Tailor Made Itineraries
Get inspired with our sample trips below. Let our travel specialists customize a trip just for you.

10 Day Custom Tour
Dynamic pricing from $3,575
Experience history and culture as it comes to life during your custom-tailored family tour through Italy that highlights the monuments, landmarks, and customs from the Amalfi Coast to Bologna, Rome, and Florence. Your immersive experience captures the splendor of Renaissance art and the brawn of ancient gladiators, offering a unique perspective of the past. Make delicious pizza as a family, scour for treasures in celebrated museums, and participate as classic cities become interactive galleries that display ancient ruins and magnificent architecture. Whether sampling delicious cheese or wandering through a hidden corridor, your family-friendly tour through Italy will reveal tradition and unforgettable adventure.

12 Day Custom Tour
Dynamic pricing from $4,291
Interweave luxury and culture, authenticity, and heritage during your custom-tailored Italy tour brimming with exclusive experiences. Wander the galleries of the Vatican with a guide before the doors open to the public, enjoy a simple pastry after witnessing the intricacies of Michelangelo’s David, explore the vast halls of the Uffizi Gallery after-hours and immerse yourself into the secrets of the Venetian Republic uncovering hidden histories akin to legend. Whether indulging in fashionable company in Milan or relaxing with a glass of delicious wine in Montalcino, your Italy vacation brings the best of La Dolce Vita’s many opulent pleasures.

12 Day Custom Tour
Dynamic pricing from $9,355
Embrace the soul of Italy found in history, culture, and cuisine on your custom-tailored Italy that will take you away from the beaten path to explore rugged coastlines, pristine beaches, historical towns, and archeological treasures. Stretch your legs along the Amalfi Coast and expand your understanding of ancient heritage found along the peninsula dating back to the Greeks. Uncover brilliant Baroque architecture and charming fairytale homes, the splendor of Capri and the charm of contemporary caves. The distinctive spirit of Southern Italy takes you from the Tyrrhenian Sea to the Adriatic on an immersive scenic tour of villages, customs, and scenery.

10 Day Custom Tour
Dynamic pricing from $3,575
Experience scenic hikes, exhilarating ziplines, intriguing caves with this immersive 10-day vacation to southern Italy and Sicily. Unique experiences and private day trips are included in this amazing and unforgettable vacation. Zipline in Castelmezzano, climb Mt. Vesuvius to enjoy incredible views of Naples, and venture to the Blue Grotto.

9 Day Custom Tour
Dynamic pricing from $5,260
The Amalfi Coast awaits your exploration on this handcrafted and luxurious 9-day tour to Italy’s beloved Capri, Ischia, Ponza, and Ventonete islands. Those seeking to escape the crowds and bask in seaside intimacy will enjoy glamorous suites that overlook the sprawling Mediterranean Sea, enjoy therapeutic treatments at coveted wellness spas, and savor signature Mediterranean dishes served up at Michelin-starred restaurants. Book your elegantly curated experience today.

7 Day Custom Tour
Dynamic pricing from $2,501
Italian masterpieces embody love and grace. Romance and spirit passed through the ages and experienced during your customizable, couple’s tour of Italy that celebrates storybook architecture and immerses you in the treasured culture. Sample incredible cuisine that captures the essence of passion, and cruise down candlelit canals. Delight in delicious wines that have been produced on scenic, coastal cliffs, and stroll along remarkable medieval fortifications. Whether discovering ancient foundations in Florence or sophisticated, Renaissance villas in Venice, you will enjoy the pleasures of Italy that can be found in the endless romance that is highlighted through Italy’s classic ambiance.

7 Day Custom Tour
Dynamic pricing from $2,501
Discover the breathtaking towns, stunning landscapes, and the delicious cuisine of Southern Italy and Sicily during this amazing week-long vacation crafted especially for seniors. Exclusive experiences and private tours await at every destination as you uncover the history, culture, and ideal lifestyle of the area. Wander through the historic streets of Palermo, venture to the majestic island of Capri, and experience the fascinating city of Pompeii.

13 Day Custom Tour
Dynamic pricing from $4,649
The endless variety of Italy is highlighted on this custom tailored tour along the country’s best sites, within marvelous cities and magnificent landscapes. Witness the intricate detail of Michelangelo’s David. Wander through the antiquity of Rome, where the sensational Colosseum continues to tower over the columns of the Forum. From the romantic canals of Venice to the astounding remains of Pompeii, you will wander along Italy at its best, immersing yourself in exceptional coastline and breathtaking cliff sides, and a different world of which many have only dreamed.

10 Day Custom Tour
Dynamic pricing from $3,575
Inspiring art and mouthwatering cuisine offer a glimpse of the cultural majesty that you will experience during your custom-tailored 10-day Italy tour that immerses you in the splendor of bustling Rome, Florence, and Venice. Marvel at these breathtaking cityscapes while also indulging in the majesty of the Tuscan countryside. You will wander beneath the gilded mosaics of St. Mark’s Cathedral, sample the bold and layered flavors of the celebrated Brunello di Montalcino wine, and gaze up at the masterful ceiling of the Sistine Chapel. Throughout your once-in-a-lifetime journey, you will undoubtably discover the unparalleled treasures of Italy’s captivating highlights.

12 Day Custom Tour
Dynamic pricing from $4,291
Your custom-tailored food tour of Italy provides insight into the importance and diversity of the gastronomy of the Italian peninsula, immersing you in the luxury of culinary excellence, authenticity of regional cuisine, and splendor of traditional culture. From the canals of Venice to the maritime cliffs of the Amalfi Coast and the charming hills of Tuscany to the dramatic walls of Rome’s Colosseum, you will travel between illustrious cities and across the enchanting countryside. You will also transform cuisine into artistic pleasures, which derive from a black truffle pasta that is coated with guanciale wine that also emits aromas of sweet tobacco and gelato, erupting with fresh strawberries.

11 Day Custom Tour
Dynamic pricing from $3,933
The combined stories of history, art, and nature that spread throughout the country will show you the quintessence of Italy on this 11-day highlights tour. Storied ruins, Renaissance masterworks, romantic canals, and whispered flavors will come to life beyond the cities of Rome, Florence, and Venice, where you can find the allure of architecture, landscapes, and ambiance creating the essence of Italy along the way.

17 Day Custom Tour
Dynamic pricing from $5,520
The sights of Italy abound with mystery and legend throughout the breathtaking odes to history. Begin with Da Vinci in Milan, and then explore Michelangelo in Florence and the Vatican, continue to Assisi, Venice, Pisa, and Siena. See Signorelli’s frescoes, Brunelleschi’s Dome and Bernini’s baroque, the canals of Venice and Bellagio on Lake Como. All of these are just the start on this handcrafted sightseeing tour for seniors as you will delve beneath the surface with expert guides to living the history that is often felt far beyond what any words can explain.
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More About Our Italy Vacation Ideas
From Roman ruins to the Tuscan countryside, there is something for every traveler in Italy.
Our Italy Travel Guide provides helpful tips and inspiration from must-see destinations and top activities to the best time to visit. Discover traditional food and wine, inspirational culture, and amazing cities on a personalized tour.
For more information on how to make your dream journey a reality, get connected with a top travel specialist by filling out a Trip Request.
The best time to visit Italy is in the spring and early summer months, from March through June. During this time, the weather is great for the beaches, sightseeing, wine tasting, food tours, and more. Fall, particularly September and October, are also lovely times, when Italy is quieter and the fall colors are on show.
Your ideal experiences also affect the best time of the year to visit Italy for your trip. Skiing in the Dolomites is exceptional in December, while enjoying the sun-washed beaches of Sicily is best in May. Rome is brilliant in April, while Florence is stunning in September.
From wine tasting to Roman-ruin exploration and coastal sightseeing, find the best time for your experience. As a family, couple, senior, or adventure traveler, we share ideas to help you ...
As you plan your trip to Italy, consider our tips with the following answers to the most frequently asked questions.
From dreaming of the sunflower fields in Tuscany to searching the ruins of Rome for ancient treasures, you can book a trip in Italy using our ideas as inspiration. Enjoy the pleasures of La Dolce Vita or alpine panoramas, lounging on golden beaches, or embracing rolling vineyards. It is all about finding the information you need to plan the right trip for you.
Whether you are designing a first-time Italian tour as a couple or returning to the Mediterranean jewel with family, we share how to plan a stress-free trip.
From immersive tours of ancient Rome to the intricacies of artisanal crafts, Italian gastronomy to breathtaking national parks, the top 15 things to do in Italy let travelers unravel the country’s beauty and culture.
You can witness more Unesco World Heritage Sites than in any other country or sample the enticing flavors of celebrated Italian wines. Art, architecture, gastronomy, history, and heritage highlight the depth of Italy’s quintessential allure, with a range of experiences that stretch from the Dolomite Mountains in the north to the shores of Sicily’s Lido Mazzaro in the south.
Discover the top 15 things to do in Italy for a majestic and authentic experience that brings Italian culture and unique experiences to the forefront.
From ancient ruins in the capital city of Rome to glistening canals in Venice, you can explore the best places to visit in Italy for inspiring travel ideas.
Italy enchants with ancient cultural riches and unique style, as well as enchanting natural beauty, from the colorful seaside Amalfi Coast towns to the golden hills of Tuscany. With endless majesty stemming from the dramatic coastline, beautiful lakes, and rolling landscapes, you can immerse yourself in the storied beauty as you explore the top places to visit.
Discover essential experiences and savor the pleasures of Italian life on a trip to the best places to go in Italy.
Italy is one of the most family-friendly destinations in the world and our 10 best places to visit can inspire your Italy family vacation with children of any age.
Italy’s mixture of history, natural scenery, smoldering volcanoes, and preserved ancient ruins creates an undeniably captivating ambiance. Whether you want immersive cooking classes or a scavenger hunt through a celebrated museum, wish to sample every flavor of gelato or enjoy physical training like an ancient gladiator, you can discover new and exciting experiences.
The following list offers inspiration for the best places to visit in Italy with kids that will allow your family to create life-long memories.
Italy personifies romance, its intriguing history and captivating landscape contributing to the top 10 most romantic places in Italy for couples.
From elegant cities to exquisite island getaways, secluded charms to scenic coastlines, preserved tradition offers authentic beauty and natural wonder creates the enchanting ambiance of a storybook.
Discover castles and ancient ruins, seductive cuisine and quiet vineyards. Lush countryside gives way to glistening lakes, canals offer quiet escapes, and rolling hills create the perfect picture of idyllic countryside. The following list offers our recommendations on the most romantic places in Italy for your trip.
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