Italy and Greece undoubtedly rank among the most enchanting countries in Europe, yet planning a trip to these destinations can feel daunting for some travelers. If you find yourself in this position, we’re here to guide you.
This comprehensive guide offers all the practical information you need to create the perfect itinerary for your Italy and Greece vacation, along with suggestions for must-visit destinations. We’ll also share some of the best travel itineraries based on different travel styles. Keep reading, and you’ll soon find that planning your trip to Italy and Greece is quite manageable.
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A Guide To Planning a Trip To Italy and Greece
Best Time To Visit Italy and Greece
Italy and Greece are stunning year-round, but when planning your journey, consider several factors—weather, your chosen destinations, and your personal expectations.
For instance, are you looking primarily for sightseeing in the bustling cities, or are you seeking a peaceful beach getaway? No matter your purpose for visiting Italy and Greece, here are some tips to determine the best time for your trip. Both countries experience similar weather patterns, typically warmer in the south than in the north, which simplifies your planning!
July & August – Ideal for Beach Getaways, or Finding Deals in the Cities
Italy and Greece enjoy similar weather conditions, with July and August being particularly hot. If you love the heat and plan to be near the sea, this may be the perfect choice for you. However, visiting the cities during the day can be uncomfortable due to the high temperatures.
You may have heard that summer is not the ideal time to visit Europe since many locals take vacations during these months, heading to beaches or mountains instead of cities. As a result, hotel prices in cities like Athens, Rome, and Florence may actually be lower than during the shoulder seasons of May, June, September, and October.
September – The New Peak Month
September often boasts ideal weather across Italy and Greece—warm but comfortable, with relatively long days. However, be prepared for this month to attract many travelers, particularly Americans. In fact, over 20% of our trips commence in September.
Hotels have taken note, so areas traditionally considered summer destinations like the Amalfi Coast or Greece’s popular islands may be pricier than in July or August when budget-conscious Europeans typically make up the majority of guests. Cities will be lively as locals return from their summer vacations, while conferences and events resume, and the coastal hotspots are abuzz with visitors.
Shoulder Season – The Perfect Time to Explore Almost Anywhere in Italy & Greece
Based on our experience, the best months to visit Italy and Greece are April, May, and October. During these times, the weather is delightful, and you can enjoy outdoor activities to your heart’s content. Whether it’s sightseeing at historic archaeological sites, hiking, or simply enjoying a glass of wine in charming squares, you’ll find plenty to do.
If you’re looking for a beach vacation, consider late June or early October for warmer sea temperatures; June offers the year’s longest days, perfect for immersing yourself in both land and water activities.
Embrace Culture in Winter – Take Advantage of Off-Season Discounts
Winter can be a fantastic time to visit if you’re not seeking beach activities. Although smaller towns and islands might seem deserted with many hotels and restaurants closed off-season, the cities can offer a unique experience where you can explore major attractions with fewer crowds and dive into local life. Sicily is charming in the winter, though tourist favorites like Taormina may be mostly shut down, making it an excellent spot for a day trip.
How Many Days to Spend in Italy and Greece?
While you can cover the essentials of Italy and Greece in 10 days, a minimum of two weeks is recommended for a more immersive experience. More time, such as three or four weeks, would allow you to explore a variety of cities, landmarks, and the unique cultures of both countries.
If you’re wondering how to split your time during a 2-week adventure, we suggest dividing it equally between Italy and Greece.
Which Country to Start Your Journey From
With numerous international flights to major airports in both Greece and Italy, it doesn’t truly matter which country you begin your journey in. Both are rich in historic sites while also providing opportunities for relaxation, ensuring a good mix of activities in either destination.
To decide which country to start your journey from while planning your trip to Italy and Greece, look at the available international flights and choose those that align best with your travel itinerary.
Consider Focusing on One Country
There’s no shame in realizing that attempting to visit both Italy and Greece in one trip may feel overwhelming—focusing on one country can offer a fulfilling experience. Our travel advisors can create an itinerary filled with diverse experiences even within just one country. If your main intention for visiting Greece is to see ancient Greek temples, keep in mind that southern Italy is home to similar historical sites, like those found in Paestum, close to Naples and the Amalfi Coast, as well as in Sicily.
How to Travel Between Italy and Greece
The best options for traveling from Italy to Greece are by plane or ferry. The ferry option often involves long travel times, making it more suitable for extended trips across Europe. Therefore, flying is generally the best choice, with many airlines, both low-cost and full-service, providing direct flights between the two countries’ major cities, including lesser-known destinations and islands.
Best Ways to Travel Within Each Country
Italy is famous for its modern, efficient, and rapid train system. With a railway network that covers the entire country, Italy offers one of the best train travel experiences in Europe. In contrast, Greece is not known for its efficient train services.
However, given its many islands, Greece boasts excellent, clean, and safe ferries ideal for exploring the Greek islands. For mainland travel in Greece, consider renting a car or, if you prefer not to drive, arranging private transfers.
Unique Accommodations in Italy and Greece
Both Italy and Greece have a long-standing tradition of welcoming visitors, boasting exceptional tourist infrastructure and hospitality. As you plan your trip, be prepared to discover some of the finest accommodations you’ve ever encountered. Whether you’re looking for luxurious five-star hotels, trendy boutique properties, or fully serviced apartments, both countries cater to all types of travelers.
Additionally, many destinations offer unique lodging experiences that can greatly enhance your journey. Consider a farm stay in Tuscany’s scenic hills, a room overlooking Venice’s Grand Canal in an ornate palace, or a charming room opening to the breathtaking Trevi Fountain in Rome. You might also enjoy a luxurious cave hotel in Matera or Santorini, or spend a couple of nights in a medieval castle town like Monemvasia in the Peloponnese that has been inhabited through centuries.
These examples only scratch the surface of the unique accommodations available in Italy and Greece, both of which offer countless opportunities for unforgettable stays.
What to Eat and Drink in Italy and Greece
Italy and Greece are renowned culinary destinations. Their cuisines have transcended borders and can be found worldwide, but nothing compares to savoring authentic Italian and Greek dishes in their respective homelands.
Savor Regional Delights in Italy
In Italy, indulge in pizza, pasta, and gelato, but don’t overlook the regional specialties that tell the story of Italy’s rich culture and traditions. Northern Italian cuisine tends to include more meat, whereas southern ingredients are fresher and often include locally sourced vegetables and simple yet hearty recipes.
Discover the Richness of Greek Cuisine
Greek cuisine also shines, with a focus on fresh fruits, vegetables, and high-quality olive oil. While you shouldn’t miss out on trying souvlaki, there’s a vast array of dishes waiting to be explored, from vegetable stews to seafood specialties and the all-time favorite Greek salad topped with feta cheese.
Wine Lovers’ Paradise
Wine enthusiasts will be thrilled in both Italy and Greece, as they produce exceptional wines from indigenous grape varieties. Consider planning vineyard tours in both countries to sample local wines and learn about the distinct winemaking processes that showcase the similarities and differences between these historically intertwined cultures.
A Coffee Journey
Coffee lovers will also enjoy the vibrant coffee cultures of Italy and Greece. In Italy, savor a quick espresso at the bar, while in Greece, take your time enjoying a leisurely cup of Greek coffee under the bright Mediterranean sun.
Best Destinations To Include in Your Italy and Greece Trip
With so many remarkable destinations available, creating an itinerary for Italy and Greece can be challenging. Fortunately, we’ve curated a selection of the best places to visit, whether it’s your first time exploring these countries or not.
Italy and Greece Essentials
If it’s your inaugural visit to Italy and Greece, start with the must-see attractions while adding some more relaxed destinations if time permits.
Rome and Venice
In Italy, a visit to Rome and Venice is absolutely essential; these are undeniably the country’s top tourist draws. While often crowded, they receive this attention for a good reason. In Rome, every corner resonates with history, from the Colosseum and Roman Forum to Palatine Hill, where the tales of ancient Rome come alive. But there’s more to Rome than just its ancient ruins.
Marvel at the wonders of Vatican City, including the Sistine Chapel and St. Peter’s Basilica, and don’t miss the quintessential photo spots like the Spanish Steps and Piazza Navona. Meanwhile, Venice enchants with its iconic canals and picturesque cafés at Piazza San Marco, making it a dreamlike experience as you glide along its waterways.
Florence and Tuscany
Florence is another imperative stop, often likened to an open-air museum overflowing with art and grand architecture. Whether touring the impressive Uffizi Gallery or strolling through Piazza della Signoria with its replica of Michelangelo’s Statue of David, Florence delights art enthusiasts at every turn.
However, don’t restrict yourself to just Florence; explore Tuscany’s captivating hill towns like Siena, Lucca, or San Gimignano, where storybook landscapes await you.
More of Italy
In southern Italy, the Amalfi Coast welcomes you with its sun-soaked shores, fragrant lemons, and picturesque drives. If you have extra time during your initial visit to Italy and Greece, consider checking out Milan, Naples, the colorful Cinque Terre, or the lush landscapes of the Italian Riviera.
Athens
Your Grecian adventure begins in Athens, where the echoes of history resonate throughout ancient ruins like the Acropolis and countless archaeological sites. Once you’ve explored these historic landmarks, indulge in Athens’ vibrant culinary scene and celebrate the warm company of locals on jasmine-scented evenings.
The Cyclades Islands
After your time in Athens, head to Mykonos and Santorini—two of the most famous Greek islands. While Mykonos is known for its lively party atmosphere, Santorini enchants visitors with its breathtaking landscapes resulting from volcanic eruptions that have sculpted its iconic beauty.
For a more authentic island experience, consider visiting the nearby islands of Naxos and Paros, where you can unwind and experience genuine island life.
Lesser-Known Gems of Italy and Greece
If you’ve previously visited Italy and Greece, you likely have already encountered their highlights. This opens the door to exploring the lesser-known treasures of these countries, where pure magic awaits.
Italy’s Hidden Gems
In Italy, delve into charming yet less touristy spots like Verona, associated with Romeo and Juliet, the ancient cave town of Matera, and the breathtaking islands of Sicily and Sardinia. Consider venturing further into unexplored regions like Bologna, a haven for food lovers, or Puglia, known for its ancient olive groves and pristine beaches.
To the south, the unspoiled Aeolian Islands seem to be the playground of romantic authors, while the northern Dolomites beckon with their breathtaking landscapes and excellent hiking trails.
Greece Beyond the Usual Spots
Discover Greece’s hidden treasures, such as the stunning Meteora monasteries atop dramatic rock formations, and relax by the tranquil lake in Ioannina, where tranquility reigns. Thessaloniki, often overlooked despite its authentic charm, is one of Greece’s top culinary destinations. Corfu offers a splendid option for a northern Greece island adventure.
In the south, the enchanting Peloponnese boasts vibrant cities such as Kalamata, quaint villages, natural wonders, and idyllic beaches. A trip to Greece would not be complete without experiencing Crete, the largest island, known for its rich history, unique culture, and delightful local cuisine.
Suggested Itineraries For Italy and Greece
At JayWay Travel, we’ve designed countless itineraries for Italy and Greece over the past few decades. In this section, we present a small selection of our most sought-after routes. These suggestions are flexible, serving as inspiration for your own unique journey through these beautiful countries.
Showcasing Italy & Greece
Perfect for first-time visitors, this itinerary highlights the best that Italy and Greece have to offer, featuring stops in Rome, Florence, Venice, Santorini, and Athens.
Culinary Adventures in Italy and Greece
If you’re a food lover, this carefully curated itinerary guides you through Italy and Greece’s culinary wonders, taking you through Rome, Bologna, Crete, and Athens.
The Ultimate Honeymoon in Italy and Greece
For many, there’s no better place to create unforgettable memories than in Italy and Greece. Our suggested honeymoon itinerary includes dreamy destinations such as Rome, Positano, Naples, Mykonos, Santorini, and Athens.
Learn a Little of The Language
No matter where you go, learning a few phrases in the local language is always beneficial. We’ve made this easier for you with some short language videos featuring locals.
Planning a Trip To Italy and Greece With JayWay
These suggested itineraries are just a glimpse of the countless incredible combinations of destinations and themed journeys that our experts can create for you at JayWay Travel.
Our knowledgeable travel advisors and planners will assist you in selecting exceptional accommodations, ensure that you enjoy unforgettable activities like food tours and day trips, and take care of all the logistics—such as booking train and airline tickets within Europe or arranging private car transfers.
Traveling with a Local Friend
The final touch? Our remarkable staff on the ground in both Italy and Greece are eager to share their beautiful countries with you. So, if you’re in the midst of planning your Italy and Greece trip, why not let us handle the details and proceed directly to the enjoyable aspects? After all, experiencing Italy and Greece is best done with JayWay!
Born and raised in Athens, Maria is passionate about travel and storytelling, which makes her the perfect fit for her role as our content manager.
