Milan, Venice & Florence: Three Icons of Italian Style, Romance & Art
From Milan’s Fashion Streets to Venice’s Canals & Florence’s Renaissance Treasures
Milan, Venice & Florence
- 10 Days, 9 Nights
- Double Occupancy
- All Year
- Italy
Details
Experience the diversity of Italy with an unforgettable Milan, Venice, and Florence tour, bringing together world-class fashion, romantic waterways, and extraordinary Renaissance heritage. Begin in Milan, Italy’s capital of fashion and design, where the magnificent Duomo di Milano, elegant Galleria Vittorio Emanuele II, and vibrant cultural scene showcase the city’s sophisticated character. Continue to Venice, a remarkable city of canals, historic palaces, and picturesque bridges, where you can admire St. Mark’s Basilica, explore Doge’s Palace, cross the famous Rialto Bridge, and enjoy a traditional gondola ride through its enchanting waterways. Complete your Italian adventure in Florence, the birthplace of the Renaissance, renowned for its artistic masterpieces, architectural wonders, and timeless Tuscan charm. Admire the magnificent Florence Cathedral, stroll across the historic Ponte Vecchio, and discover world-famous works of art while exploring the city’s charming streets and lively piazzas. Along the way, indulge in authentic Italian cuisine, sample regional wines, and experience the distinctive traditions that make each destination unique. Perfect for travelers seeking cultural discovery, architectural beauty, fashion, and gastronomy, this Italy holiday combines three remarkable cities into one enriching journey. Plan your Milan, Venice, and Florence vacation with Jo Vacations and experience the art, style, and romance of Italy.
$6850
Payment Terms
- 200$ deposit is required to secure your trip!
- Set up to 10 installments plan!
- 2 months before the trip, the total cost of the trip, a copy of all participants’ passports & your flight tickets are required.
What's Included in the trip?
Included
- 3 Nights Accommodation in Milan in 4* star accommodation
- 3 Nights Accommodation in Venice in 4* star accommodation
- 3 Nights Accommodation in Florence in 4* star accommodation
- Daily Breakfast
- Private Milan Highlights & Duomo Tour
- Private Lake Como Day Trip
- 1st Class High-speed train tickets to Venice
- Private 30-minute Gondola Ride
- Private Venice Highlights & St. Mark's Basilica Tour
- Private Murano & Burano Experience
- 1st Class High-Speed Train Tickets to Florence
- Private Renaissance Highlights Tour in Florence
- Private San Gimignano, Chianti Wine Country & Siena Tour
- Private Val d’Orcia, Pienza, Bagno Vignoni & Brunello Wine Experience
- Private Airport / Train Transfers
- All entrance fees & taxes for activities
- English speaking professional guides on your activities
- All ground transportation for scheduled activities
- 24/7 support & concierge services during your trip via whats app from our Local Team
Not Included
- Any applicable visas (U.S. passport holders do not need a visa to enter Italy)
- ETIAS Cost if needed (electronic travel authorization for non-EU travelers who currently do not need a visa to enter European countries in the Schengen Zone)
- International flights
- Anything not mentioned
- Accommodation Tax (payable upon check out)
- Personal Expenses
- Travel Insurance
Important Note
You will arrive at Venice Marco Polo Airport (VCE) and depart from Florence Airport, Peretola (FLR), officially known as Amerigo Vespucci Airport.
Single Occupancy
Prices are calculated based on double occupancy, meaning two people sharing one room (with a friend, partner, or family member).
Solo travelers or guests requesting a private room will incur an adjusted rate.
Sample Itinerary
Please note this is a sample itinerary.
Your actual itinerary may vary based on your preferences and feedback.
Welcome to Milan
Touch down in Italy’s sleek capital of style! Your private chauffeur will whisk you from the airport straight to your hotel so you can settle in effortlessly. The rest of the day is yours to kick-start the adventure—stroll past high-fashion boutiques, sip an authentic Italian aperitivo, and soak in the vibrant atmosphere of Milan at your own pace.
Private Milan Highlights & Duomo
Hit the streets of Italy’s most stylish city! Join your expert private guide for a fantastic 3-hour deep dive into Milan’s dazzling historic heart. The absolute crown jewel of your tour? Bypassing the lines to step right inside the breathtaking Milan Duomo—a soaring, magnificent Gothic masterpiece adorned with thousands of intricate statues and spires that took nearly six centuries to complete!
Private Lake Como Day Trip
Trade the bustling city streets for the spectacular, star-studded shores of Lake Como! Your private Mercedes will whisk you away to Italy’s most glamorous lake, where an expert guide will take you on a breathtaking full-day adventure. Wander through the lush, romantic botanical gardens of the magnificent Villa Carlotta, explore charming lakeside villages, and soak up those million-dollar Alpine views before enjoying a smooth, private ride back to Milan.
Milan to Venice: High-Speed Rail & Classic Gondola Experience
Say goodbye to Milan and leap into the magic of the Floating City! Your private driver will drop you at the station, where you’ll board a high-speed train and zip across Northern Italy in 1st-class comfort. Upon arrival in Venice, step off the platform and directly onto a sleek private water taxi that speeds you straight to your hotel doorstep. Later, experience pure magic: board a private gondola and glide down enchanting canals, past centuries-old palaces and under romantic bridges for an unforgettable first look at Venice from the water.
Venice Highlights private tour
Meet your expert local guide for an enchanting stroll through the absolute heart of the Floating City. Stand in the magnificent center of St. Mark’s Square and step right inside St. Mark’s Basilica to marvel at its breathtaking golden mosaics. Afterward, trade the cobblestones for the water! Hop aboard a sleek private boat for a glamorous 1-hour cruise down the iconic Grand Canal and through Venice’s quiet, hidden waterways to see the city from its best angle.
Private Murano & Burano Experience
Step aboard your sleek private water taxi and cruise out into the sparkling Venetian lagoon with your expert guide! First, witness the blazing furnaces of Murano, where master artisans blow and shape world-famous glass right before your eyes. Then, sail over to Burano—a photographer’s absolute dream, famous for its delicate handmade lace and dazzling, rainbow-colored fishermen’s houses. After soaking in the vibrant island charm, enjoy a scenic, breezy cruise back to the heart of Venice.
Venice to Florence & Renaissance Highlights
Bid farewell to Venice as your private water taxi sweeps you across the lagoon to the station for a high-speed, 1st-class train journey into the heart of Tuscany. Arrive in Florence—the glorious cradle of the Renaissance—where your chauffeur will whisk you straight to your hotel. Later, hit the vibrant cobblestone streets with an expert local guide to discover the legendary artists, architects, and dynasties that shaped the city. The grand finale? Skipping the long lines at the Accademia Gallery to stand face-to-face with Michelangelo’s magnificent David.
San Gimignano, Chianti Wine Country & Siena
Set off into postcard-perfect Tuscany for a day of ancient towers, world-class wines, and medieval majesty! Your private driver will escort you first to San Gimignano, where iconic medieval skyscrapers rise above idyllic rolling hills. After exploring its charming stone streets, journey deep into the heart of Chianti Classico. Here, tour a renowned wine estate, sip bold vintages, and savor a exquisite vineyard lunch surrounded by endless rows of vines. Cap off your afternoon in Siena, wandering the breathtaking historic center and standing in awe of the legendary Piazza del Campo before a smooth private return to Florence.
Val d’Orcia, Pienza, Thermal Waters & Brunello Wine Experience - lunch included
Journey south into the picture-perfect Val d’Orcia, a UNESCO-protected landscape of cypress-lined roads and postcard hills. First, explore Pienza—the jewel of Renaissance town planning—celebrated for its dramatic valley views and famous pecorino cheese. Next, stop in Bagno Vignoni, a mesmerizing village built around an ancient steam-filled thermal water basin. Your journey culminates in the prestigious Montalcino countryside: tour an exclusive estate, sample world-renowned Brunello di Montalcino wines, and enjoy a delicious vineyard lunch before your private chauffeur drives you smoothly back to Florence.
Departure from Florence
Savor your final morning soaking up the charm of Florence over a rich espresso and warm pastry. When it is time to say goodbye, your private chauffeur will meet you at your hotel for a smooth, stress-free transfer to the airport for your flight home. Arrivederci Italia!
Departure airport: Florence Airport, Peretola, in Italian Aeroporto di Firenze-Peretola, formally Amerigo Vespucci Airport (FLR)
Travel Plan & Logistics
Accommodations
We will provide you with a list of accommodation options based on your budget and any preferences you provide to us once your trip is confirmed – this gives you the opportunity to select the hotel that best suits your taste.
Dates of travel
The best time to visit Italy depends on your preferred destinations and travel experiences. Spring, from April to June, brings mild temperatures, blooming landscapes, and excellent conditions for sightseeing, city breaks, and countryside exploration. Autumn, particularly September and October, offers pleasant weather, seasonal cuisine, wine harvest experiences, and opportunities to explore popular destinations with fewer summer crowds. Summer, from June to August, is ideal for beach holidays along the Amalfi Coast, Sardinia, Sicily, and the Italian Riviera, although temperatures can be high and major attractions busy. Winter offers a different perspective, with festive Christmas markets, quieter city experiences, and excellent skiing opportunities in the Italian Alps and Dolomites. With its diverse regional climates and year-round attractions, Italy is a destination that can be enjoyed in every season.
Flights
Flights are not included. However, we do provide assistance with finding the right flights for your dates.
Please email us at info@jovacations.com, with your preferred dates and state of departure and we will send over some options.
2 months before the trip starts
- The total cost must be paid by all the participants
- Sign the waiver
- Send us a copy of all participants’ passports
- Send us the flight tickets of all the participants
Need Help?
- +30 697 7071562
- info@jovacations.com
Cancellation Policy

Payments and Refunds
All deposits are non-refundable.
Cancellations 60+ Days Out: If you cancel your booking 60 days or more before the trip start date, you are entitled to a refund of all amounts paid toward the trip, excluding the non-refundable deposit and any applicable bank transaction fees.
Cancellations by Client
The deposit is non-refundable.
Payments made after your deposit:
- 60 days or more before the trip starts: free cancellation & refund, excluding the per-person deposit & bank transaction fees.
- 60-0 days before the trip starts, 100% cancellation fees apply.
Amendments and Transfers
Clients may transfer payments to a future trip or another participant before the payment due date, but this involves administrative fees. Amendments or cancellations made less than 60 days prior are subject to additional conditions.
Travel Insurance and Unused Services
Clients are responsible for obtaining travel insurance to cover cancellations, trip interruptions, or other unforeseen events. Missed or unused services are not refundable.
For full details, please visit the Terms and Conditions page.

