Top Italy Classic Car Tours

Rather than setting off on a crowded bus tour, this Palermo adventure takes you through the city’s historic center in an intimate 9 - seater luxury convertible. Benefit from having the vehicle exclusively for your personal group as you explore the historical center. Along the way, check off key landmarks—such as Palermo Cathedral and the Catacombs of the Capuchins—with insights from your guide.

Whether you’re pressed for time in Rome or prefer shopping and dining to lengthy tours, snap up the must-sees fast with this convenient tour. Your convertible Fiat 500 gets you close to the sights, sounds, and scents of the city as you cover signature landmarks including the Colosseum, Trevi Fountain, Vatican City, Pantheon, and Piazza Navona. Wrap up with views across the Eternal City from the Pincio over the Spanish Steps.

Cruise through Rome in a vintage Fiat 500, stopping to admire and pose against the city’s timeless backdrop. Zip past the city’s highlights, making stops at panoramic viewpoints, for views of the Colosseum, St. Peter's Basilica, and more. Your photographer-guide captures beautiful photos of your group at each stop, meaning you can relax and focus on the sites knowing that someone is capturing your cherished moments.

Live your classic, cosmopolitan Roman fantasy with this small-group city photoshoot in a vintage Fiat 500. Enjoy a combination of sightseeing and photography, zipping through the city to see landmarks like the Colosseum. Park up and make sure the memories last a lifetime as your photographer captures you at your best angles in front of the attractions.

Come discover one of Sicily's most important and evocative places, led by an expert guide and lover of history and culture. Every year, it becomes increasingly appreciated and beloved by the public, as well as an ideal inspiration for film producers as the setting for several historical and contemporary films. Enjoy the flavors and locations featured in the White Lotus series, admiring evocative landscapes and views, enriched with curiosities and secrets, accompanied by a local guide in complete comfort in a large, comfortable vehicle. The schedules described are coordinated to ensure a punctual return to your cruise ship.

Rather than taking typical transportation between landmarks, this private tour offers a unique take on a sightseeing experience. Travel to the city's notable highlights in a piece of Italian motoring history: an eco-friendly electric Fiat 500. Take in the Tuscan hills, visit the Duomo and Ponte Vecchio, and more as you focus on the scenery rather than the road, while your guide handles the driving.

Escape the city bustle on Naples for a tour of Herculaneum, a fascinating archeological site. Explore this ancient Roman town that was buried by a volcanic eruption in 79 A.D. with an archeological guide. See the site’s thermal spas and striking mosaics. Pick-up in Naples and round-trip transportation are included. Note that from November to March the tour of the site will be by audio guide if the group does not reach 6 participants.

Most Tuscany tours from Florence include hours cooped up in a tour bus on the main highways. On this unique experience, you'll take the wheel to drive along idyllic country roads in a vintage Fiat 500, plus get a taste of local cuisine. Travel in convoy behind an expert guide so you can focus on the Tuscan views rather than a map, and wind your way through the hills to the villa. Then, enjoy time to stroll among the gardens and enjoy a gourmet picnic lunch with a wine tasting.

Experience Rome in true Italian style on this sightseeing tour with a difference. Zip around the city in a vintage Fiat 500, and enjoy a tailor-made tour with a personal driver. You can look forward to spotting the Terme di Caracalla, admiring the Colosseum, venturing to the vibrant Trastevere district, and more, all in just a half day of exploring.

Avoid spending hours on a tour bus and see Tuscany from behind the wheel on this small-group, self-drive tour from Florence. Choose a vintage Fiat 500 with a manual transmission or an easy-to-drive automatic Fiat Topolino E-car, and stay in touch with your guide via two-way radio as you explore the countryside. Your guide leads the way to a private terrace for a Tuscan lunch before driving back to Florence.

Wine-tasting in Italy is almost a traveler’s rite of passage, but few tours explore the equally rich traditions of vinegar production. With this tour, visit one of Modena’s oldest traditional balsamic vinegar producers, touring the vineyards and seeing all the stages of production from the pressing of grapes to the barrel aging. The tour includes plenty of vinegar samples, regional food tastings, and a bottle of wine produced on-site.

The Amalfi Coast and Pompeii are southern Italy’s blockbuster sights, but visiting them by public transportation can be stressful and tedious. Optimize your time and take in both the colorful fishing villages and Roman ruins in a single day with this exclusive private driving tour. Enjoy hassle-free pickup at your chosen location and direct transport via air-conditioned vehicle to Positano, Sorrento, and Pompeii.

While your ship is in port, see more of Sicily on a full-day to Taormina. Take a guided tour of this historical city, including a stroll along Corso Umberto, once an ancient Roman street, and a visit to the Greco-Roman Theater. Plus, admire views of Mt. Etna and Giardini-Naxos bay from Castelmola. Pickup and drop-off from the ports of Messina and Giardini Naxos are included.

Shave hours off your travel time and visit three blockbuster sights in a single day with this private driving tour. Save time with pickup in Naples and head straight to Pompeii for free time to explore. Pop into a traditional coral workshop on your way to Sorrento, where you can sightsee at your own pace. Cap off your day in Positano, the crown jewel of the Amalfi Coast.

Avoid wasting time waiting for a taxi or navigating unfamiliar public transportation with this hassle-free private transfer service. Meet your driver as you exit the arrival terminal at Fiumicino airport, and relax on the journey to your city hotel while you leave the tricky traffic to an expert. Enjoy the ease of drop-off directly at your hotel or other accommodation in Rome's city center.

See Leonardo da Vinci’s The Last Supper and La Scala opera house with a local guide on this half-day tour in Milan, and learn the history behind each of the sights. With a pre-booked ticket, you'll avoid the main entrance lines to see the ‘The Last Supper’ — a painting that attracts scores of visitors. In addition to spending some time with the masterpiece, you'll also explore La Scala Theater, the glamorous shopping arcade of Galleria Vittorio Emanuele II, and the Milan Duomo.

Rome’s essential sights are scattered over a surprising area, including plenty of hills. Take them in with both speed and style on this private tour in an adorable convertible Fiat 500—with stops for a professional photographer to capture your photo too. Grab shots at the iconic Colosseum, Circus Maximus (Circo Massimo), and two dazzling hill-top viewpoints: They’re the perfect souvenir of a day that’s pure “dolce vita”.

Prosecco is Italy’s most beloved bubbly, produced on the scenic slopes just north of Venice. Make exploring beyond city limits simple—and head to wineries you might not find on your own—on this small-group tour. Enjoy a scenic drive through rolling vineyards and medieval villages from Venice to boutique wine estates for tours, wine tastings, and a light lunch overlooking the hills.

Immerse yourself in the rolling hills and picturesque scenery of northern Italy—and visit two top-notch prosecco wineries for tours and tastings—on this private, full-day tour. Following morning pickup from Treviso’s train station, travel via private vehicle into the countryside. You’ll taste a number of different prosecco styles at each winery; will enjoy authentic local nibbles with your wine; and will explore the region’s scenic villages and vineyards.

See the best of Milan with a hop-on hop-off bus ticket valid for 24, 48, or 72 hours. Enjoy views from the top level of an open-air double-decker bus, including the Milan Duomo and La Scala opera house. Choose from four routes covering all main attractions, with unlimited hop-on hop-off access. The 72-hour weekend ticket from June to September also includes a Milan night tour.

Make like a true Tuscan with an Italian ‘aperitivo’— drinks and snacks before dinner — and a self-drive journey in a vintage Fiat 500 on this 3-hour sunset tour from Florence. Hop inside a 1960s Fiat and drive in convoy through the enchanting Tuscan landscapes of rolling hills and cypress groves. Arrive at a beautiful villa and enjoy a spritzer cocktail and local snacks beside the swimming pool. Finish with Tuscany’s emblematic wine — some delicious Chianti.

After a great stay in Rome, arrange for a stress-free ride to Rome Fiumicino Airport with a private, customizable transfer service. Meet your driver at your Rome city hotel and relax on the journey to the airport without worrying about rental car drop-off or hauling luggage onto public transport. Receive personalized attention in a private vehicle for up to eight passengers.

Discover the highlights of romantic Verona during a hop-on hop-off bus tour aboard an open-air double-decker bus. Enjoy panoramic views from the top deck while you ride past the city’s main attractions and listen to informative audio commentary along the way. There are two different bus routes included on your ticket, and 16 stops between them so you see the best of Verona. Choose between a ticket that is valid for either 24- or 48-hours.