
Unlock Italy: Venice to Sicily
17 days · 6 cities
Why go?
The *chef’s kiss* Italian experience. Blissfully lose yourself among the historic churches and narrow winding streets of Venice. Explore the stunningly colorful villages of Cinque Terre. Discover the incredible history of Rome and Pompeii. Oh, and we heard the food’s decent, too.
What you'll get
- All transportation while on the trip (Note: flights to/from your tour’s starting/ending cities are not included, but you can add them)
- 1 overnight ferry
- 14 nights in handpicked accommodations
- Meals: 15 breakfasts & 2 dinners
- Guides: Expert Tour Director & 7 insider city tours with a local guide
- 24/7 Support
- Cable car ride in Taormina
Picture yourself
- Riding in a gondola through the canals of Venice
- Eating the cacio e pepe you typically dream about
- Standing in the Colosseum, channeling your inner gladiator
- Snapping #nofilter photos at Cinque Terre
- Looking up at Mt. Vesuvius from the city it made famous, Pompeii
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Saturday, 10am–6pm ET
Itinerary

Day 1: Overnight Flight
Board your overnight flight, bound for Italy! Fresh gelato and homemade pasta will soon be yours. So, so soon.
Day 2: Arrive in Venice + Welcome Dinner
Welcome to the Venice Region! While you'll be staying on the mainland, the heart of Venice is a quick bus ride away. Situated on 118 islands, intersected by 175 canals and connected by more than 400 bridges, this city has had more praise showered upon it from travelers, writers and artists than any other city in the world.
In the evening, enjoy a Welcome Dinner of local cuisine and drinks with fellow travelers at an authentic local spot. Afterwards, you’re free to take the party elsewhere!
- Meet an EF representative at the airport.
- Transfer to your accommodations and check in.
- Receive the latest schedule from your Tour Director.
- Meet the other travelers as they arrive.
- Meet your Tour Director for a guided tour of some top sights around Venice.
Day 3: Tour Venice
Get ready to see Venice through the eyes of a local Italian. Your guide will show you canals, an extraordinary basilica, and a staircase shaped like a snail. You definitely haven’t had enough pasta yet. Eat more pasta.
- Travel from mainland Venice to the island, catching sight of St. Mark's Basilica, plenty of gondolas, and the spectacular Venetian skyline.
- See several historic churches and lose yourself in the narrow streets of Venice.
- Follow the winding Grand Canal through the heart of Venice
- Play Marco polo from across the Rialto Bridge, the oldest bridge in the city that connects San Marco and San Polo.
Book Worm: Check out Acqua Alta Library, a hidden bookstore where the books are piled from floor to ceiling, and kittens run around just waiting for some company.
300 Years Young: Opened in 1720, Caffè Florian is the oldest café in the world. And while the venue may be old, their beliefs have always been ahead of their time. They were the only café to serve women during the 18th century. Nicely done, Florian.
Go for Gondola: Make your dreams come true by floating down the Venetian canals aboard traditional gondolas.
Day 4: Travel to Milan via Verona
Say goodbye to Venice; you’re on to Milan, the design, fashion, and commerce center of Italy. On your way, stop in Verona, the setting for three of William Shakespeare’s plays. Visit Juliet’s balcony where you can harness you inner Romeo by saying, “But, soft! What light through yonder window breaks?”
- Travel by bus to Milan with a pit stop in Verona.
- Pay a visit to Juliet’s famous balcony and get in touch with your inner romantic.
- Arrive in Milan and take an introductory walk of the area with your Tour Director.
- Take the evening by storm; Milan is a vibrant, fast-paced city that certainly won't slow down at night. Will you?
Mall Rats: One of the world’s oldest malls, the Galleria Vittorio Emanuele II (who knew malls existed in 1877?), is the place to go if you want to window shop for Gucci or Louis Vuitton. Beware: the prices are as high as the vaulted ceilings. But the vaulted ceilings are beautiful.
Bar None: Head out on the town to any one of the dozens of bars throughout the city. And if you’re feeling even more adventurous, there are plenty of dance clubs calling your name.
Day 5: Free Day in Milan or Optional Day in Lake Como
Cruise Lake Como on a full-day excursion or enjoy a full free day in Milan to explore on your own. Either way, you're about to have a great day.
- Wake up and seize the day; you've got Milan at your fingertips.
- Explore the impressive gothic cathedral that offers stunning views of the city.
- Spend the day at Lake Como (if you choose), daydreaming about villa life and spotting celebrity homes.
Stairway to Heaven: Visit Milan’s impressive gothic cathedral, as stunning on the outside as it is on the inside. Climb the stairs (or take the elevator) to the top for sweeping views of the city’s skyline.
Gol!!!: If you’re a soccer fan, take some time to visit the San Siro Stadium and museum, home to AC Milan, one of the top soccer clubs in Italy.
Drinks After Work: Like many people, the Milanese like to take the edge off after a day at work. Do as the Italians do, and find a café for a drink (aperetivo) and snack.
Day 6: Travel to Florence via Cinque Terre
Board your private coach for Florence via a boat ride in Cinque Terre and lay your eyes on the most beautiful coastal scenery anywhere while you discover mountainside villages and iconic colorful seaside buildings.
- Take an AM bus to Portovenere then travel by boat with views of quaint oceanfront villages.
- Disembark at Manarola, famed for colorful buildings that dot the cliffs of its picturesque harbor.
- Arrive in Florence in the evening, settle in, and take an introductory walk with your Tour Director.
Day 7: Tour Florence
You’ve got a full day in Florence, the compact capital of the Tuscany region known for its famous Renaissance artwork. Throw on some comfortable shoes and join a local guide for a walking tour of the city. By the end of it, you’ll be looking up how to live in Italy forever.
*Note: There is no included entry to the Duomo during the guided sightseeing on this day, but you will have free time to return if you so choose.
- Cross the Ponte Vecchio, the oldest bridge in Florence, home to many of Florence’s jewelers and art merchants. Ready to get some bling?
- Stroll the Piazza della Signoria, home to Florence’s seat of power, the Palazzo Vecchio, as well as several intricate sculptures.
- Visit the Duomo Cathedral. Return during your free time and challenge yourself to climb the 463 steps to the top for stunning views of the city.
Get Some Fresh Air: Loggia dei Lanzi is an open air sculpture museum, with a number of Renaissance statues. It’s beautiful, it’s in the open, and it’s free.
Leather-Bound Books: Florence is known for its plethora of leather goods, from belts and jewelry to purses and wallets. Maybe you can finally buy that leather jacket you’ve always wanted but have been too embarrassed to buy.
Day 8: Travel to Rome via Orvieto
Travel to Rome via Orvieto. Goodbye, Florence. Hello, Rome, Italy’s capital city that is bursting at the seams with energy. Locals fill the streets, day and night, usually doing something that involves eating or drinking. And how can you blame them when pasta, pizza, gelato, coffee, and wine are everywhere you look? Rome is all big city/ancient ruins, served with a side of spaghetti.
- Board your private coach, bound for Rome.
- Stop in Orvieto, a quaint Italian hill town that’s as fun to visit as it is to say in an Italian accent.
- Marvel at the artistry of the facade of Orvieto’s stunning cathedral, built in 1290 (no, that’s not a typo—it’s really that old.)
- Arrive in Rome, surrounded by art, ruins, and 2.9 million people
- Take a tour of the surrounding area with your Tour Director, stopping by some famous attractions, and more than few gelato shops.
Day 9: Tour Rome + Optional Market Experience
They say all roads lead to Rome, but once you’re there you quickly realize that all roads actually lead to restaurants. Take the morning to satisfy your cravings and sip some espresso, then experience everything ancient Rome has to offer with a local guide.
- Tour the city with a local guide who will show you why Rome is one of the most legendary cities in Europe.
- Experience the heart of ancient Rome with a visit to the Forum, once a hub of activity for the city.
- Stand in the Colosseum, where gladiators battled to the death in mortal combat, and be glad you live in the 21st century.
Day 10: Free Day in Rome + Optional Visit to the Vatican
Today you get to explore centuries worth of culinary perfection, unbelievable architecture, and local fashion on your own. And let it be said, Rome looks goooood for being 2,000 years old. (It must moisturize.) Shop, eat, drink, and talk like an Italian (with your hands) during your free day. Embrace the culture and indulge in carbs during your last day in the Eternal City. Plus, if you're up for it, join an optional excursion to the Vatican.
- Explore the bustling streets and famous sights while enjoying a cone of gelato.
- Soak in the history by exploring ancient ruins.
- Act like a fashonista on Via del Corso, the main street in historical center of Rome lined with brand names and local eateries.
Trevi Fountain: Rumor has it, if turn your back to the Trevi Fountain and toss a coin over your shoulder, it guarantees you’ll return to the Eternal City. Throw in a second coin, and you’ll not only come back, but also find love. (Significant other not guaranteed by EF Ultimate Break.)
Shopping on Vide del Corso: Walk down the longest pedestrian street in the city for some prime shopping. Populated by both locals and tourists, there’s room for everyone on the narrow store-filled street.
Day 11: Travel to the Naples Region via Pompeii
As you make your way to the Naples Region, join a local guide for a walking tour of the ancient city of Pompeii, which stands frozen in time after Mt. Vesuvius erupted in 79 AD, completely destroying the town.
- Travel back to imperial Roman times and learn about Pompeii, the city covered in volcanic ash.
- Look up at Mt. Vesuvius, the deadly volcano that annihilated this city almost 2,000 years ago.
- Experience the buildings, artifacts and even people that have been extremely well preserved over the years.
Day 12: Enjoy a Free Day in Naples Region + Optional Capri Cruisin
The day is yours to do as you wish. Or join your Tour Director for an excursion to Capri. You haven’t lived lavishly until you’ve cruised around the island of Capri. You'll leave the big city life behind you, and enjoy more of that classic Italian coastal beauty. And if you're wondering, yes, this is what heaven looks like.
- Get lost in the Naples Region during your free time.
- Spend a full day on the Isle of Capri for an afternoon cruise and tour with a local guide during an optional excursion. (Life of luxury much?)
- Enjoy the thing that Naples is known for, that bready, cheesy, tomato sauce topped stuff we call pizza.
Day 13: Free Day in Naples + Board Night Ferry to Palermo
Lucky you—a full day to enjoy more of Naples before heading to Palermo.
- Use your free time in the Naples Region to do as you wish.
- Grab lunch, veg out on the beach, and bask in that sweet, sweet Vitamin D.
- Head back to the ferry port in Naples and board your overnight ferry to Palermo, Sicily.
Day 14: Travel to Catania Region + Optional Food Tour
Hop off the boat in Palermo, stop at a beach in Cefalù, and then it's on to the lively region of Catania.
- Get off the ferry and kiss the ground (that's what they do in the movies, right?)
- Grab lunch, peek into tiny shops, and catch some rays at one of Sicily's finest beaches in the town of Cefalù.
- Continue on to Catania region, and relax at an outdoor café as day turns to night.
- Make the most of your night; go on the hunt for more fine, Italian cuisine and wine on wine on wine.
Day 15: Free Day + Optional Mt Etna: Volcanoes & Wine Tasting
The day is yours to explore. Enjoy your free time or take an excursion to the apex of Mt. Etna, a massive active volcano on the eastern coast of Sicily. Don’t forget to eat all the last minute pasta and gelato you can.
- Continue exploring the noisy, yet always charming region of Catania.
- Try some pasta alla Norma, yet another delicious pasta dish that originated here in Catania. (It should be noted that this is your last day to enjoy Italian pasta.)
- Find your way to the beach to catch some last minute Italian rays.
- Get in some mountain time by joining in on the Mt. Etna optional excursion.
Day 16: Explore Taormina + Beach Day + Farewell Dinner
Today you’ll explore Taormina, the posh town literally built on the side of a mountain. Once you stand in the ancient amphitheater, overlooking the Mediterranean Sea, you’ll understand why more people are flocking here every year. Afterwards, you'll have the opportunity to relax on the beach and enjoy your final day in Catania.
Farewell Dinner
Share some last laughs (and maybe shed a few tears) at an included farewell dinner with the group.
- Bask in the spectacular views of Mt. Etna, the tallest active volcano in Europe.
- Explore the 7th-century Taormina Greek Theater, which is still in use today. (Bob Dylan once performed here.)
- Take in the Baroque architecture and quaint, pedestrian-friendly cobblestone streets.
Day 17: Fly Home
Arrivederci, amici!
Translation: Goodbye, friends. Your next destination awaits—home. Before you head to the airport, enjoy your last few moments together. Take one more group photo. Grab that final drink. (Fine, maybe a couple of drinks.) But this isn’t goodbye. It’s “See you later.” The only question is, where?
–OR–
EXTEND YOUR TRIP 2 WAYS
1. Double the fun
A lot of our trips line up back to back! Give us a call—we can help you add another and save big while you're at it.
2. Go ahead or stay behind
Extending your trip is easy! During checkout, you'll have the option to fly to (or from) the gateway of your choice for an additional fee. We'll adjust your flights accordingly, but you'll be responsible to take care of your transportation, hotels, and other logistics outside of tour.
Note: Depending on your desired gateways, additional fees may apply.
Accommodations
During your trip, you’ll stay at hotels handpicked by our team of local experts. Each property is centrally located, so the sights, shops, restaurants, and nightlife you came to experience are right in the neighborhood. Share a room with one other EF traveler or upgrade to solo.

B&B Venezia Laguna
See detailsHotel San Marco Rome
See detailsB&B City Center Florence
See detailsCustomize with excursions
Enhance your experience with hand-picked optional excursions—designed to add adventure, culture, and unforgettable moments to your journey.
Traveler photos
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Weather
Catania, Italy
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Milan, Italy
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Naples, Italy
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Rome, Italy
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Florence, Italy
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Venice, Italy
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Flights
When you include flights with your trip, our dedicated team of experts will handle all the details, so your travel experience is as seamless as possible. Just select your dates and airport to see pricing.
Perks of booking flights with us
- Airport transfers to and from accommodations
- Ability to pay for flights over time, interest free
- Convenience of travel plans all in one booking
- 24/7 guidance through flight changes or delays
- Free delayed and lost bag tracking with Blue Ribbon Bags
- Locked-in price (barring post-booking changes)
- Flexibility for pre- or post-trip travel
- Major international airlines only
Learn more
FAQ
Well, ideally, 5 minutes ago. But we get it takes some time to figure out the best trip for you. We do recommend booking as soon as possible, this not only secures your spot on the trip, it also allows you the most time to pay for your trip. The closer we get to departure the more challenging securing your reservation becomes. If you’re booking under 99 days prior to departure, give us a call to book your trip. For more information on the late reservations process, visit our Help Center.
You can see the most up-to-date entry requirements for the destination(s) you'll visit on your trip here. Simply type in the name of the tour and you'll see all of the entry requirements including passport validity, visas, and electronic transit authorizations.
Note that this information will default to US passport holders. If you hold a passport from outside the US, please make sure to consult your country's immigration and travel site to determine the best documentation needed for your travels.
Not necessarily! While most people on this trip will be between 25-35, these trips are designed – from pacing and destinations to accommodations and activities – for the either age you are or the age you feel. Age is just a number, after all.
Groups can vary in size (often between 20–44 travelers) but are guaranteed to leave you with memorable and long lasting travel companions. Whether you’re sharing laughs over a great meal at a local restaurant, or dropping your jaws off the edge of a hot air balloon, there’s sure to be an energetic and supportive group atmosphere for whatever you’re looking for. Check out our Rules of the Road and the role all travelers play in creating a fun and inclusive group.
Traveling solo? Have no fear! Over 60% of our travelers join an Ultimate Break tour solo. It doesn’t matter if you’re an introvert, an extrovert, or anything in between, our tours are designed to build connections that will last a lifetime. You get to know the rest of the group through the EF Ultimate Break app before you even depart, and our EF Tour Director expertly helps the group get to know each other and bond during experiences like the Welcome Dinner, excursions, and throughout the tour. First time traveling with us? Check out our resources for first time travelers here.
That’s up to you! Prices default to booking without flights but we are happy to take one more thing off your plate and book your roundtrip airfare.
When you book flights with us you’ll get:
- The ability to roll the cost of your airfare into our interest-free monthly payment plan.
- One checked bag per traveler included.
- Expert guidance on how to work with the airline when flight delays and cancellations occur.
- Transfers to and from the airport on your tour’s arrival and departure dates.
- Flexible rebooking options if your itinerary changes.
- Flexibility around your arrival and departure airports. You’ll have the option to fly in or out of most airports if you want to add any independent travel before or after your tour.
- Assurance that you will only be booked on airlines that meet our rigorous safety standards.
If you have preferences regarding an airline or are traveling with someone and wish to be on the same flight as them, you can read more about flying with your friend here. We’re always happy to look into it however we can’t guarantee we will always be able to accommodate.
Flight details are released for preview 60 days before departure and your e-ticket and confirmation number will be available 30 days before you depart.
If you choose to book flights yourself, keep in mind that you’ll be responsible for transfers to and from the airport. For more information about choosing your own flights, including general arrival and departure times, visit our help center.
During your trip, you’ll stay at hotels handpicked by our team of local experts. Each property is centrally located, so the sights, shops, restaurants, and nightlife you came to experience are right outside your door. Rooms are exclusively for EF Ultimate Break travelers.
Twin room: each traveler gets their own bed
Choose this option if you're traveling with someone and you want separate beds. Or, if you're traveling alone, you'll be paired with a roommate on tour.
Double room: share a bed with your travel companion
Choose this option if you're traveling with someone and you'd like to share a bed.
Private room: upgrade to your own space
Great for solo travelers who want to room by themselves.
Your Tour Director is with you during your entire trip. They’re part logistics master, making sure you get to see all that we have planned; part rockstar, sharing with you local hotspots; and part guru, sharing and inviting you into the culture. Our Tour Directors are fully trained and ready to support you in making your journey safe, seamless, and unforgettable!
In some locations you will be met by a local guide who will lead you through our traveler-inspired walking tour. You’ll get some local history and culture while also making sure you hit the photo stops. You’ll walk away with an insider’s perspective and some great pictures.
We recommend budgeting $80-$100 per day to cover tipping, food, and shopping. You know your spending habits best, if you want to do it all budget on the higher end.
On this trip you'll use the Euro. We strongly advise that you take debit and credit cards (ideally with a chip), which can be used to withdraw cash at local banks as needed. Make sure to check with your bank or credit card company about withdrawal fees and/or foreign exchange fees. While better rates of exchange are usually available overseas, ordering currency from your local bank may be an option.
Excursions are available for purchase at a discounted rate prior to departure. Some excursions may be available for purchase while you are on tour directly through your mobile app but are subject to availability and will be more expensive.
We recommend purchasing excursions at least 3 days prior to your tour departure. Please note some excursions have advance booking deadlines. Check your tour itinerary for more information to ensure you don’t miss the deadline to add them.
This is your classic sightseeing tour. Think lots of walking and taking in all the sites. On these tours, be prepared to:
- Walk a minimum of 10k steps per day (more if you add excursions)
- Use public transportation
- Climb on and off a motor coach unassisted
- Manage your own luggage (including carrying luggage upstairs if there is no elevator)
- Climb occasional stairs, hills and navigate various terrains (think cobblestones) to different sites
- Stand for periods of time during guided commentary and photo stops
With over 60 years of experience, our travelers safety is a top priority. Our expert teams are constantly review national and international travel guidelines to ensure your trip will meet our rigorous safety—and satisfaction—standards. While our destinations are safe, it’s always important to stay aware of your surroundings and follow basic safety guidelines. Pickpocketing can occur, especially in crowded areas or tourist hotspots. Keep your belongings secure and be cautious with strangers offering unsolicited help or deals.
Here are a few additional points:
- Health and safety: Talking with your healthcare provider about any vaccinations or medication you may want to consider. Here are some additional tips for traveling with medication and traveling with allergies.
- International data plan: In the event you need to get in touch with your Tour Director or Ultimate Break while abroad, it’s important to invest in an international data plan. Call your cell phone provider to understand their plans or look into purchasing a sim card.
- Transportation safety: Keep your belongings close and stay alert. At the end of a night out, use trusted transportation like a licensed taxi, Uber of Uber like service, and always have cash on hand.
You can learn more about our safety commitment here.
Ultimate Break trips are a welcome environment for all. While we work hard to cultivate an inclusive environment in our groups, we recognize some people may have additional reservations based on their identity that they need to consider while traveling. Check out some resources on our identity and international travel page and reach out if you have any questions.
When you travel with Ultimate Break, you’ll make a positive impact on the places you visit and the people and animals you meet along the way. That’s because our three core Responsible Travel commitments—protecting the environment, supporting local communities, and promoting animal welfare—are at the heart of every tour we offer.
Learn more about EF’s Impact approach here.
Your safety is priority #1
Our parent company EF has been ensuring the safety of travelers abroad since 1965 with:
- 24/7 global on-call support
- Highly trained Tour Directors
- Quality & safety checks on accommodations
- 50,000 EF staff on the ground in 50 countries






































