Roundtrip Flights8 Hotel NightsMulti-City TourDaily Breakfast
Rome & Milan: 8-Night Italian Adventure with Flights & Hotels
Immerse yourself in the rich history and modern charm of Italy's iconic cities with this incredible 8-night tour. From ancient Roman ruins to Milan's sophisticated streets, experience a journey filled with unforgettable sights. This well-planned adventure combines convenience with independent exploration, allowing you to discover the heart of Italy.
What You Get
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International Flights: Round-trip economy-class airfare from select gateways, including airline taxes and fees, with layovers under 10 hours.
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8 Hotel Nights: Enjoy 4 nights in Rome and 4 nights in Milan in 3-star accommodations, based on double occupancy.
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Train Ticket: A one-way train ticket for convenient travel between Rome and Milan is included.
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Daily Breakfast: Start each day with breakfast included throughout your hotel stays in both cities.
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Not included: Ground transfers (unless purchased as an add-on), optional tours, baggage fees, hotel upgrades, travel insurance, and personal expenses.
Travel window: January 2027 – September 2027 • Book no later than 60 days before the departure date. Customers are advised to redeem their voucher within two weeks of purchase. Travel dates, airfare, and inclusions are subject to availability — finalize booking with TripToGo as soon as possible.
Plan Your Trip
Itinerary
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Day 1 — Depart for Rome ✈Pack your bags and head to your departure airport for your international flight to Rome.
Day 2 — Arrive in RomeWelcome to Rome! Upon arrival, arrange your own transfer to the hotel or opt for a 2-way airport transfer (+$100/person). Spend the rest of the day at leisure, exploring Rome's lively atmosphere.
Day 3 — Explore RomeEnjoy Rome at your own pace, or opt to join a Vatican City Day Tour (+$139/person) to explore the Vatican museums, Sistine Chapel, and St. Peter's Basilica.
Day 4 — Rome's Ancient WondersSpend a free day exploring Rome, or choose an optional Colosseum & Ancient Rome Tour (+$109/person) to visit the city's iconic landmarks.
Day 5 — Rome & BeyondExplore more of Rome independently, or take an optional day trip to Pompeii, the Amalfi Coast, and Positano (+$139/person) for breathtaking coastal views and historical sites.
Day 6 — Rome to Milan 🚂Today, make your own way to the train station for your included train journey to Milan. Upon arrival, arrange your own transfer to your hotel and enjoy the rest of the day at leisure.
Day 7 — Milan's GrandeurDiscover Milan on your own, or opt to join a Duomo and Rooftop Guided Tour (+$59/person) to explore the history and architecture of this magnificent cathedral.
Day 8 — Milan & Lake ComoEnjoy a free day in Milan, or choose an optional day trip to the famous Lake Como, Bellagio & Lugano (+$99/person) to experience stunning lakeside scenery.
Day 9 — Alpine Views from MilanExplore Milan further or embark on an optional day trip to the Swiss Alps & St. Moritz with the Bernina Red Train (+$179/person) for picturesque mountain landscapes.
Day 10 — Depart Milan ✈Your Italian journey concludes today. Make your own way to the airport for your return flight, or choose an optional 2-way airport transfer (+$100/person).
Your Hotels
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Mercure Roma Piazza Bologna or similar or similar
Rome • 4 Nights • Standard Double Twin
HOTEL TECO or similar or similar
Milan • 4 Nights • Standard Double Twin
Departure Airports
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Available gateways:
New York (NYC)
Los Angeles (LAX)
Boston (BOS)
Toronto (YYZ)
Vancouver (YVR)
San Francisco (SFO)
Montreal (YUL)
Seattle (SEA)
Miami (MIA)
Chicago (ORD)
Houston (IAH)
Actual price depends on selected travel dates. Surcharges may apply for holiday-period departures.
Optional Tours & Upgrades
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Enhance your experience with options available at booking:
Deluxe Hotel Upgrade - Rome: Upgrade your Rome accommodation for US$299/person.
Prestige Hotel Upgrade - Rome: Upgrade to a premium Rome hotel for US$699/person.
Deluxe Hotel Upgrade - Milan: Upgrade your Milan accommodation for US$199/person.
Prestige Hotel Upgrade - Milan: Upgrade to a premium Milan hotel for US$599/person.
2-way Airport Transfer: Add round-trip airport transfers for US$100/person (available on Day 2 & Day 10).
Day 3: Vatican City Day Tour - Explore the Vatican museums, Sistine Chapel, and St. Peter's Basilica for US$139/person.
Day 4: Colosseum & Ancient Rome Tour - Discover the Colosseum and other ancient Roman sites for US$109/person.
Day 5: Pompeii, Amalfi Coast and Positano Day Trip - Take a scenic day trip to Pompeii, the Amalfi Coast, and Positano for US$139/person.
Day 7: Duomo and Rooftop Guided Tour - Experience a guided tour of Milan's Duomo and its rooftop for US$59/person.
Day 8: Day Trip to Lake Como, Bellagio & Lugano - Enjoy a picturesque day trip to Lake Como, Bellagio, and Lugano for US$99/person.
Day 9: Day Trip to Swiss Alps & St. Moritz with Bernina Red Train - Journey to the Swiss Alps and St. Moritz aboard the Bernina Red Train for US$179/person.
Flight Layover Upgrade: Option to request flight layovers under 7 hours for US$200/person.
Know Before You Go
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FlightsFlights are in economy class with layovers under 10 hours. Carry-on baggage fees may apply and can be purchased at the airport; checked baggage fees are not included.
Currency & LanguageItaly's official currency is the Euro (€), and the primary language is Italian. English is commonly spoken in tourist areas.
Age RequirementsTravelers must be 2 years or older to participate. Specific age requirements for optional activities may apply.
Solo TravelSolo travelers are subject to a US$699 supplement. Please inquire at booking.
Cancellation Policy
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Your Groupon voucher is refundable until deal expiration date ("Book by" date) or until you submit your voucher code to the Tour Operator. Once you submit and finalize your booking with the merchant, it becomes non-refundable through Groupon, and all further changes are subject to the merchant's cancellation policy. See the FAQs section for detail.
How To Book
1.Get Your Voucher — Purchase your voucher — one per person (2 or more). Pricing is based on 2 travelers sharing a room; solo travel is available for an additional fee.
2.Contact Tour Operator — Email [email protected] or call 1-877-908-9878 (Mon–Sun, 10am–9pm ET) with your name and voucher code to start your reservation.
3.Finalize Your Booking — TripToGo will send booking forms to confirm traveler details and finalize your reservation. If you choose upgrades or add-ons, they’ll share the balance due for additional payment.
4.Receive Your Documents & Enjoy! — Once confirmed, you'll receive your full travel documents at least 30 days before departure. Pack your bags — your adventure awaits!
FAQs
Does buying the Groupon voucher mean my trip is booked?
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No — purchasing the voucher does not confirm your reservation. After buying, follow the instructions in How To Book or on your voucher. For best availability, reach out within two weeks of purchase.
Can I customize my itinerary or add extra nights?
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This tour is designed for specific dates; however, you can add optional tours and hotel upgrades to enhance your experience. For any other customizations or extended stays, please contact the Tour Provider directly during the booking process.
How do optional tours work?
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Optional tours and experiences can be added during the booking process with the Tour Provider. These are not included in the base package price and are available for an additional per-person fee.
What kind of hotels will I be staying in?
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You will be accommodated in 3-star hotels such as Mercure Roma Piazza Bologna or HOTEL TECO, or similar properties, based on availability. All hotels offer a standard double twin room type.
Are airport transfers included in the package?
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Round-trip international flights are included, but ground transfers to and from the airport are not part of the base package. You can opt to purchase 2-way airport transfers as an add-on during booking.
What meals are included with this tour?
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Daily breakfast is included throughout your 8-night hotel stay in Rome and Milan. Other meals, snacks, and beverages are not included.
Fine Print
Expiration varies. Amount paid never expires.
Book by no later than 60 days before the departure date or promo value expires
Limit 1 per person, may buy 5 additional as gifts
Reservation required, inclusions/airfare/airline subject to availability
Additional fees may apply for some departure dates
Each tour has a fixed departure date
The trip runs for a set period starting from the departure date indicated on your selected option
Guests must travel on the scheduled date, which is the tour's start date
Airfare includes carrier and government taxes & fees
Not all tours are handicapped accessible, please contact TripToGo at 1-877-908-9878 to confirm
A passport is required for all travel outside the US
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
Varied COVID-19 levels and restrictions should be taken into consideration before international travel, find more info by visiting the US Embassy’s site: http://www.usembassy.gov
Additional fee to travel solo: $699.
Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.