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Italy Tours & Vacation Packages 2025 & 2026

Best Italy Tours & Vacation Packages

Italy Tours & Vacation Packages – As the local leader in travel experiences since 2000, we connect you to the real Italy in a way like no other. From the canals of Venice to the hills of Tuscany, we explore the pockets of Italy that make this country a classic.

Though they may have been etched into travel brochures many times, with Eskapas, you will peel back the layers and find there’s so much more to love than pizza, pasta and picturesque sites. On a slow and simple day in Italy, you’ll relax by the ocean flopped under an umbrella on the glamorous Isle of Capri. On an extravagant day, you could be shopping at Prada and dining on breaded veal cutlet in the fashion mecca of Milan.

In the capital, alfresco lunch is in order after many hours strolling the Vatican City, Trevi Fountain and the Colosseum. With so many opportunities available here, there really is no quintessential Italian holiday.

Hand-Picked Italy Tours

Italy is a country that has something to offer for everyone. Whether you are interested in history, art, food, or fashion, Italy has it all. The country is home to some of the world’s most iconic landmarks and beautiful beaches, making it a popular destination for travelers from all over the world. Italian cuisine is also famous for its simplicity and use of fresh ingredients, making it a must-try for food lovers. We offer more than 30 Italy tour packages. One of them is for you!

Beautiful young girl with a retro camera in Burano

All’italiana: Italy 8-day trip

From2,050 US$1,650 US$
8 days
(4 Reviews)
Best Seller
Summer holiday in Italy. Back view of young woman with straw hat and yellow dress with raised arms looking at Atrani village, Amalfi Coast, Italy

Italian Discovery

From3,250 US$2,500 US$
10 Days
(88 Reviews)

Mamma Mia Best of Italy

From3,025 US$2,680 US$
8 Days
(3 Reviews)

Southern Italy

From3,795 US$3,680 US$
11 Days
(14 Reviews)
Small Group Tour
San Marco square, Venice

Italia Amore Mio

From5,775 US$5,425 US$
14 Days
(2 Reviews)
Gondola near Rialto Bridge in Venice, Italy

Veloce Italia

From1,265 US$
5 Days
(1 Review)
1 2 3 4

Discover your perfect Italy vacation package by using our convenient search and filter options, tailor-making a journey that captures Italy’s unique beauty and rich heritage just for you.

Frequently Asked Questions About Italy Tours and Vacation Packages

Italy is a country located in southern Europe, known for its rich history, culture, and cuisine. Italy is home to some of the world’s most iconic landmarks, including the Colosseum, the Leaning Tower of Pisa, and the Vatican City. The country is also famous for its art, fashion, and design, with cities like Milan, Venice and Florence being the epicenters of the fashion industry. Italy is known also for its world-renowned wines which are the Chianti, Siena, Montepulciano, and San Gimignano. Many things to know about Italy. Here are some of most frequently asked questions about Italy tours and vacations.

When is the best time to visit Italy?

The best answer is whole year round. The most convenient time to visit Italy is during the spring (April to June) or fall (September to November) when the weather is mild. The summer months can be hot, crowded, and expensive however it is the festival season with important events such as Il Palio di Siena in Piazza del Campo in Siena, Festival dei Due Mondi of Spoteto. Winter is quiet and wet and some regions can be cold. But low season rates and empty museums make it a smart alternative.

How many days should I spend in Italy?

The number of days you should spend in Italy depends on your interests and the places you want to visit. However, a minimum of 7-12 days is recommended to explore the major cities and attractions.

More often, two days in major cities such as Rome, Florence, Sorrento and Venice. A well-organized fully guided tour that Eskapas offers, is the best solution that will cover Italy’s highlights o on a whistle-stop 110-day tour package.  Italian Discovery is one of the best options for you starting from 2,400US$

What are the most popular destinations in Italy?

Some of the most popular destinations in Italy include Rome, Florence, Venice, Sorrenco, Milan, and the Amalfi Coast.

Italy tours

What should I do on my trip to Italy?

There are many things to do in Italy, depending on your interests. Some of the must-see attractions include the Colosseum, the Leaning Tower of Pisa, the Vatican City, and the Amalfi Coast.

Italy tours

Some of the most popular islands to visit in Italy include Sicily, Sardinia, Capri, and Ischia. Italy has some of the most beautiful beaches in the world. Some of the best beaches in Italy include the Amalfi Coast, Sardinia, and Sicily.

Italy tours

Italy is a great destination for families. There are many family-friendly attractions, such as the Colosseum, the Vatican City, and the beaches of Sardinia and Sicily. In the culture of Italy, families are the focal point for life. Even though daily life is always a rush, Italians always find a way to spend quality time together by eating all around the table.

How Should Visitors Dress In Italy?

When visiting Italy, it’s important to dress appropriately for the occasion and the location. Italians are known for their fashion sense, so it’s best to avoid looking like a tourist by dressing in a way that is stylish and understated. Here are some tips on how to dress like a local in Italy:

Wear well-fitting clothes with clean lines

Choose outfits that compliment your shape and avoid loud colors with flashy patterns.

Invest in a nice pair of shoes made from high-quality fabric. Opt for a pair of comfortable leather boots, flats, or dress shoes instead of blinged out sneakers.

Avoid carrying a fanny pack or large backpack with you

Since it makes you look like a tourist and tells pickpockets that you’re carrying money around. Instead, carry a small purse or a cross-body bag.

Get a pair of nice, dark sunglasses to elevate your aesthetic and block out Italy’s bright, piercing sun.

Wear invisible socks or nice socks that match the color of your shoe. Italians rarely wear white socks beneath their trousers.

Leave large backpacks and fanny packs at home. Wearing a money belt or other travel gear in public not only makes you look out-of-place, it advertises that you’re carrying money around. This can be a safety hazard in larger cities, where pickpocketing is common. Carefully store money and other important documents in an inside or front pocket. If it doesn’t fit, leave it in a safe place wherever you’re staying.

Wear fashion-forward items in Milan and more traditional clothes in the South. Italian fashion sense varies depending on what region of the country you’re visiting.

Do You Need a Visa to Italy?

Whether you need a visa to enter Italy depends on your nationality. Italy is a member of the Schengen Area, which allows citizens of many countries to enter its territory for tourism and business purposes without a visa.

Please check with the Italian embassy or consulate in your country to confirm the visa requirements as they can change and may vary depending on your specific situation.

Note:

US citizens do not need a visa to enter the Schengen Area for a short stay of up to 90 days for tourism or business purposes 12. However, US residents of other nationalities may or may not need a visa depending on their nationality 1. US residents coming from countries that have established visa-free regimes with the EU do not need to obtain a visa to enter Europe. On the other hand, US residents coming from countries that have not established a visa-free regime with the EU will have to apply for a Schengen visa in the US to enter any of these countries 1.

Starting from May 2025, US citizens will have to apply for an ETIAS prior to their travel towards Europe, in order to be allowed to enter the territory.

When traveling to the Schengen Area, US citizens must carry a US passport that is valid for at least three more months beyond its intended date of departure from the Schengen Area, an ETIAS authorization (starting from May 2025), and documents that show why the US citizen is traveling to the Schengen Area, as well as proof of sufficient financial means

 

Related Readings

Here are some resources to learn more about Italy:

Top family-friendly vacation spots in Italy, Best 10 Day Italy Itinerary, Best Italy Trips, Best Beach Destinations in Italy, Best Italy Resort Hotels, Ferries from Italy to Greece, The Ultimate Italian Food Tour, Visiting Montepulciano, Sorrento Smart Guide, Rome Cultural Events and Festivals, Best Places To Visit in Tuscany, Best Markets in Rome, Best Guided Tours In Rome, Best Restaurants in RomeRome Less Than 48 HoursBest Hotels in RomeRome Travel Guide, Sicily Travel Guide, Florence Less Than 48 Hours, Venice Cultural Events and Festivals, Venice Less Than 48 Hours

Recommended Italy Tours

Best Italy Tours 3 to 7 Days

Naples to Capri Tour | 3 Days, Venice Short Break | 3 Days, Milan Short Break | 4 Days, Florence Short Break | 4 Days, Rome City Break | 4 Days, Naples Short Break | 4 Days, Tales of Italy | 5 Days, Milan & Roma | 6 Days, Rome, Florence and Pisa | 6 DaysTreasures of Italy | 4 Days, Veloce Italia | 5 Days

Best Italy Tours 8 to 14 Days

Mamma Mia Best of Italy | 8 Days, All’italiana | 8 Days, Italy Southern Highlights | 8 Days, Essences of Italy | 9 Days, Italian Discovery | 10 Days, Northern Italy: Rome to Venice | 10 Days,  Italia Amore Mio | 14 Days

Best Multi-country Italy Tours

Southern Europe: Spain – France – Italy | 12 Days, Best of Italy and Greece with 3-day cruise | 12 Days, Italy and Spain : A Mediterranean Dream | 17 Days,

Italy Trip Reviews

 

Italy Tours
Average rating:  
 8 reviews
 by Robert T C.
Italian Discovery

This was one of the best trip I ever had! Beautiful scenery, great food, but most importantly friendly people. Mario, our guide for the ten days, made the holiday extra special as she was a superb leader who always was kind to everyone. Breakfasts were good. The red wine was much appreciated. Well, I highly recommend.

 by Vasso M.
Italian Discovery

Great way to see a large part of Italy. Very well organized and run.

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