History, Islands & Sunsets
- Duration8 Nights
- StylePrivate Tour
- When to GoMay to Oct
- Price GuideFrom $3,975 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 arrival transfer in Athens
- Private guided tour of the Acropolis
Naxos
- High speed ferry to Naxos
- Naxos Island Tour
- Day at leisure. Optional small group Tasting Tour: Fine Spirits & Wines of Naxos
Santorini
- High-speed ferry to Santorini
- Semi-private Santorini sunset cruise
- Day at leisure. Optional cooking & tasting experience
- Private departure transfer in Santorini
Meet Our Expert

Shannon
Greece Specialist
I have been exploring Europe for the better part of 40 years and keep coming back to Greece. I have such a passion for its people and its culture and love sharing it with my clients.
What's Included
- Private luxury transfers throughout
- 8 nights in luxury hotels with breakfast
- Private guided tour of Acropolis
- Pre-booked business class high-speed ferry from Athens to Naxos
- Private Naxos Island Tour
- Pre-booked business class high-speed ferry from Naxos to Santorini
- Santorini luxury catamaran cruise with BBQ and drinks
- 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
- Any optional tours mentioned in the itinerary
- 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 into Athens


Your enchanting Greek trip begins with your arrival into Athens International Airport.
You’ll be welcomed by your private driver for a transfer to your hotel in the city. The rest of the day is at your leisure, but after getting settled in we recommend doing a little exploring, perhaps a stroll through Monastiraki neighborhood, one of the oldest and liveliest neighborhoods, perfect for a taste of the local life. You’ll find all sorts of shops selling unique handcrafted items and antiques along with bustling markets and ancient sites.
- Day 2
Private tour of Athens


Enjoy a private tour of the Acropolis and Parthenon temple that overlooks the city. Follow your knowledgeable guide who will bring you not only to marvel at the iconic landmarks that have stood the test of time, dating back to the 5th-century BC, but learn more about them. You’ll visit the Acropolis Museum too, which holds artifacts uncovered on the “hill.” It’s the perfect way to start your discovery of this country, getting a good feel for the Greek spirit. Afterward, stroll through the colorful Plaka district with its cobbled streets, ancient temples and family-run tavernas in the shadow of the Acropolis.
Meals Included:
BreakfastExperience Included:
Private tour of Athens’ Acropolis - Day 3
High-speed ferry to Naxos


After breakfast, your private driver will take you to the port, where you will board a high-speed ferry to Naxos. Upon arrival, a private transfer will take you to your hotel.
You may then choose to relax by the pool or explore the surrounding area.
Meals Included:
Breakfast - Day 4
Naxos Island Tour


Discover the flavors and traditions of Naxos on a journey through its charming villages, where food, history, and local culture come together. Stroll through picturesque streets, sample regional specialties crafted from age-old recipes, and meet locals who keep these traditions alive. From artisanal cheeses and fine wines to the island’s famous citron liqueur, this experience offers an authentic taste of Naxos while showcasing its stunning landscapes, from fertile valleys to mountain villages.
Meals Included:
BreakfastExperience Included:
Private tour of Apeiranthos villages and food tasting - Day 5
Day at leisure on Naxos. Optional: Tasting Tour of Naxos Spirits and Wines


After a busy few days discovering both the history and culinary treasures of Greece, we’ve included a day of leisure for you to recharge.
Optional – Small Group Tasting Tour: Fine Spirits & Wines of Naxos
Speak to your travel specialist about booking a small-group experience that delves into the rich winemaking and distilling traditions of Naxos. Enjoy a guided tasting at a family-run estate, sampling artisanal liqueurs made from local ingredients, followed by a selection of wines from Cycladic grape varieties. Paired with a platter of regional specialties, this intimate experience offers a deeper appreciation of Naxos’ flavors and heritage in a warm and authentic setting
Meals Included:
BreakfastOptional Experience:
Naxos Spirits and Wines Tour - Day 6
High-speed ferry to Santorini


After getting your fill of tasty food and wine on Naxos, you’ll hop on another high-speed ferry to Santorini where you’ll be greeted with an awe-inspiring view of the caldera. Your private driver will officially welcome you to this bucket-list island and bring you to your hotel. Enjoy unwinding while surrounded by timeless beauty or take a stroll through town to get a taste of what awaits while your here. This island is renowned for its volcanic wines and also offers plenty of delicious eats, with many places to enjoy both complemented by a spectacular view of the glittering sapphire waters.
Meals Included:
Breakfast - Day 7
Private sunset cruise from Santorini


Enjoy a relaxed morning and then embark on an unforgettable sunset sailing trip on a luxurious catamaran. Departing from Amoudi Bay, a breathtaking port tucked into the high volcanic cliffs just below Oia, you’ll be on board with up to just six other couples for an intimate experience cruising along Santorini’s shores, passing the historic lighthouse and the Pompeii-like settlement of Akrotiri. Stops will be made at the Red and White beaches for a swim or snorkel and a BBQ lunch. From there you’ll soak in the natural volcanic hot springs and sail into the caldera to watch a magical sunset near Oia.
Meals Included:
BreakfastBBQ Dinner
Experience Included:
Private sunset cruise with BBQ dinner - Day 8
Day at leisure on Santorini. Optional wine & culinary class


On your final full day in Santorini, we’ve included a day of leisure for you to get some last minute shopping done or visit nearby Fira. Or look forward to a culinary class focused on Santorini’s volcanic wines and delicious cuisine. You’ll learn all about the local products and the signature island dishes before taking a hands-on lesson. Start by visiting a winery for a tasting and then a local expert will guide you in preparing a meal made with island-grown ingredients.
Meals Included:
BreakfastOptional Experience:
Half-day wine & culinary class - Day 9
Departure from Santorini


Your time in Santorini comes to an end this morning, our private driver will transfer you to Santorini Airport for your flight to Athens and your onward journey.
Meals Included:
BreakfastCustomize 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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