About your itinerary
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Don't forget that if something isn't quite right we can make changes to the itinerary.
I am incredibly excited to present you with a detailed itinerary for our spectacular 11-day Greece group trip, allowing you to explore the best of Athens and the Greek Islands with stops in Milos, Santorini, and Mykonos.
To make your trip seamless, I have included an additional night in Athens beforehand, as well as private airport transfers. I have also included the best international flights that fit in with your very exciting itinerary with Air Canada.
I have priced this itinerary based on a shared room, but you can upgrade to a private room for $1,200.
I know this trip is for your 40th Birthday and I truly think you will have the best time with a group of like-minded travelers exploring everything these 4 amazing areas of Greece have to offer.
I am looking forward to speaking with you on Monday at 7:30 am MST but should you wish to get your space secured before this then please just let me know at matt@outofoffice.com.
Matt Walters 
Your Itinerary In Detail
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This itinerary has been tailor-made for you. No two itineraries are the same and we are always able to make changes if something isn't quite right.
Wednesday 10th July 2024
Flight on AC 1040
Flight on AC 1040
| From | To |
|---|---|
| Denver International Airport (DEN) |
Lester B Pearson International Airport (YYZ) |
| Departs | Arrives |
| 10-Jul-2024 11:15:00 | 10-Jul-2024 16:23:00 |
| Airline | Cabin |
| Air Canada | Economy |
Flight on AC 896
Flight on AC 896
| From | To |
|---|---|
| Lester B Pearson International Airport (YYZ) |
Athens International Airport (ATH) |
| Departs | Arrives |
| 10-Jul-2024 18:10:00 | 11-Jul-2024 10:55:00 |
| Airline | Cabin |
| Air Canada | Economy |
Thursday 11th July 2024
Private Transfer from ATH to 360
Private Transfer from ATH to 360
A private vehicle will pick you up from Athens Airport and drop you at the 360Degrees Pop Art Hotel, ready for an extra night of relaxation before meeting your group the following afternoon.
360Degrees Pop Art Hotel for 1 night
360Degrees Pop Art Hotel for 1 nights
Located in the heart of Athens, 360Degrees Pop Art Hotel is the perfect base for a city break. The chic city-centre hotel is located just steps from Ermou Street, considered to be the main shopping street in the capital.
Fitted with wooden floors and elegant furnishings, all rooms and suites at 360Degrees are air conditioned and fitted with a flat-screen TV, a coffee machine and a kettle. The hotel also features a stunning retro-style bar and a 24 hour concierge desk.
Your room: Double Room
Friday 12th July 2024
Days 1 and 2 - Athens
Days 1 and 2 - Athens
Days 1 and 2 – Athens:
A city that’s been around for 3400 years has definitely built up its fair share of must-see’s, so our time here is spent immersing ourselves in the new and old of Athens. The Acropolis and the Parthenon looming over the city, or the fascinating Archeology Museum are great places to spend the daytime before we head to the charming streets of Monastiraki for our evening and, if you've still got energy, the Gazi area for the bustling Athens social scene.
Your first meeting time on day 1 is at 4pm where we'll all meet together to start our adventure!
Included Activities:
- 3-hour walking tour of Athens and Acropolis
Optional Activities:
- Acropolis Museum
- Archaeological Museum
- Ancient Agora
- Roman Agora
- Hadrian's Library
360Degrees Pop Art Hotel for 2 nights
360Degrees Pop Art Hotel for 2 nights
Located in the heart of Athens, 360Degrees Pop Art Hotel is the perfect base for a city break. The chic city-centre hotel is located just steps from Ermou Street, considered to be the main shopping street in the capital.
Fitted with wooden floors and elegant furnishings, all rooms and suites at 360Degrees are air conditioned and fitted with a flat-screen TV, a coffee machine and a kettle. The hotel also features a stunning retro-style bar and a 24 hour concierge desk.
Your room: Double Room
Sunday 14th July 2024
Days 3, 4 and 5 - Milos
Days 3, 4 and 5 - Milos
Days 3, 4 and 5 – Milos:
Milos is an unspoiled paradise, an undiscovered oasis of stunning beaches, ancient ruins, and breathtaking vistas, inhabited by the friendliest people in Greece. It's full of passionately proud residents who can't wait to tell you all about their island. We'll explore this paradise by ATV vehicle, allowing us to get off the beaten track and really experience the best this island has to offer! This is the island that you've probably never heard of but we guarantee you'll never forget!
Included Activities:
- ATV rental (3 days)
Optional Activities:
- Sarakiniko Beach
- Private charter around Milos
- Guided kayaking tour
- Kostanataki's Winery tour and & tasting
Santa Maria Village for 3 nights
Santa Maria Village for 3 nights
Situated in beautiful Adamas, just moments from the beach, Santa Maria Village is the perfect spot to enjoy Milos' laid back way of life. The resort features a large swimming pool with adjacent pool bar serving drinks and snacks throughout the day and evening. The hotel also has a spa offering a range of therapeutic treatments.
The boutique resort offers 37 bungalow-style rooms housed in various 2-storey buildings set in three acres of gardens containing olive and fruit trees. Rooms are light and airey, and possess AC, TV, fridge, WiFi, hairdryer, tea-making equipment, a nice modern shower room and a balcony or terrace with garden, sea or pool views.
Your room: Double Room
Wednesday 17th July 2024
Days 6 and 7 - Santorini
Days 6 and 7 - Santorini
Days 6 and 7 – Santorini:
Our days here will be spent making sure we discover why Santorini is one of the most famous islands in the world! It all begins as we arrive into Thira port, and travel up to the top of Imerovigli hill to our accommodation overlooking the majestic island and Aegean Sea. With postcard-worthy vistas, secluded beaches, sunsets to die for, wineries galore, hot springs, water activities, and more, there are plenty of reasons to fall in love with Santorini.
Optional Activties:
- 4-hour sunset cruise of the caldera
- Akrotiri
- Skaros Rock hike
Loizos Hotel Apartments for 2 nights
Loizos Hotel Apartments for 2 nights
Just 20 yards from the famous Caldera-volcano-and-sunset viewpoint in Fira, Loizos Apartments offers accommodation coupled with pool facilities, close to the centre of Fira. All comfortable and renovated studios have en-suite bathroom with toiletries, and balcony or access to the courtyard, some with sea views. Each is air conditioned and further equipped with fridge, satellite TV and free Wi-Fi. A breakfast room with large balcony and open horizon view is the best way to start the day. Stone-paved surfaces around the hotel lead the way to the swimming pool and its furnished sun terrace.
The picturesque Fira Town with its charming cafes and variety of restaurants, art galleries and local shops is within walking distance from the hotel. A local supermarket, the bus and taxi terminal, banks and museums, the local bookshop and the post office are close by.
Your room: Double Room
Friday 19th July 2024
Days 8, 9, 10 and 11 - Mykonos
Days 8, 9, 10 and 11 - Mykonos
Days 8, 9, 10 and 11 – Mykonos:
A bittersweet departure from Santorini is made a bit sweeter once we arrive in the famously gay island of Mykonos. This island, however is more than just bars and gay beaches, it's also narrow white-washed streets you'll want to get lost in, it's the hole-in-the-wall piano and jazz bars where people mingle from all over the world, and it's the ruins of past civilization that has thrived in this area for thousands of years.
Our trip finishes here on Greece's most cosmopolitan island on the 11th day. But rest assured, after these 11 days in Greece, it probably won't be your last visit. All travelers are welcome to book their flights departing from Mykonos (airport code JMK) at any time on the 11th day.
Optional Activities:
- Delos Island Tour
- Elias Beach
- Jackie O's Beach Club
Damiano's Hotel for 3 nights
Damiano's Hotel for 3 nights
Damianos hotel in Mykonos is run by the Kousathanas family, who, having vast experience in providing accommodation in Mykonos, has managed to provide its guests with outstanding care, unique service and genuine hospitality in a cozy, tasteful and fully renovated environment, as well as a spectacular view of the sea that our rooms in Mykonos have to offer.
Our hotel, one of finest town hotels in Mykonos, is only 500 meters from the centre of the island, something that will make you feel very lucky during your stay here, since it ensures the ultimate serenity for you whenever you feel like relaxing, while at the same time being just a few minutes from the cosmopolitan heart of Mykonos and its vivid nightlife.
From the very first moment of your arrival at the hotel in Mykonos, the Kousathanas family and the hotel staff will be at your service and always there to cover all your needs and desires, because we know how to spice up your vacation with magic, recreation, vividness, positive energy, relaxation, coziness, new experiences, beautiful sceneries and authenticity, all of which can be found at your hotel and Mykonos island.
Your room: Double Room
Monday 22nd July 2024
Private Transfer from Damiano's to JMK
Private Transfer from Damiano's to JMK
This morning you will be picked up from your hotel and privately transferred to Mykonos Airport, in time for your ongoing journey to Madrid.
Flight on A3 373
Flight on A3 373
| From | To |
|---|---|
| Mykonos International Airport (JMK) |
Athens International Airport (ATH) |
| Departs | Arrives |
| 22-Jul-2024 09:10:00 | 22-Jul-2024 09:55:00 |
| Airline | Cabin |
| Aegean Airlines | Economy |
Flight on AC 897
Flight on AC 897
| From | To |
|---|---|
| Athens International Airport (ATH) |
Lester B Pearson International Airport (YYZ) |
| Departs | Arrives |
| 22-Jul-2024 13:10:00 | 22-Jul-2024 16:55:00 |
| Airline | Cabin |
| Air Canada | Economy |
Flight on AC 1041
Flight on AC 1041
| From | To |
|---|---|
| Lester B Pearson International Airport (YYZ) |
Denver International Airport (DEN) |
| Departs | Arrives |
| 22-Jul-2024 18:45:00 | 22-Jul-2024 20:26:00 |
| Airline | Cabin |
| Air Canada | Economy |
What's Included
Your itinerary includes
- Private transfer from Athens Airport to hotel
- Additional night in Athens before joining trip
- 11 day gay group trip, inclusive of:
- — All accommodation, as listed above
- — Private room and bathroom throughout
- — All land and sea transportation
- — Bed and breakfast board throughout
- — Welcome dinner and drinks
- — Athens and Acropolis city tour with local guide
- — 3 day ATV rental in Milos
- — Amazing group leader throughout
- — All taxes
- Private transfer from hotel to Mykonos Airport
Your itinerary excludes
- International flights
- Travel insurance
- Personal expenses and tips
- Meals not included above
- Visas (if required)
Important Information
Travel Advice
It is important to seek independent and up-to-date advice when travelling to any foreign country. Many of our customers ask us to keep them up-to-date on the existing legal position regarding LGBT rights in the country to which they are travelling. You can find up-to-date details on our website under the country which you are travelling to. They are provided as a guide only and laws can change frequently. You should seek advice from the relevant authorities and embassies before travel (if applicable).
Travel Insurance and Terms and Conditions
It is a condition of booking with Out Of Office that you have adequate insurance cover for your trip at the time of booking. Please also ensure you have referred to our terms and conditions which can be found at www.outofoffice.com/terms-and-conditions. Please note that as each booking is tailor-made for you we only confirm the itinerary once we have received a deposit. There is a small chance that availability on some items quoted may change. If this is the case we will book similar accommodation and let you know.