Pearls of Italy; Private Tour with Dedicated Guide and Car

Discover Italy's highlights in 12 days with this private guided tour. Enjoy scenic drives, cultural sites, wine tasting, and authentic local cuisine.

If you’re dreaming of a comprehensive journey through Italy, this “Pearls of Italy” private tour might just be what you need. Marketed as a 12-day trip that combines history, art, scenery, and food—all with personalized attention and comfort—the experience promises to cover everything from Rome’s bustling streets to Venice’s canals and the stunning Amalfi Coast.

What immediately catches our eye about this tour is its intimate group size, limited to just 10 travelers, which can really make a difference in how personal your experience feels. Plus, the inclusion of private transport and accommodation in 3-star hotels means you won’t have to worry about logistics—just enjoy the sights and flavors.

However, at over five thousand dollars per person, this isn’t a budget trip. The price reflects a more relaxed, guided, and all-inclusive approach, which might appeal to those wanting to avoid the hassle of planning every detail themselves. If you’re someone who values comfort, expert guidance, and a well-rounded itinerary, this tour could be a great fit.

This tour is best suited for travelers eager to see Italy’s top destinations without the stress of planning, who appreciate guided experiences, and don’t mind the expense for convenience and a structured schedule. It’s ideal for those who want a balance of sightseeing and culture, all while traveling comfortably.

Key Points

– Well-organized itinerary: The tour covers Italy’s must-see spots, from Rome to Venice, Florence, Tuscany, and the Amalfi Coast.
– Comfortable travel: Private transport, 3-star hotels, and included train tickets make logistics smooth.
– Cultural and culinary experiences: Expect wine tastings, food tours, museum visits, and authentic local dishes.
– Small group dynamic: With a maximum of 10 travelers, you’ll get more personalized attention.
– Extensive sightseeing: Iconic landmarks like Pisa’s Leaning Tower, Florence’s Uffizi, and Venice’s canals are highlights.
– Price reflects quality: The fee covers guide services, entry tickets, breakfast, some activities, and transport—offering convenience and a curated experience.

A Deep Dive into the Itinerary

Day 1: Arrival in Rome

You’re greeted in Rome but then make your own way to your pre-booked hotel. The tour doesn’t include airport transfers, so plan your arrival accordingly. Once checked in, the city is yours to start soaking in Roman vibes.

Day 2: Scenic Drive Along the Amalfi Coast

Leaving behind Rome, you’ll embark on what’s described as “one of the most scenic drives in the world.” The Amalfi Coast’s stunning cliffs, colorful villages, and beaches are well worth the trip. It’s a free day to explore, relax, or snap photos of postcard-perfect views.

Day 3: Polignano a Mare and Bari

Cross into Puglia and visit Polignano a Mare, renowned for its dramatic cliffs, sea caves, and charming old town. It’s a classic picture-postcard spot, perfect for wandering and capturing memorable shots. Later, the group heads to Bari, where you’ll get a taste of local culture in the historic Old Town.

Day 4: Alberobello and Matera

Alberobello’s trulli houses are instantly recognizable and a UNESCO World Heritage site—you’ll love walking through this fairy-tale town. Then, you’ll explore Matera, famous for its ancient cave dwellings, which have recently gained worldwide fame after appearing in a James Bond film. The blend of history and architecture here is striking.

Day 5: Naples and Terni

Naples offers vibrant street scenes and is famed for its art and food scene. Expect an energetic city filled with history and flavor. Later, you’ll head to Terni for some leisure time—an opportunity to soak up local life away from the tourist crowds.

Day 6: Through Tuscany and Florence

Driving through Tuscany, you’ll visit a local winery—perfect for a wine tasting and to appreciate the region’s rolling hills and vineyards. Then, Florence beckons with its famous architecture, museums, and lively streets. Highlights include the Ponte Vecchio and the Uffizi Gallery, both iconic.

Day 7: Pisa, Parma, and Milan

A day of contrasts—you’ll see the Leaning Tower in Pisa, stroll through Parma’s elegant streets (and perhaps sample some local cheese or ham), and then arrive in Milan, Italy’s fashion capital. The evening in Milan is free, so you can explore at your own pace.

Day 8: Lake Como

Travel by train for a day at Lake Como, known for its tranquil waters and stunning mountain views. You’ll visit lakeside villages, perfect for relaxing and taking in the scenery.

Day 9: Sirmione and Verona

Starting from Milan, you’ll enjoy Sirmione’s scenic town on Lake Garda, famous for its thermal baths and castle. Then, a visit to Verona, renowned for Juliet’s balcony and its romantic ambiance.

Day 10: Venice and San Marino

A highlight of the tour—Venice! The city’s canals, bridges, and historic sites are unforgettable. You’ll then head to San Marino, one of the world’s oldest republics, with its medieval walls and mountaintop views.

Day 11: Assisi

Driving into central Italy, you’ll visit Assisi. The town is quiet, steeped in history, and home to the stunning Basilica of St. Francis. It’s a peaceful contrast to the busier cities.

Day 12: Rome Food Tour

Ending in Rome, you’ll explore the neighborhood of Trastevere with a food tour. Sampling Roman specialties like crispy rice balls (arancini) and enjoying the lively atmosphere provides a delicious send-off to your trip.

What Travelers Say and What to Expect

While this specific tour has only one review, it’s notably positive. The reviewer highlights the value of seeing many Italian highlights in a manageable timeframe and appreciates the breaks in driving to enjoy local sights and food. The convenience of guided visits and private transport stands out, making it ideal for travelers who prefer a structured experience without the hassle of planning.

The tour’s inclusion of wine tastings, museum visits, and food tours suggests a well-rounded cultural experience. The small group size promises more interaction with guides, which can enhance learning and enjoyment. Plus, with entry tickets included, you won’t be scrambling for tickets or worrying about queues—something many travelers find a relief.

On the downside, some may find the amount of driving a bit tiring, especially with long days and multiple destinations. The tour is intensive, packing in a lot of sights, so if you prefer slow-paced travel, this could feel rushed. But for those who want to cover a lot of ground and see Italy’s best in one trip, this itinerary hits the mark.

The Value of This Tour

At over $5,200, this is a premium experience. The cost covers accommodation, guided tours, entrance fees, transportation, and some special activities like wine tasting. For travelers who want a hassle-free, guided overview of Italy’s highlights, it’s a solid investment. The included amenities mean you’ll spend less time organizing and more time enjoying.

However, it’s worth considering whether the price aligns with your travel style. If you’re comfortable planning your own trip and prefer flexible, slower visits, this might seem pricey. But if you value expert guidance, curated experiences, and a comfortable group setting, it can be worthwhile.

Final Thoughts: Who Will Love This Tour?

This 12-day journey is best suited for travelers who want a comprehensive, guided overview of Italy without the stress of planning logistics. It’s great for those who appreciate small group sizes for more personal attention, and for anyone eager to experience Italy’s cultural and natural sights with expert insights.

If you like the idea of combining scenic drives, cultural sites, food and wine tasting, and iconic landmarks, then this tour offers a well-paced route with a good balance of structured activities and free time. Keep in mind, the price is on the higher end, but for the convenience and expertise provided, many find it a worthwhile investment.

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Pearls of Italy; Private Tour with Dedicated Guide and Car



5.0

100% 5-star

“This tour is a great way to see a lot of Italy in 12 days. You have enough time to walk around, see quick highlights of each area and grab some of …”

— A Tripadvisor Reviewer, Jul 2025

FAQ

Is this tour suitable for solo travelers?
Yes, the tour is designed for small groups of up to 10 people, making it a friendly environment for solo travelers who want to meet like-minded explorers.

Are accommodations included?
Yes, you’ll stay in 3-star hotels with breakfast included for all overnights, providing a comfortable base throughout the trip.

What’s the group size?
The maximum number of travelers is 10, which allows for more personalized guide attention and a cozy group atmosphere.

Are entrance tickets to sites included?
Yes, the tour includes entry tickets for all the sites visited, so no need to worry about additional costs or queues.

What’s the pacing like?
Expect busy days with plenty of sightseeing, some longer drives, and a mix of guided activities and leisure time. It’s ideal if you enjoy an active schedule.

Is the tour family-friendly?
The provided info doesn’t specify, but given the pace and nature of activities, it’s probably better suited for adults or older children comfortable with travel.

How much free time will I have?
Most days include specific guided visits, but there is also some free time, especially in larger cities like Milan and Venice, where you can explore at your own pace.

In the end, this “Pearls of Italy” private tour offers a well-structured, culture-rich experience for travelers eager to cover Italy’s highlights comfortably. With its focus on guided visits, scenic drives, and local tastings, it’s perfect for those who want to see a lot without the hassle of organizing every detail themselves. Just prepare for busy days and a slightly higher price tag—your memories will be well worth it.