✈ 8-Day Milan & Florence Vacation with Cinque Terre Day Trip. Based on Two Guests per Room. Buy One Voucher per Person.
Gregory
Experience Italy in 8 days — discover fashion and art in Milan, Renaissance treasures in Florence, and the stunning coastal villages of Cinque Terre
What You Get
- Each person must buy a voucher; price is based on two people traveling together and sharing a room. Additional fee to travel solo.
- Choose your package from the drop-down menu. After purchasing this deal, follow the instructions on your voucher to book your trip with Weekender Breaks no later than 04-20-2026.*
- You may redeem here or by calling 1-929-207-0129.
Know Before You Go
- Additional fees to travel solo: varies, please contact Weekender Breaks for pricing and details.
- Additional taxes & fees: City taxes not included.
- B&B Hotel Milano Ornato OR B&B Hotel Milano Sesto OR Similar - City Tax = €7.40 per room per night
- Diana Park Hotel Florence OR Hotel Palazzo Vecchio OR Similar - City Tax = €6 per room per night
- Minimum travel age: 18 years old.
- Minimum check-in age: 18 years old.
- A passport is required for all travel outside the U.S.
- Passports must be valid for at least six months after the date of travel, and contain at least two blank visa pages.
- Before international travel, always check the State Department's website for important info on the destination and its entry/exit requirements.
- Official language: Italian
- Currency: Euro (EUR)
- Cancellation Policy: All cancellations are subject to penalties. Please refer to Weekender Breaks' Terms & Conditions for more details: https://weekender-breaks.com/terms-conditions. Airfare is non-refundable after booking.
Compelling Overview of the Tour
Flights & Transportation:
- Round-trip airfare to Milan (MXP) from:
- New York City
- San Francisco (SFO) - See Parking Deals Here
- Los Angeles (LAX) - See Parking Deals Here
- Boston (BOS) - See Parking Deals Here
- Denver (DEN) - See Parking Deals Here
- Houston (IAH) - See Parking Deals Here
- Washington, DC (IAD) - See Parking Deals Here
- Orlando (MCO) - See Parking Deals Here
- Miami (MIA) - See Parking Deals Here
- Dallas (DFW) - See Parking Deals Here
- Chicago (ORD) - See Parking Deals Here
- Atlanta (ATL) - See Parking Deals Here
- Airline taxes & fuel surcharges included
- Return rail transportation between Milan & Florence included
- Airline & flight times are determined at the time of booking
Included Tour:
- Cinque Terre full day trip from Florence included (transport only)
8-Day Milan & Florence Vacation - Hotels (6 nights + 1 overnight flight)
- 3 nights of accommodations at B&B Hotel Milano Ornato OR B&B Hotel Milano Sesto OR Similar in Milan
- 3 nights of accommodations at Diana Park Hotel Florence OR Hotel Palazzo Vecchio OR Similar in Florence
The Itinerary
Day 1: Travel from the US to Milan, Italy Board an overnight flight from the US to Milan, located in Italy's stylish north. As the country's fashion and design capital, Milan blends modern sophistication with centuries of artistic and architectural excellence. Relax onboard as you make your way across the Atlantic, ready to begin your Italian adventure upon arrival.
Day 2: Day at Leisure in Milan Arrive in Milan and take time to unwind after your journey. Begin exploring the city with a visit to the Duomo di Milano, a masterpiece of Gothic architecture that took nearly six centuries to complete. Climb (or take the elevator) to the rooftop terraces for panoramic views of the city's skyline and the distant Alps. Wander next door to the elegant Galleria Vittorio Emanuele II, Italy's oldest shopping arcade, filled with designer boutiques and historic cafés. End your evening with a stroll through Brera District, known for its art galleries, cobbled streets, and excellent restaurants.
Day 3: Day at Leisure in Milan Continue your discovery of Milan's treasures. Visit Santa Maria delle Grazie, home to Leonardo da Vinci's The Last Supper, one of the most celebrated works in Western art. Afterwards, step into Sforza Castle (Castello Sforzesco), once the residence of Milanese dukes and now housing several world-class museums. Spend the afternoon enjoying Parco Sempione, the lush park behind the castle, perfect for a relaxing walk or gelato break. In the evening, consider attending a performance at the legendary La Scala Opera House for an unforgettable cultural experience.
Day 4: Train Transfer to Florence Board a morning high-speed train for the journey south to Florence, the cradle of the Renaissance. In just under three hours, you'll arrive in a city steeped in art, history, and architectural wonder. Spend the afternoon exploring Florence's historic heart — visit the Duomo, Baptistery, and Giotto's Bell Tower, all clustered in the stunning Piazza del Duomo. Wander across the iconic Ponte Vecchio bridge lined with jewelers' shops before enjoying dinner at a cozy trattoria serving Tuscan specialties such as bistecca alla fiorentina.
Day 5: Day Trip to Cinque Terre (Included) Embark on a full-day excursion to the breathtaking Cinque Terre, a string of five pastel-colored villages perched along the rugged Ligurian coastline. Travel by coach and train, and if weather allows, enjoy a scenic boat ride that reveals the dramatic cliffs and vineyards from the sea. Explore the narrow lanes of Vernazza, sample fresh seafood in Monterosso, and take in the sweeping sea views from Manarola. After a day of discovery, return to Florence for an overnight stay.
Day 6: Day at Leisure in Florence Dedicate this day to savoring more of Florence's unmatched cultural riches. Visit the Uffizi Gallery, home to masterpieces by Botticelli, Michelangelo, and Leonardo da Vinci. Stop by the Accademia Gallery to see Michelangelo's David, then wander through the artisan workshops of the Oltrarno district. As evening falls, enjoy a sunset view from Piazzale Michelangelo, offering an unforgettable panorama of the city's terracotta rooftops and the Arno River.
Day 7: Return to Milan After breakfast, board a high-speed train back to Milan. Spend your final evening revisiting a favorite spot or discovering a new corner of the city — perhaps the chic Navigli District, famous for its canals and vibrant nightlife. Enjoy a farewell dinner featuring Lombard cuisine and raise a glass of Italian wine to the adventures of the past week.
Day 8: Fly Back to the US Transfer to Milan Malpensa Airport for your return flight to the United States. As you depart, take one last look at Italy's beautiful landscapes and reflect on your unforgettable journey through its art, history, and charm.
Optional Tours & Upgrades (Book through Weekender Breaks)
Milan
- Optional: Milan Duomo Cathedral Tour
- Optional: Milan Sforza Castle Entry Ticket with Digital Audioguide
- Optional: Milan Fast-Track Milan Cathedral and Terraces Guided Tour
Florence
- Optional: Uffizi Gallery Entrance Ticket with Priority Access
- Optional: Duomo Cathedral Skip-the-Line Ticket
- Optional: Highlights Walking Tour with Expert Guide
Contact Weekender Breaks at 1-929-207-0129 for Questions About:
- Flying from any airport not listed here
- Extending your trip or traveling on dates not listed here
- The availability of your desired travel dates
- Traveling with children
- Booking optional tours and upgrades
Experience Italy in 8 days — discover fashion and art in Milan, Renaissance treasures in Florence, and the stunning coastal villages of Cinque Terre
What You Get
- Each person must buy a voucher; price is based on two people traveling together and sharing a room. Additional fee to travel solo.
- Choose your package from the drop-down menu. After purchasing this deal, follow the instructions on your voucher to book your trip with Weekender Breaks no later than 04-20-2026.*
- You may redeem here or by calling 1-929-207-0129.
Know Before You Go
- Additional fees to travel solo: varies, please contact Weekender Breaks for pricing and details.
- Additional taxes & fees: City taxes not included.
- B&B Hotel Milano Ornato OR B&B Hotel Milano Sesto OR Similar - City Tax = €7.40 per room per night
- Diana Park Hotel Florence OR Hotel Palazzo Vecchio OR Similar - City Tax = €6 per room per night
- Minimum travel age: 18 years old.
- Minimum check-in age: 18 years old.
- A passport is required for all travel outside the U.S.
- Passports must be valid for at least six months after the date of travel, and contain at least two blank visa pages.
- Before international travel, always check the State Department's website for important info on the destination and its entry/exit requirements.
- Official language: Italian
- Currency: Euro (EUR)
- Cancellation Policy: All cancellations are subject to penalties. Please refer to Weekender Breaks' Terms & Conditions for more details: https://weekender-breaks.com/terms-conditions. Airfare is non-refundable after booking.
Compelling Overview of the Tour
Flights & Transportation:
- Round-trip airfare to Milan (MXP) from:
- New York City
- San Francisco (SFO) - See Parking Deals Here
- Los Angeles (LAX) - See Parking Deals Here
- Boston (BOS) - See Parking Deals Here
- Denver (DEN) - See Parking Deals Here
- Houston (IAH) - See Parking Deals Here
- Washington, DC (IAD) - See Parking Deals Here
- Orlando (MCO) - See Parking Deals Here
- Miami (MIA) - See Parking Deals Here
- Dallas (DFW) - See Parking Deals Here
- Chicago (ORD) - See Parking Deals Here
- Atlanta (ATL) - See Parking Deals Here
- Airline taxes & fuel surcharges included
- Return rail transportation between Milan & Florence included
- Airline & flight times are determined at the time of booking
Included Tour:
- Cinque Terre full day trip from Florence included (transport only)
8-Day Milan & Florence Vacation - Hotels (6 nights + 1 overnight flight)
- 3 nights of accommodations at B&B Hotel Milano Ornato OR B&B Hotel Milano Sesto OR Similar in Milan
- 3 nights of accommodations at Diana Park Hotel Florence OR Hotel Palazzo Vecchio OR Similar in Florence
The Itinerary
Day 1: Travel from the US to Milan, Italy Board an overnight flight from the US to Milan, located in Italy's stylish north. As the country's fashion and design capital, Milan blends modern sophistication with centuries of artistic and architectural excellence. Relax onboard as you make your way across the Atlantic, ready to begin your Italian adventure upon arrival.
Day 2: Day at Leisure in Milan Arrive in Milan and take time to unwind after your journey. Begin exploring the city with a visit to the Duomo di Milano, a masterpiece of Gothic architecture that took nearly six centuries to complete. Climb (or take the elevator) to the rooftop terraces for panoramic views of the city's skyline and the distant Alps. Wander next door to the elegant Galleria Vittorio Emanuele II, Italy's oldest shopping arcade, filled with designer boutiques and historic cafés. End your evening with a stroll through Brera District, known for its art galleries, cobbled streets, and excellent restaurants.
Day 3: Day at Leisure in Milan Continue your discovery of Milan's treasures. Visit Santa Maria delle Grazie, home to Leonardo da Vinci's The Last Supper, one of the most celebrated works in Western art. Afterwards, step into Sforza Castle (Castello Sforzesco), once the residence of Milanese dukes and now housing several world-class museums. Spend the afternoon enjoying Parco Sempione, the lush park behind the castle, perfect for a relaxing walk or gelato break. In the evening, consider attending a performance at the legendary La Scala Opera House for an unforgettable cultural experience.
Day 4: Train Transfer to Florence Board a morning high-speed train for the journey south to Florence, the cradle of the Renaissance. In just under three hours, you'll arrive in a city steeped in art, history, and architectural wonder. Spend the afternoon exploring Florence's historic heart — visit the Duomo, Baptistery, and Giotto's Bell Tower, all clustered in the stunning Piazza del Duomo. Wander across the iconic Ponte Vecchio bridge lined with jewelers' shops before enjoying dinner at a cozy trattoria serving Tuscan specialties such as bistecca alla fiorentina.
Day 5: Day Trip to Cinque Terre (Included) Embark on a full-day excursion to the breathtaking Cinque Terre, a string of five pastel-colored villages perched along the rugged Ligurian coastline. Travel by coach and train, and if weather allows, enjoy a scenic boat ride that reveals the dramatic cliffs and vineyards from the sea. Explore the narrow lanes of Vernazza, sample fresh seafood in Monterosso, and take in the sweeping sea views from Manarola. After a day of discovery, return to Florence for an overnight stay.
Day 6: Day at Leisure in Florence Dedicate this day to savoring more of Florence's unmatched cultural riches. Visit the Uffizi Gallery, home to masterpieces by Botticelli, Michelangelo, and Leonardo da Vinci. Stop by the Accademia Gallery to see Michelangelo's David, then wander through the artisan workshops of the Oltrarno district. As evening falls, enjoy a sunset view from Piazzale Michelangelo, offering an unforgettable panorama of the city's terracotta rooftops and the Arno River.
Day 7: Return to Milan After breakfast, board a high-speed train back to Milan. Spend your final evening revisiting a favorite spot or discovering a new corner of the city — perhaps the chic Navigli District, famous for its canals and vibrant nightlife. Enjoy a farewell dinner featuring Lombard cuisine and raise a glass of Italian wine to the adventures of the past week.
Day 8: Fly Back to the US Transfer to Milan Malpensa Airport for your return flight to the United States. As you depart, take one last look at Italy's beautiful landscapes and reflect on your unforgettable journey through its art, history, and charm.
Optional Tours & Upgrades (Book through Weekender Breaks)
Milan
- Optional: Milan Duomo Cathedral Tour
- Optional: Milan Sforza Castle Entry Ticket with Digital Audioguide
- Optional: Milan Fast-Track Milan Cathedral and Terraces Guided Tour
Florence
- Optional: Uffizi Gallery Entrance Ticket with Priority Access
- Optional: Duomo Cathedral Skip-the-Line Ticket
- Optional: Highlights Walking Tour with Expert Guide
Contact Weekender Breaks at 1-929-207-0129 for Questions About:
- Flying from any airport not listed here
- Extending your trip or traveling on dates not listed here
- The availability of your desired travel dates
- Traveling with children
- Booking optional tours and upgrades
Need To Know Info
- Promotional value expires Apr 20, 2026. Amount paid never expires.
- Book By 04/20/26 or promo value expires
- Limit 1 per person, may buy 3 additional as gifts
- Each person must buy a voucher; price is based on two people traveling together and sharing a room
- All cancellations are subject to penalties; please refer to 'Weekender Breaks’ Terms & Conditions for more details: https://weekender-breaks.com/terms-conditions
- Reservation required, subject to availability
- No cancellations once booking has been made and confirmed
- Airfare nonrefundable after booking
- Must be 18+ to check in
- Credit card required at booking and check-in
- Baggage fees may apply and vary by carrier
- Airline subject to change/availability
- Airfare includes carrier and government taxes & fees
- Not all tours are handicapped accessible, please contact Weekender Breaks US at 1-929-207-0129 to confirm
- A passport is required for all travel outside the U
- S
- Before international travel, always check the State Department’s website, http://travel.state.gov, for important info on the destination and its entry/exit requirements
- Additional fee to travel solo: Pricing will vary visit Weekender Breaks for pricing
- To redeem the voucher(s), please submit your redemption codes and names of the travelers via online form or call toll-free at 1-929-207-0129
- Reservation required by 02/10/26
- Minimum Travel Age: 18
- Minimum Check-In Age: 18
- City taxes not included
- B&B Hotel Milano Ornato OR B&B Hotel Milano Sesto OR Similar - City Tax = €7.40 per room per night | Diana Park Hotel Florence OR Hotel Palazzo Vecchio OR Similar - City Tax = €6 per room per night
- Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.
- Learn about Strike-Through Pricing and Savings
About ✈ 8-Day Milan & Florence Vacation with Cinque Terre Day Trip & Air from Weekender Breaks
Customer Reviews
Merchant reply:
Merchant reply:
Merchant reply:
Merchant reply:
Merchant reply: