1-877-929-7245
Tour Search



Uncover Italy's hidden gems with the rail experts

Experience our Most Popular Tours of Italy

Venice
First-Class Italy: Featuring Tuscany & Venice
11 days from $3,495 pp $3,145 pp
  • Explore the ‘floating city’ of Venice, wandering across its ornate bridges
  • Tour the sights of ancient Roman piazzas and incredibly preserved ruins of Pompeii
  • Enjoy two idyllic coastal areas: the colorful Cinque Terre & celebrated Amalfi Coast
Discover More
Highlights of Southern Italy & Sicily
12 days from $3,695 pp $3,325 pp
  • Relax and explore Amalfi Coast towns, picturesque Positano and sun-kissed Amalfi
  • Visit well-preserved cathedrals with intricate architecture and admire ancient Greek temples throughout Sicily
  • Explore ancient Rome’s distinctive sites and iconic landmarks on a guided tour
Discover More
Rome Skyline
Glorious Sorrento, the Amalfi Coast & Eternal Rome
9 days from $3,495 pp $3,145 pp
  • Relax in scenic, sun-kissed Amalfi Coast with adventures to nearby Pompeii and Positano
  • Settle into a slow pace of life with 6 nights in the small but charming resort of Sorrento
  • Explore the 'Eternal City' of Rome with a guided tour of great monuments, timeless grandeur and unique culture
Discover More

Italy Tours & Vacations

From the classical cities of Rome, Venice and Florence to the rolling countryside peppered with vineyards and tucked-away villages, each sight is more enchanting than the next in Italy. With this in mind and more than 20 years of expertise in crafting atmospheric journeys, Vacations By Rail created nearly 30 tours to uncover Italy from Top to Toe.

Find yourself immersed in centuries of history in Rome or while traveling to Tuscan gems by rail. Our tours showcase the colorful architecture of the Cinque Terre and the Amalfi Coast, travel north to the picturesque Italian Lakes, and venture to Southern Italy, where destinations like Alberobello and the island of Sicily showcase Italy's rich heritage.

Travel alongside a professional Tour Manager and expert local guides on an escorted journey or unveil Italy's nuances at your own pace on a thoughtfully composed independent vacation - each itinerary a celebration of beloved cuisine, beautiful art and timeless locations.

Order brochure

Call to Book:  1-877-929-7245
Plane IconCall and ask for an exclusive flight quote to pair with your vacation.

Top Recommended Tours in Italy

Florence Italy
Save 10%
4.5 stars(11 reviews)
Escorted
2026MaySepOct
8 days from
$3,195 pp $2,875 pp
View Details
Piazza Navona, Rome
Save 10%
4.4 stars(49 reviews)
Escorted
2026MayJunSep
2027AprMayJunSepOct
13 days from
$5,195 pp $4,675 pp
View Details
Tuscany
Save 10%
4.5 stars(14 reviews)
Escorted
2026MayJunJulAugSepOct
8 days from
$1,495 pp $1,345 pp
View Details
Eiffel Tower Paris
Save 10%
Escorted
2026SepOct
2027AprMayJunSepOct
11 days from
$4,295 pp $3,865 pp
View Details
Lake Lucerne
Save 10%
Escorted
2026JulSepOct
10 days from
$4,495 pp $4,045 pp
View Details
Venice
Save 10%
4.4 stars(120 reviews)
Escorted
2026MayJunJulSepOct
2027MarAprMayJunJul...
11 days from
$3,495 pp $3,145 pp
View Details
Save 10%
Escorted
2026MayJunSepOct
12 days from
$3,695 pp $3,325 pp
View Details
Rome Skyline
Save 10%
4.7 stars(38 reviews)
Escorted
2026MayJunAugSepOct
9 days from
$3,495 pp $3,145 pp
View Details

You're in safe hands with Vacations by Rail

rail

Trusted experts in escorted and independent vacations

Each year, we take 70,000 customers on unforgettable vacations.

50 years

Perfecting travel for more than 50 years

We are Travel Weekly Magellan Award winners and rated Excellent on Trustpilot.

award winning

Excellent service from our Chicago team

Our team is on hand to help from the moment you book to the moment you return.

tour manager

Expert Tour Managers by your side

Our world-class Tour Managers and local guides take care of every detail on our escorted tours.

Italy Vacation Experiences

Italian Lakes

From Lake Garda to Iseo or Orto, the Italian Lakes promise cinematic vistas and mild climates. Cruise to tiny islands, explore historic villas and savor romantic lakeside ambiance.

Italian Cities

Whether exploring ancient Rome, Florence's Renaissance past, or ethereal Venice, Italian cities are rich in art, architecture and cuisine, setting the world standard for style.

Southern Italy

Discover an unspoilt area where culture and tradition intertwine in southern Italy. With sun-drenched terrain and rich history, this region offers a range of enchanting experiences.

Italian Cuisine

From Sorrento's seafood to Tuscany's rustic specialties, Italy has a culinary treat for every taste, with the nation's inventive spirit and deep heritage reflected in each dish.

27 results matching: Italy

Filters
Any
Reset
Any
Reset
Any
Reset
Any
Reset
Any
Reset
Any
Any
Reset
VeniceVeniceVeniceVeniceVenice
Save 10%
4.4 stars(120 reviews)
Escorted
2026MayJunJulSepOct
2027MarAprMayJunJul...
Escorted

Travel through centuries of history on this journey of cultural epicenters and romantic views. Staying in four diverse bases, Venice, Montecatini Terme, Rome and Sorrento, uncover Italian wonders from coast to coast. Begin in the "Floating City," discovering its canals and bridges before moving into Tuscany, where we explore the Cinque Terre from...

View map

Save 10%
11 days from
$3,495 pp $3,145 pp
per person
View Details
Piazza Navona, RomePiazza Navona, RomePiazza Navona, RomePiazza Navona, RomePiazza Navona, Rome
Save 10%
4.4 stars(49 reviews)
Escorted
2026MayJunSep
2027AprMayJunSepOct
Escorted

From Europe's exciting cityscapes to the stunning heights of the Swiss Alps and idyllic Tuscan countryside, this 12-day exploration opens the doors to Europe's rich history, culture and traditions. Uncover iconic landmarks in London, sail along the romantic Seine in Paris and marvel at Switzerland's stunning Alps during a lake cruise and...

View map

Save 10%
13 days from
$5,195 pp $4,675 pp
per person
View Details
Eiffel Tower ParisEiffel Tower ParisEiffel Tower ParisEiffel Tower ParisEiffel Tower Paris
Save 10%
Escorted
2026SepOct
2027AprMayJunSepOct
Escorted

Discover landmark-lined rivers, alpine peaks and iconic cities while delving into the heart of Europe, relishing its best features from many perspectives. This vacation is a showcase of culture, with something new in each destination. Begin under the Eiffel Tower in Paris, cruising the Seine and touring its sites before venturing into the Swiss...

View map

Save 10%
11 days from
$4,295 pp $3,865 pp
per person
View Details
Florence ItalyFlorence ItalyFlorence ItalyFlorence ItalyFlorence Italy
Save 10%
4.5 stars(11 reviews)
Escorted
2026MaySepOct
Escorted

 Delve into Italy's great historic cities, encountering a wealth of artistic and cultural treasures, including World Heritage sites, with guided tours of ancient Rome and the world's Renaissance capital, Florence.    With day trips to the walled Tuscan city of Lucca, Pisa's iconic tower and its gleaming white Duomo, we take a day trip to San...

View map

Save 10%
8 days from
$3,195 pp $2,875 pp
per person
View Details
Lake Como Lake Como Lake Como Lake Como Lake Como
Save 10%
4.3 stars(21 reviews)
Independent
2026MayJunJulAugSepOct
Independent

Find yourself steeped in luxury and surrounded by tradition on this memorable tour of Italy. Explore various regions throughout the country, from Como in the Italian alps near the Swiss border to the farmlands of Tuscany and the beautiful cities alongside the Amalfi Coast. A thoughtfully composed mixture of guided touring, optional excursions, and...

View map

Save 10%
13 days from
$5,895 pp
per person
View Details
Save 10%
Escorted
2026MayJunSepOct
Escorted

Delve into the diverse culture of Southern Italy and glorious Sicily, immersing yourself in its rich history, landscapes, and idyllic coastlines, and indulging in local cuisine. Each stop reveals layers of history, beauty, and local charm - from the unique houses of Matera and Alberobello to Sicily's magnificent Greek temples, the Palatine...

View map

Save 10%
12 days from
$3,695 pp $3,325 pp
per person
View Details
Cinque TerreCinque TerreCinque TerreCinque TerreCinque Terre
Save 10%
Escorted
2026JunSepOct
Escorted

This superb Mediterranean adventure features five dazzling cities - Barcelona, Carcassonne, Nîmes, Nice and Genoa - and the idyllic French and Italian Rivieras. From Barcelona's Gothic Quarter and its unique culture, discover the medieval citadel of Carcassonne, and savor a private lunch with wine tasting at a French Château. Explore Nîmes' Roman...

View map

Save 10%
12 days from
$3,595 pp $3,235 pp
per person
View Details
TuscanyTuscanyTuscanyTuscanyTuscany
Save 10%
4.5 stars(14 reviews)
Escorted
2026MayJunJulAugSepOct
Escorted

Savor the glorious colors, aromas and flavors of Tuscany on a vacation highlighting the true beauty of this beloved Italian region. Discover the great Renaissance city of Florence, visit a historic family estate for a tour and dinner, and marvel at the iconic monuments of Pisa, including the Leaning Tower. Explore the stunning sights of Siena,...

View map

Save 10%
8 days from
$1,495 pp $1,345 pp
per person
View Details
Rome SkylineRome SkylineRome SkylineRome SkylineRome Skyline
Save 10%
4.7 stars(38 reviews)
Escorted
2026MayJunAugSepOct
Escorted

 Uncover the beauty of one of Europe's most enchanting regions, the captivating Amalfi Coast.     The journey begins with two nights in the "Eternal City" of Rome, where ancient landmarks and vibrant culture set the stage. From here, continue to the charming clifftop town of Sorrento, overlooking the Bay of Naples, the gateway to Capri and the...

View map

Save 10%
9 days from
$3,495 pp $3,145 pp
per person
View Details
Lake LucerneLake LucerneLake LucerneLake LucerneLake Lucerne
Save 10%
Escorted
2026JulSepOct
Escorted

Experience the wonders of two countries on one spectacular exploration of Switzerland and northern Italy.  Explore Lake Lucerne, including a trip to Mount Rigi's summit on Europe's first mountain railway, from a lakefront hotel in Weggis before embarking on one of Switzerland's lesser-known yet equally spectacular alpine railways, the Gotthard...

View map

Save 10%
10 days from
$4,495 pp $4,045 pp
per person
View Details
Save 10%
4.6 stars(62 reviews)
Independent
2026MayJunJulAugSepOct
Independent

Through museum visits, guided tours and culinary experiences, delve into the history and incredible culture of Italy. This nine-day expedition follows a northerly course that takes travelers from Rome in the south to Venice on the cusp of the Adriatic Sea. Each stop along the way paints a memorable picture of Italy's immense beauty. Distinctive...

View map

Save 10%
9 days from
$3,495 pp
per person
View Details
PIsaPIsaPIsaPIsaPIsa
Save 10%
4.5 stars(26 reviews)
Escorted
2026MayJunOct
Escorted

From the alpine foothills to Sicily and all that lies between, uncover Italy's rich culture on an expertly crafted itinerary. See the highlights of Italy while traveling the country's length, delving into remarkable destinations, including Venice, Florence and Rome.  Bask in the beauty of the Amalfi Coast and marvel at the remains of ancient...

View map

Save 10%
15 days from
$5,695 pp $5,125 pp
per person
View Details
Our customers love our Italy tours
Best of Italy featuring Lake Como & the Amalfi Coast
04 Nov 2025
Ardith
5 stars
“It was a great trip! Info and ticketing supplied by VBR was excellent. Some of the hotel rooms were teeny-tiny. One shower was 22" X 22". If we had been oversized people, it would have been a harder trip. Locations for hotels were convenient to transport and city center sights....
Collected by Trustpilot
Glorious Sorrento, the Amalfi Coast & Eternal Rome
27 Oct 2025
Joanne Daubert
5 stars
“The trip was lot of fun! Richard was a complete delight.
Collected by Trustpilot
Top to Toe of Italy
25 Oct 2025
Dan
5 stars
“Many if not all of the things to see in Italy in a nicely paced, well organized fashion. The tour manager knows what he’s doing and things never felt chaotic and there were no worries. The balance between group activities and personal time was well thought out.
Collected by Trustpilot
Iconic Italy: Venice, Florence & Rome
24 Oct 2025
Ginny Schwartz
5 stars
“If all of the tour guides are as conscientious as Della, your product is golden
Collected by Trustpilot
First-Class Italy: Featuring Tuscany & Venice
22 Oct 2025
Milton
5 stars
“This was a trip of a lifetime for me and you did not fail to deliver! The accommodations were great as well as the excursions. Our tour manager, Elizabeth Quinn, made the transitions easy and fun with her witty personality. She took good care of all of us. I can't...
Collected by Trustpilot
Scenic Europe By Rail: London to Rome
20 Oct 2025
Robert Byrd
5 stars
“The trip was fantastic, the guests and our lead was great, the only negative was train ride to Pisa (overcrowded) .
Collected by Trustpilot
Cuisine & Culture: Rome, Florence & Venice
08 Oct 2025
customer
5 stars
“It was very nice to be met at airports and train stations with an easy to identify who our drivers were at each stop. These drivers who brought us to and from our Hotels removed any anxiety from our trip this made our truly amazing.
Collected by Trustpilot
Tuscany: Florence San Gimignano & Pisa
20 Apr 2025
Todd Peterson
5 stars
“Overall the tour was fantastic. The food at the main hotel was not what I would consider true Italian cuisine which is what we were hoping for. I can get fish anyway of the week as I live in Florida. The itinerary was what we had hoped for, all of...
Collected by Trustpilot
Latest Expert Advice & Inspiration