• Welcome to The Olive Odysseys
  • Call us at 1-440-804-5062
  • Contact Us
  • Luxury Guided Small-Group Tours
  • Customized Private Tours
  • Personalized Trip Planning
  • Privacy Policy
1-440-804-5062
  • Welcome to The Olive Odysseys
  • Call us at 1-440-804-5062
  • Contact Us
  • Luxury Guided Small-Group Tours
  • Customized Private Tours
  • Personalized Trip Planning
  • Privacy Policy
Picture
Picture

Your Dates Here
​Your romantic getaway not only features 
 the highlights of Greece,
but the hard-to-find spots that most travelers never see.

​ Starting in Athens, the birthplace of democracy 
and ending on the breathtaking island of Santorini.

Filled with food, wine, sea and immersive experiences!
September 17
Your flights leaves the U.S. Sit back and relax as you glide over the Atlantic on your way to Greek shores.
Overnight Flight

Picture
Day One
​September 18


Parthenon Views, Cocktail Bars, Small Eateries
​

Welcome to Athens, the birthplace of democracy. In this famous city your journey begins. A private driver will meet you at the airport and whisk you to the city center.

Your boutique hotel is located near the New Acropolis Museum, rated one of the finest museums in the world (including awards for its unique architecture) with spectacular views of the Acropolis and the Parthenon. You owe it to yourself to take a quick look at the museum and then make your way back to your hotel to sit and gaze up at the Acropolis from the roof-top bar.  

There are some wonderful cocktail bars and sumptuous eateries near your hotel. We'll have suggestions on how to find the exceptional tavernas that Greece is known for.

End your night in the jacuzzi on the rooftop of your hotel, as you gaze up at the Acropolis before turning in for the night.



​Includes-
Hotel/ Private transfer from the airport to your hotel in the city center/  Welcome drink/ The New Acropolis Museum/ Dinner recommendations / Hotel with Acropolis view from roof-top bar and jacuzzi/ UNESCO World Heritage Site (Acropolis)/ Access to The Olive Odysseys 24-7/ Overnight Athens.

"5 Star Trip Planners - They put together and excellent trip with
just the right cadence of activities and free time.
They use boutique hotels and everything is first class.
​ 
We will surely travel with them again!"

Barbara and Doug C.
Iowa U.S.A.



Picture
Day Two
September
 19

Rich History, Modern Day Athens, Foodie Walk


​This morning you are up early for your tour of the Acropolis and Agora. You'll take a walk in the rolling grounds surrounding the Acropolis. You'll make your way up to the "historic rock” to take in a wonder of ancient architecture, the Parthenon, a UNESCO World Heritage Site.

Your walk will continue through the Ancient Agora and end up in the winding streets of Monastiraki, one of the oldest markets of Athens. We would love to recommend some of the best souvlaki (gyros) to be had.


In the afternoon, we can suggest a foodie walk that we love to do when we are downtown. This also gets you into the charming shopping areas where you can pick out something exceptional for yourself.



Includes-Hotel/ Breakfast/Entrance fee Acropolis & Agora/ Self guided foodie walk and shopping district/ UNESCO World Heritage Site (Acropolis) /Dinner recommendations and reservations/ Access to The Olive Odysseys 24-7/ Overnight Athens

Picture
Day Three
September 20

The Corinth Canal, Fortresses, Sea-side Living


After breakfast, you can pick up your rental car and head to the 'island Pelops' otherwise known as the Peloponnese. A quick stop lets you see the Corinth Canal, a feat of wonder in its time. You will head inland to the heart of this large 'island' to the town of Nafplio, once the capital of Greece, and still one of the most preserved neo-classical towns. Beautiful Nafplio sits right on the gulf and you can enjoy seaside cafes to your heart's content.

​After checking in, you can climb the 990 steps to the fort at Palamidi and Acronafplia for breathtaking views of the gulf, go for a swim at a nearby beach, or sit in the main square sipping a beer while you watch the stunning views. Either way, we can assist in your exploration including pointing out the best gelato place in all of Nafplio.

The back streets of Nafplio is where the action is for small eateries with excellent seasonal choices. You can enjoy dinner together at one of our favorite tavernas amidst the cobblestone streets of this lovely town.


Includes-
Hotel/ Breakfast/ Rental car/ Visit to Corinth Canal/ Palamidi fortress and Acronafplio /  UNESCO World Heritage Site/ Dinner recommendations and reservations/ Access to The Olive Odysseys 24-7/ Overnight Nafplio

Picture

​Day Four
September 21

​Hercules, The Trojan War, Wine Country

Enjoy a slow morning as you savor the town of Nafplio. Enjoy a coffee seaside, and later, there is plenty of excellent shopping to be had. 

In the afternoon, you can grab your car and take a short drive through orange and olive groves to visit Mycenae, the mythical home of King Agamemnon and Clytemnestra. It was here where the explorer Heinrich Schliemann believed he had found the mask of King Agamemnon. And here lived King 
Menelaus, a central figure in the Trojan War, who lead the Spartan contingent of the Greek army.  

The approach takes us through low lying hills and valleys studded with shining olive groves- but once there, beehive tombs and cyclopean walls await you. 

​After touring the grounds and the museum, you can make your way to Nemea, where Hercules was put to one of his labors, slaying the Nemean Lion. 

You can tour the grounds, and run in the actual ancient stadium which at one time held games that rivaled those at Olympia. Afterward we will have reservations at an award winning winery to taste test their best wines. You can tour their vineyards, and enjoy a light lunch on the grounds.

In the afternoon, you can return to the lovely town of Nafplio.

​
​Includes-
Hotel/ Breakfast/ Rental Car / Entrance Fee and Visit to Mycenae/ Entrance fee to Nemea and Stadium/ Wine tasting with Lunch/ UNESCO World Heritage Site/ Dinner recommendations and reservations/ Access to The Olive Odysseys 24-7/ Overnight Nafplio

Picture
Day Five
September 22
​
​Letter to the Corinthians, Take To The Skies, Sun-Dappled Islands


​
On your way back to Athens you can step out to to visit the archaeological site of Ancient Corinth, rivaling Athens in importance in the ancient world. It was his visit here that prompted Apostle Paul to write his letter to the Corinthians. We have a special spot that we will direct you to, in order to get the most of this site. 
​
We will book you and afternoon flight (40 minutes) to the island 
of Paros, in the heart of the Cycladic island chain.  

Upon arrival a concierge will be on hand to deliver the keys to your rental car for the next three days. He will also give you instructions on how to get to your stay in a village on the island known for its seaside tavernas and small quaint wharf. After checking in, be sure to get lost in the small back streets of this town, nipping in to see some churches and discovering the fishing boats nearby.

We can suggest, a drink at a seaside bar, dinner at our favorite taverna, and afterwards the shops will be open late for some one-of-a-kind shopping.

Includes-
Hotel/ Breakfast/ Ancient Corinth / Private Transportation back to Athens Airport/ Fights to the Islands of Paros / Car rental/ Walk of Naoussa/ Dinner recommendations and reservations/ Access to The Olive Odysseys 24-7 / Overnight Island of Paros


Picture
Day Six
September 23


​Ancient Olive Trees, Hill-Top Villages, Marble Mines

This morning you have plenty of options. Relax and have a late breakfast or get up and start your tour of Paros.

Either way you will have many options to choose from. First off, just out of town, you can make a quick stop at the marble mines where the famous Parian marble was used by artist to make some of the finest statues that we know today (the Medici Venus -Uffizi, Florence and the Nike of Samothrace -Louvre, Paris).  


Then continue onto hilltop villages where you can stop for a coffee and see immaculate houses and stunning views. If you are up to it, you can also walk the Byzantine trails. These trails used to be the only way that the people of Paros could get from one village to another.

In addition, how about stopping by two more islands, close by? You can grab the 10 minute ferry that takes you to Antiparos. It is a small island that you can take your time exploring. We will send you to the beach at Agios Georgios where you can catch a fishing boat for the island of Despotiko and uninhabited island with unique archeological finds. 

Then there is swimming off the boat and a delightful late lunch at a nearby taverna (meal is on you-but we can arrange a reservation). All in all a wonderful day!


Includes-Hotel/ Breakfast/ Rental car / Marble works/ Mountain villages/ Seaside villages/ Dinner recommendations and reservations/ Optional boat ride to Despotiko island -fees on you/ Access to The Olive Odysseys 24-7/ Overnight Island of Paros

Picture

Day Seven
​September 24

​​
Best Island In The World 2021, Volcanic Island, The Louvre in Paris

Sit back and relax this morning as your ferry sails along the Aegean to the island of Milos. Voted by Travel and Leisure Magazine ® as the best island in the world, we need to get you there before everyone else does :) You might not know it, but the Venus Di Milo, now housed in the Louvre Museum in Paris, was found on this island in 1820.

We will get you into the best village where you can let this island seep into you.

Milos is also famous for its beaches (Sykia Cave , Kleftiko, and Sarakiniko beach among many), cool vibe and its whitewashed houses. The only way to get to many of its beaches is by boat. We can arrange a boat trip for any of the days you are here.

In addition there is kayaking and snorkeling to be considered as activities to enjoy on this must-see island.

Dinner later, with recommendations from us. 
​


Includes-Hotel/ Breakfast/ Ferry Tickets/  Transfer from Port to hotel / Boat or Kayak or Snorkeling reservations-fee on you/  Tavernas/ Seaside villages/ Dinner recommendations and reservations/ Access to The Olive Odysseys 24-7/Overnight Milos

Picture
Day Eight
​September 25

​
Beaches, Beaches, Beaches


Set off for Klima village where the fishing boat houses go right to the sea. Enjoy lunch right on the shore.

The day is yours for exploring and we will be on hand to help make your reservations. You can do any one of the activities we listed above, or all of them, your choice. 

​Includes-Hotel/ Breakfast/ Beach exploration/ Car or 4 wheeler rental / Kayaking/ Snorkeling/  Swimming off the boat-we can help with reservations-fee on you/ Seaside tavernas/ Seaside villages/ Dinner recommendations and reservations/ Access to The Olive Odysseys 24-7/Overnight Milos

Picture
Day Nine
September 26

Chill


We planned one more day in Milos for you. Why? Because we can and you should.

​Includes-Hotel/ Breakfast/ Beach exploration/ Car or 4 wheeler rental / Kayaking/ Snorkeling/  Swimming off the boat-
we can help with reservations-fee on you/ Seaside tavernas/ Seaside villages/ Dinner recommendations and reservations/ Access to The Olive Odysseys 24-7/Overnight Milos


Picture
Day Ten
September 27

Caldera, 1000 Years Older Than The Acropolis


After breakfast you will pack your bags and ready yourselves for your ferry to Santorini, one of the most singular places in all of the Aegean. Whitewashed houses sit clinging to the rim of the caldera, left after the large volcanic eruption of BC 1650. 

After checking your bags at your hotel, you can meander into town, along winding paths and make your way to the Prehistoric Museum in Fira. Here you can explore the finds discovered at the site of Akrotiri, some dating 1000 years before the Parthenon. Learn about the ancient civilization that once lived here; which some people think was the lost City of Atlantis.
​
We can point out some tavernas for a great dinner. Later you can enjoy a drink in dreamy bars overlooking the caldera. 
​
Includes-Breakfast/
Private Transfer to the Port of Paros/ Ferry to Santorini / Private Transfer to your Hotel on Santorini/ The Prehistoric Museum in Fira/ Caldera-View Hotel/ Orientation Walk/  Overnight Santorini

Picture
Day Eleven
September 28

Lava Bed Walk, Stunning Views, Blue Seas

​
Enjoy a leisurely breakfast as you look out over the blue sea and islands in the distance. 

We can suggest the walk from Thira to Oia this morning along lava beds (no worries they cooled 3000 years ago ;) with auspicious views all the way. You can stop by the church at the top where the views are outstanding. 

Lunch on your own at any one of the cafes in town, followed by some of the best shopping to be had. 

In the evening you can sip cocktails at any of the lux bars nearby. But sometimes it is hard to leave your own balcony, as you watch the sunset.

Dinner recommendations and reservations.


Includes- Hotel/ 
 Breakfast/ Shopping / Caldera walk/ The Village of Oia/ Dinner recommendations and reservations/ Access to The Olive Odysseys 24-7/ Overnight Santorini. 


Picture
Day Twelve
September 29

A Rainbow Color of Beaches


We will get you a rental car to explore the island from top to bottom today. There are black sand beaches, red sand beaches, and yellow sand beaches. All within a fairly short drive.

On the back of the island there are also award winning wineries to choose from. Why not taste-test some wine and have a light meal to go along with it.

The evening is yours to enjoy and we can recommend one of our favorite restaurants to cap off your lovely honeymoon.

Includes-Hotel/ Breakfast/ Car Rental / Winery & Beach recommendations/ Dinner recommendations and reservations/ Access to The Olive Odysseys 24-7/ Overnight Santorini. 

Picture
Day Thirteen
September 30


Take your time checking out today. Your hotel will even hold your bags for as long as you like while you further explore or shop. We will book a flight for you late afternoon to return to Athens.

A driver will come to the hotel to take you to the airport. You flight back to Athens is 40 minutes

We will have a hotel near the airport for you so that you can easily get your flight the next day.

The trip is not over, as we can recommend a great place to have your final meal in Greece.


​Includes-Hotel/ Transport to Airport/ Flight to Athens/ Overnight Athens

Day Fourteen
​October 1


Flight home. Arrive the same day as you leave.

"Best vacation ever!"
Linda & Jim H.
Fernandina Beach, Florida

Booking your trip with Patricia & Manolis is the only way to go
​ if you want your trip to be experience of a lifetime."
​

Laura A. Davis, Bentleyville, OH



​An Immersion Tour!

Voyage the Mediterranean as you
Learn about ancient civilizations,
See the finest
archaeological sites
Run through one of the first-ever stadiums,
Explore beehive tombs,
Taste the rich culinary tradition,
Swim the Aegean,
​Experience out-of-this-world sunsets
Absorb the calm peacefulness
Visit never ending vineyards and taste their wines 
Encounter ruins 1000 years older than the Parthenon

& Meet beautiful whitewashed islands
& Connect with yourself and each other like never before!
An Immersion Tour of Greece
Ask us a question- email us right now!


What is included?
The Acropolis 
The Parthenon 
The Agora 
The Corinth Canal
Nafplio
Ancient Corinth

The Island of Paros
The Island of Antiparos
The Island of Despotiko
The Island of Santorini

Island of Santorini 
Five UNESCO World Heritage Sites
Mycenae 
Nemea 
Visit to an award-winning winery ​
Island Villages
Seaside Cafes and Tavernas

The Pre-historic Museum, Santorini 
Caldera Walk 
Wine Tastings
Welcome drink
​Access to The Olive Odysseys 24/7


​Meals:

13 full American-style breakfasts ​
1 winery lunch with wine tasting 


In Addition:​
Comfortable transportation 
All ferry rides as listed in itinerary 
Two flights (Athens-Paros & Santorini-Athens)
Boutique hotels centrally located (you have choices)
24-7 access with The Olive Odysseys
Packing checklist 
Reading list 
Movie list 
Direct email access to tour planners for any questions 
Pre-tour phone calls for all participants to talk directly to tour planners if desired

​What is your responsibility?
​Airfare to and from Greece (arrival Athens departure Athens—​ATH)
Meals not indicated on the itinerary
Transport to and from activities during optional activities 
Any medicinal or medical needs while on the trip 
* Trip insurance should be bought or waiver signed if you choose not to buy it*
Expenses arising from personal needs such as medications, vaccinations, travel documents, quarantine, communications such as mobile phone and internet charges or any other expenses incurred due to traveling.​ 
​



   Trip Cost-
​$TBD


-Prices are per person which includes all of the above mentioned in the itinerary and is based on double occupancy. 
$_____ deposit per person holds this trip plan for you.
 Final payment is due ______. Until final payment is paid all deposits are fully refundable. After final payment due date no refunds are available. A payment of final trip payments mean that trip participants
agree to the Trip Terms.
Ask us a question- email us right now!

Who are your leaders?

Manolis Hajifotiou

A native of Greece, Manolis has been leading tours in Europe for 24 years. Besides traveling, his passion is playing his guitar and creating his own music. He also likes to keep up with the stone house he shares with his wife, Patricia, especially trimming their olive trees.  He looks forward to showing you his favorite places and making sure you feel right at home.
Picture

Patricia Hajifotiou

A native of the U.S.A., Patricia has been leading tours in Europe for 24 years. She lives on the island of Evia, Greece, with her husband Manolis. When she is not on tour, she lives off the grid in a rock house, powered by the wind and sun. There she likes to spend her time digging in the garden. She looks forward to showing you the places she likes the best.
As seen on-
Picture
Click here to read these articles

See our privacy policy here

Contact

The Olive Odysseys 
46 Shopping Plaza
​Drive # 107
Chagrin Falls, Ohio
​44022 U.S.A
Phone: ​1-440-804-5062
​
[email protected]
Copyright 2025-2026 All Right Reserved

Picture
A member of the
​American Society of Travel Advisors
  • Welcome to The Olive Odysseys
  • Call us at 1-440-804-5062
  • Contact Us
  • Luxury Guided Small-Group Tours
  • Customized Private Tours
  • Personalized Trip Planning
  • Privacy Policy