Our freedom packages provide the perfect balance between organization and independence. Airport transfers, high-quality accommodations, and more are included in all our trips. These packages allow you free time to explore each destination at your own pace while sparing you the headaches of planning.
16-Day hassle-free package to Italy & Greece including flights! Discover Rome, Florence, and Venice before exploring Athens and the authentic islands of Paros & Santorini!
Your Package Includes
International flights
Welcome & transfers
Hotels
Breakfasts
Train & ferries tickets
PACKAGE INCLUDES
international flights
welcome & transfers
hotels
breakfasts
train & ferries tickets
We have fewer than 10 seats left for several departure dates. Book now to secure your spot!
We have fewer than 10 seats left for several departure dates. Book now to secure your spot!
Make a request to receive details on flights, itinerary, price and more.
July 2026
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Fri Jul 31
Sat Aug 15
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$6,998per person
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August 2026
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Mon Aug 17
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$6,498per person
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$6,498/person
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$6,398per person
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$6,398/person
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$5,898per person
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$5,698per person
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$5,798per person
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$5,698per person
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$6,298per person
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$6,398per person
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$6,298per person
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$5,998per person
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$5,498per person
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$5,298per person
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$5,298per person
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$4,998per person
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$4,898per person
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$4,898per person
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$5,598per person
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$5,398per person
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March 2027
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$4,698per person
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$5,198per person
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$6,198per person
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$5,698per person
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$5,698per person
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$5,698per person
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$5,698/person
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*The advertised starting rate is available from Toronto on Mar 2027
**All prices are subject to change without notice
ITALY & GREECE COMBO
14 NIGHTS / 16 DAYS
Day 1: Canada - Venice (Italy)
Departure flight to Venice.
Day 2: Venice
Arrival at the airport in Venice. You will be greeted by our local representatives and transferred to your hotel. Rest of the day at leisure to start your exploration of the legendary city of Venice.
Day 3: Venice
Breakfast at the hotel. Discover Venice, "The City of Love", one of the most romantic cities in the world and undoubtedly one of the most beautiful cities on Earth! Follow the Grand Canal up to the Piazza San Marco to visit the famous St Mark's Basilica, an architectural jewel completed in the 11th century. Roam along Venice’s canals and admire palaces that have been occupied by the same old Venetian families for centuries. Wander the winding streets and explore the most iconic places of the "Floating City": the Palazzo dei Dogi, a symbol of Venice's glorious past, and the legendary Rialto Bridge, the oldest of four bridges spanning the Grand Canal bustling with gondolas. Venice is a unique city that has to be visited at least once. (Breakfast)
Day 4: Venice - Florence
After breakfast at the hotel, make your way to the train station to embark on your train toward Florence. Upon arrival at the train station in Florence, make your way to the hotel (by taxi or public transport) for your check-in. Rest of the day at leisure to discover the gorgeous city of Florence. (Breakfast)
Day 5: Florence
Breakfast at the hotel. Explore Florence, dubbed as "The Cradle of the Renaissance", the place where with the help of Michelangelo, Italian art reached its pinnacle. The capital city of Tuscany attracts, every year, crowds from all around the world wishing to contemplate its marvelous churches, its lavish palaces, and its impressive museums that make it unique. You will certainly be fascinated by Santa Maria del Fiore, the cathedral dominating the city and more commonly referred to as the Duomo. The beauty of the city even seems to reflect itself on the landscapes surrounding it starting with lush, rolling hills where many gems such as Pisa, Siena, and Montepulciano are nestled. (Breakfast)
Day 6: Florence - Rome
After breakfast at the hotel, make your way to the train station in Florence to embark on your train toward Rome. Upon arrival at the train station in Rome, make your way to the hotel (by taxi or public transport) for your check-in. Rest of the day at leisure to start your exploration of the glorious city of Rome. (Breakfast)
Day 7 to 8: Rome
All breakfasts at the hotel. 2 days at leisure to visit Rome, the political and cultural capital of Italy. The "Eternal City" is a huge city that feels like a village. Start your visit with the multiple remains of the largest city of Ancient Rome: the Colosseum, the Forum Romanum, and the Pantheon are among the most famous. Stroll through the cobbled streets of the Old Town between Piazza Navona, Campo del Fiori, and Piazza di Spagna. Take a break at a cafe to have a delicious typical gelato. Visit the world's largest and most sacred church, St Peter's Basilica in the Vatican, and relax in the gardens of Villa Borghese before joining the crowds admiring the Trevi Fountain, a landmark of Rome. In the evening, relax on the patio of a local restaurant and enjoy an aperitivo with your wine. (Breakfasts)
Day 9: Rome - Athens (Greece)
After breakfast, you will be transferred to the airport for your flight to Athens.
Arrival at the airport in Athens. You will be greeted by our local representatives after exiting customs and transferred to your hotel in Athens. The rest of your day/evening is free for you to relax or start your exploration of the historic city of Athens. (Breakfast)
Day 10: Athens - Paros
After breakfast at the hotel, greeting in the lobby of your hotel and transfer to the port of Athens to embark on a ferry toward Paros. Arrival at the port of Paros. Greeting by our local representatives and transfer to your hotel in Paros. Enjoy your afternoon and evening at leisure to explore the charming city of Parikia, the capital and the main port of Paros. (Breakfast)
Day 11 to 12: Paros
All breakfasts at the hotel. 2 days to explore the gorgeous island of Paros at leisure. You can also book optional excursions ($) directly at your hotel. (Breakfasts)
With its historical heritage dating back almost 7,000 years, its cultural and architectural wonders such as the Panagia Katapoliani (a Byzantine church built in the 6th century), its fine sand beaches with crystal clear waters, and its picturesque villages consisting of white-walled houses and narrow streets full of flowers, Paros has everything to seduce travelers.
Day 13: Paros - Santorini
After breakfast at the hotel, greeting in the lobby of your hotel and transfer to the port of Paros to embark on a ferry toward Santorini.
Arrival at the port of Santorini. Greeting by our local representatives and transfer to your hotel. Take advantage of your afternoon and evening at leisure to discover the infinite charm and beauty of this island. (Breakfast)
Day 14: Santorini
Breakfast at the hotel. Explore the majestic island of Santorini at leisure. You can also book optional excursions ($) directly at your hotel. (Breakfast)
Whitewashed villages clinging to the sides of the sea cliffs have made the volcanic island of Santorini one of the most widely photographed places in the world. The island's charm and subtle mystery have even made it a target of speculation as to the location of the lost city of Atlantis. On the other side of the island, black-sand beaches slide toward the sea. Venture on this island to appreciate a little corner of paradise where, after watching an unforgettable sunset, you will most likely want to stay forever.
Day 15: Santorini - Athens
Following breakfast at the hotel, greeting in the lobby of your hotel and transfer to the port of Santorini to embark on a high-speed ferry toward Athens.
Arrival at the port of Athens in the afternoon. Greeting by our local representatives and transfer to your hotel. Enjoy the rest of your day/evening to explore the friendly areas of Plaka and Monastiraki and enjoy a glass of wine on a rooftop with views of the Acropolis. (Breakfast)
Day 16: Athens - Canada
Breakfast at the hotel. Greeting in the lobby of your hotel by our local representatives and transfer to the airport for your flight home. (Breakfast)
-End of services-
ITALY & GREECE COMBO
Experience a comfortable stay in our Classic Hotels, carefully chosen for their value, convenient locations, and proximity to major attractions. Relax in well-maintained rooms with thoughtful amenities, savor a variety of breakfast choices, and benefit from attentive service to enhance your travel experience.
See more details
2 nights in Venice at the B&B Venezia Laguna 3* or Delfino Mestre 4* hotel (or similar) in a standard room
2 nights in Florence at the B&B Firenze City Center 3* Hotel (or similar) in a standard room
3 nights in Rome at the B&B Roma Tuscolana San Giovanni 3* hotel (or similar) in a standard room
2 nights in Athens at the Parnon 3* hotel (or similar) in a standard room
3 nights in Paros at the Eri 3* hotel (or similar) in a standard room
2 nights in Santorini at the Terra Blue 3* hotel (or similar) in a standard room
INCLUDES
International flights between Canada / Venice and Athens / Canada.
Internal flight between Rome / Athens
Greetings and transfers between the airport, the hotels, and the ports
All the ferries between Athens and the islands as mentioned in the itinerary
Train tickets between Venice, Florence, and Rome
14 nights hotel accommodations
All breakfasts
All taxes, fees, and OPC
EXCLUDES
Travel Insurance
Fees for checked baggage
Transfers between hotels and train stations in Italy
Tips: Drivers and hotel staff
Meals and beverages unless otherwise mentioned
Personal expenses and optional activities
Hotel tax (between 5 and 10 euros per passenger and per night, payable at destination)
You need to make a 50% deposit upon reservation to secure your seats. If your departure is in less than 60 days, the full amount is due when booking.
The balance is due 60 days prior to the departure date.
This amazing package is a Freedom tour. The beauty of it is that it's completely hassle free for you: all flights, transfers, trains or ferries and hotels are taken care of. There is no group as you are free to enjoy your vacation whichever way you prefer.
Yes, all our departures are guaranteed.
Yes. The price is the same for the 3rd passenger, unless it is a child aged between 2 and 11 years old (at the time of the travel).
Yes, you can book a single room for this tour, offering you comfort and privacy in your own space. Please note that single rooms are thoughtfully designed to offer a cozy and comfortable stay, typically featuring a single bed and a space slightly smaller than a standard double room.
Yes, in Italy and Greece, our local operators will welcome you at the gate holding a sign with your name or "Wingbuddy" on it. You will be transfered to the hotel.
Yes, in each city, your hotel will suggest a variety of tours that you will be able to book directly with the tour desk.
The hotels are centrally located which means that whether you walk or use local transportation, you will be able to reach the city within 15 minutes.
In Italy and Greece , all prices generally include taxes and tips. Tipping the guides, drivers, hotel and restaurant staff is always appreciated and remains at your discretion.
All your breakfasts are included at the hotels. It is buffet style breakfasts with many options. For the other meals, the cost can vary from €10 to €30 depending if you eat light (like a sandwich, a pizza, a salad) or if you choose a full meal. For a nice supper with starter, main course, desert and wine, count about €45 / person in Italy and €45 on the islands in Greece.
Yes, you may add extra nights to your package in any of the visited cities in Italy and in Athens. Simply make the request with your reservation agent who will change your flights accordingly. We can include the same hotels or you may stay under your own arrangements. The price will be confirmed by your agent depending on availability.
All airport transfers are included. Also, transfers to the ports in Greece are included. The transfers to train stations in Italy are not included.
Currency: Euro
Visa: No visa is required for Canadian or US citizens.
Languages: Italian and Greek.
Vaccine: No vaccine is required. Check with your travel clinic to make sure your health condition allows you to travel.
FAQ
You need to make a 50% deposit upon reservation to secure your seats. If your departure is in less than 60 days, the full amount is due when booking.
The balance is due 60 days prior to the departure date.
This amazing package is a Freedom tour. The beauty of it is that it's completely hassle free for you: all flights, transfers, trains or ferries and hotels are taken care of. There is no group as you are free to enjoy your vacation whichever way you prefer.
Yes, all our departures are guaranteed.
Yes. The price is the same for the 3rd passenger, unless it is a child aged between 2 and 11 years old (at the time of the travel).
Yes, you can book a single room for this tour, offering you comfort and privacy in your own space. Please note that single rooms are thoughtfully designed to offer a cozy and comfortable stay, typically featuring a single bed and a space slightly smaller than a standard double room.
Yes, in Italy and Greece, our local operators will welcome you at the gate holding a sign with your name or "Wingbuddy" on it. You will be transfered to the hotel.
Yes, in each city, your hotel will suggest a variety of tours that you will be able to book directly with the tour desk.
The hotels are centrally located which means that whether you walk or use local transportation, you will be able to reach the city within 15 minutes.
In Italy and Greece , all prices generally include taxes and tips. Tipping the guides, drivers, hotel and restaurant staff is always appreciated and remains at your discretion.
All your breakfasts are included at the hotels. It is buffet style breakfasts with many options. For the other meals, the cost can vary from €10 to €30 depending if you eat light (like a sandwich, a pizza, a salad) or if you choose a full meal. For a nice supper with starter, main course, desert and wine, count about €45 / person in Italy and €45 on the islands in Greece.
Yes, you may add extra nights to your package in any of the visited cities in Italy and in Athens. Simply make the request with your reservation agent who will change your flights accordingly. We can include the same hotels or you may stay under your own arrangements. The price will be confirmed by your agent depending on availability.
All airport transfers are included. Also, transfers to the ports in Greece are included. The transfers to train stations in Italy are not included.
Currency: Euro
Visa: No visa is required for Canadian or US citizens.
Languages: Italian and Greek.
Vaccine: No vaccine is required. Check with your travel clinic to make sure your health condition allows you to travel.
From day one, Wingbuddy provided us with an incredible Freedom tour vacation for Italy and Greece. The hotels were located close to transit, the train and ferry tickets provided and guides provided made our travel between destinations seamless, the transfers to and from hotels were always on time. I have absolutely no complaints. I will not book another trip without using Wingbuddy. Everyone, right down to the hotel management, tour guides and bus drivers were friendly and knowledgeable. Thank you Wingbuddy for an amazing trip I will never forget. I cannot wait to book my next adventure!
DAMARIS
Rating:5out of 5 stars
Wingbuddy.co experience was amazing very organized with Hotel transfer ferry planes we never feel alone in Greece we meet the most helpful representative from wingbuddy Efi she took her time to guide us to clarify any doubt l will used Wingbuddy and recommended thank you for your services.
REVEAU
Rating:4.4out of 5 stars
Wonderful trip, seamless transfers, decent hotels, wonderful destinations. Would use Wingbuddy again and recommend to family and friends.
MARTIN
Rating:5out of 5 stars
Efie in Greece was over-the-top excellent, could not ask for a better representative for Wing Buddy. All the reps were very good for that matter. Anyone who might complain has never left their country and would need a guided service. I am sold on your travel service! Thank you.
MARGRIT
Rating:4.7out of 5 stars
We had a great trip. We appreciated the soft transfers between airplanes,hotels and ferries. It really made it for us. We added 2 days to the trip and upgraded our flight so the vacation felt like it was created for us. We're already planning our next vacation.
KATHRYN
Rating:4.8out of 5 stars
we had a wonderful vacation. Everything was organized well and we really enjoyed it.
TERRY
Rating:4.1out of 5 stars
Overall it was a great trip.
Thank you Wingbuddy for everything you did to make this a special trip. All your
staff were wonderful to deal with. Everyone was on time for pickups and were very helpful.
I will send a note to documents with more details.
Thank you.
DONNA
Rating:4.4out of 5 stars
We were incredibly impressed with how efficient and organized this trip was. We really enjoyed how it was formatted and will be booking another journey with you again.
Thank you for making it a memorable experience.
DENISE
Rating:4.6out of 5 stars
We were a little nervous about the quick moving itinerary and would have liked one more night in Venice and Florence. The transfers and connections were seamless and I would highly recommend wingbuddy for exceptional quality and value. We will book our next epic trip with Wingbuddy!
SUSAN
Rating:4.7out of 5 stars
Belle organisation! Merci!
BETHANY
Rating:4.4out of 5 stars
It was a wonderful experience. Wing buddy did an outstanding job in providing us with a vacation of a lifetime. The only hiccup was I felt the staff of Air France to be a bit impatient.