3 of the Best 2-Week Italy and Greece Itinerary Ideas for Amazing 2 Weeks in Italy and Greece

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Italy and Greece may be the two most iconic countries in the world. Pregnant with countless attractions in terms of art, architecture, food, etc., they are countries worth your time and attention. Exploring them thoroughly would require months, but you can get a fair idea of their offerings if you have two weeks in Italy and Greece. Following are the top three itineraries that will guide you on how to do so.

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1. The Classic Itinerary: Venice – Florence – Rome – Athens – Santorini

If you are looking to experience what makes Italy and Greece so famous, this 14-day itinerary in Italy and Greece will suit you well. This classic itinerary covers all the important destinations the two countries are famous for.

Begin your vacation in Venice, the floating city of love. Plan to spend approximately three days here, during which you follow the well-trodden path that connects top sights in the city. While you are roaming about in the city, make sure to pause and take in the gorgeous views, for Venice is as picturesque as a city can get. With its romantic canals and pastel-colored buildings separated by columns of narrow cobblestone streets, you will find yourself falling in love with the destination. Some of the top destinations in the city include Campanile Di San Marco, Rialto Bridge, and Doge’s Palace.

From Venice, you should embark on a journey to the city of art and architecture – Florence. Let your inner artist come out and flourish under the exposure of impeccable pieces of art present in sites like the Uffizi Gallery and the Accademia. Florence is also known for its fantastic gastronomical and wine culture, with splendid food tour opportunities. Enjoy the finest cuisine Italy has to offer. Your palette will remember the taste till your dying days!

Rome marks the third stop in your 14-day itinerary in Italy and Greece. Rome is a city that demands no introduction. Once the hub of human civilization, now is the center of attraction of travelers globally. The historical remains in the town are an ode to the splendor of the great Roman Empire. Spend your days here, hopping from sight to sight, exploring famous ruins, like the Roman Forum and the Colosseum. Marvel at the ingenious architecture and remarkable aesthetic sense of the ancient people at sights like the Trevi Fountain and the Pantheon. Your tours here will be one of the most memorable!

With Rome, your time in Italy ends, and you must hop onto a flight to Greece. As sad as your heart might be on leaving such a fantastic destination, take solace in the fact that what lays ahead is equally charming. You land in Athens, which was the center of the magnificent Greek Empire. The Greeks were a fantastic breed and made sure that the coming times remembered them for that. Therefore, they left behind marvelous specimens like the monuments at Acropolis. Take a walk through history as you explore the awe-inspiring collection of over 3000 ancient artifacts at the Museum of Cycladic Art.

Your 2-weeks in Italy and Greece ended in Santorini, a breathtakingly gorgeous Greek island, with views straight out of your wildest imaginations. Although the land was devastated by a volcanic eruption in the 16th century, its residents wore the resulting landscape like a crown and designed their towns accordingly. The result is this spectacular location with cute houses on cliffs and stunning beaches. You will forget to keep your cameras down! The best things to do here are witnessing the sunset, tasting its exquisite wines, and taking boat tours.

Travel Guide & Resources for this 2 Week Italy and Greece Itinerary:

Enjoy this 2 weeks in Italy and Greece itinerary? Here you can find the best flightstrain tickets, or rent a car for your trip to Italy and Greece. Also, click here to browse our list of the best hotels in Venice, Florence, Rome, Athens, and Santorini to stay in.

Need more ideas to add to your 2-week or 14-day Italy and Greece itinerary? Find top attractions & things to do in Venice, Florence, Rome, Athens, and Santorini in addition to what already mentioned here.

2. Sunshine and Turquoise Waters: Sardinia – Amalfi Coast – Santorini – Chania

If you want to experience the best sunshine and turquoise waters of Italy and Greece in 2-weeks, this itinerary is the perfect one for you. You begin your trip in Sardinia, a breathtakingly gorgeous Italian island in the Mediterranean Sea. It is one of those destinations that feel like a piece of heaven on earth, thanks to their jaw-dropping beauty. Sardinia is particularly known for its beaches and waters, so do not miss the opportunity to visit them. Some of the best ones here include Costa Sud, Capo Testa, and Costa Smeralda. Spend your time here, lazing on the beaches, living the most luxurious life. When you want to walk around, take trips to the island’s mysterious Phoenician ruins and prehistoric stone towers.

From Sardinia, you head to the remarkably aesthetic Amalfi coast. Home to some of the most beautiful coastal cities, like Sorrento and Positano, the Amalfi coast has plenty to offer in terms of aesthetics. Its beaches are known for their excellent weather conditions, fine sand, and clear waters.

Be sure to visit Marina Grande, Cavallo Morto, and Santa Croce – you are bound to fall in love with them!

Next up is Santorini, a destination home to some of the world’s most unique beaches. The beaches generally sport black volcanic sand and deep blue waters, which present an otherworldly view. However, do not worry, for you will not be stuck in monotony here. You have plenty of beach options here, from red sanded ones to pure white, from sandy to pebbly – you will find everything!

You cannot be on a quest to witness the best beaches in Italy and Greece if you do not visit the heavenly offerings of Chania. Imagine huge stretches of fine white sand with emerald, crystal clear waters. Such is the view Chania has to offer. The beaches here offer wowing combinations of exotic landscapes and wild natural beauty, adding to the area’s appeal. Some of the best beaches here include Balos Beach and Seitan Limania beach. You will love it here!

Travel Guide & Resources for this 2 Week Italy and Greece Itinerary:

Enjoy this 2 weeks in Italy and Greece itinerary? Here you can find the best flightstrain tickets, or rent a car for your trip to Italy and Greece. Also, click here to browse our list of the best hotels in Sardinia, Amalfi Coast, Santorini, and Chania to stay in.

Need more ideas to add to your 2-week or 14-day Italy and Greece itinerary? Find top attractions & things to do in Sardinia, Amalfi Coast, Santorini, and Chania in addition to what already mentioned here.

3.  Off the Beaten Tracks: Verona – Siena – Olympia

If you want to see the off-beaten tracks of Italy and Greece in 2-weeks, this itinerary will tap right into your feels. All you need is this 14-day itinerary in Italy and Greece to experience the countries like the locals.

Begin your trip from Verona, arguably the most romantic medieval town in Italy. There is no doubt in the romanticness of the city, for, after all, it is the setting of Shakespeare’s Romeo & Juliet. The town features Juliet’s tomb, too, so do pay her your regards. Other than this, Arena di Verona and Castle Vecchio are also worth visiting.

Siena is the second stop of your itinerary, and this is a stop you will not want to leave. In Siena you find gems like Piazza del Campo, Torre Del Mangia, and Piazza del Duomo. These are many unique architectural sites featuring the works of brilliant architects. However, they are largely ignored by the masses, meaning that you can enjoy them in peace.

Olympia is a destination that is as Greek as it can get. It is a surprise it is not always flooded with visitors, for the elements its features are incredibly attractive. It has a lot to offer to you in terms of marvelous and very historically important structures like the Temple of Zeus, Ancient Stadium, Temple of Hera, and Palaestra!

Travel Guide & Resources for this 2 Week Italy and Greece Itinerary:

Enjoy this 2 weeks in Italy and Greece itinerary? Here you can find the best flightstrain tickets, or rent a car for your trip to Italy and Greece. Also, click here to browse our list of the best hotels in Verona, Siena, and Olympia to stay in.

Need more ideas to add to your 2-week or 14-day Italy and Greece itinerary? Find top attractions & things to do in Verona, Siena, and Olympia in addition to what already mentioned here.

Video Guide: Italy and Greece in Two Weeks | 3 Amazing Two-Week Itineraries

Related Posts

Travel resources for planning a 2-week trip to Italy and Greece

To make planning a trip to Italy and Greece for 2 weeks easier, we included some of our recommended travel resources below. You can search and find the best flights, transportation options, hotels to stay in, tours/activities, and things you can do in each destination during your trip to Italy and Greece.

Flights: 

Agoda: Search thousands of destinations around the world & quickly compare prices to find amazing deals on the best flights.

CheapOAir: You can find airline tickets, hotel rooms, rental cars, and vacation packages all on one site!

Kiwi.com: What we like about Kiwi is the fact that they are able to create combinations of flight, train, and bus tickets and offer them in a single itinerary. Also, Kiwi has what they called “Nomad” which helps you find the best way of visiting multiple destinations, saving you time and money.

JetRadar: You can search and compare airfares from 726 airlines and dozens of travel agencies and systems.

Hotels

Agoda: Agoda is one of the world’s largest online travel accommodation platforms with a network of over 2,000,000 vacation rentals and hotels worldwide.

Hotellook: They have more than 250,000 hotels in 205 countries, working with data from more than 10 online booking systems, such as Booking.com, Agoda.com, Hotels.com, Expedia, and others.

Transportations: 

Airport TransfersKiwiTaxiViator

TrainEuRailTrainline or RailEurope 

BusFlixbus: Very affordable (as low as $6) and convenient way to transfer between cities in Europe.

Car RentalsAutoEuropeEconomyBookings, or  GetTransfer (transfers & car rentals with a personal driver)

Bike RentalBikesBooking (Bikes & scooter rentals) 

Transportation ComparisonOmio (search, compare, and book tickets for buses, trains, and flights all in one site)

Tours & Activities:

TakeWalks (WalkofItaly): This is our favorite site for walking tours & day trips.

Tiqets: Great site for entrance tickets. It offers directly bookable, instantly available, and completely mobile tickets for museums, shows, and attractions all over the world.

Musement: They have good activities and tours in Italy and Spain, also many great day trips you can choose from.

GetYourGuide: A large number of tours, excursions, and other travel activities

Viator: The largest one. It has everything from tours, attractions, shore excursions, and private guides in over 2,700 destinations worldwide. It also has many transportations and transfers options and some unique experiences we didn’t find anywhere else.

Want to spend the best 2 weeks in Italy and Greece?

Want to plan your trip to spend 2 weeks in Italy and Greece but don’t know where to begin? If you find this type of trip planning to be too complicated to plan on your own, we’re here to help!

At MultiCityTrips, multi-destination travel and complicated itineraries such as a multi-city trip to Italy and Greece for 2 weeks are our specialties. Contact us today to learn more about how one of our experienced travel experts/destination specialists can personalize your multi-city vacations at the best price.

Don’t want to start from scratch and need some trip inspiration? Check out our marketplace for customizable pre-designed packages available right now for many amazing destinations.

To learn more about how our process of trip planning works in detail, please see our “How It Works” page or check out our video on “How to Plan a Multi-City Trip to Europe in  5 Easy Steps”  here.

Have questions for us? Schedule a FREE Call with us here or contact one of the travel experts/destination specialists at [email protected], call/text us at (888)223-2316 today.

Private Travel Coaching & Consulting Call

Want to plan and book your upcoming trip yourself? If this is your first time traveling to any of the European destinations or you are new to multi-city, multi-country travel but prefer to manage every part of your trip on your own, this option is for you! 

For just $150 per hour, our destination expert can answer any questions you might have as you plan and book your dream trip. From assisting with route planning, and destination selection, recommending the best areas or places to stay, the best transportation options, things to do and see, saving tips and so much more! 

Ready to plan your trip with our help? Book your private coaching session with our destination expert now and we’ll confirm your appointment within 24 hours!

Travel Resources for Planning Your Own Trip

To make planning your European trip on your own easier, in addition to what already mentioned in our travel guide, we included some of our recommended travel resources below. You can search and find the best flights, transportation options, hotels to stay in, tours/activities, and things you can do in any destination using these travel resources:

European River Cruises:

Uniworld River Cruises: The world’s best and most awarded luxury river cruise line—offers itineraries in spectacular destinations throughout Europe, Russia, Egypt, Asia, and Peru. The company’s European fleet features luxurious ships with an average capacity of 120 guests, the highest staff-to-guest ratio in the river cruise industry, enticing shore excursions, world-class gourmet cuisine, impeccable hospitality, and numerous other all-inclusive benefits.

Pre- and Post-cruise/Tour Extensions: Uniworld curated pre-and post-cruise/tour extensions make it easy to add a few days to the front or back end of your trip while leaving the planning to them

The packages include a variety of hotel options, transfers, and a dedicated destination expert to escort you along the way.

Flights: 

Agoda: Search thousands of destinations around the world & quickly compare prices to find amazing deals on the best flights.

CheapOAir: You can find airline tickets, hotel rooms, rental cars, and vacation packages all on one site!

Kiwi.com: What we like about Kiwi is the fact that they are able to create combinations of flight, train, and bus tickets and offer them in a single itinerary. Also, Kiwi has what they called “Nomad” which helps you find the best way of visiting multiple destinations, saving you time and money.

JetRadar: You can search and compare airfares from 726 airlines and dozens of travel agencies and systems.

Hotels

Agoda: Agoda is one of the world’s largest online travel accommodation platforms with a network of over 2,000,000 vacation rentals and hotels worldwide.

Hotellook: They have more than 250,000 hotels in 205 countries, working with data from more than 10 online booking systems, such as Booking.com, Agoda.com, Hotels.com, Expedia, and others.

Airport Transfers & Transportations: 

Airport Transfers: GetTransfer offers both airport transfers & car rentals with a personal driver. Other airport transfer options are KiwiTaxi and Viator.

TrainEuroRailTrainline, or RailEurope are all great sites for train tickets as well as Rail Passes if you would like to add more flexibility to your trip. They are good for most trains throughout Europe. For trains in Italy, we like and recommend ItaliaRail. As for Portugal, you will need to go to the official website for Comboios de Portugal (the Portuguese train company) to book your train tickets when traveling in Portugal.

BusFlixbus: Very affordable (as low as $6) and convenient way to transfer between cities in Europe.

CarRentalsAutoEuropeEconomyBookings, or  GetTransfer (transfers & car rentals with a personal driver)

Bike RentalBikesBooking is a great site for bikes & scooter rentals

Transportation ComparisonOmio (search, compare, and book tickets for buses, trains, and flights all in one site)

Tours & Activities:

TakeWalks (WalkofItaly): This is our favorite site for walking tours & day trips.

Tiqets: Great site for entrance tickets. It offers directly bookable, instantly available, and completely mobile tickets for museums, shows, and attractions all over the world.

Musement: They have good activities and tours in Italy and Spain, also many great day trips you can choose from.

GetYourGuide: A large number of tours, excursions, and other travel activities

Viator: The largest one. It has everything from tours, attractions, shore excursions, and private guides in over 2,700 destinations worldwide. It also has many transportations and transfers options and some unique experiences we didn’t find anywhere else.

Travel Insurance:

Travel Guard:  Their comprehensive travel insurance programs, starting at $30, include per-trip & annual plans, coverage for trip cancellation, trip interruption, trip delay, medical expenses, baggage loss & more! Travel Guard provides 24/7-customer service with a personal touch through its World Service Center.

DISCLAIMER: Links included in this description might be affiliate links. If you purchase a product or service with the links, MultiCityTrips may receive a small commission at no additional charge to you.

Trip by Travel Experts

Need help planning a trip and find the best vacation package for your multi-city trip to Europe? If you find this type of trip planning to be too complicated to plan on your own, we’re here to help!

At MultiCityTrips, multi-city, multi-country European vacations, and complicated itineraries are our specialties. Contact us today to learn more about how one of our experienced travel experts/destination specialists can personalize an amazing multi-city trip to your dream destinations in Europe.

Ready for a trip? Check out our planning options and get in touch with us today!

Featured Pre-Designed Packages

These air-inclusive, pre-designed multi-city European vacation packages can be personalized to suit your needs!

Private Travel Coaching & Consulting Call

Want to plan and book your upcoming trip yourself? If this is your first time traveling to any of the European destinations or you are new to multi-city, multi-country travel but prefer to manage every part of your trip on your own, this option is for you! 

For just $150 per hour, our destination expert can answer any questions you might have as you plan and book your dream trip. From assisting with route planning, and destination selection, recommending the best areas or places to stay, the best transportation options, things to do and see, saving tips and so much more! 

Ready to plan your trip with our help? Book your private coaching session with our destination expert now and we’ll confirm your appointment within 24 hours!

Schedule a FREE Consultation

Not sure or can’t decide which planning option is right for you? Schedule a free 30-minute call with one of our travel experts to discuss your travel needs today!