Villa
Villa Stefano: Ideal Property for Artists, Families & Large Groups in Tuscany
Italy,Tuscany,Castiglion Fiorentino
Discover Property →Private · Italy
1 Day
Italy is one of the most beautiful countries in Europe, renowned throughout the world for its incredible food, wine, culture, architecture, fashion and stunning landscapes. With so many amazing cities and regions in one country and dozens of beautiful islands there are many reasons why Italy is considered to be one of the most romantic destinations in the world Getting married or planning an important anniversary trip in Italy can cost you a lot less than you think!
We work in all 21 regions of Italy - not just the typical 5 places most tourists come to visit. Even though we have our head offices in Rome, the owners of the company - most particularly Jesse - has lived completely off the beaten track in Italy working as a cycling guide, a hiking guide and food and wine expert. Even today, her expertise in travel is used for big tour companies, wine and food export/import companies and many would say she knows more about Italy than Italians themselves - the Lonely Planet or Rick Steves combined!
When we say "WE KNOW ITALY" this means we know where to go at every corner - we know the right prices - and we know what it takes to guide you and help you with customizing a dream vacation here in Italy for you and your partner that will create life-long memories.
Not only do we provide you with our recommendations for some of the most romantic accommodations here in Italy, we provide you with important information regarding transportation, dining and venue options that DO NOT HAVE TO BE EXPENSIVE.
We love Italy and hope to share our experiences and the knowledge that we have of this country which allows us to provide a personal touch here unlike any other.
For more information get in touch with the experts: team@italyvacationspecialists.com and we will get back to you with a fast response.

Duration
1 day
Pricing
On request
Tailored to your dates and group.
Italy is considered to be one of the most beautiful countries in the world and no doubt, its beauty, the coastlines, the food, the warmth of the people and the slow rhythm of life outside of the major cities contribute towards making Italy a place where finding love or re-connecting with your loved one is an ideal destination to consider. We can help you with all of your trip planning needs here in Italy to make sure that you sit back and enjoy each other and not worry about the stress of travel arrangements.
Emily and David DavisonMy husband and I just took a two week trip to Italy that was planned for us by Eleanor Kinchin-Smith. It was a fantastic trip and we could not have been more thrilled. We worked together with Ele to let her know about our interests and our style of travel. She planned the perfect trip with excellent private guides at all of our sites, professional drivers and lovely hotels. We arrived in Italy with all of our train and ferry reservations made by Ele, with tickets in hand. She was in touch with us daily throughout our trip to make sure that things were going smoothly. She was able to make a few changes to our itinerary as needed. We look forward to working with Ele again on our next trip and have put her in touch with another family member to help plan their trip as well.
Ron and Deb CrosbyDear Guiseppe and Jesse,
We just returned from our most wonderful vacation to Italy and wanted to first thank you for putting together such a wonderful trip, and second to provide some feedback for the future.
Hotels
1. Hotel Sovestro in San Gimignano was wonderful. The staff were very friendly and helpful and made the first portion of our journey very stress free. They made us feel like we were part of their family. I would recommend it to anyone and would specifically ask for it if we were to make a return visit.
2. Hotel La Baia in Monterosso was nice and it's location was very good especially for us older folks humping luggage from/to the train station.
3. Hotel Lucchesi in Florence- what can I say expect FANTASTIC. The rooftop view at sunset is well worth it. Again very friendly and helpful staff. Would recommend it to everyone.
Wine Tour
Money well spent. We had a great time overall. The driver Mario was OUTSTANDING. He had lots of local knowledge as well as about winemaking. USE HIM AGAIN!!!
The various wineries we visited on tour:
Altesino- fantastic and they were not cheap on their pouring. Great experience.
Azienda Agricola Patrizia Cencion Sloaria- Again a great tour by one of the owner's daughters. We felt like we were the only thing on their mind although there were other customers there. A great way to complete the day.
Again we had a fantastic time and are very appreciative of everything you booked for us. We wish you continued success and if our travels should bring us back to Italy, we know who to call.
Leon and MicheleThe trip was great we appreciate all the hard work you and your team invested to make our experience a once in a lifetime trip. We appreciate all the attention to the details in particular Giuseppe spending the time and the focus with us on the road and as we were exploring your great country.
Bob & SandyJesse & Giuseppe,
Sandy and I have been looking through my slides of our trip to Southern Italy. We had such a good time with you and Giuseppe that we wanted to let you know again. You were the best guides ever.
Italy Italy
1 day through Italy, with every stop chosen by the people who live here.
Where we meet
Anywhere in Italy
Where it starts
Italy
Private. You travel with your own guide and driver, and the only people on the itinerary are the ones you bring with you. Nothing is shared with strangers, and the pace of each day is yours to set.
Yes. What you see here is a starting point, not a fixed departure. Tell us how long you have, what you love and what you would rather skip, and we will reshape it around you. A slower morning, an extra night somewhere you fell for, a different region entirely.
Send us a note using the form on this page, or call us on 1-866-779-2565. A travel specialist replies within one business day, usually with a few questions of their own. There is no cost and no obligation in asking.
The earlier the better, particularly for travel between May and September, when the best small hotels and the guides worth having are taken first. That said, we have put together beautiful trips at short notice, so ask and we will tell you honestly what is still possible for your dates.
Our travel specialists reply within one business day.
From the journal
Curated Italy journeys and travel inspirations.
Connect directly with a member of our team for expert guidance and fully customized travel across Italy and the Mediterranean.