Italy Vacation Packages

Your Love Story on the Amalfi Coast

Celebrate your love on a journey through the jewels of the Bay of Naples and the Amalfi Coast. Relax in Ischia’s soothing thermal springs and explore lush gardens steeped in history. Discover Capri’s captivating charm with a private boat excursion to secluded bays. Finally, let the Amalfi Coast’s breathtaking vistas and charming villages of Positano, Amalfi, and Ravello set the stage for your Italian romance.

Romance in the Heart of Italy.

Celebrate your love with a romantic journey through two of Italy’s most enchanting destinations. Unwind in a dreamy Tuscan retreat surrounded by rolling hills, savor local cuisine and wine and wander hand-in-hand through Chianti’s charming villages. Then, feel the magic of Verona, the legendary City of Love, where Juliet’s balcony and timeless street evoke the charm of Shakespeare. End your journey by Lake Garda exploring the fairytale village of Sirmione with its medieval castle and ancient Roman ruins.

Island Gardens, Historic Villages & Lakeside Charm.

The Borromean Islands are the highlight of a stay at Lake Maggiore. Isola Bella will surprise you: its sumptuous baroque palace is completely furnished and its elegant rooms are full of paintings and works of art. On isola Madre the atmosphere is even more authentic: you will learn how the Borromeo family created a luxuriant English-style botanical garden full of tropical and rare plants. Isola dei Pescatori is the most lively, with its many little shops and cafes. You will visit the gem of Lake Orta and the small town of Orta San Giulio with its 20 chapels whose frescoes tell the story of St. Francis of Assisi.

This is a great Add-On Package for anyone visiting Turin, Milan, or any part of Italy.  We are happy to help make travel arrangements for you to Stresa.

Italy’s Culinary Capital.

Travel to Bologna, Italy’s culinary capital, affectionately known as "La Grassa" ("The Fat One"). This vibrant city is the birthplace of beloved Italian staples like tagliatelle al ragù, mortadella, and tortellini. It also offers the perfect gateway to taste regional treasures such as Parmigiano Reggiano, Prosciutto di Parma, and traditional balsamic vinegar from Modena. On this tour, you’ll experience it all—through an engaging cooking class and a flavor-filled day trip into the heart of Emilia-Romagna.

This is a great Add-On Package for anyone visiting Florence, Venice, or any part of Italy.  We are happy to help make travel arrangements for you to Bologna.

Exclusive Small Group Tour Led by Author Susan Van Allen —14 guests maximum

Join author Susan Van Allen, (100 Places in Italy Every Woman Should Go), for an inspiring,  femme-friendly Golden Week in Tuscany, at glorious olive harvest time!

Come for a beautiful adventure surrounded by classic splendid scenery of green rolling hills, stately cypress trees, olive groves and vineyards. Enjoy 7 nights in a Villa in the enchanting hill town of Cortona--the place writer Frances Mayes’ made famous in Under the Tuscan Sun. Meet Susan’s local friends—entertaining guides, chefs, artisans, and winemakers. Highlights include joining in on an olive harvest, wine tasting at a female-run winery, soaking in curative thermal waters, shopping at Italy’s largest antique fair in Arezzo, and extraordinary food and wine every Golden Day.

This is a gift of La Dolce Vita=The Sweet Life, custom-designed and led by Susan so that wonderful women like you can fully enjoy the rejuvenating pleasures of the Bel Paese.

Dates & Rates:

Depart – Return (Sun – Mon): November 1 - 9, 2026

Per person in a Deluxe Twin Room: $6,790

Per person in a Suite Twin Room: $6,990

Solo Traveler in a Superior Room: $7,390

Solo Traveler in a Deluxe Room: $7,690

All the Beauty of Italy, in One Extraordinary Region.

Experience an off the beaten path tour of one of Italy’s most underrated regions, Le Marche! You will be based in both Urbino and Ascoli Piceno. This region has been described as “all of Italy in one region”. On this 7 night adventure you will be delighted by the Apennine Mountains, rolling hills, beautiful beaches and rocky cliffs. At the same time being marveled by the Renaissance culture and medieval architecture of this region. This is an exclusive private tour including winery visits, local tastings and cooking experiences as well as most meals. 

Savor the Authentic Taste of Southern Italy.

Puglia is a treasure trove for culinary lovers. Taste the flavors of this ancient region in the bounty of its land. You will discover the olive oil made from age-old giant olive trees, the Primitivo wine and the age cheeses made by our favorite locals. They will teach you the secrets their grandparents taught them in how to source and prepare the fresh local cuisine. Enjoy your stay in an authentic masseria, a fortified farmhouse, that has sits among ancient olive trees. Finish your visit to Puglia in the magical Baroque city of Lecce where you will continue to explore the flavors of Puglia with a food tour and cooking lesson.  

Wine, Culture & Culinary Excellence.

Enjoy a seven-day journey through Northern Italy, where culture and cuisine blend seamlessly. Begin in elegant Turin, sampling Piedmont’s famed Barolo wine and exploring the rolling vineyards where it's produced. Then head to Milan for a guided city tour that ends with a viewing of Da Vinci’s The Last Supper. Discover the flavors of Milan on a food tour through the lively Navigli district. Conclude your adventure with tastings in Franciacorta, Italy’s sparkling wine capital.

Celebrate Perillo’s 80th Anniversary with an exclusive Italian adventure. Experience the best of Tuscany and Verona, from a farm-to-table dinner in Tuscany to an after-hours Michelangelo tour in Florence. Hunt for truffles, savor world-class wines in Montalcino, and enjoy a private sunset photo shoot. Visit the oldest family-owned acetaia and tour Verona’s historic sites, including the famed Arena for an exclusive opera experience. End your journey with a helicopter tour over Lake Garda and a Michelin-starred farewell dinner. Luxury, history, and culinary delights await!

Price starting from $80,000 in total for 2 people.

Prices, overnight accommodations and activities may vary based on seasonality and availability.

The Perfect Introduction to Italy.

Embark on the ultimate Italy adventure - an impeccable itinerary tailored for your inaugural visit to this enchanting country! Sit back and relax as we handle every detail, from hand-picking delightful 4-star accommodations to arranging seamless transfers and securing first-class train tickets for your travels between iconic cities.

With our meticulously curated day tours, you'll uncover the essence of each destination, exploring must-see landmarks. Immerse yourself in the rich history and culture of Italy with expert-guided excursions, and enjoy free time to wander and discover at your own pace during this independent tour.

The Ultimate First-Time Italy Journey!

We've taken care of selecting wonderful 4* hotels, transfers and Business class train tickets between cities. All you have to do is enjoy yourself as you visit the must-sees of each city on our hand-selected day tours, and have some free time to explore on your own with this independent tour of Italy.

Experience the City of Water and the Eternal City, all in a once-in-lifetime adventure.

Built on more than 100 small islands, Venice has no roads, just canals lined with Renaissance and Gothic palaces. Follow your guide along the canals and through the narrow streets, learn about the history of this floating city and cross the most famous of the 400 bridges in Venice - The Rialto Bridge. Crown your day in Venice with a gondola ride to see the city from the water!

Travel to Murano, a small island world-famous for its glass and visit a traditional glass factory for an unforgettable firsthand experience: a live glass blowing demonstration! Then move on to Burano, famous for its centuries old tradition of lace-making and for its coloruful houses.

Board the fast train to Italy’s Capital City, Rome and get ready to be in awe as you visit its must-sees: from the 2000-year-old Colosseum and the Roman Forums to the Vatican Museums with its impressive collection of art, the stunning Sistine Chapel, and the fascinating St. Peter’s Basilica.

Make your self at home in marvelous Florence and dig in to the famous and beloved culture of Tuscany for a week!

Under the guidance of a city expert, walk through Florence’s historic center. Travel to the fascinating medieval towns of Siena and San Gimignano and end your day with a dinner at a boutique winery to savor a perfect Tuscan meal paired with local wines. Spend a half day in Pisa and visit its iconic Leaning Tower and the impressive Cathedral. Top your stay in Florence with a cooking class and a market visit. Once you've learned to make pasta from scratch, a simple but delicious Italian sauce and a dessert you will be  ready to go home and cook for your family and friends!

Make your self at home in a luxurious way and dig in to the famous and beloved culture of Tuscany for a week!

Under the guidance of your private city expert, walk through Florence’s historic center, visit the imposing Duomo and view Michelangelo’s masterpiece, the David. Travel to the fascinating medieval towns of Siena and San Gimignano with your private chauffeur driver. Spend a half day in Pisa and visit its iconic Leaning Tower and the impressive Cathedral. Top your stay in Florence with a private cooking class at a Florentine signora's beautiful country home to taste some Tuscan delicacies and local wines!

With the Eternal City as your home base, see the highlights of Ancient Rome, the Colosseum, and the Vatican, plus venture out to Pompeii, Amalfi Coast and Tuscany to make the most of your week in Rome.

Discover the secrets and delights of Rome with your private expert guide and stay at one of our handpicked luxury accommodations. Plus venture out to Pompeii and Tuscany to make the most of your week in Rome.

Visit the highlights of the archaeological center of Imperial Rome: the 2000-year-old Colosseum, the majestic Roman Forums and one of the seven Roman hills - the Palatine Hill.

Embark on a five-minute drive to another country—Vatican City, and tour the Vatican Museums with its impressive collection of art and the marvelous Sistine Chapel. Enter the fascinating St. Peter’s Basilica, by far the largest church in Christendom and see Michelangelo’s Pietà and Bernini’s seven-story bronze canopy.

Chauffeured by your private driver, travel to Pompeii, the famous ancient Roman city tragically destroyed after the eruption of Mt. Vesuvius in 79 AD and explore the preserved ruins.

Top your stay in Rome with full day excursion to the Tuscan countryside and experience the best towns in the Val D'Orcia area: Montepulciano, Pienza and Montalcino.

See the best of Italy's history and beautiful coastline!

Start in the Eternal City and visit Ancient Rome and the Colosseum. Then head south to sunny Sorrento and the stunning island of Capri. Of course, no trip to Italy is complete without some food and wine! You'll have the chance to learn how to cook Italian food and taste some local wines and cheeses - buon appetito!

History. Archeology. Authentic Italy.

One of the oldest continuously inhabited cities in the world, Naples is one of the most exciting and fascinating destinations in Italy. In the shadow of Mount Vesuvius, Bella Napoli is home to one of the best archeological museums in the world. You will see artifacts from Pompeii and as part of our package, visit Pompeii itself. While exploring the city and surroundings, eat pizza in the place where it was born and drink the best espresso you will ever have (they say it is because of the water).

This is a great Add-On Package for anyone visiting Sorrento, Rome, or any part of Italy.  We are happy to help make travel arrangements for you to Naples.

Discover the underrated region of Umbria, filled with castles, farmhouses, rich landscapes and gastronomic glory! Relax in the privacy of your own VILLA or step into the Middle Ages and explore nearby cities full of culture and history!

This package includes a car rental and private villa accommodations for 7 nights.

Below we have listed our top suggestions of private tours to add on as you wish. You can decide to have every day at leisure, explore on your own, add a private guide for each suggested tour or even hire a private chauffeur driver. 

Customize the package and make it YOUR dream vacation!

Click HERE to look at our selected villas in Umbria. 

The Flavors of Tuscany!

From your base in the charming medieval town of Siena, experience hilltop villages, rows of vineyards, and culinary specialties of Tuscany.

Enjoy a private guided walk of Siena and marvel at the many sites of the city including the Palazzo Comunale (Town Hall), the majestic gothic Basilica of San Domenico and the Piazza del Campo, where the horse race (Palio di Siena) is held twice a year.

Venture to the beautiful countryside of the Orcia Valley, recognized as a UNESCO World Heritage Site in 2004; visit the gorgeous medieval village of Montepulciano, known for its Vino Nobile red wine, and the Renaissance center of Pienza, celebrated for its production of Pecorino cheese.

Finally, take a traditional Tuscan cooking class in Siena and learn the secrets of this delicious cuisine!

This is a great Add-On Package for anyone visiting Tuscany, Rome, or any part of Italy.

Colorful Villages, Coastal Trails & Mediterranean Waters.

Famous the world over, five small colorful fishing villages carved out of the rocky mountainside above the sea, the Cinque Terre are a must-visit for any traveler to Italy.

The tiny towns are connected only by boat, train and hiking paths. Your private local guide will take you through terraced vineyards overlooking the Mediterranean to enjoy breathtaking sea views and centuries-old architecture at a relaxed pace. The other best way to experience the Cinque Terre is by boat and you will take a private tour on a comfortable motor boat, giving you a unique view of these five villages. You will have a chance to swim in the crystal-clear waters, discover the best hidden coves and indulge in a light lunch based on typical finger food and paired with some local wine and soft drinks.

This package is available from April to October.

Picturesque Villages, Seaside Beauty & Lake Views.

Explore the beautiful Italian Riviera from Santa Margherita Ligure, then relax in the iconic Lake Como area.

Under the guidance of your private local expert, discover the authenticity of charming Santa Margherita Ligure with its elegant palaces and exquisite gardens, the elegance of picturesque Portofino with it colorful houses and unique boutiques, and the stunning abbey at San Fruttuoso, a tiny untouched village considered a pearl of rare beauty. Then it is off to another natural water wonder - Lake Como. Walk through the historic center of Como to visit its main sights with your knowledgeable guide and take a cruise to admire the Alpine mountains and some of the most elegant villas from the water and spend some time in Bellagio, the pearl of Lake Como.

Enjoy some time at your leisure in each destination and feel free to select one of our day tours that best suits your interests: from food tours and cooking classes to hiking excursions to Cinque Terre or visits to magnificent villages on Lake Como.

Italy's Most Celebrated Destinations in Style.

This is the luxury way to see Italy for the first time! We've taken care of selecting wonderful 5* hotels and your private transfers between cities. All you have to do is enjoy yourself as you visit the must-sees of each city on our hand-selected private day tours, and have some free time to explore on your own with this independent tour of Italy.

Culture, Coastline & La Dolce Vita.

Experience the best of Italy's history and travel to one of the most spectacular coastlines in the world!

Start in the Eternal City visiting with a local insider the 2000-year-old Colosseum, the Roman Forums and the Vatican Museums with its impressive collection of art, the marvelous Sistine Chapel, and the fascinating St. Peter’s Basilica.

Then head south to the charming town of Sorrento that sits amid lemon and orange groves on the Bay of Naples. From here, venture to Pompeii, the Roman city destroyed by the 79AD Mt. Vesuvius eruption, and visit the ruins of the thermal baths, Vetti's House, the forum and other important sites.

Take a short trip by fast ferry to Capri and see the island's highlights with time for shopping on your own. As you ride along the famous Amalfi Coast enjoy the spectacular scenery from the coastal roads and stop to stroll through the three most popular and beautiful villages - Amalfi, Positano, and Ravello.

Last stop: Florence, the fountainhead of the Renaissance - city of Dante, Boccaccio, Botticelli and Da Vinci! Under the guidance of a city expert, walk through Florence’s historic center, visit the imposing Duomo and view Michelangelo’s masterpiece, the David. Travel to the medieval town of Siena, home of the famous horse race -  the Palio, and marvelous San Gimignano; end your day with a dinner at a boutique winery to savor a perfect Tuscan meal paired with local wines.

Renaissance Masterpieces, Tuscan Vineyards & Eternal Rome.

Discover the splendor of Tuscany and the Eternal City, all in a once-in-lifetime adventure.

Travel back to the Renaissance period as you stroll through Florence’s historic center, visit the imposing Duomo and view Michelangelo’s masterpiece, the David. Venture out to Pisa, home of the famous Leaning Tower and the charming town of Lucca. Top your stay in Florence with a trip to a local winery to savor Tuscany signature flavors and wines.

Board the fast train to Italy’s Capital City, Rome and get ready to be in awe as you visit its must-sees: from the 2000-year-old Colosseum and the Roman Forums to the Vatican Museums with its impressive collection of art, the stunning Sistine Chapel, and the fascinating St. Peter’s Basilica. At last, take an excursion to the exquisite Villa D’Este and its Gardens at Tivoli and witness its impressive concentration of fountains, cascades, and playful water features, as well as the pavilions, statuary, grottoes, and the views from all the terraces.

Ancient Wonders. Island Magic.

Acquaint yourself with the natural beauty, historical sights and savory food that makes Sicily a diverse and interesting destination. Enjoy an intimate experience with superior accommodations, private transportation and tours.

Escape the world and relax in a Tuscan wonderland!  Your very own private VILLA, grounds and gardens are all yours to explore!   Also, try venturing out into Tuscany’s charming cities and towns which are no more than an hour’s drive away!

This package includes a car rental and private villa accommodations for 7 nights.

Below we have listed our top suggestions of private tours to add on as you wish. You can decide to have every day at leisure, explore on your own, add a private guide for each suggested tour or even hire a private chauffeur driver. 

Customize the package and make it YOUR dream vacation!

Click HERE to look at our selected villas in Tuscany. 

Can't choose between a city vacation and a seaside break - you don't have to. You can experience both on this Romantic Journey to Rome and Positano.

Visit the highlights of ancient Rome with your private guide including the Colosseum and Roman Forum, and enjoy some time on your own to explore the Eternal City.

Then head to the Amalfi Coast, the most enchanting coastline in the world where you can dine on a fresh seafood and enjoy ocean views from your hotel room. From your hotel in Positano, have our expert captain take you on a leisurely cruise around the famed island of Capri by private boat. Throughout the day you will have the opportunity to stop and swim, visit Capri and Anacapri, and experience the beauty of the unique coastline.

Spend a week in a typical Apulian house and live like a local! With an incredible private VILLA as your home base, you will be close to the main sights and lovely towns and villages.  Feel free to explore all that the region has to offer or relax and soak up the beauty of the grounds surrounding your private villa!  The choice is yours!

Below we have listed our top suggestions of private tours/excursions to add on as you wish. You can decide to have every day at leisure, explore on your own, add a private guide for each suggested tour or even hire a private chauffeur driver. 

Customize the package and make it YOUR dream vacation!

Click HERE to look at our selected villas in Puglia. 

Exclusive Small Group Tour Led by Author Susan Van Allen —10 guests maximum.

Join Susan Van Allen, author of 100 Places in Italy Every Woman Should Go, her most popular Golden Week. This is an inspiring adventure in southern Italy, based in a 4-star historic Sorrento hotel, where the elegant soul of Bell’Italia bursts forth, with the sparkling Mediterranean Sea as a backdrop. Discover marvels of Capri, vibrant Naples, fascinating ancient ruins of Pompeii, blissful thermal springs of Ischia, and the magical Amalfi coast towns of Positano, Ravello, and Amalfi. Shop for artisan treasures, toast with robust local wine, and enjoy delicious, world-famous cuisine.

This is a Gift of La Dolce Vita=the Sweet Life, custom-designed and led by Susan so that women can fully experience Italy's rejuvenating pleasures.

Dates & Rates:

Depart – Return (Sat – Sun): October 17 - 25, 2026

Per person in a Double: $6,590

Solo Traveler: $7,590