Italy's Classic Four-City Grand Tour: Milan + Venice + Rome + Assisi 4-Day, 3-Night Private Journey
This itinerary can be fully customized — talk to an advisorTalk to an Advisor →
At a glance
- Length
- 4 Days, 3 Nights
- Start / end
- Milan → Rome
- Suits
- Seniors
- Best season
- Spring, Summer, Autumn
Day by day
- Day 1Milan → Sirmione
- Day 2Venice → Rimini
- Day 3Assisi → Rome
- Day 4Rome
Price includes
Chauffeur only: private car, Chinese-speaking driver-guide, fuel, tolls and parking, the guide’s room and meals.
All-inclusive: everything above plus hotels, the main tickets listed in the itinerary and daily breakfast.
Not included
Flights, visas, travel insurance and personal spending; with Chauffeur only, hotels, tickets and meals are yours to arrange.
Practical details
- Pick-up point and start time: agreed with your consultant when you book.
- Luggage: a 7-8 seat Mercedes V-Class takes about 7 large cases; larger groups or more luggage get a bigger vehicle.
- Child seats: available — tell us the children’s ages and weights when booking.
How to book
- Contact a consultant (WeChat, WhatsApp or the enquiry form) with your dates, group size and ideas
- The consultant confirms each day, the vehicle and hotels, and sends a quote
- Once you accept the quote, pay in full to secure the vehicle and driver-guide
Cancellation and changes: see our booking terms and cancellation policy
Tour Highlights
Itinerary Overview
Milan – Sirmione: From the Fashion Capital to Tranquil Moments on Lake Garda
Depart from Milan's iconic landmarks and journey to Sirmione on the shores of Lake Garda, experiencing a seamless transition from modern style to lakeside serenity.
Milan
Begin your journey in a 7-8 seat Mercedes-Benz V-Class business van.
Milan
Stroll through the Galleria Vittorio Emanuele II, experiencing the fusion of 19th-century architectural art and contemporary fashion brands.
Milan
Pause before the Sforza Castle, gazing upon the majestic silhouette of this medieval fortress.
Milan
Ascend to the rooftop of Milan Cathedral for a panoramic view of the city's terracotta rooftops (advance booking recommended).
Advance booking recommended
Sirmione
Depart the city and head to the charming town of Sirmione on Lake Garda.
Sirmione
Wander along ancient cobblestone streets, admire the lakeside flowers, and explore the Scaliger Castle.
Dining Arrangements
- Breakfast At the hotel
- Lunch Not included
- Dinner Not included
Accommodation
Boutique hotel in or near Venice
Venice – Rimini: Gliding on the Adriatic, Listening to the Ancient Whispers of the Floating City
Delve into the soul of Venice, experience a gondola ride, and then journey to Rimini for seaside relaxation.
Venice
Your private driver-guide will navigate the alleyways, steering clear of crowds to discover tranquil, hidden corners.
Venice
Stroll through St. Mark's Square, admiring the golden domes and bell tower of St. Mark's Basilica.
Venice
Cross the Bridge of Sighs and feel the weight of history.
Venice
Experience a gondola ride or a Grand Canal boat tour, gliding through the winding waterways.
Rimini
Head south along the coastline to the resort town of Rimini.
Rimini
After checking into the hotel, enjoy a leisurely stroll along the beach, savoring the Adriatic Sea breeze.
Dining Arrangements
- Breakfast At the hotel
- Lunch Not included
- Dinner Not included
Accommodation
Local hotel in Rimini
Rimini – Assisi – Rome: Pilgrimage to the Birthplace of Saint Francis, a Journey of Faith Through the Millennia
Depart from Rimini for a pilgrimage to Assisi, then drive to Rome to check into a high-star hotel.
Assisi
Depart from Rimini and travel to the hilltop town of Assisi in the Umbria region.
Assisi
Stroll through the upper town and visit the Basilica of Saint Francis, admiring Giotto's frescoes.
Assisi
Absorb the atmosphere of peace and compassion in Piazza di San Francesco.
Rome
Drive to the Eternal City of Rome.
Dining Arrangements
- Breakfast At the hotel
- Lunch Not included
- Dinner Not included
Accommodation
High-star hotel in central Rome
Rome – Final Stop: Reliving the Romance of 'Roman Holiday' and Touching the Backbone of an Empire
Revisit classic Roman film locations and historical ruins, followed by a transfer to conclude the journey.
Rome
Stroll through the Spanish Steps, feeling the romance of 'Roman Holiday'.
Rome
Visit the Trevi Fountain and toss a coin to make a wish.
Rome
Tour the Colosseum and the Arch of Constantine (advance ticket booking recommended).
Advance ticket booking recommended
Rome
Private transfer to Rome Tiburtina train station or another designated meeting point.
Dining Arrangements
- Breakfast At the hotel
- Lunch Not included
- Dinner Not included
Accommodation
None
Transparent Pricing & Package Comparison
Your group only, never shared. Choose All-inclusive or Chauffeur only
All-inclusive
Car, driver-guide, hotels, the main tickets on the itinerary and daily breakfast in one quote, so there is nothing left to book once you arrive.
- Private car: Mercedes-Benz V-Class (7-8 seats) or 9-seat van, incl. fuel, tolls & city entry fees
- Driver-guide: A Chinese- and English-speaking driver who also guides, with you throughout; no mandatory tipping
- Hotels: 4-5 star hotels or country-house hotels near the sights or in town (glass igloos on Arctic trips), not far-out locations
- Tickets: The main tickets and activities on the itinerary (icebreaker cruise, king crab safari, Jungfrau railway, castle entries, etc.)
- Breakfast & guide costs: Hotel breakfast every day; the driver-guide's out-of-town room and meals are covered
Chauffeur only
For guests who would rather book their own hotels (for example with Marriott or Hilton points) and choose their own restaurants.
- Private car: Mercedes-Benz V-Class or 9-seat van, door to door along the itinerary, incl. fuel & insurance
- Driver-guide: Drives and explains along the way; the guide's out-of-town room and meals are covered
- Route check: Before you travel, go through each day's route and timings one-to-one with a consultant, at no extra cost
- Tickets and meals paid by you (the guide can help book them)
- Hotels booked by you (we send a list of hotels along the route)
Why Choose OuluTrip Private Tailored Travel? (Our Value Philosophy)
We book hotels near the sights or along the route rather than cheaper ones far out of town, so there is less doubling back and the first stop of the day is not far away.
Only your family or friends are in the car — a 7-8 seat Mercedes V-Class with room for luggage. Stop somewhere safe when you see a view you like, and set the start time and pace of each day yourselves, with no coach-tour roll calls.
Chauffeur only and All-inclusive are quoted separately, with what is and isn't included listed above. No shopping stops, no compulsory extras. The more of you travel together, the less the car costs each person.
📌 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
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Listed prices assume 4 guests travelling together.
- 100% private group · no strangers
- Pay in full when you book
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