every time.

Tequila & mezcal tastings — guided by someone who can actually explain what you’re drinking.

Surf mornings at Punta Mita — private coaching on gentle breaks, back in time for lunch.

Cabo or Punta Mita? It depends on your group — ask me.

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Game, set, match

For the tennis traveler

Some of the world’s best hotels also hide some of its most beautiful courts — several of them at properties already on this page. These are my favorites, from my full ranking of hotel tennis courts worth traveling for.

See all eleven courts — and where I’d stay to play them.

The full tennis ranking
Beyond the hotels

Private yacht charters through trusted brokers, private jets for domestic and international travel, and helicopter transfers through my Hoper partnership — if the trip calls for it, I’ll arrange it.

One question

Where and when?

“Kyoto in November” is a complete answer. I’ll take it from there.

Traveling within the next 30 days? You’ll hear from me today.

Client itineraries are never published or shared. References available on request.

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