Last Minute Italy Tours and May
Unlock exceptional value with Last Minute Tours and May in Italy. Browse our selection of 30 last-minute opportunities in Italy. Each deal features discounted departures in Italy within the next 60 days, with savings ranging from 8% to 35%..
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Most popular Last Minute Tours in Italy
Grab amazing last-minute deals for tours in Italy, perfect for spontaneous travelers looking for great value.
Curated by Alessandra Galassi
Italy travel expert at Bookmundi
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.
9 days
Discover your own personal Renaissance on this seven-day sojourn through Italy. Starting and ending in Florence, you’ll travel to Cinque Terre and explore the colourful villages of its famous national park, before stopping in Pisa to check in on that perpetually precarious tower. Your journey then continues in the Tuscan countryside, where you’ll explore medieval towns and stroll through vineyards with a glass of vino in hand.
7 days
Northern Sicily’s coastlines and volcanic isles set the stage for an unforgettable week-long tour package weaving through Palermo, Cefalù, and the enchanting Aeolian Islands like Lipari. Over seven immersive days, travelers are treated to a blend of beachside relaxation and geological wonders—imagine setting foot on three different volcanoes in just one trip! With the charming rhythms of local life in Cefalù and the spectacular island vistas, this guided small group tour ensures you sample both Sicily’s natural beauty and its vibrant culture. All accommodations, transport, and meals are included, making it easy to focus on discovery. What truly sets this tour apart is the rare opportunity to experience the north coast’s dynamic volcanic landscapes up close, making it a must for those seeking both scenic variety and authentic Sicilian flavor.
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
Sicily’s sun-drenched coasts and timeless villages await on the 14-day "Highlights of Sicily" tour, a journey that begins and ends in Palermo. Wander through the charming streets of Cefalù, marvel at the volcanic drama of the Aeolian Islands, and soak up the history of Agrigento’s ancient ruins. This small group sightseeing trip is packed with immersive experiences: join a Sicilian cooking class, wander medieval hilltop towns, and discover a rich tapestry of Italian culture and tradition. Accommodations, transport, and meals are thoughtfully arranged, allowing you to relax and savor every moment. Perfect for anyone dreaming of an authentic Italian adventure, this tour’s standout feature is its seamless blend of breathtaking landscapes and deep cultural immersion across Sicily’s north and south.
14 days
If you’ve ever written down “experience the best of Southern Sicily” on some sort of must-do list, this eight-day adventure will let you emphatically check that box. Featuring a Sicilian cooking class, ancient Roman mosaics, pristinely preserved Greek temples, Medieval towns, and so much more, the only thing this tour is missing (for now) is you.
8 days
Discover Australia’s rugged heartland on a breathtaking journey from Adelaide to Darwin, with a Small Group of no more than 24 travellers. From the vineyards of South Australia and the ancient landscapes of the Flinders Ranges to the spiritual presence of Uluru and the wetlands of Kakadu, this is an adventure through some of the country’s most extraordinary scenery. Along the way, connect with local stories, explore remote communities and encounter the wildlife, culture and wide-open beauty of the Outback with your Travel Director and Driver leading the way.
15 days
Venice’s canals, Florence’s Renaissance art, Rome’s ancient wonders—Real Italy is a 10-day city sightseeing tour that invites you to experience the best of Italy, from start to finish. Departing and returning to Rome, this journey weaves through Florence, Venice, and the stunning Isle of Capri, with highlights including fast-track Vatican access and a visit to Pompeii’s ruins. Designed for seasoned travelers, accommodations, transport, meals, and expert guidance are all included, ensuring effortless exploration. The trip’s USP? The perfect blend of Italy’s iconic cities with coastal beauty and culinary delights, delivering a truly authentic Italian escape.
10 days
Italy’s charms unfold in every direction on the Italian Delights tour, a 12-day sightseeing journey from Rome’s ancient ruins to the colorful villages of Cinque Terre and the sun-kissed Amalfi Coast. Crafted for experienced travelers and seniors, this moderate-paced group tour balances iconic destinations—like Pompeii, Assisi, Tuscany, and Venice—with opportunities to sample local wines, cruise scenic canals, and relax around Italy’s shimmering lakes. Standout features include visits to Juliet’s balcony in Verona, the microstate of San Marino, and plenty of free time to craft your own Italian adventure. The unique selling point? A blend of ‘la dolce vita’ and expert guidance ensures you live like a local, experiencing Italy’s food, culture, and history with every step.
12 days
Discover the quieter side of one of Italy’s most beloved destinations on the "Local Living Italy—Amalfi Coast Winter" trip. This seven-day trekking and hiking adventure begins and ends in Naples, offering a tranquil off-season escape to the Amalfi Coast’s hilltop towns, vineyards, and dramatic trails.
Journey through ancient ruins in Pompeii, hike along the Mediterranean’s rugged coastline, and enjoy the hospitality of a converted 17th-century monastery as your home base. With fewer crowds during the cooler months, you’ll have more space—and serenity—to connect with the region’s natural beauty and local traditions.
This small group tour includes all your accommodations, transport, meals, and expert guidance, making it easy to embrace the slower pace of Italian winter. The standout feature? The rare chance to experience iconic sights and countryside in peaceful solitude, making it perfect for those who prefer a more intimate, reflective trip. If you’re drawn to authentic experiences and off-the-beaten-path adventures, this winter Amalfi Coast journey is a hidden gem.
7 days
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10 Best Italy Last Minute May Deals
May exclusive deals on last-minute Italy tours — massive savings on spontaneous, value-packed travel experiences!
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
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Kevin F. | Traveled in May
It was my first trip to Italy, and a wonderful and fascinating introduction to a beautiful and historically significant region of the world. Our guides and tours were so enjoyable, the free time at each destination, and at the hotel for the evening were a fun part of every day. Such a well-planned tour, with some great special access and some fun surprises along the way, we will definitely use Collette travel again. One of the many unforgettable moments of the trip was my first-ever in-person sight of the Coliseum, it brought me to tears.
Cynthia J. | Traveled in May
I never wanted to leave beautiful Tuscany in Italy! Collette did an amazing job of organizing a tour that made sure we experienced everything important but with enough time on our own to do our own thing! Our tour manager, Alberto Pecoral, was absolutely the BEST!
Anonymous | Traveled in May
The tours were good and my favorites were the cooking class, the wine tasting and the farm with the cheese tasting. The tour manager, Albie was outstanding! It would have been nice to have additional options available during “free time” but Tuscany was lovely and our accommodations in Montecatini-Terme were excellent!
John B. | Traveled in May
Nice mix of walks, sights and free time. Group dinners were lots of fun with good food. Local guides gave us an easy path to deeper appreciation of the local environs. Tour director was fabulous, energetic, personable and loves what she does.
William M. | Traveled in May
Excellent service, wonderful trip. Very organized, did everything we were promised. Guide and bus driver were very professional and informative about everywhere we went. Price was great, very pleased with everything!
Dana M. | Traveled in May
This itinerary is filled with so many amazing sights, wonderful food, and unique experiences. There is a lot of walking but it’s worth it! I loved having the Travel Director, who was amazing btw, there every day to teach us about Italy. Seeing the sights without his knowledge and presence would not have had the same impact for me. Concerns that I had prior to the trip were unfounded. The Travel Director takes care of everything.
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