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STARTING AT $2995 per person
Fully planned & booked 10-day self-guided Italy itinerary
Blend of train travel & self-drive
Minimum of 2 people
trip highlights
Iconic sites + unique hidden gems
Blend of train transit & self-driving for the best experience
Olive oil tasting & farm lunch at a Tuscan orchard
Boutique accommodations & farmhouse stay
Fully planned & booked itinerary for a smooth journey
Are you looking to explore Northern Italy in a unique way? This 10-day self-guided Italy itinerary combines iconic sites with authentic Italian villages and unmissable local encounters that bring the experience alive. Enjoy the first part of the itinerary by train, from fashionable Milan to the picturesque coastal villages of Cinque Terre to the iconic sites of Florence. Then go deeper into the Tuscan countryside by car, visiting charming towns like Siena, staying at boutique farmhouses, and tasting the regional specialties of the area including local olive oil and Chianti wines. You'll finish your self-guided tour of Italy by exploring Rome's ancient marvels - the perfect way to cap it all off!
Book our 10-day self-guided Italy trip with Custom Dates year round! Starting at $2995 per person. See all inclusions, itinerary details and complete pricing in the drop downs below.
why this trip?
Testimonials
Trip Inclusions
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9 nights in boutique accommodations
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1st or 2nd class train tickets between Milan-Cinque Terre-Florence
2-day train ticket pass in Cinque Terre
Car rental days 6-8 between Florence & Rome (priced separately)
Detailed driving routes & tips
Public transit tips throughout the itinerary
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Entry to Florence Duomo & Academia
Entry to Siena Duomo
Wine tasting in Chianti Classico
Olive oil tasting
Picnic lunch & farmhouse dinner
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Daily breakfasts + 1 lunch + 1 dinner
Restaurant recommendations along the way
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Visit with our local Community Partner to learn about slow food + donation to their organization
Detailed itinerary with complete self-guided instructions, driving tips & local recommendations
Traverse representative assisting you from booking through the end of your trip
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Cinque Terre: Guided day hike tailored to your experience level
3-hour guided visit in Florence
Uffizi Gallery Tickets
Round trip train tickets to Lucca or Pisa
Rome walking tour, full or half day
Extra nights in Rome
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International airfare
Additional in-country transportation (only as indicated)
Additional meals not listed, or optional excursions and activities
Required travel insurance
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Prices are based on double occupancy. For groups of odd numbers (3, 5, etc.) please add a “my own room” option for one guest. A minimum of 2 people are required to book this trip.
STARTING AT $2995 per person, double occupancy
+$695 'My own room' option: private room with en suite bathroom
Vehicle Rental: For days 6–9 you’ll need a vehicle, picking up in Florence and dropping off at the Rome airport. You can book this on your own, or we can book for you for cost + a service fee. You can indicate your preference on the booking form.
High Season Surcharge: June-July-August starting at +$200 per person
Holiday Surcharge: If your dates fall +/- 5 days around US Thanksgiving, December 25th, or January 1st there will be a holiday surcharge of $200 per person.
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We can offer numerous add-ons for this itinerary. The pricing is dynamic, so just let us know in your booking form what you’d like and we’ll be able to provide pricing!
Cinque Terre: Guided day hike tailored to your experience level
3-hour guided visit in Florence
Uffizi Gallery Tickets
Round trip train tickets to Lucca or Pisa
Rome walking tour, full or half day
Extra nights in Rome
Faqs
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It depends! Driving in big cities in Italy can be quite chaotic, and finding parking can prove extremely challenging. That is why for this itinerary we’ve chosen to use train transit for the first part of the journey. It’s a much more relaxing experience, and you get to enjoy incredible countryside scenery en route. Then once you get into Tuscany, the countryside driving route is much more enjoyable and easy.
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Yes, you could…but it would be quite expensive as you’d be paying a day rate for the driver plus the cost of the vehicle hire. That said, if this option appeals to you don’t hesitate to ask!
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Shoulder season in spring (March-May) and fall (Sept/Oct) is our favorite time to visit for fewer crowds and less heat. That said, you can book this itinerary any time of year.
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The trails that connect the 5 villages of the Cinque Terre region spans a little under 9 miles (14 km). It can be done in one day, though many choose to do portions of the trail each day. There are also additional trails in the region that can be explored.
Terms & Conditions
Please refer to your Registration Packet for complete Terms & Conditions, which can also be obtained by submitting a request to hello@traversejourneys.com
Deposit
A $500 deposit per person per trip is required for each traveler to secure the booking. The deposit is non-refundable and non-transferrable unless otherwise indicated on booking with the exception of our 24-hour No Regrets policy. A booking is not final until you receive a final confirmation from us.
24-hour No Regrets Policy: If, within 24 hours of submitting your deposit, you decide to cancel your booking you may request a refund, which will be granted less transaction fees.
Payment
Payments can be made either by 1) Normal Payment terms of 50% due 30 days after booking and 50% due 90 days prior to departure or 2) Monthly terms of equal installments with a $10 per month fee. Payments options include ACH, wire, credit card or Zelle. Payee is responsible for all transaction or processing fees. Late payments are given a two-week grace period; after that a $10 per month late payment fee will be charged.
Cancellations Policy
Group Trips & Retreats: Cancellations, less the trip deposit, are refundable up to 120 days prior to the trip start date.
Custom and Self-Guided: All payments non-refundable. Requests for transfers may be considered in extenuating circumstances and may incur a change fee.
To cancel a booking, Traveler must submit a request to us in writing by email to hello@traversejourneys.com
Flexible Booking Policy Specific to COVID-19
In the wake of COVID-19, Traverse has implemented a flexible booking policy that allows for deposits and payments to be transferrable to the greatest extent possible to new trip dates should a recurrence of COVID-19 render travel impossible due to border closures and related travel restrictions.
Travel Insurance
The trip price does not include travel insurance. Trip protection-style travel insurance that includes travel medical coverage is required for all trips with Traverse. The coverage must have a minimum $150,000 of medical coverage and include injury, medical, evacuation, and repatriation. See more info at https://traversejourneys.com/insurance
Documents, Personal Identification, Vaccinations
Traveler assumes complete and full responsibility for all required travel documents including passport, visas, entry or exit fees, and vaccinations. Traveler is also solely responsible for any adverse consequences resulting from incomplete or defective documentation. Traverse does not cover the cost or assist in obtaining any of the above, and reserves the right to collect information on all.
