Italy 5-Day Tours and Trips
Discover the best 5-Day tours in Italy with Bookmundi. We offer a total of 30 Italy 5-Day tours and itineraries with 130 customer reviews.
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Select from 30+ tours
10 Best Italy January Deals for 5-Day Tours
January exclusive deals on 5-Day tours in Italy — massive savings for a limited time only!
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
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
COACH TOUR: Explore the best of central Italy on this five-day journey from Rome to Venice, with scenic stops in Florence, Bologna and the Tuscan countryside. Visit Assisi and Siena en route to Florence, where Renaissance treasures and Tuscan cuisine await. Wander Bologna’s historic streets and enjoy a street food tasting before heading to Venice for gondolas, cicchetti and grand architecture. Wrap up with wine and views in hilltop Montepulciano before returning to Rome. With guided sightseeing, regional flavours and iconic landmarks throughout, this compact adventure is perfect for travellers keen to experience Italy’s cultural heart in style.
5 days
Craving a whirlwind tour through Italy’s cultural icons? Veloce Italia is your answer—a five-day sightseeing trip ideal for families, seniors, and young travelers with limited time. Starting and ending in Rome, this guided group tour takes you to Florence, Venice, Siena, and even through Tuscany’s famed wine country.
Enjoy guided city tours, a Tuscan lunch in Montepulciano, and the best of Italy’s UNESCO heritage. The USP is its efficient itinerary—covering Italy’s highlights in record time without sacrificing depth or enjoyment. Accommodation, transport, and meals are included, ensuring a smooth, memorable Italian holiday.
5 days
Journey from Palermo to Catania on this 5-day group tour of Sicily. From the island's capital, discover the magnificent Norman Cathedral of Monreale and the medieval streets of Cefalu, then take in Catania's UNESCO-listed baroque wonders. Marvel at the view from Mount Etna and explore charming Taormina, with its iconic Greek theatre overlooking the serene sea.
5 days
See all Italy 5-Day January Deals
Most popular Italy 5-Day Tours
These 5-Day organized Italy tours are among our most booked—carefully curated for immersive, multiday travel.
Rome, Venice, and Florence headline the 'Classical Italy' trip—a 5-day sightseeing tour ideally suited for seniors seeking a taste of Italy’s best cities. With all logistics, hotels, and meals included, this group trip allows you to relax and enjoy the highlights stress-free. The real draw is the concise itinerary—offering maximum cultural impact in a short, easy-paced journey designed to delight mature travelers.
Duration
5 Days
Price per day
USD 144
Tour Type
Group Tour
5 days
Unwind amid the splendor of Italy’s southern coast on the Naples Escape & Sorrento tour, a five-day journey designed for seniors seeking both relaxation and cultural immersion. Starting in Naples, you’ll travel through the historic streets of Sorrento and the eternal city of Rome, enjoying the ease of a self-guided art and architecture tour with all accommodations, transport, and meals thoughtfully arranged.
Highlights include exploring the Sorrento peninsula’s lavish scenery, ferrying to the enchanting isle of Capri, and marveling at the legendary Blue Grotto. Step back in time with a visit to the haunting ruins of Pompeii, and take in the vibrant history of Naples. The tour’s unique selling point is its balance of leisure and discovery—offering a stress-free, easy-paced trip that lets you savor Italy’s most beautiful coastlines and ancient wonders.
Duration
5 Days
Price per day
USD 362
Tour Type
Group Tour
5 days
If you’re longing for an authentic Italian escape, the 5-day Beautiful Puglia city sightseeing tour is a top pick for seniors. Beginning and ending in Rome, this guided trip uncovers the charm of Bari and Brindisi, blending historical exploration with regional cuisine. Group camaraderie and inclusive arrangements ensure a relaxed, social atmosphere. Its unique advantage lies in the focused exploration of Puglia—a region renowned for its distinctive culture and landscapes.
Duration
5 Days
Price per day
USD 171
Tour Type
Group Tour
5 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.
Duration
5 Days
Price per day
USD 249
Tour Type
Group Tour
5 days
Discover some of the most essential parts of Italy on this five-day cultural trip, beginning with an exploration of the ruins of ancient Pompeii and continuing to the magnificent views of Positano and its surrounding fishing villages.
Duration
5 Days
Price per day
USD 445
Tour Type
Group Tour
5 days
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.
Duration
5 Days
Price per day
USD 268
Tour Type
Group Tour
5 days
Craving a whirlwind tour through Italy’s cultural icons? Veloce Italia is your answer—a five-day sightseeing trip ideal for families, seniors, and young travelers with limited time. Starting and ending in Rome, this guided group tour takes you to Florence, Venice, Siena, and even through Tuscany’s famed wine country.
Enjoy guided city tours, a Tuscan lunch in Montepulciano, and the best of Italy’s UNESCO heritage. The USP is its efficient itinerary—covering Italy’s highlights in record time without sacrificing depth or enjoyment. Accommodation, transport, and meals are included, ensuring a smooth, memorable Italian holiday.
Duration
5 Days
Price per day
USD 257
Tour Type
Group Tour
5 days
Imagine waking up in a boutique cave hotel in Matera, then sampling local wines amid the sun-drenched hills of Apulia. The Highlights of Matera and Apulia Private Tour is a five-day, easy-paced escape designed for young adults and experienced travelers eager to savor the best of Southern Italy.
With your own private guide and driver, you’ll explore Matera’s UNESCO-listed cave dwellings, the whimsical trulli houses of Alberobello, and the dramatic Castellana Caves. Stroll the charming streets of Polignano a Mare, and immerse yourself in the region’s culinary delights. Unique accommodations—including an authentic Apulian farmhouse—add a special touch to your stay.
The USP of this tour package is its personalized approach: expert guidance, handpicked stays, and immersive tastings ensure a journey tailored to your tastes, blending culture, comfort, and local flavor at every stop.
Duration
5 Days
Price per day
USD 459
Tour Type
Group Tour
5 days
Picture yourself gliding along Italy’s iconic coastline, savoring the romance and charm of Naples, Pompeii, Sorrento, and Capri—all in just five days. The "Southern Pearls (on Request)" tour invites seniors to enjoy a relaxed, self-guided art and architecture trip that begins and ends in Rome. With handpicked accommodations and transport taken care of, the focus remains on leisurely exploration.
The first half of the journey immerses travelers in history and grandeur, from the ruins of Pompeii to the bustling energy of Naples. In Sorrento and Capri, take your time to soak up mesmerizing coastal vistas. The latter part of the tour lets you unwind in Positano, offering the freedom to lounge at your hotel, wander through picturesque streets, or swim in the Mediterranean’s inviting waters.
The standout feature of this tour package is its flexibility—allowing mature travelers to craft their own pace while enjoying the best of Italy’s southern gems. Whether you’re seeking cultural richness or seaside relaxation, this trip promises a harmonious blend of both.
Duration
5 Days
Price per day
USD 645
Tour Type
Group Tour
5 days
Malta’s allure beckons you on the Explore Malta 5 Days, Self-drive tour, designed with seniors in mind for a relaxed, worry-free holiday. Begin and end your trip in Sliema, where charming streets and coastal beauty set the scene for leisurely exploration.
Stroll through the historic heart of La Valletta, Malta’s capital—celebrated for its rich architecture and vibrant culture. Marvel at the awe-inspiring Mosta Basilica, one of Europe’s largest, and enjoy the freedom a self-drive tour provides, ensuring each day moves at your own pace.
The standout feature of this tour package is its blend of guided comfort and independence, making it a perfect choice for travelers who appreciate both structure and flexibility while enjoying Malta’s cultural treasures.
Duration
5 Days
Price per day
USD 78
Tour Type
Group Tour
5 days
See all Italy 5-Day Tours
Top Tour Activities for 5-Day Italy Tours
Explore 5-Day Italy multiday tours that match your travel style—whether it's explorer trips, art and architecture tours or other tour styles.
Italy 5-Day Tours for all Age Groups
Find 5-Day tours in Italy designed for different age groups—from young adventurers to experienced travelers, seniors and families. Travel with like-minded explorers and enjoy experiences tailored to your needs.
Frequently Asked Questions about traveling to Italy
Your top questions answered by Bookmundi's travel specialists.Are 5 days enough for a tour of Italy? How many destinations can you cover in 5 days?
What is included in a 5-day tour package for Italy?
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Italy Tour Reviews
Honest insights from past guests on our 5-Day Italy tours
Brandy | Traveled in September
I never thought I could learn so much while on a vacation. This trip truly feeds your stomach and your brain! Above all our cooking class was incredibly fun and we even got to make stuffed olives which turned out to be quite good! In the end we felt the value of the tour was very high and would like to return in 2019 for a longer trip. Thank you so much for making us discovered this wonderful part of Italy, we will be back!
Patricia S | Traveled in April
This was our first trip to Italy. A fabulous trip with a fantastic mix of scenery, walking , culture and food experiences. Italy is a fantastic place to travel because there are so many historically significant locations and attractions to see. We felt the tour was excellent value for money – the hotels were very good and well located, and we were surprised and impressed by the services of our tour leader Maria. She was really amazing, funny and cultivated. Perfectly organized, amazingly knowledgeable tour guide. Overall the tour exceeded expectations.Highly recommending.
Tamara A. | Traveled in February
The tour was amazing, well organised, our guide Patricia very professional, energetic and helpful all over the tour. The tour had a well organised program, old they offered us optional tours and free time, which gave me more relaxing feeling, thank you, definitely will go with this company again.
Ben C. | Traveled in May
The trip to Capri was such a pleasant surprise. Anacapri was peaceful and scenic, and I got some of the best photos of my life from the Augustus Gardens. Transfers were smooth and well coordinated.
Rachel G. | Traveled in May
From walking ancient Pompeii streets to relaxing in Positano, this tour had it all. The balance of guided tours and free time made it feel relaxing yet enriching. Excellent experience overall!
Janifer Harland | Traveled in December
Easy booking, nothing was a problem, prompt reply to emails. We did the Pearls of Puglia Tour. Fantastic region to explore, tour guide Sabrina was excellent and our other local guides were also great.
Traveler Photos For Trips in Italy
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