Peggy Smyth

A Family Celebration Through the Heart of Italy

Luxury Trips - Zicasso

10 nights / 11 days

Rome – Val d'Orcia – Pienza – Montepulciano – Siena – Florence – Lucca

Rome, Tuscany & Florence | Timeless Landscapes, Family Moments & Italian Excellence

Ideal for: Families | Multi-Generational Travelers | Anniversary Celebrations | Food & Wine Lovers | Art & Culture Enthusiasts | Scenic & Slow Travelers | Luxury Italy Explorers

Overview

Celebrate an extraordinary milestone with a journey designed to honor 40 years of shared memories while creating unforgettable new ones together as a family.

From the timeless grandeur of Rome to the rolling vineyards of Tuscany and the artistic treasures of Florence, this itinerary blends elegant accommodations, authentic local encounters, outstanding gastronomy, and immersive cultural experiences. Travel at a relaxed pace through some of Italy’s most celebrated landscapes, enjoying the freedom of a self-drive adventure through the Val d’Orcia, private guided tours, exclusive culinary experiences, and moments thoughtfully crafted to bring generations together.

Whether sharing a homemade Tuscan meal, capturing your family against the iconic cypress-lined hills of the Val d’Orcia, or raising a glass of Italy’s finest wines during your anniversary celebration, every day has been designed to become part of your family’s story.

Why travellers love this trip?

  • A meaningful itinerary created to celebrate a 40th wedding anniversary
  • The perfect balance of culture, relaxation, gastronomy, and family time
  • Stay in charming boutique hotels and an elegant countryside agriturismo
  • Self-drive through the breathtaking landscapes of the UNESCO-listed Val d’Orcia
  • Private guided tours of Rome, Siena, and Florence
  • Authentic culinary experiences, from a private Tuscan cooking class to artisan pasta making
  • Professional family photoshoot among Tuscany’s iconic rolling hills
  • Wine tastings in prestigious Tuscan vineyards
  • Plenty of free time to relax, explore, and enjoy each destination without rushing

Day by Day Itinerary

Day 1 – Rome | A Timeless Beginning

Welcome to Italy.

Upon arrival at Rome Fiumicino Airport, your private driver will be waiting to escort you comfortably to your elegant 4★ hotel in the heart of the Eternal City.

The remainder of the day is yours to settle in and embrace Rome’s unmistakable atmosphere. Stroll through lively piazzas, enjoy your first authentic Italian dinner, or simply relax as you prepare for the remarkable experiences ahead.

Overnight in Rome.

Sample hotels we collaborate with in Rome (Historic Center):
Nerva Boutique Hotel – Otivm Hotel – The Britannia Hotel


Day 2 – Rome | Elegant Squares & Hidden Masterpieces

This morning, meet your private guide for a leisurely walking tour through Baroque Rome, discovering elegant piazzas, magnificent fountains, hidden churches, and centuries of fascinating history woven into the city’s most iconic neighborhoods.

In the afternoon, your private driver will accompany you to the beautiful Pincio Terrace, where sweeping panoramic views overlook Rome’s rooftops and domes before continuing to one of Italy’s most celebrated art collections.

Enjoy included access to a magnificent Renaissance villa housing extraordinary masterpieces by Bernini, Caravaggio, Raphael, Titian, and Canova. Surrounded by peaceful gardens, it offers one of Rome’s most refined cultural experiences.

After your visit, your driver will escort you comfortably back to your hotel.

Overnight in Rome.


Day 3 – From Rome to Tuscany | Into the Rolling Hills of Val d’Orcia

This morning, your private driver will accompany you to Rome Train Station, where you’ll collect your rental car and begin one of Italy’s most scenic drives.

Leaving the capital behind, travel through the spectacular landscapes of Val d’Orcia, a UNESCO World Heritage Site celebrated for its endless vineyards, cypress-lined roads, medieval villages, and timeless countryside.

Upon arrival, settle into your charming 4★ agriturismo, where elegant accommodations, peaceful surroundings, and panoramic views invite you to slow down completely.

Spend the afternoon relaxing by the swimming pool, enjoying the tranquility that makes this corner of Tuscany so unforgettable.

Overnight in Val d’Orcia.

Sample hotels we collaborate with in the Val d’Orcia region:
Agriturismo Podere Spedalone – La Fonte Agriturismo Ristorante Birrificio – Agriturismo Bonello


Day 4 – Pienza | The Flavours of Tuscany

Begin your day discovering the enchanting Renaissance village of Pienza, famous for its harmonious architecture, spectacular panoramas, artisan boutiques, and celebrated pecorino cheese.

Later, immerse yourselves in authentic Tuscan traditions during a private cooking class hosted on a beautiful countryside estate.

After visiting the farm and its dairy, learn to prepare fresh handmade pasta, a traditional main course, and dessert using fresh organic ingredients. The experience concludes with a delicious four-course meal paired with the estate’s own wines, celebrating the genuine flavors of rural Tuscany.

A memorable experience designed to be shared together.

Overnight in Val d’Orcia.


Day 5 – Val d’Orcia | Capturing Memories Forever

This morning, preserve this special family celebration with a professional photoshoot set against the breathtaking landscapes of Val d’Orcia. Rolling hills, ancient cypress trees, golden vineyards, and timeless country roads provide the perfect backdrop for memories that will last a lifetime.

Later, continue to the elegant hill town of Montepulciano, renowned for its Renaissance palaces, charming streets, and prestigious wines.

Your visit concludes with a refined wine tasting at a local winery, accompanied by carefully selected regional specialties that perfectly showcase the richness of Tuscan gastronomy.

Overnight in Val d’Orcia.


Day 6 – Siena | Medieval Grandeur & Tuscan Traditions

Today, discover one of Tuscany’s most captivating cities with a private guided walking tour of Siena.

Stroll through its beautifully preserved medieval streets before entering the extraordinary Cathedral Complex, home to magnificent marble floors, artistic masterpieces, and centuries of architectural brilliance.

After time to enjoy Siena at your own pace, return through the peaceful Tuscan countryside to your agriturismo, where another relaxing evening awaits.

Overnight in Val d’Orcia.


Day 7 – Florence | The Cradle of the Renaissance

This morning, drive toward Florence, where you’ll return your rental car before a private transfer escorts you directly to your elegant 4★ hotel in the historic center.

The afternoon is dedicated to one of Florence’s greatest architectural masterpieces.

Using your included pass, explore the extraordinary religious complex surrounding the city’s iconic cathedral, including its panoramic viewpoints, historic monuments, museums, and remarkable architectural treasures that together tell the story of Renaissance Florence.

Overnight in Florence.

Sample hotels we collaborate with in Florence (Historic Center):
Hotel Berchielli – Grand Hotel Cavour – Hotel Pitti Palace al Ponte Vecchio


Day 8 – Florence | Artisans, Pasta & Tuscan Hospitality

Meet your private guide for an inspiring walking tour through Florence, where every street reveals another masterpiece of Renaissance history.

During the afternoon, step inside a traditional artisan pasta workshop for a truly unique culinary experience.

Discover centuries-old techniques used to produce organic handmade pasta while exploring historic machinery still in use today. Enjoy a tasting featuring Tuscan wines, fresh bruschetta with estate-produced olive oil, and freshly prepared pasta before taking home your own handcrafted creation as a delicious souvenir.

A wonderful opportunity to experience Florence through its authentic culinary traditions.

Overnight in Florence.


Day 9 – Lucca | Tuscany’s Elegant Hidden Gem

Travel by train to the charming walled city of Lucca, one of Tuscany’s most elegant and authentic destinations.

Spend the day exploring its remarkably preserved Renaissance walls, quiet piazzas, Romanesque churches, artisan boutiques, and inviting cafés at your own pace.

With its relaxed atmosphere and timeless character, Lucca offers a beautiful contrast to Florence before returning by train later in the day.

Overnight in Florence.


Day 10 – A Toast to Italy | Back to Rome

This morning, a private transfer will accompany you to Florence Train Station for your high-speed journey back to Rome.

Upon arrival, another private transfer will take you to your centrally located 4★ hotel.

This evening, celebrate your remarkable journey—and a truly special family occasion—with an exclusive premium wine tasting dinner led by a professional sommelier. Throughout an elegant multi-course menu, you’ll discover some of Italy’s most prestigious wines, thoughtfully paired to create an unforgettable culinary finale worthy of your 40th anniversary celebration.

Overnight in Rome.


Day 11 – Arrivederci Italia

After breakfast, your private driver will accompany you comfortably to Rome Fiumicino Airport for your flight home.

As your Italian journey comes to an end, you’ll return home with much more than beautiful photographs: you’ll carry unforgettable family moments, extraordinary landscapes, remarkable flavors, and memories of a celebration that will remain with you for years to come.

What is included

Accommodation

  • 10 nights in carefully selected accommodations
  • 2 nights in a 4★ hotel in Rome
  • 4 nights in a charming 4★ agriturismo in Val d’Orcia
  • 3 nights in a 4★ hotel in Florence
  • 1 night in a 4★ hotel in Rome
  • Daily breakfast
  • 2 Double Rooms

Day 1 – Arrival in Rome

  • Private transfer from Rome Fiumicino Airport to the hotel

Day 2 – Rome

  • Private guided walking tour of Baroque Rome
  • Half-day private driver service
  • Entrance tickets to the Galleria Borghese

Day 3 – Rome to Val d’Orcia

  • Private transfer from the hotel to Rome Train Station
  • Rental car
  • Full insurance for the rental car

Day 4 – Pienza

  • Private Tuscan cooking class
  • Visit to the farm and dairy
  • Four-course lunch with wine pairing

Day 5 – Val d’Orcia

  • Professional family photoshoot in Val d’Orcia
  • Wine tasting at a local winery
  • Selection of traditional Tuscan products

Day 6 – Siena

  • Private guided walking tour of Siena
  • Entrance tickets to the Monumental Cathedral Complex

Day 7 – Florence

  • Private transfer from the rental car office to the hotel
  • Comprehensive pass granting access to Florence’s iconic cathedral complex, including its monuments, panoramic viewpoints, museum, and historic baptistery

Day 8 – Florence

  • Private guided walking tour of Florence
  • Private artisan pasta-making demonstration
  • Organic pasta tasting
  • Tuscan wine tasting

Day 9 – Lucca

  • Round-trip regional train tickets Florence – Lucca

Day 10 – Florence to Rome

  • Private transfer from the hotel to Florence Train Station
  • High-speed train from Florence to Rome
  • Private transfer from Rome Train Station to the hotel
  • Premium wine tasting dinner with sommelier
  • Multi-course gourmet menu

Day 11 – Departure

  • Private transfer from the hotel to Rome Fiumicino Airport

Also Included

  • Personalized itinerary planning
  • Local assistance before and during your journey

What is not included

  • International flights
  • City taxes (payable directly at each hotel)
  • Meals and beverages not specifically mentioned
  • Optional activities and excursions
  • Travel insurance
  • Personal expenses
  • Any services not expressly listed under Included in the Price

DEPOSIT

must be paid by


7.200

BALANCE

must be paid by


16.800

TOTAL PRICE

€24.000

Policies & Terms

Cancellation Policy
Cancellations are subject to the following penalties calculated on the total trip price:

  • Deposit (30%) is non-refundable under any circumstances.

If the trip has been fully paid, the following penalties apply:

  • Up to 60 days before departure: 50% penalty
  • From 59 to 45 days before departure: 75% penalty
  • From 44 days prior to departure to the departure date: 100% penalty

Package Modifications

Once the package has been confirmed, modifications can be made up to 45 days before departure.

  • Upgrades: free of charge, except for the cost of the new services
  • Downgrades: subject to an agency fee of €200 per modified service

We strongly recommend purchasing travel insurance to protect your trip in case of unexpected cancellations, changes, or emergencies.

Payment Options & TERMS

Payment currency: € EURO

Accepted Payment Methods:
– Credit card
– Debit card
– Revolut Direct

Payment Terms
Deposit: 30% non-refundable, due at the time of booking confirmation.
Balance Payment: due between 60 and 80 days prior to the departure date.

All payments are to be made in € EURO.

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