Sample Journeys

Journeys to Inspire You.

These are not packages — they're starting points. Find one you love, and I'll use it as inspiration, then customize the hotels, the pace, the experiences and the budget around you. Each journey below shows the destinations in order, the best months to travel it, and where the investment begins.

Staying somewhere extraordinary matters as much as the route. See the luxury hotels I book in Paris, Rome and Santorini.

8 Days of Italian Bliss
Italy8 days

8 Days of Italian Bliss

Perfect for first-time Italy travelers, couples and honeymooners

From the Vatican and the Colosseum to a Vespa through Tuscan vineyards and a day on the Cinque Terre coast — the greatest hits of Italy, beautifully planned.

Destinations
Rome → Florence → Tuscany → Cinque Terre
When to travel
Best in April–June and September–October
Investment
Shared privately once I know your dates and party size

Day 1

Early evening walking food tour

Settle in and taste your way through Rome on an early evening walking food tour of the city's beloved neighborhoods and hidden trattorias.

Day 2

Breakfast at the Vatican with private tour

Breakfast at the Vatican with a private tour of the Museums, Sistine Chapel and St. Peter's Basilica. Evening: an authentic Italian cooking experience.

Day 3

Private tour of the Colosseum

Private tour of the Colosseum, Roman Forum and Palatine Hill. Evening: a wine and Italian food pairing at a favorite local enoteca.

Day 4

Duomo, Ponte Vecchio, Pitti Palace

High-speed train to Florence. Visit the Duomo, cross Ponte Vecchio and explore Pitti Palace. Evening: a romantic dinner on the Arno River.

Day 5

Visit top vineyards / lunch by Vespa

Visit top Tuscan vineyards and enjoy lunch by Vespa, with wine and olive oil tastings and an organic farm lunch among the rolling hills.

Day 6

Museums and shop the leather district

Private visits to Michelangelo's David and the Uffizi, then time to shop Florence's storied leather district and local boutiques.

Day 7

Coastal day trip by scenic train

Small-group day trip by scenic train to Riomaggiore, Vernazza and Monterosso al Mare along the Mediterranean coast.

Day 8

One last day before your return home

Return to Rome for one last day before your return home. Every itinerary is personally customized to match your travel style, interests, and budget.

Love this journey? We'll use it as inspiration — then customize the hotels, pace, experiences and budget around you.

Book This Journey
Athens & the Greek Islands: A Romance in Eight Days
Greece8 days

Athens & the Greek Islands: A Romance in Eight Days

Perfect for honeymooners and couples who want ancient history and island sunsets

Ancient mythology in the heart of Athens, followed by sun-bleached islands where the Aegean melts into private dinners and unforgettable caldera views.

Destinations
Athens → Santorini → the smaller Cyclades
When to travel
Best in May–June and September
Investment
Shared privately once I know your dates and party size

Days 01—03

Athens & the Acropolis

A private guide through the Parthenon at dawn, stays in a neoclassical hotel beneath the Acropolis, and candlelit dinners in Plaka's hidden courtyards.

Days 04—06

Santorini Caldera

A suite carved into the cliffside. Private wine tastings at sunset, a catamaran cruise through the caldera, and dinners overlooking the volcano.

Days 07—08

Hidden Island Coves

A private skipper to secret beaches and turquoise coves. One last swim, one last seaside lunch, and a farewell toast as the sun dips into the Aegean.

Love this journey? We'll use it as inspiration — then customize the hotels, pace, experiences and budget around you.

Book This Journey
France: Paris & Beyond in Eight Days
France8 days

France: Paris & Beyond in Eight Days

Perfect for return travelers, solo girls trips and anyone who loves Paris

Paris as your anchor, with private escapes to Versailles, Champagne, the Loire Valley, and Giverny — a love letter to France in slow motion.

Destinations
Paris → Versailles & Giverny → Champagne → Loire Valley
When to travel
Best in May–June and September–October
Investment
Shared privately once I know your dates and party size

Days 01—03

Left Bank & Hidden Courtyards

A boutique hotel in Saint-Germain-des-Prés. Private after-hours access at the Louvre, morning walks along the Seine, and dinners at tables reserved just for you.

Days 04—05

Versailles, Giverny & Champagne

A sunrise visit to Versailles, a private day in Giverny exploring Monet's House and Gardens, and an afternoon tasting champagne in the vineyards of Reims.

Days 06—07

Loire Valley Châteaux

Private car south to the Loire Valley. Two days of fairytale châteaux, riverside lunches, and wine tastings in the garden of France.

Day 08

Farewell in Paris

A final morning at a hidden patisserie, a private shopping experience on the Right Bank, and a rooftop farewell dinner with views over the Eiffel Tower.

Love this journey? We'll use it as inspiration — then customize the hotels, pace, experiences and budget around you.

Book This Journey
Lisbon & the Douro Valley: A Week of Coastal and Wine Country Romance
Portugal8 days

Lisbon & the Douro Valley: A Week of Coastal and Wine Country Romance

Perfect for wine lovers and couples wanting coast plus countryside

From Lisbon's sun-bleached hills and azulejo tiles to the terraced vineyards of the Douro Valley — a journey of city romance, palace daydreams, and slow wine-country evenings.

Destinations
Lisbon → Sintra & Cascais → Douro Valley → Porto
When to travel
Best in April–June and September–October
Investment
Shared privately once I know your dates and party size

Days 01—03

Lisbon's Hills & Hidden Lanes

Settle into a boutique hotel in Chiado or Príncipe Real. Private tram tour through Alfama, pastel de nata warm from the oven, and dinners at tucked-away fado houses.

Day 04

Sintra's Palaces & Atlantic Coast

A private driver to Sintra's fairytale palaces, followed by a seafood lunch overlooking the wild Atlantic at Cascais or Cabo da Roca.

Days 05—07

Douro Valley Wine Estates

Train or private car north to the Douro Valley. Stay in a family quinta, cruise the river between terraced vineyards, and taste port and table wines with the winemakers.

Day 08

Farewell in Lisbon

A final morning at the Belém tower and a private azulejo tile-painting workshop before a rooftop farewell dinner with views over the Tagus.

Love this journey? We'll use it as inspiration — then customize the hotels, pace, experiences and budget around you.

Book This Journey

Or start from scratch.

Every journey above is a suggestion. The real magic begins when you tell me what you're dreaming of.

Have Jamie Leigh Design Mine