Tailormade Vacation Packages and Holidays to Italy

Create your custom-made trip to Italy

Traveling to Italy? Chat with a local travel specialist who can help organize your trip.

Alessandra GalassiTravel Expert in Italy
Danilo CataniaTravel Expert in Italy
Enrico Maria MalacarneTravel Expert in Italy
Elena KyrimiTravel Expert in Greece & Italy
Simon H.Travel Expert in Belgium, France, Italy & Switzerland

Start planning your Trip

Recommended by

Italy Winter Snow and Alps

Trip customizable

Best price guaranteed

Get ready for a one-of-a-kind winter journey through Italy’s snow-covered Dolomites with Taste and Slow Italy’s “Winter Alps and Dolomites” tour. This seven-day adventure combines the serene beauty of Northern Italy with cultural heritage, outdoor fun, and festive holiday charm. Centered around Val Badia and Bolzano, this itinerary promises breathtaking landscapes, charming towns, and authentic winter experiences. Start your journey in Val Badia, staying at a cozy hotel in an enchanting valley surrounded by snow-capped peaks. Relax in the spa and savor local flavors before setting out on a guided snowshoe tour to the iconic Five Towers of Cortina d’Ampezzo, where you’ll enjoy panoramic mountain views and traditional refreshments. For ski lovers, Val Badia offers both cross-country and downhill options, with private lessons available for all levels. History enthusiasts will also appreciate the snowshoe tour to the Andraz Castle, a medieval fortress that brings the past to life against a stunning winter landscape. In Bolzano, embrace the holiday spirit with visits to charming Christmas markets. Wander through stalls offering artisanal gifts, mulled wine, and Apfelstrudel, and visit a Termeno winery to taste local wines like Gewürztraminer. Here, learn about the unique alpine terroir that gives these wines their distinct character. Conclude your tour with optional visits to Castel Roncolo, known for medieval frescoes, or take a scenic cable car to the Renon Plateau for stunning alpine views. This tour is perfect for those seeking both relaxation and adventure, blending Italy’s alpine charm, traditional hospitality, and majestic winter landscapes. Join us for an unforgettable winter escape that celebrates the best of Italy’s winter magic.

Culture shows and excursions

Tour Type

Private Tour

Age Range

1-90 yrs

Operated in

english

Destinations

Northern Italy, Dolomites, Bolza

Northern Italy, Dolomites, Bolzano, Milan

Duration7 days

From

USD 3,532

View Tour

Puglia Express: 5 Days of Southern Charm

Trip customizable

Best price guaranteed

Begin in Bari and transfer to the Itria Valley for a warm welcome and dinner. Explore the Grotte di Castellana, the trulli houses of Alberobello, and the “white city” of Ostuni. Visit Lecce, the “Florence of the South,” and the historic treasures of Otranto. Experience the unique Sassi neighborhoods of Matera before concluding your adventure in the Bari area. Enjoy a perfect blend of history, culture, and stunning landscapes throughout this unforgettable tour

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Bari, Itria Valley

Duration5 days

From

USD 1,352

View Tour

Flavours of Tuscany & Cinque Terre

Trip customizable

Best price guaranteed

Experience the best of Italy with this 8-day tour, staying in Rome, Florence, and the charming Monterosso al Mare. Explore Rome’s rich history with a 24-hour Hop-On Hop-Off ticket. Enjoy a scenic half-day tour from Florence to the Chianti region, complete with wine and olive oil tastings. Discover the stunning beauty of Cinque Terre with a 48-hour Train Card. Your journey includes a private airport transfer in Rome and high-speed train travel between cities, offering the perfect balance of guided tours and independent exploration

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Tuscany, Montero

Rome, Florence, Tuscany, Monterosso, Cinque Terre

Duration8 days

From

USD 1,352

View Tour

Irresistible Italy: Rome to Venice

Trip customizable

Best price guaranteed

Unveil Italy’s splendor with a 12-day journey through Rome, Florence, La Spezia, Milan, and Venice. Indulge in a wine tasting in Chianti, a private transfer from Rome’s airport, and captivating guided tours of the Colosseum, Roman Forum, and Pompeii. Discover Tuscany’s charm on a coach tour, revel in the scenic Cinque Terre with a 48-hour Train Card and embrace the elegance of Lake Como with unlimited boat trips. Savor a gondola ride in Venice and glide through high-speed train adventures across Italy’s iconic landscapes

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Colosseu

Rome, Florence, Venice, Colosseum, La Spezia, Cinque Terre, Milan, Lake Como

Duration12 days

From

USD 3,103

View Tour

Essence of Italy: Rome, Sorrento, and Venice

Trip customizable

Best price guaranteed

Begin your journey with a private transfer from Rome's airport to your hotel, followed by a half-day guided small group tour of the Colosseum and Roman Forum. Travel by high-speed train to Naples, where you'll enjoy a private transfer to Sorrento with a 2-hour stop to explore Pompeii. In Sorrento, take an excursion to the enchanting Capri Island, including a visit to the Blue Grotto. Continue to Florence via high-speed train, and immerse yourself in the city's rich history. Conclude your Italian adventure in Venice, with a gondola ride through its picturesque canals

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Sorrento

Rome, Florence, Venice, Sorrento, Capri

Duration9 days

From

USD 2,555

View Tour

Unforgettable Gems of Italy

Trip customizable

Best price guaranteed

Embark on a timeless journey through Italy, where history, art, and natural beauty converge. From the ancient grandeur of Rome, with its iconic Colosseum and the Vatican's awe-inspiring masterpieces, to the romantic allure of the Amalfi Coast, where sun-kissed beaches and charming villages line the coastline. Immerse yourself in the heart of Tuscany, renowned for its world-class wines, picturesque landscapes, and historic cities like Florence and Siena. Discover the Cinque Terre, a collection of five colorful villages perched on cliffs overlooking the Ligurian Sea, offering breathtaking views and quaint charm. This extraordinary tour offers a perfect blend of history, culture, and natural beauty, promising unforgettable memories.

Art and architecture

Tour Type

Private Tour

Age Range

1-99 yrs

Operated in

English

Destinations

Rome, Amalfi Coast & Campania, F

Rome, Amalfi Coast & Campania, Florence, Venice, The Vatican, Montepulciano, Naples, Tuscany, Lucca, Cinque Terre, Milan, Lake Como, Tivoli, Vatican City, Pompeii, Amalfi Coast, Capri

Duration22 days

From

USD 9,152

View Tour

35% OFF TODAY

Journey of Charming Sicily - 10 Days

Trip customizable

Best price guaranteed

Ready to venture into the core of Sicily's storied past and vibrant culture? You can do just that with our expertly crafted tour! Discover the enchanting island of Sicily on a journey that starts in Palermo, showcasing its majestic Norman Cathedral and vibrant cultural sites. Traverse scenic towns like Cefalù and Catania, savoring local Sicilian treats. Marvel at Mount Etna’s rugged landscape, the medieval charm of Taormina, and the UNESCO World Heritage treasures of Syracuse and Noto. Experience Ragusa Ibla’s Baroque beauty, taste Modica’s renowned chocolate, and explore Agrigento’s Valley of the Temples. Delight in the vineyards and salt flats of Marsala and uncover ancient wonders in Erice and Segesta. Return to Palermo to end your adventure, leaving with cherished memories of Sicily’s captivating allure.

Cultural, religious and historic sites

Tour Type

Group Tour

Age Range

3-99 yrs

Operated in

english, italian, spanish

Destinations

Sicily, Palermo, Catania, Noto

Sicily, Palermo, Catania, Noto, Agrigento, Segesta

35% OFF TODAY

Duration10 days

From

USD 3,060

USD 1,989

Saving

USD 1,071

View Tour

35% OFF TODAY

Classical Sicily - 8 Days

Trip customizable

Best price guaranteed

Embark on an unforgettable adventure through Sicily, where ancient history, stunning landscapes, and exquisite cuisine await you. Start in Catania, a city with a UNESCO-listed historical center featuring original Baroque architecture. Discover the archaeological marvels of Syracuse and the charming Baroque treasures of Noto before delving into the captivating Ragusa Ibla and Modica. Admire the Valley of the Temples in Agrigento, taste the renowned Marsala wines, and walk along the historic Salt Road. Explore the impressive Norman Cathedral in Monreale and the diverse attractions of Palermo. Experience the allure of Cefalù and conclude your journey with a visit to Europe’s highest volcano, Mount Etna, and the picturesque town of Taormina. Immerse yourself in Sicily’s rich heritage, from the Greek theater with views over Giardini Naxos bay to the UNESCO-listed sites and delectable local dishes. End your exploration back in Catania, cherishing the memories of a remarkable journey through Sicily’s cultural and natural wonders.

Art and architecture

Tour Type

Group Tour

Age Range

4-99 yrs

Operated in

english, italian, spanish

Destinations

Sicily, Catania, Noto, Piazza Am

Sicily, Catania, Noto, Piazza Amerina, Marsala, Palermo

35% OFF TODAY

Duration8 days

From

USD 2,400

USD 1,560

Saving

USD 840

View Tour

A Taste of Italy: 8 Days - Classic

Trip customizable

Best price guaranteed

Like a creamy gelato or hot espresso, one taste of Italy can linger for a lifetime. Travelling from the Eternal City of Rome and up through the hazy hills of Tuscany, you’ll spend eight days sampling the best of Assisi, Siena, Florence, Bologna, Venice, and Montepulciano. Catch the spirit of La Vita Bella as you explore elegant Florentine piazzas, rummage through handcrafted artisanal treasures, sip world-class wines, and float down intimate Venetian canals

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice

Duration8 days

From

USD 1,516

View Tour

Rome Florence Venice and Milan by Rail

Trip customizable

Best price guaranteed

This tour will take you on a memorable train ride across the major touristic cities of Italy. You’ll begin by exploring Rome, with stunning feats of civilization, modern and age-old alike. Colosseum, Navona Square, Pantheon, Spain Square, and Trevi Fountain are a few places that you can visit. The next place where you’ll take a train would be Florence. History, art, countryside, and delicious food are the gist of what this capital city of Tuscany has in store for you. Accademia and Uffizi Galleries are a must-visit. After Florence, The City of Water, Venice, awaits your arrival. Though the journey to Venice via rail is gorgeous, the city itself has its charm. Riding into a gondola through the Grand Canal and being mesmerized by the city’s beauty should be on your list. In addition, take a walking tour covering St Mark’s Square, Doge's Palace, Bell Tower, etc. Finally, we are at the last city of this train tour—Milan. An epitome of great fashion and design, Milan is a heart stealer. Apart from the latest cultural trends, you can even get a slice of history by visiting the Milan Cathedral. Also, ensure not to miss Leonardo Da Vinci’s stupefying Cenacolo, the Last Supper, which is one of the most famous artworks in the world. This train journey is one of the most popular Italy travel packages, offering a comprehensive tour of Italy's iconic cities.

Explorer

Tour Type

Independent Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

English

Destinations

Milan, Rome, Florence, Venice

Duration9 days

From

USD 1,102

View Tour

A Taste of Italy: Jubilee Pilgrimage 2025

Trip customizable

Best price guaranteed

Embark on an unforgettable journey through Italy, starting in Rome with a Hop-on Hop-off bus tour of the city’s iconic landmarks. Participate in sacred Jubilee events, including viewing the Holy Doors of St. Peter’s Basilica and Santa Maria Maggiore. Explore the medieval charm of Assisi, the art of Florence, and the UNESCO-listed Siena. Savor authentic Tuscan and Bolognese cuisine, and experience the grandeur of Venice. This tour beautifully blends history, art, and faith, offering a captivating experience of Italy’s rich culture and beauty

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice

Duration9 days

From

USD 2,185

View Tour

Hidden Treasures of Northern Italy

Trip customizable

Best price guaranteed

Experience the best of Northern Italy on this 8-day journey through Bologna, Verona, and Milan. Start in Bologna, exploring its historic streets and renowned cuisine. Visit the Renaissance city of Ferrara and the Byzantine mosaics of Ravenna on an optional tour before heading to Verona, famed for its romance and Amarone wine. Conclude in Milan with visits to iconic landmarks. This itinerary blends guided tours, cultural highlights, and free time for an unforgettable Italian adventure

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Milan, Bologna, Ravenna, Verona

Duration8 days

From

USD 1,281

View Tour

Sardinia Escape: An 8-Day Island Adventure

Trip customizable

Best price guaranteed

Discover the captivating beauty, culture, and flavors of Sardinia on this unforgettable 8-day journey from Cagliari to the Emerald Coast. Explore ancient archaeological sites, charming medieval villages, and stunning coastal landscapes. Stroll through historic towns like Cagliari, Bosa, and Alghero, visit UNESCO World Heritage sites such as Su Nuraxi, and admire the turquoise waters of La Maddalena and Porto Cervo. Along the way, enjoy authentic Sardinian cuisine, local wines, and warm island hospitality as you uncover the true spirit of the Mediterranean’s hidden gem

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Sardinia, Olbia, Alghero, Sardar

Sardinia, Olbia, Alghero, Sardara, Orosei, Cagliari

Duration8 days

From

USD 2,612

View Tour

Italy Tailor-made Vacation Packages: Sicily Art, Food & Wine Tour

18% OFF TODAY

Super Sales

Sicily Art, Food & Wine Tour

Trip customizable

Best price guaranteed

This 8-day tour of Sicily starts in the vibrant city of Catania and takes you on a journey through the island’s most stunning destinations. Begin by exploring the charming town of Tindari and the picturesque coastal village of Cefalu before heading to Palermo and Erice where you’ll enjoy a visit to a traditional winery for a delightful wine tasting. Continue your adventure with a visit to the ancient archaeological site of Selinunte, followed by a stop in Agrigento to marvel at the Valley of the Temples. The tour also includes stops in the baroque city of Noto, the historical treasures of Siracusa and Ortigia, and ends with a visit to Taormina, where you’ll indulge in a tasting experience while soaking in the scenic beauty of this iconic hilltop town.

Art and architectureFood tours

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-99 yrs

Operated in

english

Destinations

Catania, Palermo, Agrigento, Cal

Catania, Palermo, Agrigento, Caltagirone, Taormina

18% OFF TODAY

Duration8 days

From

USD 3,249

USD 2,679

Saving

USD 570

View Tour

All Tailormade Vacation Packages and Holidays to Italy

Page 13 of 185 Tailor-made Vacation Packages Trips in Italy with 59 Reviews

Create your custom-made trip to Italy

Page 13 of 185 Tailor-made Vacation Packages Trips in Italy with 59 Reviews

Italy Winter Snow and Alps

Puglia Express: 5 Days of Southern Charm

Flavours of Tuscany & Cinque Terre

Irresistible Italy: Rome to Venice

Essence of Italy: Rome, Sorrento, and Venice

Unforgettable Gems of Italy

Journey of Charming Sicily - 10 Days

Classical Sicily - 8 Days

A Taste of Italy: 8 Days - Classic

Rome Florence Venice and Milan by Rail

A Taste of Italy: Jubilee Pilgrimage 2025

Hidden Treasures of Northern Italy

Sardinia Escape: An 8-Day Island Adventure

Sicily Art, Food & Wine Tour

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Tailormade Vacation Packages and Holidays to Italy

Page 13 of 185 Tailor-made Vacation Packages Trips in Italy with 59 Reviews

Create your custom-made trip to Italy

Page 13 of 185 Tailor-made Vacation Packages Trips in Italy with 59 Reviews