Island Hopping Through Greece
When
May - October
Price
From $7,179 pp excl. flights
How long
10 nights ideal length
Ideal For
Art & Culture
Overview
Sail through time and across the Aegean on a 10-day journey through Greece’s most captivating destinations. This island-hopping adventure begins in the ancient heart of Athens, then whisks you away to the glamorous shores of Mykonos, the volcanic beauty of Santorini, and the cultural richness of Crete’s Rethymno. Along the way, you’ll uncover ancient ruins, stroll charming old towns, sip wine at boutique vineyards, and sail under golden sunsets. Crafted with care and flexibility, this tour blends iconic highlights with authentic local moments, making every day a discovery.
Highlights
- Wander through the Acropolis and Plaka with an expert guide in Athens
- Enjoy a food and wine walking tour in Mykonos’ atmospheric alleys
- Lounge by the beach or explore Mykonos at your leisure
- Cruise Santorini’s coast at sunset with dinner and swimming stops
- Savor a private winery tour with wine tasting and lunch in Santorini
- Step back in time in Crete with a full-day exploration of ancient and Venetian Rethymno
- Travel seamlessly with all private transfers, flights, and ferries arranged
- Option to unwind on Rethymno’s beaches on your own terms
Itinerary Summary
The Adventure Begins
- Private airport transfer with Meet & Greet
- Greece Welcome Package
Sights and Insights
- Private city tour of Acropolis & Plaka (4 hrs.)
- Self-guided afternoon exploring Athenian gastronomy
Onward and Upward
- Private transfer to airport
- Flight to Mykonos (50 mins.)
- Private airport transfer
- Private Mykonos walking tour with wine tasting & mezes (4 hrs.)
Beach Bliss
- Day at leisure to enjoy the island at your own pace
The Journey Continues
- Private port transfer
- Ferry to Santorini (2 hrs., Business Class)
- Private port transfer
- Private half-day winery tour with wine tasting & lunch (4 hrs.)
Relax and Recharge
- Morning and afternoon at leisure
- Small group sunset cruise with dinner (6 hrs.), private transfers included
A Change of Scenery
- Private port transfer
- Ferry to Heraklion (2 hrs., Business Class)
- Private transfer from Heraklion to Rethymno (1.5 hrs.)
It’s All Ancient History
- Full-day private tour of ancient sites and Venetian-era Rethymno (8 hrs.)
Live Like a Local
- Optional self-guided beach day or local exploration
Until Next Time…
- Private transfer from Rethymno to Heraklion (1.5 hrs.) for departure
Detailed Itinerary
Day 1
Athens
The Adventure Begins
Arrive in Athens and meet your personal assistant for a warm welcome at the airport. You’ll be escorted to your private transfer and receive a Greece Welcome Package, including your itinerary, ferry tickets, and travel documents.
Day 2
Athens
Sights and Insights
Today, a private guide will lead you on a 4-hour journey through Athens' most treasured landmarks. Visit the legendary Acropolis and discover its timeless structures: the Parthenon, the Erechtheion, and the Temple of Athena Nike. Stroll through Plaka, the oldest neighborhood in Athens, filled with neoclassical buildings, shops, and cafes.
In the afternoon, enjoy a self-guided culinary exploration of Athens. Use local tips to discover authentic tavernas, pastry shops, and rooftop spots with a view.
Day 3
Athens, Mykonos
Onward and Upward
Transfer to the airport for your direct 50-minute flight to Mykonos. Upon arrival, a private driver will take you to your accommodation. Later, enjoy a privately guided walking tour through the whitewashed alleys of Mykonos Town. Sample Cycladic wines paired with local mezes as you learn about the island’s food culture and cosmopolitan past.
Day 4
Mykonos
Beach Bliss
Today is yours to explore or unwind. Soak in the Aegean sun from a beach club, explore the nearby island of Delos, or stroll through boutique-lined lanes and waterside cafes.
Day 5
Mykonos, Santorini
The Journey Continues…
Take a private transfer to the port and board a business-class ferry for a scenic 2-hour cruise to Santorini. Upon arrival, a private transfer takes you to your next stay.
Later, enjoy a private half-day winery tour. Visit local vineyards nestled in Santorini’s volcanic soil and sample a range of indigenous varietals. A curated lunch featuring local ingredients will accompany your tasting.
Day 6
Santorini
Relax and Recharge
Spend your morning as you please; whether lounging poolside or discovering hidden corners of Oia.
In the evening, embark on a 6-hour semi-private sunset cruise. Swim at Red and White beaches, enjoy a freshly prepared BBQ dinner onboard, sip local wine, and witness the sun set below the caldera, an unforgettable moment.
Day 7
Santorini, Rethymno via Heraklion
A Change of Scenery
Take a morning ferry from Santorini to Heraklion, Crete’s capital. Your private driver will then transfer you to the charming town of Rethymno, a blend of Venetian elegance and Cretan warmth.
Day 8
Rethymno
It’s All Ancient History
Today’s full-day private tour explores the cultural richness of Crete. Wander through Rethymno’s old town with its narrow streets, visit ancient ruins, and admire Venetian fortresses that whisper tales of conquest and trade.
Day 9
Rethymno
Live Like a Local
Enjoy a self-guided beach day or explore Rethymno’s lively squares, artisan boutiques, and harborside tavernas. Whether you want total relaxation or cultural discovery, today is yours to shape.
Day 10
Rethymno, Heraklion
Until Next Time…
Your journey concludes with a private transfer from Rethymno to Heraklion, where you’ll begin your return journey, taking with you a lifetime of Greek memories.
More Information
Made to Order
- Choose from a range of places to stay, from impeccable five-star hotels to equally outstanding boutique ones.
- Tailor your trip to include a wide variety of activities, from the must-see’s to the lesser-known, local experiences, and even the exclusive ones you may not know about.
- With no fixed dates or set schedules, you can explore on your terms.
- Whether you’re celebrating one of life’s big moments or looking to fulfill a personal journey, we always work with you to ensure we’re creating a trip-of-a-lifetime.
What’s Included
- A fully customized itinerary based on your interests and schedule
- 24/7 in-destination support from our local office
- All accommodation stays, tours and transfers for scheduled activities are covered, unless otherwise listed in the itinerary
- A private driver for tours and transfers (in some countries our local private guides also act as your driver - your Destination Expert will discuss with you if applicable)
- Local private guides or shared tours that take you through your itinerary highlights and experiences, your final itinerary will confirm the type of tour
- A greeting at the airport or at your accommodation from one of our representatives – your expert will confirm your meet and greet location with you
- Breakfast each morning at your hotel, plus any meals indicated in the itinerary
- One suitcase and one carry-on per person for trip transfers
What’s not Included
- Your international airfare – please do let your expert know if you’d like to receive pricing from our Air Team
- Travel insurance, which we offer and can be purchased after you’ve booked your tour
- Visas (unless noted)
- Tips for services and experiences
- Lunches, dinners and drinks (alcoholic and non-alcoholic), unless specified in the itinerary
- Excess baggage charges, and where applicable, baggage not included in your fare
- Personal charges such as laundry, phone calls, SIM cards or room service
- Early check-in or late check-out from hotels (unless otherwise specified)
- Additional sightseeing, activities and experiences outside of your itinerary
- Optional enhancements like room or flight upgrades, or local camera or video fees
- Passport fees, immunization costs, and local departure taxes (when applicable)
Protect your travel
- We recommend travel protection. Between missed connections, lost or delayed luggage, or medical emergencies, you want some peace of mind that your travel investment is well protected.
- No matter who you buy from, please consider purchasing a travel protection plan before you travel.