68%
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19%
What You Get
How to Book
- 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 by 12/31/2025.
- You may redeem here or by calling 1-929-207-0129.
Know Before You Go
- Additional fees to travel solo: Pricing will vary, please confirm at the time of booking
- 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)
Compelling Overview of the Tour
Flights & Transportation:
- Round-trip Economy class airfare from:
- New York City (NYC)
- Miami (MIA)
- San Francisco (SFO)
- Orlando (MCO)
- Los Angeles (LAX)
- Boston (BOS)
- Houston (IAH)
- Washington, DC (IAD)
- Dallas (DFW)
- Denver (DEN)
- Chicago (ORD)
- Atlanta (ATL)
- 7 Nights flights included
- Transportation between cities via rail
- Cinque Terre Full Day Trip tour from Florence is included
- For additional departure airports/pricing, contact Weekender Breaks at 1-929-207-0129.
- Airline taxes & fuel surcharges
- Airline & flight times determined at time of booking
Hotels (6 nights + 1 overnight flight)
- 3 nights of accommodations in a Standard Double Twin at B&B Hotel Milano Ornato OR B&B Hotel Milano Sesto OR Similar in Milan
- 3 nights of accommodations in a Standard Double Twin at Diana Park Hotel Florence OR B&B Hotel Firenze Nuovo Palazzo di Giustizia OR Similar in Florence
Optional Tours & Upgrades
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
Tour Itinerary at a Glance
Milan & Florence Discovery
Day 1: Departure from the US
Begin your Italian adventure with an overnight flight from the US to Milan, the dynamic heart of Italy’s fashion and design scene. Sit back, relax, and enjoy your transatlantic journey as you prepare to explore two of Italy’s most iconic cities filled with history, art, and culture.
Day 2: Arrival & Leisure in Milan
Arrive in Milan and transfer to your hotel for check-in. Take the rest of the day to unwind and start exploring at your own pace. Admire the magnificent Duomo di Milano, then wander through the grand Galleria Vittorio Emanuele II, Italy’s oldest and most elegant shopping arcade. Enjoy your evening in the charming Brera District, where cobbled streets, art galleries, and local trattorias set the perfect Italian mood. Overnight in Milan.
Day 3: Explore Milan’s Art & Heritage
Discover Milan’s cultural treasures with visits to Santa Maria delle Grazie, where Leonardo da Vinci’s The Last Supper resides, and the grand Sforza Castle, home to fascinating art collections. Stroll through Parco Sempione for a moment of tranquility before perhaps attending a performance at the world-renowned La Scala Opera House. Overnight in Milan.
Day 4: Travel to Florence
Board a high-speed train bound for Florence, the cradle of the Renaissance. After check-in, dive into the city’s artistic splendor — visit the Florence Cathedral complex, including the Duomo, Baptistery, and Giotto’s Bell Tower. Walk across the Ponte Vecchio, Florence’s most iconic bridge, and enjoy a delicious Tuscan dinner in a local trattoria. Overnight in Florence.
Day 5: Excursion to Cinque Terre
Set out on a full-day trip to the enchanting Cinque Terre, where five colorful seaside villages cling dramatically to the cliffs along the Ligurian coast. Journey through Vernazza, Monterosso, and Manarola, with opportunities to explore by train or boat. Savor fresh seafood and breathtaking views before returning to Florence in the evening. Overnight in Florence.
Day 6: Florence at Leisure
Spend the day delving deeper into Florence’s artistic legacy. Visit the Uffizi Gallery to see masterpieces by Botticelli and da Vinci, then admire Michelangelo’s David at the Accademia Gallery. Wander through the artisan shops of the Oltrarno district, and as the day ends, take in the city’s sunset glow from Piazzale Michelangelo. Overnight in Florence.
Day 7: Return to Milan
After breakfast, board a high-speed train back to Milan for your final night in Italy. Use the afternoon to revisit your favorite landmarks or explore the trendy Navigli District, known for its canals, art spaces, and lively aperitivo culture. Celebrate your Italian journey with a farewell dinner featuring regional specialties. Overnight in Milan.
Day 8: Departure from Italy
Check out and transfer to Milan Malpensa Airport for your return flight to the United States. As you depart, reflect on the unforgettable memories made — from the grandeur of Milan’s cathedrals to the timeless beauty of Florence and the coastal charm of Cinque Terre.
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
Fine Print
- Promotional value expires Dec 31, 2025. Amount paid never expires.
- Book by 12/31/2025 or promo value expires
- Limit 1 per person, may buy 19 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 12/31/2025.
- 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 Weekender Breaks US
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