A limited-series Now Journey original
Le Marche, Abruzzo & Umbria—Italy beyond the familiar.
Urbino → Le Marche → Abruzzo → Umbria
No obligation. No pressure. Just thoughtful planning.
Your Journey Ahead
Begin in Urbino, follow the Adriatic, then settle into the green heart of Italy.
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The Journey Story
Beyond the celebrated cities lies an Italy of Renaissance palaces, medieval villages, mountain silence, family vineyards and long tables. This limited-series Journey crosses three captivating regions before giving the final four nights to a private villa in Umbria.
01The Renaissance
Urbino
Urbino gives the Journey its first rhythm: a graceful arrival, a private welcome and three nights surrounded by Renaissance beauty. Palazzo Ducale and the extraordinary court of the Montefeltro open the story of Le Marche.
02The table
Le Marche
Ascoli Piceno unfolds through a local storyteller. A family vineyard opens its cellar. A seasonal country lunch gives way to Adriatic air, a fishing village and an aperitivo with the coast in view.
03The wild heart
Abruzzo
Abruzzo changes scale in a single day: the old fishing structures of the Adriatic, a historic castle among vineyards, the stone lanes of Santo Stefano di Sessanio and, weather permitting, the immense plateau of Campo Imperatore.
04The exhale
Umbria
The final chapter is intentionally unhurried. Assisi, Spello and Perugia are balanced by garden time, a possible massage, long meals and the pleasure of returning each evening to a villa held entirely for your group.
Why Now Journey
This Journey is built for guests who want the confidence of thoughtful planning without losing the pleasure of discovery. Mark Story hosts throughout, while private guides and local storytellers bring each place into focus.
The Complete Journey
10 days / 9 nights
One considered route, three distinctive stays and a final villa chapter with room to breathe.
Your Journey begins with a private transfer to Urbino, one of Italy's most complete Renaissance cities. Settle into your home for three nights, then join Mark Story for a gentle Tour Captain Discovery Walk. A private aperitivo and welcome dinner bring everyone together for the first time.
Your day includes
A private guide leads you through Urbino and the Palazzo Ducale, revealing the world of the Montefeltro court and the ideals that shaped this extraordinary hill city. The later afternoon is open for your own discoveries.
Your day includes
Meet a local storyteller in Ascoli Piceno and look beyond its celebrated piazzas to Roman foundations, quiet courtyards and noble palaces. Taste a local specialty, then continue into the hills for a family winery visit, private tasting and a seasonal country meal.
Your day includes
Leave Urbino and follow the Adriatic south, with time for a historic fishing village or panoramic coastal path. Continue along the Costa dei Trabocchi, where old fishing platforms stretch above the sea, and enjoy a special coastal lunch before arriving at your historic castle for a wine tasting and dinner.
Your day includes
Enter Gran Sasso and Monti della Laga National Park for a day of high landscapes and stone villages. Walk the lanes of Santo Stefano di Sessanio, share a rustic lunch inspired by shepherd traditions and, weather permitting, continue to the open plateau of Campo Imperatore. Return to the castle for the evening and dinner.
Your day includes
Turn west toward Umbria, pausing in a medieval town for lunch and time to explore. By late afternoon, arrive at your private villa and settle into your suite and the gardens. The villa is entirely yours for four nights, beginning with an aperitivo and a private chef welcome dinner.
Your day includes
Discover Assisi with a private guide, including the Basilica of Saint Francis and Giotto's luminous narrative. Continue through courtyards, workshops and terraces, with time for lunch and personal exploration. Back at the villa, the evening becomes a culinary experience followed by dinner.
Your day includes
Choose the shape of your day. Join an outing to Spello and a family olive mill for a tasting and country lunch, or remain at the villa for the pool, gardens and the possibility of a massage. Everyone returns to the villa table for dinner.
Choose your day
Join Mark Story for a discovery of Perugia, or claim one more unhurried morning at the villa. As sunset approaches, gather for a final aperitivo and private finale dinner—a last evening designed to feel less like the end of a tour and more like the close of a remarkable house party.
Your day includes
Share a final morning at the villa, then depart together on the included private group transfer to Rome Fiumicino Airport. Leave with three regions, countless stories and an Italy few travelers ever meet.
Your day includes
What's included
From your Urbino arrival through the final morning in Umbria, the Journey is designed as one seamless experience. Your proposal confirms the complete service schedule for the hosted departure.
Three nights in Urbino, two nights at Castello di Semivicoli or a similar Abruzzo property, and four nights at a private villa in Umbria.
Your Now Journey Tour Captain is present throughout to connect the days, support the group and make each transition feel effortless.
Thoughtfully coordinated transportation connects Urbino, Le Marche, Abruzzo and Umbria. An included group transfer serves guests departing through Rome Fiumicino Airport.
Private and local guiding brings Urbino, Ascoli Piceno, Assisi and the Journey's other cultural discoveries to life, with the visits described in the itinerary.
Family producers, private tastings, a coastal lunch, country tables and villa dining reveal each region through the people who know it best.
Four nights with the villa entirely for your group, including an arrival aperitivo, private chef welcome, culinary evening and finale dinner.
Dates & Prices
This is a limited-series Journey. Request your personalized proposal for current pricing, room details and availability.
Urbino → Le Marche → Abruzzo → Umbria
$10,779 per guestDeposit: $1,000 per guestDouble room for solo use supplement: $2,890
Availability, final hotel assignments and the complete terms for this hosted departure are confirmed in your Journey Proposal.
Where you stay
A Renaissance hill city, a castle among vineyards and a private villa in Umbria give each chapter its own sense of place.
Urbino · 3 nights
A characterful base for the Palazzo Ducale, Ascoli Piceno, family vineyards and the Adriatic coast.
Abruzzo · 2 nights
A historic wine-estate setting for the Journey's passage from coast to mountains.
Umbria · 4 nights
A private home for the group, with suites, gardens and long evenings around the villa table.
The named properties are the planned collection. Each stay may be replaced with a comparable hotel or villa when availability or operating conditions require it; final assignments are confirmed before departure.
Guest reviews
Across Now Journey departures, guests consistently mention thoughtful planning, personal service, beautiful stays and the feeling of being genuinely cared for.
“I can't say enough about our recent trip to Italy. It was perfection from beginning to end.”Esther P., Now Journey guest
“We all were made to feel special, almost like royalty, with personal service by fabulous chefs and seamless check-ins at our gorgeous hotels.”
Teresa C.“Our hotel accommodations were all perfect. Now Journey did an exceptional job planning and we even got surprises along the way.”
Tammy A.Frequently asked questions
If your question is not answered here, request a proposal and a Journey specialist will help with the details.
Mark Story hosts the September 28–October 7, 2027 departure as your Now Journey Tour Captain.
Expect walking on historic streets, gentle hills, castle and village visits, and time outdoors. The itinerary balances guided discovery with generous opportunities to pause. Campo Imperatore is weather dependent.
The Journey begins in Urbino and ends at the private villa in Umbria. On Day 10, an included group transfer serves guests departing through Rome Fiumicino Airport.
The named properties are the planned collection. Comparable hotels or villas may be used when availability or operating conditions require it, with final assignments confirmed before departure.
On Day 8, choose Spello, an olive mill tasting and country lunch, or a quiet villa day. On Day 9, join Mark Story in Perugia or enjoy another slow morning at the villa.
Yes. The villa is planned entirely for your Now Journey group for four nights, creating a relaxed final chapter with private dining experiences and time in the gardens.
Italy: Le Marche to Umbria is $10,779 per guest. A $1,000 deposit per guest secures your place. The supplement for a double room reserved for solo use is $2,890. Request a personalized Journey Proposal for current availability and complete terms for the September 2027 hosted departure.
Mountain and coastal experiences depend on safe local conditions. Your Tour Captain will adapt the day's timing or routing when needed while preserving the spirit of the Journey.
Ready to discover another Italy?
Tell us your room needs and travel preferences. We will send a personalized Journey Proposal with current pricing and availability for September 28–October 7, 2027.
