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Italy by Rail - A Privately Guided Holiday

9 days

Small Group or Private Sightseeing

Our Distinctive and Flexible A+R Style

  • Tailor your holiday with your choice of first class, deluxe or luxury hotels including breakfast… All have been handpicked for their terrific city-center locations and fine service; some are even set in historic landmarks that capture the heritage of these cities.
  • Pursue your own passions with our curated selection of sightseeing tours in each city – each with your own personal guide.
  • Sit back, relax and enjoy the beauty of the Italian countryside: High-speed Italo trains with reserved First Class seats promise comfort and more time to enjoy this trio of cities.
  • Chauffeured airport and rail station transfers are always included for your convenience!
  • With our signature flexibility, we can arrange additional privately-guided sightseeing tours, add extra nights in any city, do this trip in reverse, or extend your journey to more than 20 destinations throughout Italy!
 c Visit 3 UNESCO World Heritage Sites

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On arrival at the airport or rail station, you’ll be met and chauffeured to your choice of hotel in the heart of the Eternal City. The rest of this day is yours to get settled and explore as you wish.

Get a taste of the city!

Rome offers a wealth of ancient and historic sites to explore. Today you’ll have the opportunity to pursue your own personal interests and to tailor your stay in this captivating city. Just choose one of these included half-day tours; in the intimate company of never more than 8 travelers, your expert guide will bring the glories of Rome to life!  Meals B

Colosseum + Roman Forum: You’ll be picked up at your hotel in the afternoon and driven to the Colosseum to join your guide and an intimate group of other English-speaking travelers. Standing in the largest amphitheater of the Roman era, it’s easy to imagine the roar of the 70,000 spectators who filled the stadium on opening day 2,000 years ago. Then explore the extensive ruins of the Roman Forum, the heart of the once-glorious Empire – a thriving district filled with temples, basilicas, government buildings and bustling public spaces. Ending at the Forum, this 3-hour tour is offered on Sun, Mon, Wed and Fri from May to Oct. Some Black out dates apply​.
 
Vatican Museums with Skip-the-Line Access: Starting from your hotel this afternoon, you’ll be driven to the Vatican where your guide will lead your congenial group of 8 guests past the line and directly into the Museums, home to one of the world’s greatest collections of art and antiquity. Ascend the beautiful Spiral Staircase and marvel at the Gallery of Tapestries. You’ll also visit the fascinating Gallery of Geographical Maps and, of course, the Sistine Chapel with its mesmerizing fresco of the Last Judgment by Michelangelo. Ending at the Museum, this 3-hour tour is offered on Mon, Tue, Thu, Fri and Sat from May to Oct. Black out dates may apply​.
 
Roman Squares and Fountains: Meet your guide at 9:00 this morning outside the Farmacia (Pharmacy) at the foot of the Spanish Steps and set out with your intimate group on this congenial walking tour. Throw a coin into the Trevi Fountain to ensure your return to Rome and then stroll along cobbled streets to the Piazza Venezia, with its impressive monument dedicated Vittorio Emanuele II, the first King of Italy. Then venture down evocative alleys rarely traveled by other visitors to reach the Piazza Farnese; virtually unchanged since the Middle Ages this untrodden corner of Rome promises an authentic experience of city life. This tour ends at Campo de’ Fiori, a handsome town square now home to a lively and colorful market – the perfect place to linger on your own after bidding farewell to your guide. This 3-hour tour is offered year-round on Sun, Mon, Thu, Fri and Sat.
 
Roman Highlights: You’ll be picked up at your hotel this morning for a panoramic tour of the city. With only 8 guests, you’ll have plenty of opportunity to engage with your guide as you travel through the Eternal City to see landmarks like the Spanish Steps and Piazza del Popolo, home to some of the city’s most glorious churches. You’ll also discover Piazza Navona, one of the most beautiful Roman squares, and see the ancient Pantheon. At the Trevi Fountain, be sure to throw in a coin as countless others have done before you! Then ascend Gianicolo Hill for enchanting views of the city before returning to your hotel. This 3-hour tour is offered every day of the week from May to Oct.

Rome by Night: Departing your hotel in the evening at about 7:00, this panoramic sightseeing tour reveals all the magic and romance of the Eternal City – with illuminated landmarks and streets abuzz with local residents. Traveling comfortably with a congenial group of 8 other travelers, you’ll experience the nocturnal beauty of landmarks like the Spanish Steps, Piazza Navona, the Pantheon, and Tomb of the Unknown Soldier. Step off the coach at the Trevi Fountain where you can continue the tradition of throwing in a coin, before ascending Gianicolo Hill for enchanting views of Rome at night. Ending at your hotel, this 2.5-hour tour is offered every day of the week from May to Oct​
 
You can also purchase any of these tours in advance for additional sightseeing to enhance your time in Rome. CLICK HERE for a complete list of our Privately Guided Sightseeing Tours.

This day is at leisure to relax, enjoy and explore as you wish. The heart-of-it-all locations of our hotels make it easy to step out and experience Rome at your own pace. Meals B

If you prefer guided touring, we offer a wide variety of additional privately guided sightseeing tours to complement your stay here in Rome. CLICK HERE for a complete list of our sightseeing tours in the Eternal City.

 

We’ll chauffeur you to the station today to board the high-speed Italo train. Sit back and enjoy reserved First-Class seats as you travel in comfort to Florence, the city of the Medici’s and home of the Italian Renaissance. On arrival, you’ll be met and escorted by private car to your choice of hotel, carefully selected for a warm welcome, air-conditioned comfort - and a terrific location close to the city’s best known landmarks, shopping and dining.  Meals B

The city’s extraordinary legacy of art, architecture and culture has blessed Florence with a wealth of impressive sites to discover. Today, you can customize your vacation with the included sightseeing of your choice. As in Rome, an expert English-speaking native guide will accompany your congenial group of never more than 8 other travelers, shedding light on the sites you visit. Meals B
 
Walking Tour + The Academy with Skip-the-Line Access: Meet your guide at 8:50 this morning outside the historic Café Rivoire, centrally located in Piazza della Signoria at the corner of Via Vecchereccia. Discover the highlights of this handsome city square and continue your walking tour to the Piazza del Duomo where you’ll see the celebrated gilded bronze doors of the Baptistery, Brunelleschi’s spectacular cupola that crowns the Cathedral, and Giotto’s Bell Tower – one of the city’s greatest Gothic landmarks. Arriving at the Academy, your expert guide will lead you past the lines and directly into the Museum, where your tour reveals Renaissance masterpieces like Michelangelo’s David. Ending at the Academy, this 3-hour tour is offered every day except Monday from May to Oct. Black out dates may apply.  
 
Uffizi Gallery with Skip-the-Line Access:  Meet your guide and fellow travelers at 4:00 this afternoon outside Café Rivoire, centrally located in Piazza della Signoria at the corner of Via Vecchereccia. Then enjoy the short walk to the Uffizi Gallery where you’ll skip the line to enter this magnificent and historic landmark, built in the 16th century by the wealthy Medicis to celebrate their rising power. Once inside, your guided visit reveals some of the world’s greatest masterpieces including works by Botticelli, Michelangelo, da Vinci, Giotto and other Renaissance painters. This 2-hour tour is offered every day except Monday from May to Oct. Black out may apply.
 
A Taste of Florence:  Designed for an intimate group of only 8 guests, this morning tour begins from the centrally-located Piazza San Giovanni, where you’ll meet outside Bar Scudieri at 10:30. After coffee and a mouth-watering pastry, you’ll continue to the historic Mercato Centrale where city residents have long come to shop for seafood, meats and produce. With colorful stories and cultural insights from your guide, you’ll explore the market and sample local specialties like Fritto Toscano. Continuing through the historic heart of the city, you’ll pause to taste other Florentine favorites – both savory and sweet. Your tour ends near the Arno River at one of the city’s finest wine houses. Enjoy a glass of Chianti accompanied by cheese and cold cuts before bidding farewell to your guide.  This 3-hour tour is offered Mon, Tue, Wed, Thu and Fri from May to Oct.
 
You can also purchase any of these tours in advance for additional sightseeing to enhance your time in Florence. CLICK HERE for a complete list of our Privately Guided Sightseeing Tours.

With a convenient city-center location, it’s easy to step out from your hotel today to explore more of Florence at your own pace.  Meals B

If you prefer additional privately guided touring, we offer a wide variety of excursions in and around Florence… Here in the city, into the Tuscan countryside, and even to the enchanting Mediterranean coastal towns of Cinque Terre. CLICK HERE to see all of our Privately Guided Tours.

After breakfast, our car and driver will take you to the rail station. Sit back and enjoy your reserved First-Class seat aboard the high-speed Italo train. On arrival in Venice, you’ll be warmly greeted and escorted to the hotel of your choice, handpicked to enhance your stay in this magical city.  Meals B

Tailor your exploration of Venice to your own tastes and interests. Choose one of our included excursions – all of them are expertly guided and limited to never more than 8 guests.  Meals B
 
Venice Walking Tour + Doges Palace:  Meet your fellow travelers at 8:25 this morning in front of the historic Caffé Florian, centrally located in St. Mark’s Square. Then set out across Piazza San Marco as your expert guide shares colorful legends and fascinating historical facts about the many architectural landmarks that surround this grand and beautiful square. Your sightseeing ends with a guided tour of the Doge’s Palace, a masterpiece of Venetian Gothic architecture that’s also filled with masterpieces by great Italian artists from Titian to Tintoretto. This 2.5 hour tour is offered every day of the week from Apr 1 to Nov 15.
 
Tasting Tour of Venice: Focusing on some of the many bàcari (Venetian wine bars) that can be found near the Rialto Bridge, this tour begins at 6:00 pm in front of the clock tower of the conveniently located San Giacomo di Rialto Church. Setting out with your in-the-know resident guide, your congenial group of no more than 8 people will join Venetian residents for one of their favorite traditions – gathering with friends in a neighborhood bàcari to enjoy a glass of wine and some appetizers. As the evening progresses, you’ll visit 3 different establishments for a genuine and delightful taste of Venetian life. With two appetizers and a glass of wine included at each bàcari, this 90-minute tour is offered Mon through Fri from Apr 1 to Nov 15.
 
You can also purchase any of these tours in advance for additional sightseeing to enrich your stay in Venice. CLICK HERE for a complete list of our Privately Guided Sightseeing Tours.
 

Day
9

Arrivederci, Italia!

After breakfast, our private car and driver will take you to the airport or rail station for your onward journey. If you wish to explore more of Italy, you can add extra nights here in Venice or let our experts assist you with extensions all across Italy. We can arrange your transportation, wonderful hotels, meals, and sightseeing.  Meals B

Extend Your Trip

Include Pompeii + Sorrento in your Journey by Rail

4 days from $1,099

Our program includes First Class rail between Rome and Naples, 3 nights hotel accommodation in Sorrento with arrival and departure transfers, daily buffet breakfast and a privately guided tour of ancient Pompeii. You can extend your stay and add any features you wish.

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Day
1

Naples to Sorrento

You’ll be warmly greeted upon arrival at the airport or rail station in Naples. Then setting out in your own chauffeured car, you’ll skirt the Bay of Naples traveling southeast to Pompeii. Two thousand years ago, Pompeii was a thriving port and sophisticated Roman city with an estimated population of more than 10,000 residents. But in the year 79 AD, a cataclysmic eruption buried the city and thousands of its inhabitants under 13 to 20 feet of volcanic ash. These ruins were first discovered in the late 1500’s, but systematic excavation did not begin until 1738. Today, the vast archaeological site at Pompeii is recognized by UNESCO as a World Heritage Site; indeed, it’s remarkably preserved villas, frescoes, baths and other public buildings offer an almost you-are-there look into the life and culture of ancient Rome! With your own private guide, your tour of Pompeii will be enhanced by historical narratives and gripping stories that bring the ancient city and its long-ago inhabitants to life.

After sightseeing, continue your journey around the Bay of Naples to Sorrento, a picturesque coastal resort set on the southern shores with spectacular views of Mt. Vesuvius and the Bay. Check in to the Hotel La Favorita in the heart of town and enjoy the rest of this day to relax or explore the town at your own pace.

Note: If you have a late arrival into Naples, we can take you directly to your hotel in Sorrento today. Then you can enjoy your tour of Pompeii on Day 4 en route back to Naples.

Day
2

At your leisure in Sorrento

Sorrento has long been popular with travelers on holiday! But despite its continued appeal over the centuries, it retains all the charms of a classic Mediterranean town. With its cobblestone streets, graceful plazas, handsome villas and enchanting gardens, it’s the perfect friendly sort of town to explore at your own pace. There are wonderful cafes and restaurants to try and many shops, galleries and boutiques to explore. And when you’re not out experiencing Sorrento’s myriad charms, you may wish to take a few moments to relax by your hotel’s pool and take in the stunning views of the Bay of Naples. Meals B

Day
3

A Second Free Day

This entire day is yours to relax and do as you please. There are wonderful cafes and restaurants to try and many shops, galleries and boutiques to explore at your own pace. If you prefer additional guided sightseeing, we offer a variety of optional excursions including the Isle of Capri and a tour to the enchanting coastal resorts of Positano, Amalfi and Ravello.  Meals B

Day
4

Back to Naples

After breakfast, your car and driver will take you to the rail station in Naples to board the Italo Train. Enjoy your included First Class seat for the journey to Rome.  Meals B

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We Can Add Destinations Across Italy  

Alberobello + Amalfi + Assissi
Bellagio + Bologna + Capri + Catania
Cinque Terre + Genoa + Lake Como
La Spezia + Ligure + Lucca + Milan
Naples + Palermo + Parma + Perugia
Pisa + Portofino + Portovenere
Positano + Santa Margherita + Siena
Siracusa + Sorrento + Taormina

More Personal Space
+ Our Extra Care in Italy
 

  • Your own chauffeured vehicle for transfers and privately guided sightseeing excursions
  • High-touch surfaces on all vehicles sanitized frequently throughout the day
  • Dine at small, properly distanced tables, avoiding crowded large-capacity restaurants
  • Guides and staff will wear face masks when in close proximity to guests
  • Face coverings and sanitizer always available complimentary for our guests
>> Click Here to read all that we are doing so you can travel with More Space + Extra Care

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22 October 2021 - 30 October 2021$3,599
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Luxury$4,599
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Luxury$4,999
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First Class$3,699
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Luxury$4,999
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Deluxe$3,699
Luxury$4,999
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First Class$3,099
Deluxe$3,699
Luxury$3,999
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01 February 2023 - 28 February 2023$3,099
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First Class$3,099
Deluxe$3,899
Luxury$3,999
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First Class$3,099
Deluxe$3,899
Luxury$4,899
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12 March 2023 - 21 March 2023$3,699
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Travel is one of  life's most rewarding experiences, perhaps even more so when it's shared with those you love! Take advantage of our Family & Friends offer and Save $100 per person anytime you book 4 or more people on the same A+R program.

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Get Ready for These Inspiring Experiences

These videos, articles and podcasts will illuminate the intimate experiences that await you on our flexible Italian holiday. Drawn from respected independent sources, we’ve curated this multi-media collection to ignite your imagination. Inspiring as they are now on your screen, these sights and stories will truly come to life when you explore this trio of cities with our engaging native-born guides.

Our A+R Library