Cycladic Seashores
- Duration10 Nights
- StyleHoneymoon
- When to GoMay to Oct
- Price GuideFrom $4,285 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
Milos
- Flights to Milos + Private Transfer to your Milos hotel
- Private half-day island tour with Sarakiniko Beach
Paros
- High- Speed Ferry to Paros+ Private transfer to your Paros hotel
- Private tour of Paros
Naxos
- High-speed ferry to Naxos + Private transfer to your Naxos hotel
- Private Culture Village Tours of Naxos with food tasting
Athens
- Flight to Athens + private transfer to hotel & cocktails reservation at Athenian Acropolis-view rooftop
- Private Acropolis & Acropolis Museum tour
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 chauffeur-driven premium vehicle transfers throughout
- 10 nights in luxury hotels with breakfast
- Flights from Athens to Milos
- Private half-day island tour with Sarakiniko Beach in Milos
- Prebooked high-speed Club Class ferry tickets from Milos to Paros
- Private Paros Island Tour
- Prebooked high-speed Club Class ferry tickets from Paros to Naxos
- Private Culture Village Tours of Naxos with food tasting
- Flights from Naxos to Athens
- Private guided tour of Acropolis and Acropolis Museum
- Cocktails reservation at Athenian Acropolis-view rooftop
- 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 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 in Milos


The adventure begins with your flight to Milos Island, where you’ll be greeted with a warm welcome and provided a private transfer to your hotel with its stunning sea view. After checking in and getting settled, the rest of the day is yours. Breathe in the fresh, salty sea air while admiring the endless blue of the Aegean, perhaps while lounging around a sparkling pool. In such a tranquil setting, you’ll feel as if you’re worlds away from busy day-to-day life, ideal for relaxation and romance. Refreshing cocktails and seasonal Mediterranean dishes prepared using locally sourced produce complete the picture.
- Day 2
Private Milos Island Tour with Sarakiniko Beach


Get to know Milos with an expert local guide, discovering highlights like Sarakiniko Beach, which looks as if it were created for a sci-fi film with smooth, moon-like rock formations. The chalk-white rocks are popular for sunbathing, while the cobalt waters that lap against them are perfect for refreshing dips in between. Explore Papafragkas, a sea cave and former pirate hideout with a tiny, secluded beach and a swimming hole with crystal-clear water; witness the site where the Venus de Milo statue was uncovered in 1820, and ancient theater ruins, in addition to wandering through the capital of Plaka and Klima, a colorful fishing village.
Meals Included:
BreakfastExperience Included:
Private Milos Island Tour with Sarakiniko Beach - Day 3
Day at leisure


You can enjoy the day at your leisure, but we highly recommend our optional tour. You’ll head out by boat for a full-day, small-group excursion with a maximum of just 11 guests. It’s your opportunity to cruise around the coast to discover some of the most mesmerizing beaches, departing from the peaceful village of Pollonia. Stops for exploring and swimming, and a homemade lunch, snacks, and drinks are all included. Prefer to stay on land? Perhaps see more of Plaka, like the archaeological museum showcasing pieces from the late Neolithic to the Byzantine period, and the hilltop Panagia Korfiatissa Church for an awe-inspiring sunset.
Meals Included:
Breakfast - Day 4
Transfer to Paros + Private transfer to your Paros hotel


Our driver will meet you upon checkout of your hotel for the private transfer to the main ferry port, where you’ll catch the ferry to your next island: Paros. Nestled between Sifnos and Naxos, it’s about an hour and 45-minute journey from Milos and home to Panagia Ekatontapiliani, the famous 4th-century AD Church of 100 Doors. The island also has many photogenic beaches, like Insta-famous Koymbithres with its unique rock formations and craggy coves. Upon arrival, a private transfer brings you to your 5-star hotel, where you’ll find a 5-star sea view to admire before heading to the restaurant where we’ve reserved your table.
Meals Included:
Breakfast - Day 5
Private Paros Island Tour


It’s time to get to know Paros more in-depth with your own private driver-guide. Starting from the historic capital of Parikia, you’ll stroll through the Old Agora with its Frankish Castle, and see one of the island’s top sights, the ancient Byzantine Church of 100 Doors (Panagia Ekatontapiliani). Next, visit the lively harbor town of Naousa with its famous Venetian Castle, followed by the peaceful mountain village of Lefkes, renowned for its imposing marble Byzantine church and its magnificent views. You’ll wander through the coastal villages of Alyki and Piso Livadi before concluding at Agioi Anargyroi for a golden sunset over Parikia Bay.
Meals Included:
BreakfastExperience Included:
Private Paros island tour - Day 6
Transfer to Naxos + Private transfer to your Naxos hotel


Your Signature Island Escape continues by cruising over to neighboring Naxos, separated from Paros by a narrow channel. Our driver will meet you for the private transfer to the port to catch the ferry for a short and scenic ride. Naxos is easily recognizable by the Portara, a massive unfinished marble doorway at the entrance to its harbor, dating to 539 BC. Upon arrival, you’ll be met by another driver for the private transfer to your elegant accommodation by the sea. With the rest of the day yours, you’ll be perfectly situated for unwinding on the soft, sandy shores Naxos is so well known for.
Meals Included:
Breakfast - Day 7
Day at leisure


With the day at leisure, you might spend it at the beach. Or, with so much to see and do in Naxos, allow our travel specialists to arrange a tour. If you’re interested in learning about its long tradition of marble-carving, join a workshop that will allow you to make your own souvenir using both traditional and modern techniques. Or consider a guided trek along the roughly 2.8-mile path on Mount Zeus, where you’ll likely see (and hear) the many bell-wearing goats as you make your way to the top for a panoramic view of the surrounding islands, spread like jewels across the sea.
Meals Included:
Breakfast - Day 8
Private Culture Village Tour with Food Tasting


Today’s tour brings you to the mountainous “marble village” of Apeiranthos. Built in amphitheatrical style on the slopes of Mount Fanari, it has a medieval feel with Venetian-era architecture and extensive use of local marble along its narrow streets and alleyways. Your tour goes beyond the natural and manmade beauty, focusing on the food that the late chef/TV personality/traveler Anthony Bourdain raved about during an episode of “Parts Unknown.”
You’ll quickly learn why he loved it, while sampling everything from goat cheese with honey to smoked ham, homemade bread, a cheese plate with raki, and dessert with kitron, the local liqueur.
Meals Included:
BreakfastExperience Included:
Private Culture Village Tour with Food Tasting
- Day 9
Transfer to Athens + Cocktail Reservation at Athenian Acropolis View Rooftopi


It will soon be time to head to mainland Greece, but the fun isn’t over just yet. Our driver will meet you upon checkout at your hotel for the private transfer to Naxos Airport. After the short flight, another driver will be waiting to provide the private transfer to your hotel in the city. We’ve reserved you a spot on an Athenian rooftop for sipping cocktails with a view of Acropolis Hill and the world-class monuments atop it, like the famous Parthenon overlooking the city for over 2,500 years. In its illuminated beauty after dark, it’s even more impressive.
Meals Included:
BreakfastExperience Included:
Cocktail Reservation at Athenian Acropolis View Rooftop
- Day 10
Private Acropolis and Acropolis Museum Tour


You can’t leave Athens without having explored Acropolis Hill, an eternal symbol of the birthplace of Western democracy. We’ve arranged a tour with an expert guide who will bring you from your hotel to admire the 5th-century BC monuments, including the Parthenon and Temple of Athena Nike, for a trip back in time. Your guide will bring the past to life while walking in the footsteps of ancient greats like Socrates.
Then, step into the New Acropolis Museum at the base of the hill to see artifacts that have managed to stand the test of time, from the Archaic to Roman eras.
Meals Included:
BreakfastExperience Included:
Private Acropolis and Acropolis Museum Tour
- Day 11
Departure
This morning, your Signature Island Escape comes to an end, having explored three of our favorite islands and some of the top sights in the Greek capital itself.
After checking out of your Athens hotel, you’ll take a private transfer to Athens International Airport. Of course, if you aren’t ready to go just yet, feel free to ask our travel specialists about creating a bespoke itinerary addition, perhaps visiting more of the Cyclades, heading west to the Ionians, or even combining Greece with another country.
Otherwise, catch your flight to begin your return journey home, accompanied by countless photos and memories of a lifetime.
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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