Mykonos • Santorini • Crete | September 4-13, 2027 | Small Group, Fully Guided Journey
From the cosmopolitan charm of Mykonos to the breathtaking cliffs of Santorini and the authentic culture of Crete, this unforgettable and carefully curated 10-day adventure showcases three of Greece’s most captivating islands. Wander through whitewashed villages, cruise the sparkling Aegean Sea, sip award-winning wines grown in volcanic soil, explore ancient civilizations, and experience the legendary warmth of Greek hospitality.
Designed for travelers who enjoy meaningful experiences, wonderful food, stunning scenery, and a relaxed pace, this small-group adventure offers the perfect balance of iconic highlights and authentic local discoveries.
Day 1 (Sept 4) – Welcome to Mykonos – the Jewel of the Cyclades
Kalimera and welcome to Greece!
Upon arrival, we’ll transfer to our boutique hotel before setting out on an orientation walk through the enchanting streets of Mykonos Town. We’ll discover Little Venice, admire the island’s famous windmills, and wander through the maze of narrow lanes lined with whitewashed buildings and vibrant bougainvillea.
This evening, we’ll gather for our Welcome Dinner at a traditional Greek taverna, getting to know our fellow travelers while enjoying authentic local cuisine.
Included Highlights
- Boutique hotel in Mykonos
- Orientation walk of Mykonos Town
- Little Venice & Windmills
- Welcome Dinner
Day 2 (Sept 5) – Ancient Delos & Sunset on the Aegean
Enjoy a leisurely morning exploring Mykonos at your own pace. Browse the charming boutiques, relax at a waterfront café, or simply soak in the island atmosphere.
Later this afternoon we’ll board a boat to the sacred island of Delos, one of the most important archaeological sites in Greece and the mythical birthplace of Apollo and Artemis. Accompanied by a licensed guide, we’ll explore the remarkably preserved ruins before returning to Mykonos as the sun begins to set over the Aegean Sea.
Included Highlights
- Free morning in Mykonos
- Guided tour of Delos Archaeological Site
- Scenic sunset return cruise
Day 3 (Sept 6) – Ferry to Spectacular Santorini
Today, we travel by high-speed ferry to Santorini, one of the world’s most iconic islands.
After settling into our charming boutique hotel overlooking the caldera, we’ll enjoy an orientation walk through Fira before experiencing our first unforgettable Santorini sunset.
The evening is yours to enjoy the island’s magical atmosphere.
Included Highlights
- Scenic ferry to Santorini
- Caldera views
- Orientation walk through Fira
- Sunset overlooking the Aegean
Day 4 (Sept 7) – Santorini at Your Pace
Start your morning with an optional hike along Santorini’s spectacular caldera trail from Fira toward Oia, considered one of the most beautiful coastal walks in Europe.
Later this afternoon, we’ll experience one of the island’s finest wine tours, visiting boutique wineries, learning about Santorini’s unique volcanic vineyards, and tasting exceptional local wines paired with authentic Greek cuisine.
The evening is free to enjoy Oia or Fira at your leisure.
Included Highlights
- Optional caldera hike
- Boutique winery tour
- Wine tastings
- Authentic Greek dinner
Day 5 (Sept 8) – Sailing the Santorini Caldera
Spend the afternoon aboard a luxury catamaran cruising the spectacular volcanic coastline of Santorini.
Swim in crystal-clear waters, visit the famous Red and White Beaches, sail past dramatic cliffs, relax in the volcanic hot springs, and enjoy a delicious meal served onboard while watching the sun begin to set over the caldera.
This is sure to be one of the unforgettable highlights of your Greek adventure.
Included Highlights
- Santorini catamaran cruise
- Swimming & snorkeling
- Volcanic hot springs
- Dinner onboard
- Sunset sailing
Day 6 (Sept 9) – Ancient Crete
After a ferry to Crete, we’ll travel directly to the legendary Palace of Knossos, home of Europe’s oldest civilization and the fascinating legend of the Minotaur.
Following our guided visit, we’ll continue to the beautiful Venetian city of Chania, where our waterfront hotel is perfectly located for exploring the picturesque harbor and charming Old Town.
Enjoy the evening at leisure strolling along the waterfront cafés and lively squares.
Included Highlights
- Ferry to Crete
- Guided visit to Knossos Palace
- Venetian Harbor of Chania
- Evening at leisure
Day 7 (Sept 10) – Discover Chania
Today we’ll discover why Chania is considered one of the most beautiful cities in Greece.
Our guided exploration includes the atmospheric Old Town, bustling local markets, panoramic viewpoints, and a visit to the historic Agia Triada Monastery, where we’ll sample locally produced olive oil and wine.
We’ll finish the day at the seaside village of Marathi, where you’ll have time to enjoy lunch, relax by the water, or even take a swim.
Included Highlights
- Guided Chania walking tour
- Agia Triada Monastery
- Olive oil & wine tasting
- Marathi Beach
Day 8 (Sept 11) – The Natural Beauty of Western Crete
Today we venture to one of Crete’s most spectacular natural landscapes.
We’ll explore the world-famous pink sands of Elafonissi Beach. Along the way we’ll stop at charming villages, scenic viewpoints, and perhaps even a hidden cave before enjoying time to relax by the crystal-clear Mediterranean waters.
Included Highlights
- Elafonissi Pink Beach
- Scenic villages
- Swimming opportunities
Day 9 (Sept 12) – A Taste of Authentic Crete
Our final full day is devoted to one of Greece’s greatest pleasures—its food.
Join a hands-on cooking class with a Cretan local and learn traditional recipes that have been passed down through generations. Using fresh local ingredients, we’ll prepare a delicious meal before gathering around the table to enjoy the fruits of our labor together.
This evening we’ll celebrate our unforgettable journey with a special Farewell Dinner overlooking the harbor.
Included Highlights
- Traditional Cretan cooking class
- Authentic local lunch
- Farewell Dinner
- Evening in Chania
Day 10 (Sept 13) – Farewell Greece
After breakfast, transfer to Chania Airport for your onward journey, taking home wonderful memories of breathtaking islands, incredible cuisine, fascinating history, and new friendships.
Until next time… αντίο (antío)!
Included Highlights
✓ Boutique accommodations throughout
✓ Daily breakfast
✓ Welcome and Farewell Dinners
✓ Guided tour of Delos Archaeological Site
✓ Santorini Wine Experience
✓ Private Santorini Catamaran Cruise
✓ Guided visit to Knossos Palace
✓ Chania Walking Tour
✓ Authentic Cretan Cooking Class
✓ All inter-island ferries
✓ Airport and ferry transfers
✓ Services of your host throughout the journey
Who This Trip Is Perfect For
This journey is ideal for travelers who enjoy:
- Small-group experiences
- Culture and history
- Local food and wine
- Beautiful scenery
- Active but not strenuous exploration
- A balance of organized activities and free time
Maximum Group Size: 8 Travelers
A thoughtfully designed Greek island adventure featuring the perfect blend of iconic sights, authentic local experiences, and time to simply enjoy the magic of the Aegean.
Pricing:
- Double occupancy of rooms = $6990 USD pp
- Upgrade to single room occupancy = $7890 USD pp
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***Make Your Greek Adventure Even More Unforgettable***
For those who would like to extend their time in Greece, optional pre- and post-tour extensions will be available, allowing you to experience even more of this incredible country without the stress of planning the details yourself.
Optional Pre-Tour Extension – Athens
September 2–4, 2027
Begin your Greek adventure in the birthplace of Western civilization. Spend two nights exploring vibrant Athens before meeting the group in Mykonos.
Highlights will include:
- Guided visit to the legendary Acropolis and the magnificent Parthenon
- Time to wander the charming Plaka neighborhood
- Delicious Greek cuisine at traditional tavernas
- Boutique accommodations in the heart of Athens
This extension is the perfect introduction to Greece’s incredible history and culture before island hopping through the Aegean.
Optional Post-Tour Island Escape
September 13–16, 2027
Why rush home when paradise awaits?
Following our main tour, continue your Greek adventure with a relaxing three-night island getaway. We’re currently finalizing plans for one of two spectacular Ionian Islands:
- Corfu – known for its elegant Venetian architecture, emerald-green landscapes, and charming seaside villages.
or - Kefalonia – famous for dramatic coastlines, crystal-clear turquoise waters, picturesque fishing villages, and some of Greece’s most beautiful beaches.
Whichever island is selected, this extension will offer the perfect opportunity to unwind, enjoy slower-paced sightseeing, savor wonderful local cuisine, and soak up a few more days of Mediterranean sunshine before returning home.
Full details, itinerary, and pricing for both extensions will be provided based on main tour participation.
Create Your Perfect Greek Vacation
Whether you choose the 10-day island adventure, add the Athens pre-tour, the Ionian Island extension, or experience all three, you’ll have the opportunity to create a personalized Greek journey that perfectly matches your travel style.
Main Tour: September 4–13, 2027
Optional Athens Extension: September 2–4, 2027
Optional Island Extension: September 13–16, 2027
Travel up to 15 unforgettable days through some of Greece’s most spectacular destinations!