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.
13-day discovering Greece's most majestic islands including flights! Explore historical Athens, the best of Crete, and breathtaking Santorini with this wonderful hassle-free package.
Your Package Includes
International flights
Welcome & transfers
Hotels
Breakfasts
Fast ferries
PACKAGE INCLUDES
international flights
welcome & transfers
hotels
breakfasts
fast ferries
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.
August 2026
Departure
Return
Starting rate
Sun Aug 02
Fri Aug 14
Starting rate
$5,298per person
Departure
Sun Aug 02
Return
Fri Aug 14
$5,298/person
Sun Aug 09
Fri Aug 21
Starting rate
$5,598per person
Departure
Sun Aug 09
Return
Fri Aug 21
$5,598/person
Sun Aug 16
Fri Aug 28
Starting rate
$5,298per person
Departure
Sun Aug 16
Return
Fri Aug 28
$5,298/person
Sun Aug 23
Fri Sep 04
Starting rate
$4,998per person
Departure
Sun Aug 23
Return
Fri Sep 04
$4,998/person
Sun Aug 30
Fri Sep 11
Starting rate
$5,198per person
Departure
Sun Aug 30
Return
Fri Sep 11
$5,198/person
Sun Aug 02
Fri Aug 14
Starting rate
$6,248per person
Departure
Sun Aug 02
Return
Fri Aug 14
$6,248/person
Sun Aug 09
Fri Aug 21
Starting rate
$6,548per person
Departure
Sun Aug 09
Return
Fri Aug 21
$6,548/person
Sun Aug 16
Fri Aug 28
Starting rate
$6,248per person
Departure
Sun Aug 16
Return
Fri Aug 28
$6,248/person
Sun Aug 23
Fri Sep 04
Starting rate
$5,898per person
Departure
Sun Aug 23
Return
Fri Sep 04
$5,898/person
Sun Aug 30
Fri Sep 11
Starting rate
$6,048per person
Departure
Sun Aug 30
Return
Fri Sep 11
$6,048/person
September 2026
Departure
Return
Starting rate
Sun Sep 06
Fri Sep 18
Starting rate
$4,798per person
Departure
Sun Sep 06
Return
Fri Sep 18
$4,798/person
Sun Sep 13
Fri Sep 25
Starting rate
$4,998per person
Departure
Sun Sep 13
Return
Fri Sep 25
$4,998/person
Sun Sep 20
Fri Oct 02
Starting rate
$4,898per person
Departure
Sun Sep 20
Return
Fri Oct 02
$4,898/person
Sun Sep 27
Fri Oct 09
Starting rate
$3,998per person
Departure
Sun Sep 27
Return
Fri Oct 09
$3,998/person
Sun Sep 06
Fri Sep 18
Starting rate
$5,648per person
Departure
Sun Sep 06
Return
Fri Sep 18
$5,648/person
Sun Sep 13
Fri Sep 25
Starting rate
$5,848per person
Departure
Sun Sep 13
Return
Fri Sep 25
$5,848/person
Sun Sep 20
Fri Oct 02
Starting rate
$5,798per person
Departure
Sun Sep 20
Return
Fri Oct 02
$5,798/person
Sun Sep 27
Fri Oct 09
Starting rate
$4,898per person
Departure
Sun Sep 27
Return
Fri Oct 09
$4,898/person
October 2026
Departure
Return
Starting rate
Sun Oct 04
Fri Oct 16
Starting rate
$3,798per person
Departure
Sun Oct 04
Return
Fri Oct 16
$3,798/person
Sun Oct 11
Fri Oct 23
Starting rate
$3,798per person
Departure
Sun Oct 11
Return
Fri Oct 23
$3,798/person
Sun Oct 18
Fri Oct 30
Starting rate
$4,398per person
Departure
Sun Oct 18
Return
Fri Oct 30
$4,398/person
Sun Oct 04
Fri Oct 16
Starting rate
$4,698per person
Departure
Sun Oct 04
Return
Fri Oct 16
$4,698/person
Sun Oct 11
Fri Oct 23
Starting rate
$4,698per person
Departure
Sun Oct 11
Return
Fri Oct 23
$4,698/person
Sun Oct 18
Fri Oct 30
Starting rate
$5,298per person
Departure
Sun Oct 18
Return
Fri Oct 30
$5,298/person
April 2027
Departure
Return
Starting rate
Sun Apr 04
Fri Apr 16
Starting rate
$4,198per person
Departure
Sun Apr 04
Return
Fri Apr 16
$4,198/person
Sun Apr 11
Fri Apr 23
Starting rate
$4,198per person
Departure
Sun Apr 11
Return
Fri Apr 23
$4,198/person
Sun Apr 18
Fri Apr 30
Starting rate
$4,198per person
Departure
Sun Apr 18
Return
Fri Apr 30
$4,198/person
Sun Apr 25
Fri May 07
Starting rate
$4,398per person
Departure
Sun Apr 25
Return
Fri May 07
$4,398/person
No accommodation options available
May 2027
Departure
Return
Starting rate
Sun May 02
Fri May 14
Starting rate
$4,598per person
Departure
Sun May 02
Return
Fri May 14
$4,598/person
Sun May 09
Fri May 21
Starting rate
$4,498per person
Departure
Sun May 09
Return
Fri May 21
$4,498/person
Sun May 16
Fri May 28
Starting rate
$4,498per person
Departure
Sun May 16
Return
Fri May 28
$4,498/person
Sun May 23
Fri Jun 04
Starting rate
$4,498per person
Departure
Sun May 23
Return
Fri Jun 04
$4,498/person
Sun May 30
Fri Jun 11
Starting rate
$4,498per person
Departure
Sun May 30
Return
Fri Jun 11
$4,498/person
Sun May 02
Fri May 14
Starting rate
$5,498per person
Departure
Sun May 02
Return
Fri May 14
$5,498/person
Sun May 09
Fri May 21
Starting rate
$5,398per person
Departure
Sun May 09
Return
Fri May 21
$5,398/person
Sun May 16
Fri May 28
Starting rate
$5,398per person
Departure
Sun May 16
Return
Fri May 28
$5,398/person
Sun May 23
Fri Jun 04
Starting rate
$5,398per person
Departure
Sun May 23
Return
Fri Jun 04
$5,398/person
Sun May 30
Fri Jun 11
Starting rate
$5,398per person
Departure
Sun May 30
Return
Fri Jun 11
$5,398/person
June 2027
Departure
Return
Starting rate
Sun Jun 06
Fri Jun 18
Starting rate
$4,498per person
Departure
Sun Jun 06
Return
Fri Jun 18
$4,498/person
Sun Jun 13
Fri Jun 25
Starting rate
$4,498per person
Departure
Sun Jun 13
Return
Fri Jun 25
$4,498/person
Sun Jun 20
Fri Jul 02
Starting rate
$4,998per person
Departure
Sun Jun 20
Return
Fri Jul 02
$4,998/person
Sun Jun 27
Fri Jul 09
Starting rate
$5,198per person
Departure
Sun Jun 27
Return
Fri Jul 09
$5,198/person
Sun Jun 06
Fri Jun 18
Starting rate
$5,398per person
Departure
Sun Jun 06
Return
Fri Jun 18
$5,398/person
Sun Jun 13
Fri Jun 25
Starting rate
$5,398per person
Departure
Sun Jun 13
Return
Fri Jun 25
$5,398/person
Sun Jun 20
Fri Jul 02
Starting rate
$5,998per person
Departure
Sun Jun 20
Return
Fri Jul 02
$5,998/person
Sun Jun 27
Fri Jul 09
Starting rate
$6,198per person
Departure
Sun Jun 27
Return
Fri Jul 09
$6,198/person
July 2027
Departure
Return
Starting rate
Sun Jul 04
Fri Jul 16
Starting rate
$5,198per person
Departure
Sun Jul 04
Return
Fri Jul 16
$5,198/person
Sun Jul 11
Fri Jul 23
Starting rate
$5,198per person
Departure
Sun Jul 11
Return
Fri Jul 23
$5,198/person
Sun Jul 18
Fri Jul 30
Starting rate
$5,198per person
Departure
Sun Jul 18
Return
Fri Jul 30
$5,198/person
Sun Jul 25
Fri Aug 06
Starting rate
$5,198per person
Departure
Sun Jul 25
Return
Fri Aug 06
$5,198/person
Sun Jul 04
Fri Jul 16
Starting rate
$6,248per person
Departure
Sun Jul 04
Return
Fri Jul 16
$6,248/person
Sun Jul 11
Fri Jul 23
Starting rate
$6,248per person
Departure
Sun Jul 11
Return
Fri Jul 23
$6,248/person
Sun Jul 18
Fri Jul 30
Starting rate
$6,248per person
Departure
Sun Jul 18
Return
Fri Jul 30
$6,248/person
Sun Jul 25
Fri Aug 06
Starting rate
$6,248per person
Departure
Sun Jul 25
Return
Fri Aug 06
$6,248/person
August 2027
Departure
Return
Starting rate
Sun Aug 01
Fri Aug 13
Starting rate
$5,198per person
Departure
Sun Aug 01
Return
Fri Aug 13
$5,198/person
Sun Aug 08
Fri Aug 20
Starting rate
$5,198per person
Departure
Sun Aug 08
Return
Fri Aug 20
$5,198/person
Sun Aug 15
Fri Aug 27
Starting rate
$5,198per person
Departure
Sun Aug 15
Return
Fri Aug 27
$5,198/person
Sun Aug 22
Fri Sep 03
Starting rate
$5,198per person
Departure
Sun Aug 22
Return
Fri Sep 03
$5,198/person
Sun Aug 29
Fri Sep 10
Starting rate
$4,898per person
Departure
Sun Aug 29
Return
Fri Sep 10
$4,898/person
Sun Aug 01
Fri Aug 13
Starting rate
$6,248per person
Departure
Sun Aug 01
Return
Fri Aug 13
$6,248/person
Sun Aug 08
Fri Aug 20
Starting rate
$6,248per person
Departure
Sun Aug 08
Return
Fri Aug 20
$6,248/person
Sun Aug 15
Fri Aug 27
Starting rate
$6,248per person
Departure
Sun Aug 15
Return
Fri Aug 27
$6,248/person
Sun Aug 22
Fri Sep 03
Starting rate
$6,198per person
Departure
Sun Aug 22
Return
Fri Sep 03
$6,198/person
Sun Aug 29
Fri Sep 10
Starting rate
$5,848per person
Departure
Sun Aug 29
Return
Fri Sep 10
$5,848/person
September 2027
Departure
Return
Starting rate
Sun Sep 05
Fri Sep 17
Starting rate
$4,898per person
Departure
Sun Sep 05
Return
Fri Sep 17
$4,898/person
Sun Sep 12
Fri Sep 24
Starting rate
$4,898per person
Departure
Sun Sep 12
Return
Fri Sep 24
$4,898/person
Sun Sep 19
Fri Oct 01
Starting rate
$4,798per person
Departure
Sun Sep 19
Return
Fri Oct 01
$4,798/person
Sun Sep 26
Fri Oct 08
Starting rate
$4,598per person
Departure
Sun Sep 26
Return
Fri Oct 08
$4,598/person
Sun Sep 05
Fri Sep 17
Starting rate
$5,848per person
Departure
Sun Sep 05
Return
Fri Sep 17
$5,848/person
Sun Sep 12
Fri Sep 24
Starting rate
$5,848per person
Departure
Sun Sep 12
Return
Fri Sep 24
$5,848/person
Sun Sep 19
Fri Oct 01
Starting rate
$5,798per person
Departure
Sun Sep 19
Return
Fri Oct 01
$5,798/person
Sun Sep 26
Fri Oct 08
Starting rate
$5,598per person
Departure
Sun Sep 26
Return
Fri Oct 08
$5,598/person
October 2027
Departure
Return
Starting rate
Sun Oct 03
Fri Oct 15
Starting rate
$4,498per person
Departure
Sun Oct 03
Return
Fri Oct 15
$4,498/person
Sun Oct 10
Fri Oct 22
Starting rate
$4,498per person
Departure
Sun Oct 10
Return
Fri Oct 22
$4,498/person
Sun Oct 17
Fri Oct 29
Starting rate
$4,498per person
Departure
Sun Oct 17
Return
Fri Oct 29
$4,498/person
Sun Oct 03
Fri Oct 15
Starting rate
$5,498per person
Departure
Sun Oct 03
Return
Fri Oct 15
$5,498/person
Sun Oct 10
Fri Oct 22
Starting rate
$5,498per person
Departure
Sun Oct 10
Return
Fri Oct 22
$5,498/person
Sun Oct 17
Fri Oct 29
Starting rate
$5,498per person
Departure
Sun Oct 17
Return
Fri Oct 29
$5,498/person
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*The advertised starting rate is available from Toronto on Oct 2026
**All prices are subject to change without notice
CRETE & SANTORINI
11 NIGHTS / 13 DAYS
Day 1: Canada - Athens (Greece)
Departure flight to Athens.
Day 2: Athens (Greece)
Arrival at the airport in Athens. You will be greeted by our local representatives after exiting the customs and transferred to your hotel in Athens. The rest of your day/evening is free for you to relax or start your exploration of the historic city of Athens.
Day 3: Athens - Santorini
After breakfast at the hotel, greeting in the lobby of your hotel and transfer to the port of Athens to embark on a high speed ferry toward Santorini.
Arrival at the port of Santorini. Greeting by our local representatives and transfer to your hotel. Take advantage of your afternoon and evening at leisure to discover the infinite charm and beauty of this island. (Breakfast)
Day 4: Santorini
Breakfast at the hotel. Explore the majestic island of Santorini at leisure. You can also book optional excursions ($) 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 5: Santorini - Heraklion (Crete)
After breakfast, greeting in the lobby of your hotel and transfer to the port of Santorini to embark on a ferry toward Heraklion, in Crete.
Upon arrival at the port of Heraklion, you will be greeted by our local representatives and transferred to your hotel. The rest of the day is free for you to start your exploration of Crete's capital city. (Breakfast)
Day 6 to 7: Heraklion
All breakfasts at the hotel. 2 days to explore bustling Heraklion. You can also book optional excursions ($) directly at your hotel. (Breakfasts)
Heraklion is considered one of the cradles of European civilization. Important monuments such as the Minoan palace of Knossos, the Venetian fortress of Koules and the Loggia are witnesses of ancient and medieval times. The countryside just outside of Heraklion is also remarkable and offers everything one would expect of Greece: magnificent beaches, olive trees as far as the eye can see and typical whitewashed villages.
Day 8: Heraklion - Chania (Crete)
After breakfast, you will be transferred from Heraklion to your new hotel in Chania, in the western region of the island. The rest of the day is free to start your exploration of Chania, a city of multiple influences and undeniable charm. (Breakfast)
Day 9 to 11: Chania
All breakfasts at the hotel. 3 days to explore authentic Chania and the jewels of Western Crete at leisure. You can also book optional excursions ($) directly at your hotel. (Breakfasts)
Chania is a unique place where different civilizations have flourished over the centuries. Built on the remains of the ancient city of Kydonia, it was conquered by the Byzantines, the Venetians and the Ottomans. Wander around the maze of small alleys lined by colorful old town houses and explore the covered market in search of local delicacies. Whether you are a hiking aficionado or a beachgoer, you will be equally impressed by the natural beauty of the majestic Samaria Gorge National Park and Elafonisi pink sand beach's magic.
Day 12: Chania - Athens
After breakfast, transfer to the airport in Chania for your short flight to Athens.
Upon arrival at the airport in Athens, 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 13: 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-
Classic Hotels
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.
2 nights in Athens at Parnon 3* hotel (or similar) in a standard room
2 nights in Santorini at the Terra Blue 3* hotel (or similar) in a standard room
3 nights in Heraklion (Crete) at the Hara Ilios 3* hotel (or similar) in a standard room
4 nights in Chania (Crete) at the Kriti 3* hotel (or similar) in a standard room
Superior Hotels
Enhance your travel experience with our Superior Hotels package, featuring a carefully curated collection of well-appointed establishments located in desirable areas, offering convenient access to popular attractions and transportation options. Unwind in comfortable rooms, enjoy diverse breakfast options, and benefit from attentive service to ensure a memorable stay.
2 nights in Athens at Athenian Callirhoe 4* hotel (or similar) in a standard room
2 nights in Santorini at the Venus Afroditi 4* hotel (or similar) in a standard room
3 nights in Heraklion (Crete) at the Olive Green 4* hotel (or similar) in a standard room
4 nights in Chania (Crete) at the Kydon 4* hotel (or similar) in a standard room
INCLUDES
Round-trip international flights between Canada / Athens.
Internal flight between Chania / Athens
Greetings and transfers between the airports, the hotels, and the ports
All high-speed ferries between Athens and the islands as mentioned in the itinerary
11 nights hotel accommodations
All breakfasts
All taxes, fees, and OPC
EXCLUDES
Travel insurance
Fees for checked baggage
Tips: Bus drivers and hotel staff
Meals and beverages unless otherwise mentioned
Personal expenses and optional activities
Hotel tax (between 5 to 10 euros per room 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.
Yes, all our departures are guaranteed.
This amazing package is a Freedom tour. The beauty of it is that it's completely hassle free for you: all flights, transfers, high-speed ferries and hotels are taken care of. There is no group as you are free to enjoy your vacation whichever way you prefer: take a hike, swim in the sea, sail on a boat, visit local artisans and small villages... there is plenty to do!
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, 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.
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.
Yes, in each city, your hotel will suggest a variety of tours that you will be able to book directly with the tour desk.
In Greece, all prices generally include taxes and tips. Tipping the drivers, hotel staff and other local services is always appreciated and remains at your discretion.
All your breakfasts are included at the hotels. They are buffet style breakfasts. For the other meals, the cost can vary from €10 to €25 depending if you eat light (like a sandwich or a salad) or if you choose a full meal. For a nice supper with starter, main course, desert and wine, count about €45 / person.
Yes, you may add extra nights to your package. Most people request one additional night in Athens in order to have more time to visit. 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.
Currency: Euro
Visa: No visa is required for Canadian or US citizens.
Language: 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.
Yes, all our departures are guaranteed.
This amazing package is a Freedom tour. The beauty of it is that it's completely hassle free for you: all flights, transfers, high-speed ferries and hotels are taken care of. There is no group as you are free to enjoy your vacation whichever way you prefer: take a hike, swim in the sea, sail on a boat, visit local artisans and small villages... there is plenty to do!
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, 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.
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.
Yes, in each city, your hotel will suggest a variety of tours that you will be able to book directly with the tour desk.
In Greece, all prices generally include taxes and tips. Tipping the drivers, hotel staff and other local services is always appreciated and remains at your discretion.
All your breakfasts are included at the hotels. They are buffet style breakfasts. For the other meals, the cost can vary from €10 to €25 depending if you eat light (like a sandwich or a salad) or if you choose a full meal. For a nice supper with starter, main course, desert and wine, count about €45 / person.
Yes, you may add extra nights to your package. Most people request one additional night in Athens in order to have more time to visit. 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.
Currency: Euro
Visa: No visa is required for Canadian or US citizens.
Language: Greek
Vaccine: No vaccine is required. Check with your travel clinic to make sure your health condition allows you to travel.
Reviews
4.9 (4)
MELISSA
Rating:4.7out of 5 stars
Was a bit nervous at first using a travel agency off the web, HOWEVER Wingbuddy did an AWESOME job in making sure our needs were met and all of our transfers/ferry's/air went off without a hitch! Greece was BEYOND beautiful! You gotta go! It wont disappoint! Thank You Wingbuddy for making this trip Easy Peasy Lemon Sqeezie!
MARJORIE
Rating:5out of 5 stars
Extremely glad I discovered your services. Absolutely loved the hotel in Santorini but we should know in advance that it is located far from Fyra and Oia, which makes it difficult to go out there for dinner and sunsets. But it was such a gem - felt like a boutique hotel and would highly recommend.
LOUISE
Rating:4.8out of 5 stars
It was a pleasure dealing with the company.
I will recommend wingbuddy to all my people.
I only wish I could continue to travel for many years.
One more time to Italy.
Thanks for the great memories.
ALEXANDER
Rating:5out of 5 stars
7 trips so far - all great experiences. All the staff are excellent with a special acknowledgement of Quentin who does such an outstanding job every time!