Romantic Italian Escapade: Intimacy & Seclusion

View of St. Peter's Basilica in Rome, Italy

What to expect on this itinerary

The passion of history and culture will enchant you during your custom-tailored romantic tour of Italy. Your affection for each other and for Italy will grow in the charismatic towns and villages that preserve tradition within elegant, medieval, Renaissance, and Baroque architecture. Beautiful artwork celebrates the virtues of love and private rendezvous. Grand castles and sophisticated palaces will provide a fairytale ambiance while countryside scenery will embody the idyllic charms for which Italy is known. You will indulge in a couple’s visit to a natural thermal spring, bask in the rich flavor of local wine, and enjoy crafting delicious traditional meals as you share a dreamy Italian romance.

Countries Visited

Italy, Vatican City

Places Visited

Rome, Perugia, Florence, Bologna, orvieto, Assisi, Gubbio, Pisa, Lucca, Montepulciano, Siena, San Gimignano, Parma, Modena, Ravenna, Ferrara, Bobbio, Bardi, Gradara, Tivoli, Vatican City, Viterbo, Bagnoregio

Suggested Duration

21 Days

Customizable Itinerary

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Day 1

Rome – Arrive in the Capital of Italy with Romantic Tiber River Cruise

The Eternal City of Rome will sweep you into the romantic past with a charismatic ambiance that emanates from the combination of grand Baroque palaces and narrow medieval lanes. Monuments decorate the city center, reflecting over 3,000 years of history and a particular golden age when the piazzas, palaces, and churches acted as the capital of the Christian World. Your private transfer will meet you at Fiumicino Airport upon your arrival and will escort you to the comfort of your accommodation.

The great pleasures of Rome will provide a spirited welcome that highlights the passion of Italian culture with traditions dedicated to art, architecture, fashion, and cuisine. The Colosseum soars above the remains of the Roman Forum, and the fountains in Piazza Navona trickle with water in pools as elaborate marble sculptures cradle them. In the evening, you will board a boat from the banks of the Tiber River and set sail on a charming evening cruise complete with a perfect view of the golden light that reflects against the stone of the antique buildings above.

Live music will play inside the dining area as it fills with the aroma of traditional Roman cuisine, such as artichokes bathed in olive oil and white wine with fresh herbs. From the deck, you will have a fabulous view of the Castel Sant’Angelo that towers over the riverbanks. The structure was erected in the second century AD as the tomb for Emperor Hadrian before successive popes transformed the edifice into an elegant fortress. The angelic figures that decorate the bridge were designed by Bernini in the seventeenth century and add an air of grace beneath the mighty walls of the castle.

What's Included:

Transfer
Accommodation
Tour
Day 2 - 3

Perugia – Delight in the Scenery and Medieval Towns of Umbria

Day 4 - 6

Perugia – Discover Bountiful History in Assisi and Orvieto

Day 7 - 8

Florence – Indulge in Famous Art and Culture of Florence

Day 9 - 11

Florence - Embrace the Celebrated Charms of Tuscany

Day 12 - 13

Bologna – Uncover Eclectic History and Flavor in Emilia-Romagna

Day 14 - 16

Bologna - The Byzantine Empire to Dante Alighieri

Day 17 - 18

Rome – Revel in the Romantic Ambiance of Rome

Day 19 - 20

Rome - The Marks of Michael Angelo and the Towns of Lazio

Day 21

Rome – Depart for Home

Trip Highlights

  • Stand beneath the staggering frescoes crafted by Michelangelo in the Sistine Chapel
  • Indulge in the delicacies of Perugia with a private food tour that will introduce you to the complex and mesmerizing flavors of locally made chocolate
  • Discover the majesty of the Renaissance in Florence on a private guided tour through the Uffizi Gallery, which is home to works like Botticelli’s Birth of Venus
  • Enjoy the artful methods for mastering traditional Italian cuisine during a private couple’s cooking class in Bologna
  • Relish the beauty and sophistication of Rome on an elegant evening cruise along the Tiber River
  • Sample the delicious, layered flavors of some of Tuscany’s most prized wines during a wine tasting at Montepulciano
  • Embrace the love story of star-crossed Paolo and Francesca whose famous passion continues to attract couples to dramatic Gradara Castle
  • Relax in the soothing geothermal waters of the historical hot springs in Viterbo that are surrounded by remarkable medieval and Renaissance architecture
  • Explore the charming streets of Assisi with a guide for introductions to the remaining ancient ruins and gorgeous art that decorate the fascinating basilica
  • Wander beneath the former arena floor of the Colosseum for a private view of the Hypogeum, offering a new perspective on Rome’s ancient history

Starting Price

$9,600 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

  • Accommodations
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

4.9

Verified Traveler Reviews

Based on 2798 reviews

Review: Italy Family Vacation, Milan, Rome, Florence, Venice, Parma, Modena, San Gimignano, Lake Como, Dolomites Snowmobiling

Thanks for helping me organize my family (of 10 with diverse age from 15 to 63) trip to Italy, from Dec 17 to Dec 31. Whilst different member of my family have different expectation and requirement, I would like to comment you and your team on having planned an excellent trip that not only met each and everyone's interest and expectation but truly exceeded it.

Your planning have brought us to the lovely cities of Parma, Modena, Florence, Orvieto, Civita Di Bagnoregio, Naples, Rome, Venice, Cortina d'Amprezzo and back to our starting point Milan. Throughout the trip, we have a well balance itinerary that covered

- beautiful churches such as the Duomo in Milan, Rome, Florence,

- archeological site like Pompeii, Colosseum, Roman Forum, Pantheon, Pisa, Verona (learning more about romeo and Juliet)

- great local eating places (recommended by the guides you chose)

- lovely country side and unique sight in San Gimignano, Civita Di Bagnoregio, Orvieto, Lake Como,

- great gallery likes Uffizi, Academia

- Interesting activity such as Snow Mobile excursion in Cortina, Learning Cooking 

- Shopping activities

With so much, yet your team immaculate planning never have us rushing from sight to sight, we were both able to enjoy and learn as much as we can of each sight and at times added more activities.

The team of guides you chose, have truly turn stone and history into exciting stories that the provided the group deeper understanding of the sights we visited and saw. Really like to thank each on of them like our guides in Florence, Pisa, San Gimignano, Orvieto and Civita Di Bagnoregio, Naples and Pompeii, Rome, Verona, Venice and Milan.

But most importantly, thank you for getting our driver, he truly ensure our comfort whilst driving steadily through jams on our way to Naple and snow storm on our way to Cortina d Amprezzo and also took very good care of us ensuring we know what to do where we have no guides and leaving us clear instruction when we needed help. He is truly a wonder.

I will definitely tell my friends heading to Italy about this company.... A wonderfully great experience.

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Luxury Italy Group Tour Review: Rome, Tuscany, Chianti, Montepulciano, Montalcino, Siena, Florence, Pisa, Lucca, San Gimignano

THE BEST VACATION EVER!!!!

I must admit that I was somewhat uncomfortable arranging a group tour to Italy with someone I communicated with only via the Internet and telephone.  However, after my first communication with our agent -- I knew that she “had it.”  She understood exactly what we wanted to do.  She was right-on in both concept and execution.

Our ten-day adventure in Italy began with a private transfer with an English speaking local driver from the Rome airport to our fantastic 3 star boutique hotel located right in the historical center of Rome.  During our three days in Rome, we had fantastic private tours of Ancient Rome, the Coliseum, and the Vatican Museums.  Extremely knowledgeable, English-speaking guides led all of our tours.  Sense of Italy had arranged for VIP, skip the line, priority entrance for all tours -- saving us from long waits in long lines.

After our busy 3 days in Rome, we departed via private van transfer from our hotel in Rome to the Chianti Region of Tuscany.  The transfer included stops on the Val D’ Orcia to visit the amazing Villages of Montalcino and Montepulciano.  The “light lunch” and wine tasting we enjoyed in Montalcino was one of the highlights of our trip.  In Tuscany we stayed 7 Nights in a beautiful, historic villa located on one of the best wine estates of Chianti (Villa Le Corti near San Casciano) where we were met with a fantastic welcome dinner. During our time in Tuscany we were transported by private van from our villa to private tours of Siena, San Gimignano, Florence, Pisa and Lucca.  On each of our stops we were met by knowledgeable English speaking guides that clearly were proud of the history of their country, and were anxious to share it.  Interspersed in all of this activity were numerous exceptional meals with opportunities to taste (and drink) very fine Italian wines.

When we finally were forced to leave Italy, our agent arranged for private transport accommodating our varying departure times from the Florence airport and train station.

Thanks to this travel company and our agent for designing the perfect vacation for our group.  The only complaint that I heard was that we ate too much — wow was all the food delicious.  I really don’t know how she did it.  All of the tours were great — the van drivers friendly and helpful, the guides knowledgeable, and the sites spectacular.  Our stay in the villa was a great experience.  We were treated royally everywhere.  We all marveled at our agent's ability to get us, the vans, the guides, the food and wine, etc. all at the right place at the right time.  She is a genius!!!!

Jeff E

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Vacation Review: Italy Mother/Daughters Trip, Civita di Bagnoregio, Milan, Cinque Terre, Local Cuisine, Culture & Natural Beauty
Rome, Civita di Bagnoregio, Tuscany ( Pisa, Florence, Chianti, San Gimignano) Cinque Terre, and MilanIncredible, life changing trip with my 17 year old twin daughters. From the initial planning, final itenerary , drivers and private guides our VIP experience was phenomenal.Every detail was thought out by the travel company. Gulio and team are amazing and would definitely book with them again.Ciao Italia! è stato un grande piacere vivere il tuo fascino, la tua storia, la tua rinomata cucina, la tua cultura e la tua bellezza geografica. Ci vediamo

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Travel Review: Memorable Vacation to Italy, Florence, Tuscany, Siena, Antinori Winery Tour, Rome, Vatican Tour
Giuliana of this Italy travel company guided us every step of the way and created one of our most memorable vacations. The most impressive thing at the outset was how quickly she responded to our initial inquiry. We had never been to Italy, had not done a great deal of research, and had only a general idea of what we wanted beyond the dates (mid-May) and the cities we wanted to visit (Florence and Rome). Within a day, Giuliana submitted a detailed proposed itinerary based on a recent client request similar to ours. The proposal included various options that provided a great starting point for further discussion. She asked many questions, including our hotel preferences (small boutique, high-rise, how many stars, etc.) and suggested a number of venues that would expose us to Italy’s remarkable history and culture. The result was a vacation specifically suited to our personal tastes and interests. We spent four days in Florence and three in Rome. In Florence, we stayed at the Hotel Lungarno on the Arno River, a lovely small hotel in the heart of the city within walking distance to everything of interest, including the Uffizi and Academy museums, and the famous Duomo. It rained two nights, but we didn’t have far to go for a great dinner. The hotel restaurant was superb. One of the highlights of the Florence leg of the trip was a day tour of the Tuscany wine region that included a stopover in the historic town of Siena. We had lunch at the Osteria di Passignano, a restaurant at the Antinori vineyards where we were treated to a four course lunch and wine tasting and a tour of the winery. Fabulous. In Rome, we stayed at the Hotel Saint George. Another small, well appointed, boutique hotel, centrally located near the Tiber River, it provided access to all the essential venues, including the Vatican, Coliseum, Spanish Steps, etc. As in Florence, everything was in walking distance, including fine dining restaurants, pizzerias, espresso bars, and gelateria—and lots of places to shop. The hotel was comfortable, attractive, with a friendly and efficient staff, but we would not recommend the hotel restaurant. It was nice enough (although too brightly lit) but was virtually empty the night we were there and the food was just O.K. That wasn’t Giuliana’s fault since the hotel restaurant was not on her recommended list. We were just tired (it was our first night) and thought we’d give it a try. The hotel concierge made up for it, however, by recommending two great nearby restaurants for the remaining two nights. Neither was on Guiliana’s list, but they were terrific. A word about the logistical aspects of the trip: we viewed this as critical to the success of a customized tour with multiple venues and connections. We couldn’t have been more pleased. On arriving at Rome’s Fiumicino Airport, we were greeted by Aldo who drove us to the high-speed train to Florence. After sharing an espresso with us in the station café, he made sure we got on the right train, helped us with our bags, and took us to our seats. Similar service greeted us at every connection point during the trip. Our personal tour guides, Enza (Florence), Andrea (Tuscany), and Sylvia (Rome), were exceptionally knowledgeable, personable, and fluent in English. Giuliana telephoned us at several points during the trip to confirm that we had arrived at our destination, that the drivers were on time, and that the accommodations met our expectations. Very reassuring to know she was keeping such close tabs on things. In short, all elements of transportation and personal service were impeccable. Would we visit Italy again? Without doubt. The trip simply whetted our appetites. Would we use this company? We wouldn’t consider any other service. Next time, however, we’ll make more of an effort to visit the restaurants recommended by Giuliana.

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Italy Sisters Trip Review: Tuscany, Bologna, Lucca, St Gimignano, Siena, Wine Tastings, Prosciutto & Parmesan Factories Visits
My sister and I just returned from a trip to Tuscany which was planned by Carmen. We would rate the trip a 10 out of 10. Normally we do bus tours but we had wanted to go to specific towns and Carmen did all the arranging from hotels, to trains, to drivers, and personal guides in each city. And a bonus was about 3 wine tours with tastings and lunch. Our trip began in Bologna for 2 nites with tours of the prosciutto and parmesan factories. Then we traveled to Lucca for 3 nights (great city), St Gimignano for 3 and Siena for 3. All hotels were terrific and located right in city center. No taxis needed. If we go again, we will contact Carmen. We went back and forth planning the itinerary and she was very patient. Outstanding job. THANK YOU CARMEN. Melissa in Italy also helped us and arranged great drivers and tours.   

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Travel Review: Italy Vacation, Rome, Venice, Tuscany, Puglia, Orvieto, San Gimignano, Siena, Bologna, Food Tour, Ferrari Museum

Trip was very good.  Everything was well coordinated and only a couple of hiccups.  

Overall comments:Rome: 4 days in room was perfect, wouldn't want to do more.  Can't trust taxis so happy we had drivers and guides.  The private guides are the only way to go.  We saved hours in lines, had personal feedback and was very cordial and polite.  Rome itself is great but it is disappointing to see how much better it could be if the city invested in a few things (toilets!).  Again - I'll mention that taxis were there to steal your money.  No issues at all with the travel plans and the plans made by zicasso were very good. The boutique hotel was a great choice.  Location was excellent, rooms very clean and new.  Breakfast was excellent there.  In general, all of the hotels we stayed at had a very good breakfast, this is the only way to go as it just takes that meal out of your schedule and starts the day out right.  Our biggest snafu was the car rental, we were supposed to have an Audi A3 or equivalent and all the car rental could offer was a ford fiesta... it really took away from our experience in Tuscany to have such a poor automobile on those roads.  Again - not zicasso's fault - car rentals are terrible everywhere and in Rome it was very poor service.  Our drive and trip to Tuscany was great, we stopped in Orvieto as zicasso recommended and had lunch there - one of the best restaurants during our whole trip.  We stayed at the hotel and it was excellent, the food and wine there was excellent - worth staying just for that.  It was a little difficult to get to - and a bit of a drive to anywhere from there - but no real complaints and it was worth it to stay there.  In all of Tuscany we enjoyed San Gimignano and Pienza the best.  We found Siena great but overcrowded, Pienza and San Gimagnano were just as (more) scenic and less hectic.  The day trip and guide in Florence was very good but we were glad we only spent 1 day in Florence.  This is a personal thing as I understand most people prefer more time in Florence.  We really enjoyed Bologna - the food tour was probably the highlight of our trip (the downside is we can no longer eat Parmigiano, Balsamic Vinegar or Prosciutto from any other place, it was THAT much better than anywhere else).   We took a day to go to Modena, see the Duomo there (best in all of Italy in our opinion), and we enjoyed the Ferrari museum.  I would highly recommend adding Bologna, the food tour and Modena to everyone's trip suggestions.. It is less crowded than the main touristy cities - and just as enjoyable... Loved this  part of the trip.  The hotel in Bologna was perfectly placed and very very nice, excellent choice.The train to Venice was perfect.  The pickup and ride to the hotel was good also.  The hotel was ok - but probably the least nice of all the places we stayed.  It was very good, just not as nice, more cramped and the breakfast was by far the worst.  I equate this to Venice as everything was more expensive and more cramped in Venice.    We loved Venice - more than I thought we would.  I could see 1 more day in Venice and 1 day less in Rome.  Just walking the streets - wonderful!Getting from hotel to airport was good - though it was much further than we'd thought. The airline we used sucks... no way around that - not Zicasso's problem - but flight was 1.5 hours delayed and well - as an airline it isn't very good.  I'm still not so sure that taking a full day train ride to get to Puglia wouldn't have been better?  (Venice to Naples to Puglia?) Pick up at airport in Puglia was good.  The driving service was good - same driver for all our trips in Puglia - but he didn't speak a word of English so that was a challenge.  Thank goodness for Google Translate!  We had a mix up where we interpreted the itinerary as us having a guide in Alberobello (see itinerary - says private tour - so we were confused).  The driver had a friend who gave us a personal private tour of the Trullo homes and some history - that was very nice he arranged that.  But it was a little embarrassing and confusing. It could have all been avoided if the driver spoke English as well as the itinerary being more clear.Ostuni and the guide were great.  We loved Ostuni as well as Alberobello and the caves.  We probably enjoyed those areas more than the renaissance areas of Florence, but that is just us.  Note: once we got to Ostuni we told our guide no more going inside churches... at some point - its just another beautiful church - but there is one on every corner in Italy!   The Hotel in Puglia is awesome.  Seriously this place is amazing.  The food was amazing the spa was amazing the service was over the top.  What a beautiful part of Italy...   We changed our schedule to spend the morning in Bari before catching the train to Rome - we could have easily spent more time there.  I probably liked the food in Puglia the best.  The focaccia is amazing (just like Grandma made!).  In general we loved Puglia though we'd probably have been better served to have a rental car as we were a long way from anything and it would likely have been less expensive than a dedicated driver.  We would have had much more flexibility in our schedule and planning if we had our own car.   Train back to the Rome train station and pickup was very good - though the Rome train station and driving out of Rome - is never a good experience.  The hotel we stayed at our last night was very nice but probably overkill since all we needed was a bed before we caught a flight out.  All in all - highly recommend zicasso, they did a great job for this trip.  Having guides and drivers on our first trip to Italy - priceless!

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

28,000+ Verified Traveler Reviews