Italy Tours for Experienced Travelers
The finest Italy tours for experienced travelers. We offer 240 carefully selected tours in Italy with 6,300 customer reviews. These premium experiences are designed for travelers who appreciate refined accommodations, expert guides, and thoughtfully crafted itineraries. Whether you prefer private tours, small group experiences, or luxury travel packages, our Italy tours for experienced travelers can be customized to match your preferences.
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10 Best Italy Experienced Traveler February Deals
Save on curated multiday Italy tours for seasoned travelers — rich in culture, insight, and highly reviewed experiences.
Curated by Alessandra Galassi
Italy travel expert at Bookmundi
Our 5-Day Tour offers a perfect blend of history, culture, and natural beauty. Start by exploring the vibrant streets of Naples before embarking on a scenic day trip to the stunning towns of Sorrento, Positano, and Amalfi. The next day, hop on a ferry to the beautiful island of Capri, where you can wander through charming streets, enjoy panoramic views from Augustus Gardens, and see the iconic Faraglioni rocks. Finally, step back in time with a guided tour of Pompeii’s ancient ruins, uncovering the fascinating history of this Roman city. With expert guides, unforgettable sights, and plenty of free time to explore, this tour is the perfect Italian getaway.
5 days
Set out on a 22-day grand tour across Europe, discovering the continent’s most celebrated cities and hidden treasures. The Best of Europe tour, beginning and ending in London, is perfectly crafted for experienced travelers and seniors seeking a moderate adventure through Paris, Rome, Amsterdam, Venice, and many more. Explore castles, sip local beers, and take in the beauty of Budapest, Vienna, Prague, and Zagreb on expertly guided excursions. With built-in free days, you’ll have the flexibility to follow your own interests or simply soak up the atmosphere. The standout feature of this tour package is its comprehensive coverage of both Western and Eastern Europe, ensuring an unparalleled variety of landscapes, cultures, and experiences in a single, unforgettable journey.
22 days
Southern Italy and Sicily beckon with their distinctive charm and remarkable heritage on the Highlights of Southern Italy & Sicily tour. Beginning and ending in Rome, this 10-day trip is tailored for those who relish cultural exploration and moderate activity. Guided visits reveal the grandeur of ancient Rome and the volcanic wonders of Mount Vesuvius, while free days along the Amalfi Coast and in Taormina and Palermo invite leisurely discovery at your own rhythm. Highlights include the haunting ruins of Pompeii, the storybook trulli of Alberobello, and the ancient cave dwellings in Matera—a true feast for the curious traveler. This tour package brings together a tapestry of UNESCO sites, dazzling coastlines, and local flavors, creating an unparalleled journey through Italy’s southern heartlands. Designed with experienced travelers and seniors in mind, it balances structure and flexibility, allowing you to savor regional cuisine, connect with fellow travelers, and immerse yourself in the rich tapestry of southern Italian traditions. The unique selling point here is the chance to experience both famed destinations and lesser-known gems in one seamless, enriching itinerary.
10 days
Italy’s timeless beauty unfolds on the 'Grand Italian Experience'—a 17-day guided city sightseeing adventure starting and ending in Rome. The itinerary travels through Florence, Viareggio, Assisi, and more, offering a rare glimpse of Alberobello’s limestone trulli houses and the romance of Capri. Designed for experienced travelers who savor authentic moments, this tour package includes dinner with locals, explorations of star-crossed Verona, and the tranquil Italian Lake District. With easy pacing, included meals, and comfortable accommodations, the journey’s unique selling point lies in its blend of rare sites and genuine local encounters. If you’ve ever dreamed of living la dolce vita, this trip brings Italy’s magic to life.
17 days
Experience authentic Italian living on the "Local Living Italy—Sorrento" trip, a seven-day trekking and hiking adventure based in the enchanting town of Sorrento. Perfect for travelers who yearn to go beyond surface sightseeing, this guided tour immerses you in the rhythms of daily life along the Amalfi Coast.
Your journey begins and ends in Naples, with highlights including coastal walks, an excursion to the fashionable island of Capri, and a guided visit to the archaeological marvel of Pompeii. The experience is elevated by your stay on an organic lemon farm, where a local family hosts you and introduces you to the secrets of limoncello making and the joys of Italian agriturismo.
With all accommodations, transport, and meals taken care of, you’re free to soak up the region’s stunning landscapes and savor its renowned cuisine. The unique selling point of this tour package lies in its deep cultural immersion—offering you the chance to live, eat, and explore like a true local. If you’re searching for a trip that blends trekking, culinary delights, and authentic hospitality, this Sorrento adventure is the perfect way to live your Italian dream.
7 days
Experience the full spectrum of Italian wonders on the 'Wonders of Italy' tour, an 11-day guided city sightseeing adventure starting and ending in Rome. Journey through Lucca, Florence, and Venice, cruise along Cinque Terre’s coastline, and savor a glass of Tuscan Chianti. Perfect for travelers who seek rich experiences at an easy pace, this tour package covers hotels, meals, and all transport. The unique selling point is the hands-on discovery of local crafts, including Venetian glassblowing, which adds depth to the exploration. For anyone longing for an immersive Italian journey, this trip brings the country’s artistry and flavors to life.
11 days
Craving the flavors and artistry of Italy but short on time? The Taste of Italy tour condenses the country’s finest experiences into an unforgettable 7-day trip. Specially crafted for travelers who appreciate both cultural depth and culinary indulgence, this moderately-paced journey takes you from the ancient streets of Rome to the Renaissance masterpieces of Florence and the romantic allure of Venice. Guided walking tours in Rome and Florence reveal the stories behind iconic landmarks, while a free day in Venice lets you explore at your own pace—perhaps gliding down its legendary canals. The itinerary doesn’t stop there: marvel at the medieval towers of San Gimignano, the rolling vineyards of Siena, and the colorful cliffside villages of Cinque Terre. Savor every moment as you sample top Italian wines and regional specialties, embracing the bella vita lifestyle throughout. Ideal for experienced travelers and seniors seeking a lively yet comfortable adventure, this tour package stands out for its unique combination of sightseeing and gourmet experiences. With thoughtfully selected hotels, convenient transport, and knowledgeable guides, Taste of Italy offers a rich immersion without the rush, ensuring every day brings a new delight for the senses.
7 days
All aboard this exhilarating journey by high-speed train through Italy’s iconic cities of Rome, Florence and Venice. During your 10 days in Italy, conjure up gladiators and chariots in Rome, shop until you drop on Florence’s ancient Ponte Vecchio, strike a pose in Pisa and discover the secrets of Venice on foot like a local.
10 days
Picture yourself wandering through the cobbled streets of Rome, savoring authentic gelato in Florence, and gazing at the sun setting over the Amalfi Coast—this is the essence of the Italy Explorer tour. Spanning 16 days, this comprehensive trip immerses discerning travelers in the heart of Italy’s most iconic destinations. From the ancient ruins of Pompeii to the vibrant canals of Venice, each stop reveals a new facet of Italian culture and history. The itinerary covers must-see highlights such as the Leaning Tower of Pisa, the picturesque villages of Cinque Terre, and the unique trulli houses of Alberobello, culminating with the captivating island of Sicily. Thoughtfully designed for experienced globetrotters and seniors seeking a moderate physical activity level, the tour balances guided city sightseeing with plenty of opportunities to savor world-class cuisine and local wines. Along the way, travelers will enjoy comfortable accommodations, reliable transport, and expert guidance, ensuring a seamless and enriching experience. What sets this tour package apart is its perfect blend of Italy’s timeless art, stunning scenery, and culinary delights, providing a deep dive into both famous sites and charming hidden corners. Whether you’re an art lover, a history enthusiast, or simply passionate about la dolce vita, the Italy Explorer promises a journey filled with unforgettable moments and genuine Italian hospitality.
16 days
Craving a taste of Italy’s most iconic UNESCO sites in just five days? The "Italy City Break" is your passport to a whirlwind of art, history, and vibrant culture. Starting from Rome, you’ll journey to the medieval town of Assisi—birthplace of St Francis—before heading to Florence, the city where the Renaissance began.
Wander through Florence’s architectural marvels, then continue north to explore the artistic treasures of Bologna, Padua, and the canals of Venice. The adventure doesn’t stop there; Tuscany’s world-renowned vineyards invite you for a final taste of la dolce vita before a return to Rome.
Tailored for young adults and seasoned travelers who appreciate efficient yet immersive sightseeing, this trip ensures you soak up Italy’s best in record time. The guided tour package includes essential highlights, expert insights, and a seamless travel experience.
USP: A curated route through Italy’s cultural heartlands, blending world heritage sites, culinary delights, and breathtaking scenery—making it a perfect short escape for those who want to experience Italy’s essence without compromise.
5 days
See all Italy Experienced Traveler February Deals
Most popular Experienced Traveler Tours in Italy
Handpicked multiday tours in Italy for seasoned travelers — featuring in-depth experiences, cultural richness, and highly rated trips booked by like-minded travelers.
The Amalfi Coast’s dramatic cliffs and pastel villages are yours to discover on the “Walking the Amalfi Coast” tour, an eight-day trekking adventure starting and ending in Bomerano. Designed for experienced travelers, this moderate-level trip features expertly guided walks through storied towns like Positano, Ravello, and Amalfi itself.
Follow ancient paths across hillsides, explore the haunting remains of Pompeii, and ascend Mount Vesuvius for sweeping views over the Bay of Naples. The highlight is the legendary Path of the Gods, hailed as one of the world’s greatest coastal walks. Enjoy the warm hospitality of a family-run hotel in the quiet village of Bomerano, away from crowded tourist spots.
All accommodations, meals, and transport are included, ensuring a relaxed and immersive experience. The main activity is trekking, supported by decades of local expertise. A special feature of the tour is the combination of iconic walks and authentic Italian hospitality, making it a standout for lovers of both nature and culture.
For a trip that blends Italy’s best scenery, history, and cuisine, this Amalfi Coast adventure is hard to beat.
Recommended Age
40-59 years
Tour Type
Group Tour
8 days
Outside the hiking community, few know about the Garfagnana region in northern Tuscany. It’s a hiker’s dream with dramatic mountain trails, wild national parks and spectacular views – a stark contrast to the vineyards and rolling hills of the south. Join an expert tour leader to explore the most beautiful trails in the area and return each evening to our stone farmhouse on the lower slopes of the Apennines. Traditional Italian hospitality and good food await, plus there’s a free day to explore nearby Lucca, the Cinque Terre, Florence or Pisa.
Please note: Most departures for this trip are graded Activity Level 3 (Moderate); however, if you’re looking to push yourself, join one of our Activity Level 5 (Challenging) departures to tackle more difficult treks and spend a night in a mountain refuge. See the itinerary for a day-by-day schedule for each Activity Level. Please check the Dates & Prices tab to confirm the Activity Level rating for each departure before booking.
Recommended Age
40-59 years
Tour Type
Group Tour
8 days
From the sun-drenched hills of Tuscany to the glamour of Capri, 'Italy Bellissimo' is an 11-day city sightseeing tour that captures the spirit of Italy. Starting and ending in Rome, this easy-paced trip takes you through Venice, Montecatini, and more, with highlights including olive oil tasting in an authentic Italian Borgo and evenings spent with new friends. Tailored for those who love culture and conviviality, the tour package covers accommodation, meals, and all transport. Its unique selling point is the seamless blend of classic Italian sights and genuine local experiences, making it an irresistible choice for anyone enchanted by Italy’s charm.
Recommended Age
40-59 years
Tour Type
Group Tour
10 days
Revel in Italy’s timeless allure on the 'Italian Vistas' trip, a 13-day guided sightseeing adventure that sweeps from Rome to Lake Maggiore. Designed for experienced and senior travelers, this itinerary pairs cultural treasures with the romance of Italy’s most breathtaking landscapes.
Stroll through ancient Pompeii, wander Rome’s Colosseum, cruise to the magical Isle of Capri, and stand in awe before Michelangelo’s David in Florence. Sip Tuscan wines at a local farm, then glide along Venetian canals and meander through Stresa’s scenic streets on Lake Maggiore. Multiple-night stays in key destinations ensure you soak up each locale’s special magic, without ever feeling rushed.
The USP? Extended stays in Italy’s most charming cities and lakeside resorts, allowing for a deeper, more immersive exploration of art, history, and culinary delights—perfect for those who appreciate leisure and luxury in equal measure.
Recommended Age
40-59 years
Tour Type
Group Tour
13 days
The rolling hills and timeless charm of Tuscany await on the "Spotlight on Tuscany" tour, a 9-day art and architecture adventure through Italy’s most cherished region. Starting and ending in Montecatini Terme, this moderate-activity trip is crafted for those who revel in culture, history, and authentic flavors.
Enjoy a 7-night stay in the renowned spa town of Montecatini Terme, your base for exploring Pisa, Florence, San Gimignano, and Lucca—Italy’s best-kept secret. Learn the region’s history at WWII’s Gothic Line and the Museum of Liberation. Delight in hands-on experiences, from a Tuscan cooking class to cheese tastings at a local farm. Savor world-class wines and the region’s celebrated cuisine, and enjoy free time to wander Florence’s artistic treasures.
With accommodations, transport, and meals included, the unique selling point is the blend of immersive culinary and cultural activities, ensuring each traveler connects deeply with the heart of Tuscany in a single, thoughtfully curated tour package.
Recommended Age
40-59 years
Tour Type
Group Tour
9 days
Italy’s timeless beauty unfolds on the 'Grand Italian Experience'—a 17-day guided city sightseeing adventure starting and ending in Rome. The itinerary travels through Florence, Viareggio, Assisi, and more, offering a rare glimpse of Alberobello’s limestone trulli houses and the romance of Capri. Designed for experienced travelers who savor authentic moments, this tour package includes dinner with locals, explorations of star-crossed Verona, and the tranquil Italian Lake District. With easy pacing, included meals, and comfortable accommodations, the journey’s unique selling point lies in its blend of rare sites and genuine local encounters. If you’ve ever dreamed of living la dolce vita, this trip brings Italy’s magic to life.
Recommended Age
40-59 years
Tour Type
Group Tour
17 days
Explore the crossroads of civilizations on "Southern Italy & Sicily featuring Taormina, Matera and the Amalfi Coast," a 13-day city sightseeing adventure rich in culture and history. Beginning in Palermo and ending in Rome, this moderately active tour immerses you in Sicily’s ancient wonders and southern Italy’s coastal beauty.
Uncover Palermo’s Moorish and Norman heritage, wander through Cefalù’s seaside splendor, and marvel at the Valley of the Temples in Agrigento. In Taormina, visit a local winery for a tasting and agriturismo dinner—an authentic taste of Sicilian life. Journey to the ancient cave dwellings of Matera before exploring Sorrento and Positano, the pearls of the Amalfi Coast. Walk in the footsteps of Romans at Pompeii’s evocative ruins.
With all accommodations, transport, and meals included, this group tour’s unique selling point is its artful blend of ancient monuments, spectacular coastlines, and local culinary experiences—making it the perfect package for those eager to soak up the essence of southern Italy and Sicily.
Recommended Age
40-59 years
Tour Type
Group Tour
13 days
Craving a winter escape that combines activity with luxury? The 'Snowshoeing in the Dolomites - Premium Adventure' tour is your invitation to explore Italy’s Alta Pusteria valley on foot. Over 8 days, you’ll traverse snowy forest trails, historic military tracks, and the shores of Lago di Braies, venturing deep into Fanes-Sennes Natural Park and beneath the dramatic Tre Cime di Lavaredo. With a moderate physical activity rating, this tour is well-suited for experienced travelers seeking both challenge and comfort. Each evening, unwind at the four-star Hotel Adler in Villabassa, where Michelin-approved cuisine and a wellness center await. Discover hidden viewpoints, learn about the region’s wartime history, and savor the blend of invigorating adventure with high-end relaxation—a rare combination that sets this trip apart from standard winter tours.
Recommended Age
40-59 years
Tour Type
Group Tour
8 days
Join our expert mountain leaders and a small group of like-minded adventurers to hike the most scenic trails in the Dolomites. Based at a family-run hotel in the lovely village of Campitello, we walk among jagged limestone peaks and through lush valleys, before returning home for a warm welcome and an Italian feast. With excellent chairlift, cable car, and bus links, we can access a huge variety of routes, allowing us to offer two difficulty levels on each walking day: Activity Level 3 (Moderate) and 5 (Challenging). Our expert tour leaders may alter the itinerary based on weather conditions and group ability to ensure everyone’s enjoyment.
Recommended Age
40-59 years
Tour Type
Group Tour
8 days
Let the Prosecco Hills of Italy surprise you with their tranquility and beauty, all while you enjoy a curated trekking tour that places you at the heart of this world-renowned wine region. The "Walk The Prosecco Hills & Hidden Venice" trip, crafted for experienced travelers seeking both culture and adventure, offers eight days of guided hiking through vineyard-clad slopes sheltered by the Dolomites. Despite the fame of Prosecco, these hills remain uncrowded and authentic, making each day’s walk a discovery of hidden gems. Stay at a luxurious four-star hotel along the historic Prosecco Road—the oldest wine route in Italy—and savor tastings of regional cuisine paired with the area’s celebrated sparkling wine.
As you traverse the landscapes from Pieve Di Cadore to Treviso, Pieve Di Soligo, and beyond, each step immerses you deeper into the Italian countryside’s rhythms. The journey’s highlight is an alternative day trip to Venice, where you’ll explore less-visited neighborhoods and step inside a master artisan’s workshop, gaining rare insight into traditional Venetian life. Throughout, the emphasis on local interaction and cultural immersion sets this tour apart, allowing you to experience Italy beyond the usual tourist routes.
With accommodation, transport, and meals seamlessly arranged, this trekking tour balances moderate physical activity with plenty of indulgence and relaxation. The unique selling point lies in its blend of off-the-beaten-path hiking and exclusive cultural experiences, including a Venice visit far from the crowds. If you value authentic discovery and fine wine, this tour package is your gateway to some of Italy’s best-kept secrets.
Recommended Age
40-59 years
Tour Type
Group Tour
8 days
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Top Italy Tour Activities for Experienced Traveler Tours
Select your ideal tour type — from cultural, religious historic sites tours to city sightseeing trips and trekking hiking tours, with meaningful depth and discovery.
Reviews of our Italy Experienced Traveler Tours
Our Experienced explorers reflect on their cultural journeys through Italy.
Anonymous | Traveled in January
The overall itinerary was great. We enjoyed ourselves. Just that we felt certain routes we travelled too long in the bus and we felt very tired, particularly the route from Varesse to Florence. We spent almost the entire day travelling in the bus.
Rushad I. | Traveled in January
Excellent itinerary. Covered all the important places and attractions to see. Brilliant choice of Hotels and restaurants. Just a bit off route to Southern Italy to Sorrento before heading to the northern part. Overall amazing trip.
Roy P. | Traveled in January
The itinerary was good. I think to make it better I would stay at some of the locations 3 days. The local guides are great! So much to learn from them. They really have an insight into the locations that we visited.
Nancy T. | Traveled in January
For anyone wanting to experience Italy, including learning about its history, then this is the tour for you. From visiting Rome, Venice, Tuscany, Verona, Florence, and more, to visiting vineyards and walking the streets of various piazzas, this tour gives you the most comprehensive Italian experience.
Marilyn T. | Traveled in December
I enjoyed the entire experience. My favorite was Pompeii. The weather is comfortable at that time of year. The tour activities were planned appropriately. The tour manager was outstanding!
Dawn A. | Traveled in December
Paolo was amazing especially when one of the girls had her passport taken from her safe in her room-he helped her get what she could get done and then she went to Florence with us -- walking tours were a little long but all was good
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