Italy 16-Day Tours and Trips

4.6

105 reviews on bookmundi

Discover the best 16-Day tours in Italy with Bookmundi. We offer a total of 5 Italy 16-Day tours and itineraries with 100 customer reviews.

See all Europe December 2027 New Year 2026 Deals

Best Price Guarantee

4.7 stars on Reviews.io (809+ reviews)

Select from 5+ tours

Best Italy New Year 2026 Deals for 16-Day Tours

New Year 2026 exclusive deals on 16-Day tours in Italy — massive savings for a limited time only!

Curated by Alessandra Galassi

Italy travel expert at Bookmundi

Italy Explorer

4.5(37 reviews)

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

View Tour

Country Roads of Italy

4.6(65 reviews)

Embark on an epic 16-day journey across Italy with the 'Country Roads of Italy' countryside and village visits tour. From Rome’s ancient ruins to the pastel villages of the Amalfi Coast, this trip guides you through Capri’s breathtaking heights and Perugia’s artisan traditions. Experience the art of loom-weaving, cruise Venice’s canals, and toast your adventure on Burano island with local delicacies. Combining hands-on cultural activities with spectacular scenery, this group tour offers a rare chance to truly immerse in Italy’s regional flavors and historic charm.

16 days

View Tour

See all Europe December 2027 New Year 2026 Deals

Most popular Italy 16-Day Tours

These 16-Day organized Italy tours are among our most booked—carefully curated for immersive, multiday travel.

Country Roads of Italy

4.6(65 reviews)

Duration

16 Days

Price per day

USD 310

Tour Type

Group Tour

16 days

View Tour

Italy Explorer

4.5(37 reviews)

Duration

16 Days

Price per day

USD 182

Tour Type

Group Tour

16 days

View Tour

Country Roads of Italy, a Women-Only Tour

4.7(3 reviews)

Italy’s enchanting backroads come alive on the "Country Roads of Italy, a Women-Only Tour," an inspiring 16-day journey from Rome to Venice. Designed for experienced travelers and seniors, this adventure combines art, culture, and culinary discovery with the camaraderie of a women-only group. Taste the essence of Italy at matriarch-led wineries, sail to the dramatic cliffs of Capri, and learn loom-weaving from women artisans in Perugia. From cocktail classes in Florence to canal cruises in Venice, each day blends hands-on experiences with iconic sightseeing. With accommodation, meals, and transport included, this tour package is not just a trip, but a celebration of Italy’s female heritage and creative spirit. Its unique selling point is the empowering atmosphere and exclusive access to women-run businesses, making it a memorable cultural exploration for those seeking deeper connections and unforgettable moments.

Duration

16 Days

Price per day

USD 423

Tour Type

Group Tour

16 days

View Tour

Highlights of Calabria, Mount Etna & Sicily

See a lesser-known part of Italy on this 16-day adventure, all with a handy local leader by your side. From the fresh waters and fortifications of Tropea, all the way to the volcanoes of the Aeolian Islands, you’ll stray off Italy’s beaten path. Discover this less-visited part of the country before delving into the spectacular sights of bustling Sicily, the volcanic valleys of Mt. Etna, timeworn streets of Syracuse, the Baroque wonders of Ragusa and the rich anti-Mafia history of Palermo. Starring dramatic cliffside villages, clear waters and delicious seafood, this is a chance to experience the highlights of this European gem.

Duration

16 Days

Price per day

USD 341

Tour Type

Group Tour

16 days

View Tour

Beautiful Europe

Six countries, sixteen days, and a wealth of memories await on the "Beautiful Europe" tour. Perfect for seniors, this city sightseeing trip starts and ends in Prague, weaving through Budapest, Vienna, Innsbruck, and more. With all accommodations, meals, and transport provided, you can relax and savor the ever-changing scenery. The tour’s USP lies in its extensive itinerary—offering a panoramic sweep of Europe’s finest cities without sacrificing comfort or leisure.

Duration

16 Days

Price per day

USD 165

Tour Type

Group Tour

16 days

View Tour

Rome, Complete Greece, Heart of Italy and Sorrento

If you’re dreaming of the ultimate Mediterranean journey, the 'Rome, Complete Greece, Heart of Italy and Sorrento' tour delivers a sophisticated 16-day sightseeing experience. Starting and ending in Rome, this group trip for seniors combines the architectural marvels of Italy’s capital with the historic heart of Greece and the coastal beauty of Sorrento. All logistics—accommodations, transport, meals—are arranged for your comfort. The standout feature is its comprehensive route, blending Italian elegance with Greek history for a uniquely enriching travel experience.

Duration

16 Days

Price per day

USD 195

Tour Type

Group Tour

16 days

View Tour

Tutta Italia and Sicily with Aeolian Islands

Let the charm of Italy sweep you away on the 16-day Tutta Italia and Sicily with Aeolian Islands tour, crafted for those who appreciate a relaxed, insightful journey. Starting in Rome and ending in Palermo, this group tour weaves through Siena, Florence, and seven other captivating destinations. Senior travelers will appreciate the easy pace, comfortable accommodations, and seamless transport. The highlight is the opportunity to explore the picturesque Aeolian Islands—providing an idyllic contrast to Italy’s bustling cities and rich history.

Duration

16 Days

Price per day

USD 196

Tour Type

Group Tour

16 days

View Tour

See all Europe December 2027 Tours

Italy Tour Reviews

Honest insights from past guests on our 16-Day Italy tours

Donald K. | Traveled in May

5.0 - Excellent

Our guide and driver were an excellent team, our step on guides were very gracious in sharing their knowledge. The Make Travel Matter events made us feel welcomed and surprised us at every adventure. The itinerary was aggressive, but it had to be, to see all the places we visited, each day more wonders to discover. Trafalgar delivered The Best Of Italy and Sicily, we knew this was the trip we wanted and we have no regrets of missing anything, and we have amazing memories, thanks Trafalgar.

Best of Italy and Sicily

Maria B. | Traveled in June

5.0 - Excellent

The trip was planned out so well places and history was so informative above all our tour guide was a wealth of knowledge. His enthusiasm was infectious and knowledge the regions we visited was second to none. He is such an asset to Trafalgar I loved the whole experience can’t wait to go back 🙏

Best of Italy and Sicily

Hannah V. | Traveled in September

5.0 - Excellent

The tour was very tiring since we had a lot of things to do and places to see but the tour went smoothly and our tour guide, Isolda, had made our trip really fun and enjoyable

Desired Europe

Lilah W. | Traveled in June

5.0 - Excellent

The trip was awesome! Got to stay for 2 nights in most of the places we went which was good as it felt more relaxed while we were on the trip, however you keep finding that it's never enough time in certain places, so it is a good taster for seeing different cities and figuring out places you would like to see more of later. We did all find that we got sick during the trip, because of the time spent together in the coach and the constant late nights and early mornings so watch out for that.

London to Rome

Christine W. | Traveled in June

5.0 - Excellent

The itinerary that was provided was fully packed with visits to places in Italy that are far off the beaten path. You have to experience each stop to experience such a depth of understanding of Italy.

Grand Italy & Sicily

Anonymous | Traveled in May

5.0 - Excellent

Was not expecting to love the places as much as I did. The scenery is all very different and dramatic in each place. I really loved Slovenia. An extra day in Dubrovnik would have been great. The trip leader Monika was phenomenal! Definitely would recommend this tour just to see so many countries that a lot of people probably haven’t really thought about seeing when they’re in Europe!

Venice to Athens: Culture & Coas...