• 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

Magical Greece 

The Anita and Scott & Family
​In Greece
​
A Celebration

​

​
Your Private Immersion Tour of Greece
​
From Athens and the Acropolis
to Three Whitewashed Greek Islands!
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Day One: Welcome to Athens
​Your unforgettable journey begins the moment you arrive in Greece

Your private driver will be waiting at the airport to whisk you away to your boutique accommodation in the heart of Athens — perfectly situated near the beautiful pedestrian walkway at the foot of the Acropolis, a UNESCO World Heritage Site.

After settling in, take a leisurely stroll through the city’s charming historic district. We’ll share our insider recommendations for your first authentic Greek meal, whether you crave a cozy taverna or a stylish rooftop with a view.

Next, dive into history at the New Acropolis Museum — consistently ranked among the top museums in the world. Your skip-the-line timed tickets will be ready, ensuring you can fully enjoy the treasures within. Don’t miss the museum’s elegant café, where you can sip Greek coffee while gazing directly at the Parthenon — a breathtaking moment to let it sink in: you’re in Athens!

As evening falls, choose from our handpicked dinner recommendations — from world-class restaurants to hidden local gems — and allow us to secure a reservation for you. However you spend your first night, Athens will captivate you with its ancient energy and modern charm.

Included in Your Day
  • Private driver airport transfer to your central boutique accommodation
  • Personalized lunch and dinner recommendations (reservations available upon request)
  • Skip-the-line timed entry to the New Acropolis Museum
  • 24/7 support from your Olive Odysseys trip planner
  • Centrally located boutique hotel in the historic heart of Athens
  • Overnight stay in Athens

What Our Clients Have to Say-
"Best vacation ever!"
Linda & Jim H.
Ohio, U.S.A.

Day Two
Timeless Athens — Culture, Cuisine & the Acropolis


Wake up in the cradle of Western civilization and get ready to uncover Athens’ soul — through its ancient treasures or its irresistible flavors.
​
This morning, you can choose your own adventure:

Option 1: The National Archaeological Museum
Step into one of the world’s greatest museums, home to Greece’s most extraordinary treasures — from the dazzling gold mask of Agamemnon to the breathtaking Santorini frescoes. Every gallery reveals another layer of Greece’s mythical past. When you’re ready for a pause, enjoy a coffee or light bite in the museum’s peaceful garden café — a serene retreat amidst millennia of history.

Option 2: A Foodie’s Walking Tour of Athens
​
If culture for you begins on the palate, join a semi-private culinary tour led by a passionate local guide. Wander through bustling markets and tucked-away eateries, tasting your way through traditional Greek bites, artisanal cheeses, hand-stretched phyllo pastries, and world-famous olive oils. This is the real Athens — vibrant, flavorful, and full of life.

After your morning adventure, we’ll share our handpicked lunch recommendations — from chic rooftop terraces to cozy family-run tavernas.

Afternoon: The Acropolis & Parthenon — A Guided Journey Through TimeIn the afternoon, your private guide will bring to life the stories of the Acropolis and the Parthenon, with skip-the-line access so you can enjoy more discovery and less waiting. Stand where philosophers, kings, and artists once walked, and feel the energy of this timeless UNESCO World Heritage Site as golden light floods the marble ruins.
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As night falls, unwind with dinner at one of our recommended restaurants, many offering unforgettable Acropolis views — perfect for toasting your incredible day in Athens with a glass of local wine.

Included in Your Day
  • Full Breakfast
  • Your choice of:
    • Skip-the-line tickets to the National Archaeological Museum or
    • Semi-private foodie tour led by a local guide
  • Guided tour of the Acropolis and Parthenon with skip-the-line entry

  • Personalized lunch and dinner recommendations (reservations available upon request)
  • 24/7 access to your dedicated Olive Odysseys trip planner
  • Centrally located boutique accommodation in Athens
  • Overnight stay in Athens
Both optional morning activities are within a 20-minute walk of your hotel (or a quick taxi ride at your own expense).
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Day Three: The Island of Aegina 
Sunlight, Serenity & Ancient Splendor


This morning, leave the buzz of Athens behind and set sail for the island of Aegina — a timeless escape beloved by artists, writers, and dreamers. Known for its whitewashed charm, golden beaches, and one of Greece’s most remarkable temples, Aegina blends history, beauty, and island life in perfect harmony.

Your private driver will meet you at your Athens hotel and escort you to the port of Piraeus, where you’ll board your ferry. As you glide across the Aegean Sea — just an hour’s journey — watch the skyline of Athens fade into the distance and the sunlit islands appear ahead.

Upon arrival, check into your boutique accommodation near Aegina’s picturesque harbor. You’ll be just steps away from inviting cafés, artisan galleries, and seaside tavernas.

After settling in, we’ll share our favorite local lunch spots — perfect for sampling the island’s famous pistachios, freshly caught seafood, and crisp white wines. Then, spend the afternoon wandering through the charming streets of Aegina Town or unwinding on one of the island’s beautiful beaches, where you can relax beneath a parasol and dip your toes into the crystal-clear waters.
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As the sun begins to set, enjoy dinner at one of our handpicked seaside tavernas, where the waves lap at the shore and the sky turns gold and rose over the Aegean. This is Greek island life at its most peaceful and romantic.

Included in Your Day
  • Full Breakfast
  • Private driver transfer from your Athens accommodation to the port of Piraeus
  • Ferry passage to the island of Aegina (approx. 1 hour)
  • Personalized recommendations for:
    • Lunch in Aegina Town
    • Local beaches and seaside lounging
    • Dinner with sunset views
  • 24/7 access to your dedicated Olive Odysseys trip planner
  • Centrally located boutique accommodation on Aegina
  • Overnight stay on the Island of Aegina

What Our Clients Have to Say-
"5 Star Tours - 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.

Day Four
​The Island of Aegina 
Freedom to Explore & Timeless Beauty


Wake up to the soft rhythm of island life — the scent of sea breeze, the sound of fishing boats returning to port, and sunlight glistening on the Aegean. Today is all yours to explore the captivating island of Aegina at your own pace.

We’ll provide you with an exclusive self-guided tour, crafted by locals who know every hidden corner of the island. Follow our curated route to discover ancient temples, charming villages, and secluded beaches, with suggestions for the best tavernas and cafés along the way.

You can easily get around using the island’s convenient bus network, or, for added flexibility, we can arrange a car or e-bike rental so you can venture deeper into Aegina’s countryside — through pistachio groves, pine forests, and winding coastal roads with unforgettable sea views.

A highlight of your day will be a visit to the Temple of Aphaia, dating back to 500–490 BC — one of the best-preserved temples in all of Greece. Standing on a hilltop overlooking the sea, it’s an awe-inspiring reminder of the island’s ancient significance and serene beauty.

Take the day exactly as you wish — sleep in and enjoy a leisurely seaside coffee, or rise early to explore the island’s quiet heart before the world awakens. Whatever your pace, we’ll ensure you have everything you need to make it perfect.
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As evening falls, indulge in dinner at one of our recommended seaside tavernas, where the catch of the day and a chilled glass of Assyrtiko set the scene for another unforgettable night in Aegina.

Included in Your Day
  • Full Breakfast
  • Custom self-guided tour of Aegina, curated by local experts
  • Assistance with car or e-bike rentals (optional upgrade, cost not included)
  • Personalized lunch and dinner recommendations (we would be glad to get you reservations)
  • Suggestions for the island’s best beaches and scenic routes
  • 24/7 access to your dedicated Olive Odysseys trip planner
  • Centrally located boutique accommodation on Aegina
  • Overnight stay on the Island of Aegina
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​Day Five
The Island of Poros 
Elegance, Harbor Views & Seaside Charm


Savor one last morning stroll through Aegina, soaking in the island’s tranquil streets and vibrant harbor, before your mid-morning ferry whisks you across the sparkling Aegean Sea to the enchanting island of Poros.

Poros welcomes you with its elegant whitewashed architecture, cascading down to a picturesque harbor framed by pine-covered hills. Your boutique hotel is perfectly situated in the heart of town, putting you just steps away from artisan shops, galleries, and seaside cafés.

After check-in, wander through the charming streets and discover unique local treasures — handcrafted jewelry, ceramics, and regional delicacies. For lunch, enjoy one of our carefully selected seaside restaurants, where fresh seafood is paired with the gentle sound of waves.

In the afternoon, relax on nearby pristine beaches or swim in the crystal-clear waters. For a more adventurous afternoon, we can arrange a car or e-bike rental, giving you the freedom to explore the island’s hidden corners and panoramic viewpoints at your own pace.
​
As evening falls, indulge in dinner at one of Poros’ best-kept seafood tavernas, favored by locals, where you can savor fresh catches while the sun sets over the water, painting the sky in golden hues — a perfect end to a day of island bliss.

Included in Your Day
  • Full Breakfast
  • Ferry tickets from Aegina to Poros
  • Assistance with car or e-bike rentals (optional, cost not included)
  • Personalized lunch and dinner recommendations (reservations available upon request)
  • Suggestions for beaches and scenic walks
  • 24/7 access to your dedicated Olive Odysseys trip planner
  • Centrally located boutique accommodations on Poros
  • Overnight stay on the Island of Poros

Day Six
​The Island of Poros 
Panoramic Views & Hidden Treasures
​

Wake up to the gentle rhythm of Poros and spend the day uncovering its charming corners and breathtaking vistas. Start with a climb to the clock tower, perched above the town, where sweeping views stretch across the harbor and all the way to the Peloponnese — a perfect moment for photos or simply to savor the serenity.

Continue your journey with a visit to the Church of St. George, the island’s oldest church, dating back to 1861. For those wishing to explore further, the Monastery of Zoodochos Pigis, dedicated to the Virgin Mary, and the ancient Temple of Poseidon on the island’s far side offer a deeper glimpse into Poros’ rich history. For maximum flexibility, we can arrange a car or e-bike rental, allowing you to explore at your own pace.

For an unforgettable perspective of Poros, consider a private boat tour: swim in secluded bays, soak up the sun, and enjoy refreshments aboard as the island reveals its hidden beaches and sparkling coastline from the water.
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As the day winds down, savor a meal at one of the island’s locally beloved tavernas, where fresh seafood and regional specialties pair perfectly with a sunset over the harbor — a fitting end to a day of discovery.

Included in Your Day
  • Full Breakfast
  • A fully planned self-guided tour of Poros
  • Help arranging car or e-bike rentals (optional, cost not included)
  • Personalized lunch and dinner recommendations (reservations available upon request)
  • Suggestions for beaches, scenic viewpoints, and hidden gems
  • Optional boat tour arrangements with swimming and refreshments
  • 24/7 access to your dedicated Olive Odysseys trip planner
  • Centrally located boutique accommodations on Poros
  • Overnight stay on the Island of Poros

What Our Clients Have to Say
"A trip with The Olive Odysseys is the only way to go
​ if you want your trip to be experience of a lifetime."
​

Laura A. Davis, Bentleyville, OH

Day Seven
The Timeless Allure of Hydra

Wake up to another beautiful Greek morning and prepare for one of the most enchanting days of your journey. After breakfast, you’ll glide across the sparkling Aegean by hydrofoil ferry to the iconic island of Hydra—a place where time truly seems to slow down.

Hydra is famously car-free, and that simple fact preserves its romantic, laid-back atmosphere. The only sounds you’ll hear are footsteps on stone, the gentle lapping of the sea, and distant conversation drifting from waterfront cafés. For decades, artists, writers, and musicians have been drawn here by Hydra’s light, beauty, and creative energy—and today, you’ll see exactly why.

We’ll point you toward a beautifully preserved Captain’s House, open to visitors, where you’ll step into Hydra’s proud maritime past. These grand homes tell the story of the island’s wealth, seafaring legacy, and its pivotal role in the Greek War of Independence—a fascinating glimpse into history framed by stunning architecture and sea views.

Afterward, the day is yours to explore at your own pace. Wander Hydra’s winding back pathways, browse charming boutiques, and settle into one of the many excellent seaside restaurants for a leisurely lunch. If you’ve packed your swimsuit, don’t miss the chance to dive into Hydra’s crystal-clear waters, where the sea is as refreshing as it is beautiful.

In the afternoon, you’ll return by ferry to Poros, just in time to relax, refresh, and enjoy a delightful evening on the island.

Includes
  • Full Breakfast
  • Round-trip hydrofoil ferry tickets from Poros to Hydra
  • Entrance to a historic Captain’s House Museum
  • Personalized lunch recommendations on Hydra
  • Swimming spot suggestions for the best sea experience
  • Dinner recommendations on Poros
  • Overnight stay on the island of Poros

​
Day Eight
The Seaside Town of Nafplio
Waterfront Stroll, Maria Callas, and Rich History


Enjoy a final stroll along the waterfront of Poros before our private driver picks you up for your journey to the Peloponnese—a region of breathtaking landscapes and rich history.

Your first stop is the legendary ancient theater and healing sanctuary of Epidaurus, one of Greece’s most revered UNESCO World Heritage Sites. Known for its perfect acoustics, this theater has hosted performances by some of the world’s greatest artists, including Maria Callas. Even today, ancient Greek plays are staged here during summer festivals.

Bring a poem to recite—you’ll have the chance to test the theater’s renowned acoustics yourself. After taking our time to explore the museum and ruins, you will continue to Nafplio, a beautifully preserved neoclassical town and Greece’s first capital.

Once you check in, there are many things to do here. You may choose to climb the 990 steps to the Palamidi and Acronafplia fortresses for breathtaking panoramic views, take a refreshing swim at a nearby beach, or simply relax in the lively main square with a cold beer, watching the world go by. We’ll be sure to guide your explorations—and, of course, to point you toward the best gelato in town!

In the evening, we’ll have recommendations for an excellent dinner at a traditional taverna on the back streets of this lovely town.
​
Included in Your Experience:
  • Full Breakfast
  • Private transportation from your hotel in Poros to your hotel in Nafplio (included ferry tickets that get you off the island)
  • Entrance tickets to Epidaurus  and the Sanctuary of Asclepius (skip the line)
  • Dinner recommendations and reservations
  • UNESCO World Heritage Site visit
  • Overnight stay in Nafplio​

Day Nine
Nafplio at Leisure & Legends of Mycenae and Nemea **


Wake to another beautiful morning in the seaside town of Nafplio, with no rush and no agenda. This morning is yours to enjoy exactly as you please. Take a gentle stroll along the quay, sip coffee at a waterfront café as the town slowly comes to life, or simply sleep in and savor the ease of a relaxed Greek morning.

In the late afternoon, your private driver will collect you for a journey into the Peloponnesian countryside, where myth, history, and landscape intertwine. Rolling hills and sunlit valleys dotted with ancient olive groves lead you to the legendary city of Mycenae, the fabled realm of King Agamemnon and Queen Clytemnestra.
One of Greece’s most important UNESCO World Heritage Sites, Mycenae was once a powerful Bronze Age center. Walk through its monumental Cyclopean walls, pass beneath the iconic Lion Gate, and explore the remarkable beehive tombs. In the on-site museum, the story of this mighty civilization comes alive—including the dramatic discovery by Heinrich Schliemann of what he believed to be the famed “Mask of Agamemnon.”
From Mycenae, continue on to Nemea, a place steeped in myth and athletic tradition. According to legend, this is where Hercules completed one of his Twelve Labors by slaying the fearsome Nemean Lion. In antiquity, Nemea also hosted athletic games as prestigious as those at Olympia. Wander the ancient stadium and ruins and imagine the roar of the crowds that once filled this sacred valley.
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As the day winds down, your driver returns you to Nafplio, where we’ll happily recommend another memorable dinner—perhaps seaside, with the lights reflecting off the water and the fortresses glowing above the town.

** If the weather is conducive and you prefer we can arrange a catamaran day trip today.  There will be an upcharge from the set itinerary above and it will depend if you want a private catamaran day trip or semi-private (small group)**

Included in Your Experience
  • Full Breakfast
  • Private driver transportation
  • Skip-the-line entrance to Mycenae (UNESCO World Heritage Site)
  • Skip-the-line entrance to Nemea and its ancient stadium (European Heritage List)
  • Chance to go on a catamaran day trip. See above**
  • Overnight stay in Nafplio

Day Ten
Return to Athens via the Corinth Canal


Enjoy a relaxed morning in Nafplio, savoring your final moments by the sea before beginning your journey back to Athens. In the afternoon, your private driver will collect you and escort you north through the beautiful Peloponnesian countryside.

Along the way, you’ll stop at the awe-inspiring Corinth Canal, one of Greece’s most dramatic feats of engineering. Carved through solid rock in the late 19th century, the canal forms a sheer-walled passage connecting the Ionian and Aegean Seas, effectively separating the Peloponnese from mainland Greece. Standing above the canal and gazing nearly 80 meters down into the shimmering blue water is a truly unforgettable experience.

First imagined in antiquity and completed centuries later, the Corinth Canal reflects Greece’s enduring spirit of innovation and ambition. If you’re lucky, you may even watch a ship slowly navigate this narrow channel—a fascinating sight that brings the canal’s scale and precision into perspective.
After enjoying the views, you’ll pause nearby for a coffee and a traditional Greek sweet, a perfect moment to reflect on your journey before continuing onward.
​
Your driver will then take you to Athens, where you may choose between a centrally located hotel—ideal for a final evening exploring the city—or a hotel near the airport for maximum convenience before departure.
We’ll be happy to assist with dinner recommendations and reservations in whichever location you select, ensuring a smooth and satisfying conclusion to your trip.

Included in Your Day
  • Full Breakfast
  • Private driver transportation from Nafplio to Athens
  • Scenic stop at the Corinth Canal
  • Time for coffee and a traditional Greek sweet
  • Choice of central Athens hotel or airport-area hotel
  • Personalized dinner recommendations and reservations


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​Terms-

The price is $6590 per person double occupancy

A $2000 deposit secures your dates for this tour. Deposits are due by TBD
A Trip Terms Agreement must be signed
by each person on this tour, before you are guaranteed a spot. 
​
Your final payment of the remaining trip fee TBD is payable by TBD Up until your final trip costs are paid, your deposit is fully refundable*. 

* Credit card fees or processing fees might not be refundable, it depends on the credit card companies involved.

What's Not Included​
Flights: Airfare to and from Greece (arrival and departure in Athens—ATH).
Meals: Any meals not specified in the itinerary.

Hotel Taxes: Tourist, environmental, or room taxes (€8–€12 per room, per night), payable at check-out.

Optional Activities: Transportation to and from activities not listed in the main itinerary.

Health & Medical Needs: Any required medications, medical expenses, or personal health-related costs.

Travel Insurance: Strongly recommended. If declined, a waiver must be signed.

Personal Expenses: Any costs for individual needs, including medications, vaccinations, and other health-related requirements.

Travel Documents: Passports, visas, or any other necessary documentation.
​
Communication Costs: Mobile phone, internet, or other communication expenses.


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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

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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