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10 Day Tour Of Italy
A Romantic Italian Getaway


"A Truly Romantic Vacation In Italy"

 10 Day Tour Of Italy
For Those Seeking A Private Romantic Italy Tour.
Exceptional Local Cuisine And Wines Await You.

Enjoy some of the most romantic spots in Italy. Share an elegant private picnic situated along a splendid waterfall. Go walking along a tranquil Roman aqueduct trail. Take a drive over the mountains and make a stop near some of the best romantic places in Italy. Experience an Italian spa treatment for two. Rent an e-bike and go biking at your own pace. Enjoy a private small guided Italy food and wine tour just for two. Explore ancient Roman and medieval hilltop towns. Enjoy a romantic walk along the beach on the Adriatic sea.

Have a memorable romantic meal at a Conde Nast-rated family-owned restaurant. Enjoy a private cooking lesson with an authentic Italian chef. Shop for Italian artisan goods. Go to a private romantic Italian dinner for two in a storybook 17th century palazzo. 

You’ll have plenty of private quiet time on your own and personal time for activities to enjoy a leisurely, slow-paced, romantic vacation in Italy. ​


Typical Itinerary
Romantic Italian Getaway


Depart for Italy

Sunday Day 1
10 Day Romantic Italian Getaway
Arrive in Italy And Take A Short Trip For Two To Enchanting Spello 

Arrive in Rome at Fiumicino airport. You will be met by an Italian/English-speaking chauffeur who will whisk you away by private car to the spectacular heart of Italy in the region of Umbria.

After checking into your hotel, you will enjoy a cozy lunch at restaurant from a picturesque romantic spot with a great view of the Italian countryside. Spend the remainder of your afternoon relaxing at your authentic Italian 4-star hotel, lounge by the pool, or explore the delightful small town of Spello. 

We will start our evening early with an informal get-together to review your itinerary for your romantic vacation in Italy while sampling wine and heavy Italian appetizers in a genuine 17th century palazzo.


Private driver from Rome Airport, lunch with Italian wine, and a light dinner with drinks and heavy appetizers are included.


Monday Day 2
10 Day Romantic Italian Getaway
Vintage Car Tour For Two of Spello, Blissful Lunch, Wine Tasting And Cellar Tour


Enjoy a laid-back breakfast at your hotel. Afterward, you will take a leisurely, slow-paced birds-eye tour of Spello while riding in a vintage, open-air car from the 1960s. We will then take a romantic drive through the magical Italian countryside featuring rolling hills, olive groves and vineyards. 


We’ll stop at a restaurant that has won numerous awards and we'll enjoy a sumptuous Italian lunch for two. This restaurant boasts a large menu of fresh seasonal foods including wild asparagus and artichokes, innovative meat dishes, and breath-taking desserts. 


We will then take a short drive through the countryside to enjoy a wine tasting at a winery that is an architectural masterpiece.


This winery was designed by one of Italy’s most well-known and well-regarded architects. You will first take a cellar tour followed by a wine tasting where you will sample their dazzling white and red wines. You will then return to Spello. You can have some private time at your hotel, take a walk through Spello’s ancient alleyways or perhaps watch a stunning sunset.


You can then go for a romantic Italian dinner for two on your own -- at our expense -- at one of several recommended restaurants within walking distance.


Included: All meals, coffee, tea, sparkling water, wine tasting, and local Italian wine, if desired.


Tuesday Day 3
10 Day Romantic Italian Getaway 
E-biking Tour Through Italian Countryside And Visit Assisi For A Soothing Afternoon At A Roman Spa


After a breakfast buffet at your hotel, you’ll grab two electric bikes to explore and see some beautiful places in Italy off the beaten path, either on your own or with the help of a local guide.


You’ll bike through the splendid countryside over Mount Subasio and journey to the nearby UNESCO World Heritage town of Assisi which has a well-deserved reputation of being one of top towns to visit in Italy.


You will drop off your e-bike there and have lunch at a 100-year old restaurant located on an ancient 2,000 year-old piazza in Assisi. 

After lunch, you will go to a beautiful five-star hotel with a spa built on top of an old Roman amphitheater inside a former 13th century convent. You will have time at the spa to blissfully indulge, luxuriate and enjoy a relaxing afternoon during your romantic vacation in Italy.

After enjoying an aperitif before you depart, you’ll return to Spello where you can have an intimate dinner for two on your own -- at our expense -- at  one of several restaurants that we can recommend.


Included: All meals, coffee, tea, sparkling water, e-bike rental, spa visit, and local Italian wine, if desired.


Wednesday Day 4
10 Day Romantic Italian Getaway
Picnic By A Waterfall And Sumptuous Gelato Tasting


After breakfast we’ll take a leisurely drive. We will stop at what we regard as one of the best romantic spots in Italy to see the tallest man-made waterfall in the world. Built by the ancient Romans around AD 25, it is more than three times as high as Niagara Falls. 

​You can walk around a large park, enjoy beautiful views and feel the fine mist from the falls which is especially nice on a hot day in Umbria.


You can find your own private romantic spots in Italy off the beaten path and enjoy a specially prepared picnic lunch featuring gourmet Italian appetizers, side dishes, sandwiches and the like with local red and white wine. 

After lunch we’ll return to Spello to walk through town. There you will sample different types of the world’s finest gelato from our favorite local gelaterias. You’ll then return for some private time at your hotel.


During the evening you will have a romantic Italian dinner for two. We will reserve a private table for you at an authentic and enjoyable Italian restaurant owned by a local couple. 

Included: All meals, coffee, tea, sparkling water, gelato sampling, and local Italian wine, if desired.


Thursday Day 5
10 Day Romantic Italian Getaway
Dreamy Drive And Relaxing Lunch On The Sea


After breakfast you’ll have the option to rent a car on your own or to have a private driver chauffeur you on a romantic, hour-long drive east to the Adriatic Sea. There you can explore a wide variety of smaller towns including seaside towns, cliff towns, beach towns, ancient Roman towns, and medieval towns. You can have lunch featuring fresh seafood or grilled meats at one of numerous restaurants we can recommend (at our expense).

You can pick your own spot in one of the most romantic places to visit in Italy off the beaten path. Here you can fall in love again on the beach or high above the stunning cliffs with a sea view.

After a leisurely, slow-paced lunch, you can take a walk and enjoy your own private tour along the beach before returning to Spello for private time at your hotel. For dinner, you will enjoy an intimate light dinner in your room featuring appetizers and wine on your room’s terrace with a view of the countryside. 

Included: All meals, coffee, tea, sparkling water, romantic drive to the sea, and local Italian wine, if desired.


Friday Day 6
10 Day Romantic Italian Getaway
Trip To Gubbio  With A Private Dinner In A 17th Century Storybook Palazzo


Today we’ll go to the memorable Roman and medieval town of Gubbio, a unique place that is a favorite destination among Italians. Gubbio is one of our favorite towns in Italy off the beaten path.


Here you can take your own private romantic Italy tour and walk through the magical, medieval town that appears just as it did centuries ago. You can do some shopping, enjoy a cappuccino on the main square nearby a 14th century palace, take some great photos, or visit one of several museums.

For a special treat, you can also take a unique cable car built for two up Mount Ingino. You can hold your partner high above Gubbio while enjoying the sweeping vista of the Apennine Mountains. You can then have a romantic lunch on your own (at our expense) at one of several restaurants that we can recommend. Return to Spello mid-afternoon for private time and packing. 


You will then enjoy an early private romantic Italian dinner for two specially prepared by a wonderful Italian chef.

Included: All meals, coffee, tea, sparkling water, private dinner, and local Italian wine, if desired.

Saturday Day 7
10 Day Romantic Italian Getaway
Trip To Tuscany For Tour Of Florence And Siena

We’re off today to see some of the most popular places in Italy. During the last days of your Italian small group tour, you’ll see the incredible Tuscan towns of Florence and Siena.


Florence was once one of the wealthiest and most influential cities in the world. Today it is a major artistic, cultural, commercial, political and financial center. It is known for its extraordinary Renaissance architecture and is a UNESCO World Heritage site. Forbes ranked Florence as the most beautiful city in the world in 2010.


We’ll make the short trip to Florence by train to enjoy the beautiful Italian countryside as we depart Umbria and arrive in Tuscany for our Florence adventure.

When we arrive, we will check-in to your 4-star Italian hotel located in the heart of Florence. We’ll grab a light lunch at a restaurant that specializes in Tuscan cuisine including homemade pici pasta, Tuscan meats, various tomato or bean soups, great Tuscan red and white wines, and more.


After lunch, we’ll take a guided walking tour conducted by a knowledgeable local tour guide to get oriented to Florence.


Florence will be a marked change from Umbria since it is not a hilltop town. Instead the historic center is quite flat. It is also a great place to mingle, explore and walk since vehicle traffic is restricted for local residents, taxis and hotel guests.

After your walking tour you can continue to explore the labyrinth of ancient Florentine streets while admiring the exquisite renaissance architecture. You can stop to taste some creamy Italian artisan gelato; admire numerous quaint jewelry shops which line the oldest bridge in Florence, the famous Ponte Vecchio; walk along the Arno River; do some shopping at myriad small shops, or grab a cocktail or glass of wine from one of the many wine bars in Florence. There are lots of different things to do in Florence that we can recommend.

You’ll will have dinner tonight at one of our favorite restaurants. It is tucked away in a corner of an ancient piazza. The restaurant serves award winning authentic Tuscan foods. The fresh pasta and bread are prepared daily and made on-site. All dishes are based on the best seasonal ingredients and the menu changes with the season. For a special treat, you can also sample their deep green Tuscan olive oil which is produced on the restaurant owners’ estate outside of Florence. If you still have energy, you can go back to the sky terrace at your hotel to have a nightcap and enjoy a nighttime view of Florence.

Included: Transportation by train from Umbria to Florence, guided tour of Florence, all meals, coffee, tea, sparkling water, and local Italian wine (if desired) and lodging in Florence.


Sunday Day 8
10 Day Romantic Italian Getaway
Tour Of Florence - Continued


Today, we’ll visit the Galleria dell’Accademia, one of Italy’s most popular museums. This well-known museum features Michelangelo’s colossal statue of David.


In addition to the David, there are six large unfinished marble statues that line the gallery. Many people grow quiet when they enter and stare in awe. The figures are so lifelike that they seem frozen in time.


After our experience seeing the David we will walk five minutes to the nearby Mercato Centrale. This 150-year old open-air marketplace features artisan food shops that cater to local residents and restaurants.

As part of your Romantic Italian Getaway you will be able to peruse the many interesting shops. They offer a vast selection local produce: cheeses, meats, salami’s, wine, liquors, soft drinks, and much more. We’ll get a whiff of the wonderful scents of all kinds of products and especially prosciutto hams with the local favorite called “Cinta Senese” that is prized throughout Italy. It is a lot of fun to sample and discover what you like best.


We will then have lunch at one of the authentic casual restaurants inside the market or from one of the many restaurants located outside, depending on your preference.


After lunch, we will go up to a square on a promontory high above Florence – the famous Piazzale Michelangelo. From here you can see an incredible panoramic view of all of Florence. You’ll see the giant basilica of Santa Maria del Fiore which from this vantage appears to be small. You see the historic wall surrounding parts of Florence and arc of the Arno River. The square is a great place to take some fine photos.



We’ll then return to the center of old Florence. You’ll have some time to do things on your own before dinner. You can go back to relax at your hotel, continue shopping, or walk around Florence and explore the narrow streets.

Florence is an international city that offers you some wonderful international dinner options. We’ll recommend several restaurants where you can find Indian, Turkish, Thai, or Japanese cuisine.


Or, you can select from one of our many favorite Italian restaurants. Perhaps tonight is the night to try an authentic Florentine beefsteak -- Bistecca alla Fiorentina -- or select from numerous other tasty Tuscan specialties.


Included: Museum tickets, transportation within the city center, and all meals, coffee, tea, sparkling water, and local Italian wine, if desired. 

Monday Day 9
10 Day Romantic Italian Getaway
Tour In Siena

After breakfast we’ll take you on a short public bus ride for an Italian small group tour to one of the most beautiful cities in Italy – Siena.


Siena was first settled by the Etruscans around 2,500 years ago. It is a UNESCO World Heritage Site and was one of the most important cities in medieval Europe. Siena is famous for its food, art, museums and its medieval landscape. It also has one of the oldest universities in the world.


When you arrive in Siena, you will definitely feel like you have gone back in time.


You’ll see the gigantic Piazza del Campo which is regarded as one of Europe’s greatest medieval squares. It is renowned for its architecture and beauty and is lined with red brick buildings. Siena is also the site of a famous horse-race held twice each summer – the Palio of Siena.


After walking around a bit and having time to admire the piazza, we’ll have an early lunch at a Tuscan restaurant and pizzeria on the main square. You can do some people watching while enjoying a view of the piazza and all of its architectural glory.


After lunch we will stop at the Palazzo Pubblico across the piazza. The palace is a grand work of architecture in itself, with nearly every interior room frescoed. You can climb the stairs in the medieval tower next door to get a commanding view of Siena.


Siena is also a wonderful shopping town. We’ll walk around the medieval road that surrounds the piazza and is lined by all kinds of intriguing shops.

We’ll then visit the main duomo or cathedral located just a couple of blocks away. The duomo was completed in the 14th century and is a masterpiece of Italian Romanesque-Gothic architecture. It has an imposing zebra-like facade featuring alternating white and black marble.


You’ll have plenty of time to explore the town, do some shopping, or grab another gelato. Late in the afternoon we will take the bus back to Florence. There you can freshen up at your hotel.


We’ll then have a fond farewell celebration with cocktails, wine and a Tuscan dinner. There you can talk about the wonders of Italy and perhaps even start dreaming of a future return trip!


Included: Transportation to Siena and all meals with coffee, tea, sparkling water, and local Italian wine, if desired.


On the final morning of your 10 day tour of Italy, you will be picked up at your hotel to take you to the Florence airport for your flight back home. Instead, if you are flying out of Rome, we will escort you to the Florence train station and guide you to the high-speed train which will take you to Rome and Fiumicino Airport.

Transportation to Florence Airport or Rome Airport and breakfast are included.

Please Note: This schedule may change subject to weather and availability.

Tuesday Day 10
10 Day Romantic Italian Getaway
Depart For Florence Airport Or Rome Airport


What’s Included
Romantic Italian Getaway

  • 10 Day Tour Of Italy: For 10 days / 9 nights

  • All-Inclusive In Italy Tour

  • Ground transportation from Rome airport upon arrival. Upon departure, transportation to Florence Airport Or Train Tickets from Florence to Rome airport if departing from Rome. Bus transportation to and from Siena to Florence

  • 9 nights lodging in two Italian 4-star hotels in Central Italy regions of Umbria and Tuscany

  • Transportation for each day of the tour as needed

  • All breakfasts, lunches and dinners with Italian wine, if desired

  • Private dinner prepared by an Italian chef

  • Museum tickets

  • Cocktail party featuring heavy appetizers at a private storybook palazzo

  • Wine tastings will take place at cozy wine bars in Italian wine country. The tastings will also include tours of wine cellars and vineyards.

  • Professional Italian tour guide available during portions of the tour

  • Spa visit with an afternoon aperitif 

  • Numerous opportunities to shop

  • Optional time for biking, walking, hiking, trekking, cycling, e-biking or e bike

  • Additional private time to do things together or on your own

What's Not Included

Romantic Italian Getaway

  • Flights to and from Italy

  • Travel Insurance

  • Passport Fees


  • During your 10 day tour of Italy, you will stay at a small, boutique hotel. Many of our hotels are family-owned and are located in historic properties, some of which are centuries old. You will stay at an Italian 4-star hotel that is charming and authentic, featuring modern amenities including: wi-fi, air conditioning and a private in-suite bathroom. Many guests have remarked that our hotels are more quaint and memorable than chain hotels in North America.

Romantic Adventure: Tours
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