Chasing Sunsets Across the Greek Islands
- Duration11 Nights
- StylePrivate Tour
- When to GoApr to Oct
- Price GuideFrom $4,555 Per Person
All of the itineraries we create are fully customized and can be tailored to your exact preferences. If you would like to extend your stay in any of the destinations or add/remove any experiences, simply mention this to our travel specialists.
At a Glance
Athens
- Private transfer to Athens hotel + Optional Private Welcome Tour
- Private Guided Tour of the Acropolis and Plaka
Naxos
- Flight to Naxos + Optional Private Guided Naxos Town Tour
- Private Apeiranthos Village & Food Tasting Tour
Santorini
- High-speed Ferry to Santorini + Private Transfer to Santorini Hotel
- Small- Group Wine Tasting Tour
Chania, Crete
- High-speed ferry to Crete + Private Transfer to Chania Hotel
- Private Chania Old Town Walking Tour
Flights to Athens + Departure
- Transfer to Heraklion Airport
Meet Our Expert

Nora
Greece Specialist
While I’ve traveled extensively across Europe, Greece has always had a special place in my heart. Now based in Athens, I have a total wonderlust for creating luxury Greece trips, making sure my passion for culture, food and wine is shown throughout the process.
What's Included
- Private transfers through the trip as per itinerary
- 11 nights in luxury hotels with breakfast
- Private Acropolis, Parthenon and Plaka tour
- Domestic flight from Athens to Naxos
- Private Apeiranthos village and food Tasting Tour in Naxos
- Pre-booked high-speed ferry to Santorini- club class tickets
- Small group sunset sailing cruise in Santorini
- Pre-booked high-speed ferry to Crete - Club Class tickets
- Private walking Chania Old Town tour
- 24/7 support provided throughout your trip by our friendly, professional staff
- Full financial trip protection is included
What's Not Included
- Roundtrip international flights
- Tips or gratuities to guides, drivers, hotel staff
- Any meals, tours, or activities other than those specifically mentioned in the itinerary
- Any optional tours mentioned in the itinerary
- Incidental local expenses - souvenirs, laundry, taxis, etc
- Travel visas - your consultant will advise of any required visas and how to obtain them
- Travel insurance - we strongly recommend you purchase travel insurance as soon as you have booked your trip
Day by Day Itinerary
- Day 1
Arrival in Athens + Optional Unforgettable Exclusive Welcome tour


Welcome to Greece! The fun begins with your arrival at Athens International Airport, where our driver will be there to greet you and provide a private transfer to your accommodation in the heart of the city. After settling in, you might want to join our optional orientation tour to get a real feel for the city in a way that feels as if you’re visiting a friend. You’ll not only see many intriguing sights like Syntagma and Monastiraki squares, but you’ll also learn about Athens’ culture and the local way of life, as you explore everything from the modern to the ancient.
- Day 2
Private Acropolis and Plaka tour


You probably saw the illuminated 5th-century BC monuments on Acropolis Hill last night. Now, you’ll get to see them up close with an expert local guide. Marvel at the iconic Parthenon that’s been overlooking the Greek capital for 2,500 years, the Temple of Athena Nike, and more as your guide reveals fascinating insight that brings them all to life. Afterward, you’ll head to the colorful Plaka district, one of Athens’ oldest neighborhoods, lying under the shadow of the Acropolis. Here you’ll see more fascinating sites that date back centuries, like the Ancient Agora, Roman Agora, and Hadrian’s Library.
Meals Included:
BreakfastExperience Included:
Private Acropolis & Plaka Tour - Day 3
Fly to Naxos + Private Transfer to Naxos Hotel


Returning to Athens International Airport via private transfer to catch a flight to Naxos, with another driver providing a private transfer to your Naxos hotel upon arrival. The rest of the day is yours, but we recommend our optional Naxos Town Food Walking Tour, where you’ll stroll the whitewashed marble-paved streets and discover historic landmarks like the Venetian Castle while stopping to sample Naxian foods, including island cheeses and potatoes, desserts, beers, fruit wines, and kitron, the island’s signature liqueur.
Conclude your day at the Portara, the ancient marble doorway that greets visitors to Naxos, and the perfect vantage point for a stunning sunset.
Meals Included:
Breakfast - Day 4
Private Apeiranthos Village Tour of Naxos with Food Tasting


Today’s tour brings you to one of the island’s most beautiful villages, Apeiranthos. Often referred to as the “marble villages,” it’s nestled in the mountains, built along the slopes of Mount Finari in amphitheatrical style. Local marble was to pave the narrow streets and alleyways, which are lined with historic Greek buildings, giving it a lovely medieval vibe. Beyond its beauty, Apeiranthos is renowned for its food, something that the late TV personality/chef Anthony Bourdain raved about when it was featured on CNN’s “Parts Unknown.” Learn why through tastings like a cheese plate with raki liqueur, goat cheese with honey, homemade bread, and dessert paired with kitron.
Meals Included:
BreakfastExperience Included:
Private Apeiranthos Village Tour of Naxos with food tasting - Day 5
Day at Leisure


With the day at your leisure, you can take time to relax and casually explore, or you might ask our travel specialists to arrange a day trip to Koufonisi, where you’ll find beautiful beaches with crystal-clear aquamarine water for swimming and seaside tavernas for dining with a view. If you’re interested in learning more about the marble used across the island, consider a marble sculpting workshop. You’ll be able to get hands-on, instructed by an expert to make your own piece as the perfect souvenir. Foodie at heart? A special farm-to-table food experience is sure to tempt your taste buds.
Meals Included:
Breakfast - Day 6
High Speed ferry to Santorini + Private Transfer to Santorini Hotel


A private transfer brings you to the port to catch the ferry to Santorini. Your first glimpse brings you face-to-face with the island’s towering caldera cliffs. Upon disembarking the vessel, you’ll see your driver waiting to provide a private transfer to your hotel. Once you’ve checked in, take time to refresh and then perhaps join our optional tour, taking in extraordinary sea views while following the rim of the caldera from Fira to Oia.
Once in Oia, explore on your own and then head to the village’s famous sunset spot, where many gather to watch the sun go down over the dramatic cliffs.
Meals Included:
Breakfast - Day 7
Small Group Sunset Sailing Tour


One of the highlights of your time in Santorini is an intimate sunset sailing tour on an elegant catamaran, accommodating just 14 guests. A private transfer brings you to the vessel for this memorable cruise along the island’s spectacular coast. Some of the highlights you’ll pass include Akrotiri, the country’s oldest lighthouse, and remarkable rock formations like Indian Rock.
Enjoy stops at volcanic hot springs for a soak in the mineral-rich waters and a secluded spot by the beach for swimming or snorkeling. A freshly prepared BBQ meal will be waiting to soothe hunger pangs afterward, while your grand finale is a Santorini sunset.
A freshly prepared BBQ meal will be waiting to soothe hunger pangs afterward, while your grand finale is a Santorini sunset.
Meals Included:
BreakfastBBQ Meal
Experience Included:
Small Group Sunset Sailing Tour
- Day 8
Day at Leisure + Optional Small Group Wine Tasting Tour


As Santorini is renowned for its wine, with around 40 different wine grape varieties, uniquely grown in the volcanic soil and protected from the scorching sun and wind by baskets called kouloura, you might want to join our optional semi-shared wine tasting. You’ll enjoy tastings at three carefully selected wineries, all guided by a sommelier who will tell you all about the wines and the island’s viticulture.
Food pairings, such as local Cycladic cheeses, are included. Alternatively, you might relax on one of the island’s colorful beaches or explore some of the most picturesque villages away from the crowds, such as Pyrgos, Megalochori, and Emporio.
Meals Included:
Breakfast - Day 9
High Speed Ferry to Heraklion + Private Transfer to Chania Hotel


Enjoy a relaxed morning at your leisure before taking a private transfer back to Santorini’s port. You’ll catch the ferry to Heraklion on Crete. Upon arrival, our driver will be there waiting to provide a private transfer, about a two-hour drive, to your accommodation in romantic Chania. After checking in, stretch your legs while enjoying this incredibly atmospheric city with its Venetian harbor, Byzantine-Venetian walls, and winding cobbled streets. There are many little shops to explore and a wealth of waterfront eateries where you can dine on a delicious meal while enjoying a view of the illuminated harbor.
Meals Included:
Breakfast - Day 10
Private Chania Old Town Walking Tour


Today you’ll get to know Chania on an exclusive private walking tour. While you’ll see highlights like the Venetian Harbor, you’ll go well beyond popular tourist spots, discovering places only locals know about while gaining insight from your local guide. Follow in the footsteps of people from ancient civilizations who lived here centuries ago, while learning about the rich history and traditions of Crete and five different civilizations that have influenced it over the course of your two-hour tour. As you stroll, you’ll see many architecturally impressive buildings, the ancient towering walls, the great Minoan Kydonia, and more.
Meals Included:
BreakfastExperienceIncluded:
Private Chania Old Town Walking Tour - Day 11
Day at Leisure + Optional Private Tour to Falasarna


You can enjoy the day at your leisure, perhaps exploring the shops in Chania to pick up gifts or souvenirs, or consider joining an optional private tour. An approximately 5-hour experience, you’ll be met right at your hotel, with your driver/guide bringing you to Falassarna Beach. It’s widely regarded as one of the most exotic in all of Crete, voted as one of Europe’s 10 best beaches multiple times, with tropical turquoise waters. You’ll have time to swim and relax while soaking up the beauty as the sky fills with golden yellows, scarlet reds, soft pinks, and fiery oranges.
Meals Included:
Breakfast - Day 12
Fly to Athens + Departure
Having chased some of the world’s most breathtaking sunsets while making your way from Athens to Naxos, Santorini, and Crete, it will soon be time for your adventure to come to an end. Our driver will meet you at your Chania hotel for a private transfer to Chania’s airport, where you’ll catch a flight to Athens.
Customize This Trip
All of the itineraries we create are fully customized and can be tailored to your exact preferences. If you would like to extend your stay in any of the destinations or add/remove any experiences, simply mention this to our travel specialists.
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