
Italian Gems Grand Tour | Rome + Tuscany + Cinque Terre + Venice + Milan – 7-Day, 6-Night Private Luxury Journey
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Italian Gems Grand Tour | Rome + Tuscany + Cinque Terre + Venice + Milan – 7-Day, 6-Night Private Luxury Journey

Italian Gems Grand Tour | Rome + Tuscany + Cinque Terre + Venice + Milan – 7-Day, 6-Night Private Luxury Journey

Italian Gems Grand Tour | Rome + Tuscany + Cinque Terre + Venice + Milan – 7-Day, 6-Night Private Luxury Journey
Itinerary Overview
Rome – Civita di Bagnoregio – Siena | A Journey Through Medieval Sky-High Wonders
Depart from Rome to explore the sky-high town of Civita di Bagnoregio, then continue to Siena to experience the charm of this medieval art city.
Rome
Your private Mercedes V-Class luxury minibus will pick you up at your designated hotel in Rome to begin your journey.
Civita di Bagnoregio
Explore the medieval town known as the "City in the Sky." Stroll along ancient stone steps and immerse yourself in its serene and majestic atmosphere.
This location has served as a backdrop for several films and is now your exclusive haven of tranquility.
Siena
Travel to the heart of Tuscany, Siena. Pause at Piazza del Campo and admire the magnificent Gothic dome of Siena Cathedral.
Siena Area
Check into a high-quality hotel near Siena and fall asleep under the Tuscan night sky.
Dining Arrangements
- Breakfast Included
- Lunch Not Included
- Dinner Not Included
Accommodation
High-Quality Hotel near Siena
Siena – Florence – Pisa | The Brilliant Echoes of the Renaissance
Journey deep into the Tuscan countryside, explore the Renaissance landmarks of Florence, and then visit the Piazza dei Miracoli in Pisa.
Florence (Firenze)
Stroll to Piazza della Signoria, admire the Palazzo Vecchio, and marvel at the iconic red dome of the Cathedral of Santa Maria del Fiore.
Pisa
Explore the Piazza dei Miracoli and admire the Leaning Tower, the Cathedral, and the Baptistery, masterpieces of medieval architecture.
Pisa Area
Check into a hotel in or near Pisa and enjoy the tranquility of the Tuscan countryside.
Dining Arrangements
- Breakfast Included
- Lunch Not Included
- Dinner Not Included
Accommodation
Hotel in or near Pisa
Pisa – Cinque Terre – Milan | A Colorful Fairytale on the Cliffs
Discover the stunning Ligurian coastline, explore the colorful fishing villages of Cinque Terre, and head to Milan in the evening.
Cinque Terre
Wander along winding stone paths overlooking the Ligurian Sea. Explore 1-2 of the most iconic villages to experience the local slow pace of life.
Milan (Milano)
Drive to the fashion capital, Milan, and end the day amidst the vibrant city lights.
Dining Arrangements
- Breakfast Included
- Lunch Not Included
- Dinner Not Included
Accommodation
Hotel in Milan
Milan – Sirmione – Venice | Lakeside Splendor & a First Glimpse of the Floating City
Explore the vibrant pulse of Milan, visit Sirmione on Lake Garda, and arrive in Venice by evening.
Milan
Visit the Galleria Vittorio Emanuele II, a symbol of 19th-century luxury, and view the historic Castello Sforzesco from the outside.
Sirmione
Explore this ancient town on the shores of Lake Garda and experience the leisurely lifestyle of the Lombardy region.
Venice (Venezia)
Arrive at the "Pearl of the Adriatic," Venice, and feel the unique charm of this city on the water as it glistens in the canal lights.
Dining Arrangements
- Breakfast Included
- Lunch Not Included
- Dinner Not Included
Accommodation
Hotel in or near Venice
Venice | A Romantic Poem in the Heart of the Canals
Spend the entire day exploring the main islands of Venice, visiting St. Mark's Square, and gliding through the canals on a gondola.
Venice Main Island
Take your private vehicle to the main island of Venice. Stroll along the canals, visit St. Mark's Square, and admire St. Mark's Basilica.
Venice
Cross the Bridge of Sighs and feel the weight of history. Enjoy a special gondola ride, viewing the ancient architecture and bridges from the water.
Experience the ultimate romance of "living within a painting."
Dining Arrangements
- Breakfast Included
- Lunch Not Included
- Dinner Not Included
Accommodation
Hotel in or near Venice
Venice – Rimini – Assisi – Rome | A Pilgrimage from the Water City to the Holy City
Embark on a cultural journey from north to south, with a brief stop in Rimini, a visit to the holy city of Assisi, and arrival in Rome by evening.
Rimini
Make a brief stop to soak in the charming atmosphere of the Adriatic coast.
Assisi
Explore the hilltop town of Assisi in Umbria. Wander through medieval streets, visit the Basilica of Saint Francis, and absorb its spiritual atmosphere and artistic heritage.
Rome (Roma)
Arrive in the Eternal City, Rome. Check into your hotel near Rome to rest and prepare for your in-depth exploration of the city.
Dining Arrangements
- Breakfast Included
- Lunch Not Included
- Dinner Not Included
Accommodation
Hotel near Rome
Rome | The Grand Finale of the Eternal City
Savor Rome at your own pace, visiting the Spanish Steps, the Trevi Fountain, and the Colosseum. The tour concludes with airport transfer.
Rome
Visit the Spanish Steps to relive the iconic moments from *Roman Holiday* and pause at the Fontana della Barcaccia.
Rome
Go to the Trevi Fountain. Toss a coin over your shoulder into the fountain, making a wish to return to Rome one day.
Rome
Explore the heart of ancient Rome. Visit the Colosseum and the Arch of Constantine, listening to the echoes of two thousand years of history.
Rome
Your journey concludes. Your private driver and guide will safely transfer you to your designated transport hub in Rome.
Dining Arrangements
- Breakfast Included
- Lunch Not Included
- Dinner Not Included
Accommodation
None
Transparent Pricing & Package Comparison
100% private tailored tours — choose freely between VIP All-Inclusive or Chauffeur-Only packages
👑VIP All-Inclusive Luxury Package
Complete peace of mind, prime scenic accommodation, all signature admissions included — the ultimate wallet-free experience.
- Private Luxury Fleet: Mercedes-Benz V-Class (7-8 seats) or business van, incl. all fuel, tolls & city entry fees
- Dedicated Bilingual Driver-Guide: Professional chauffeur-guide accompanying you throughout, zero mandatory tipping
- Prime-Location 4-5 Star Hotels: Handpicked hotels/heritage estates within scenic zones (Glass Igloos in Arctic), zero remote detours
- All Key Attraction Tickets: Major experiences included (icebreaker cruise, king crab safari, Jungfrau railway, castle entries, etc.)
- Daily Hotel Breakfast: Premium breakfast included daily + driver-guide's out-of-town accommodation fully covered
🚗Chauffeur-Only Package
Ideal for guests who prefer to book their own hotels (e.g. hotel reward points redemption), explore local dining, and enjoy full freedom.
- Private Luxury Vehicle: Mercedes-Benz V-Class / luxury business van, door-to-door service incl. fuel & insurance
- Experienced Driver-Guide: Concierge-style chauffeur service, out-of-town guide accommodation fully covered
- 1-on-1 Route Optimization: Custom route planning & optimal timing tailored by your dedicated travel consultant
- Attraction admissions & dining at your own leisure (guide can assist with skip-the-line bookings)
- Hotels booked independently (we provide curated prime-location recommendation lists)
Why Choose OuluTrip Private Tailored Travel? (Our Value Philosophy)
True luxury travel means spending your time admiring breathtaking scenery, not sitting in traffic. We carefully select hotels and heritage estates within core scenic zones. We never compromise on location to save costs — saving you 2–3 hours of daily back-and-forth transit.
Never share vehicles with strangers. Enjoy the spacious cabin of a 7-8 seat Mercedes-Benz V-Class. Stop safely whenever you spot a scenic view, and travel strictly according to your family's preferred rhythm — free from early morning roll calls.
We provide fully transparent dual-mode pricing with no hidden commissions, compulsory shopping stops, or unexpected surcharges. For families and small groups, sharing a private chartered vehicle delivers unmatched per-person value.
📌 About Our Group Tier Scaling:
• European private charters are calculated per vehicle — private departures start from just 2 guests (never joined by strangers);
• As your party size grows (e.g. 4 or 6-7 family members), fixed vehicle and guide costs are shared, significantly reducing the per-person start price!
Booking Information & Frequently Asked Questions
Guest Reviews
Your travel experience matters to us
Share Your Journey
We've just set sail, and stories from our first guests are on the way. If you've traveled with OuluTrip, we'd love to hear about your experience.
✨ 4 guests is the ideal group size — best balance of comfort and value.
- 100% private group · no strangers
- Deposit to book, flexible balance payment
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