Greek Island Hopping
Paros – Milos – Santorini
Discover the best of the Cyclades on this relaxed 13-day journey.
From AUD$8270
6 Oct 2026
12 nights
Women only
Inclusions
Trip Highlights and Activities
Travelling solo?
You’ve got a few great options:
- Come to a Ladies Who Travel Meet Up and find a travel partner
- Pay the AUD$2225 single supplement for your own private room
- Share a room; we’ll match you with another Ladies Who Travel member
- Or bring your partner, friend, or family member – this trip is for women only!
Begin in Athens with a welcome dinner before sailing to Paros, your home base for several days of village exploring, island touring and beach time.
From Paros, take day trips to Naxos – famous for its Portara and the mountain village of Apeiranthos – and to Mykonos, where you can wander Little Venice, see the windmills and browse boutique-lined streets.
Continue to Milos, known for its volcanic landscapes and incredible beaches. Cruise by catamaran to the coves of Kleftiko, visit the moon-like Sarakiniko beach and explore charming Plaka at sunset.
Finish in spectacular Santorini with a wine tasting and food pairing, a stunning coastal hike from Fira to Oia, a sunset catamaran cruise and a farewell dinner overlooking the caldera. A perfect blend of scenery, culture and slow-paced island life.
Welcome to Greece!
Arrive in Athens and check into your hotel before meeting your group for the welcome meeting in the evening.
If arriving early, explore some of Athens’ iconic highlights: the Changing of the Guard at Syntagma Square, National Gardens, Temple of Olympian Zeus, the original Olympic Stadium, and the Acropolis with sweeping city views.
In the evening, enjoy an included group welcome dinner at a local taverna – the perfect introduction to Greece’s 4000-year culinary culture.
Accommodation: Acropolis Hill Hotel (or similar). Included Meals: Welcome Dinner
This morning, you’ll transfer to Piraeus Port and board the ferry to Paros, one of the most charming and relaxed islands in the Cyclades.
After arriving, enjoy a guided island tour to discover Paros’ highlights. Explore Parikia, including the famous Ekatontapiliani (Church of 100 Doors), then cross the island past ancient marble quarries and green hills to Marpissa, where a local cultural centre offers insight into traditional island life.
Continue to Naoussa, known for its whitewashed lanes, Venetian castle and picturesque harbour.
Enjoy free time back in Parikia, with the option to join your group for dinner or drinks.
Accommodation: Pyrgaki Hotel (or similar)
Included Meals: Breakfast
Included Activities: Highlights of Paros Half Day Island Tour with Local Guide
Enjoy a relaxed morning before meeting your tour leader for a private transfer to one of Paros’ beautiful sandy beaches.
Spend a couple of hours swimming, unwinding and soaking up the Aegean sunshine.
In the evening, visit the charming harbour village of Naoussa, where you’ll enjoy an included dinner at a traditional local taverna.
Accommodation: Pyrgaki Hotel (or similar)
Included Meals: Breakfast & Dinner
Included Activities: Beach day, including transfers, sun beds with one drink, and visit to Naousa village with dinner
This morning, board the ferry for a full-day excursion to Naxos. Explore Chora, wandering through its atmospheric Venetian Castle district before walking out to the island’s iconic Portara, the giant marble gateway of Apollo’s Temple.
At midday, continue to the beautifully preserved mountain village of Apeiranthos, known for its unique architecture, stone-paved alleys and impressive old towers. Enjoy an included lunch with your tour leader, followed by free time to explore at your own pace.
Return to Paros in the afternoon. The evening is yours to enjoy Parikia, or join fellow travellers for a relaxed drink.
Accommodation: Pyrgaki Hotel (or similar)
Included Meals: Breakfast & Lunch
Included Activities: Day trip to Naxos by ferry, Naxos walking tour by tour leader, visit Apeiranthos village with lunch
Today is yours to enjoy Paros at your own pace.
This lovely island offers plenty to see and do – from joining a cooking class or visiting a local farm with tastings to taking an optional trip to nearby Antiparos, a favourite hideaway for royals and celebrities.
Or simply relax on one of Paros’ beautiful beaches and cool off with swims in the Aegean Sea.
Your tour leader can help with recommendations and activity bookings.
In the evening, meet the group again for an included sunset dinner in Parikia.
Accommodation: Pyrgaki Hotel (or similar)
Included Meals: Breakfast & Dinner
Included Activities: Sunset dinner Parikia
Today you’ll travel by ferry to Mykonos for a full-day exploration. Wander the charming laneways of Mykonos Town, visit the iconic windmills, soak up the waterfront vibes of Little Venice, and browse the island’s chic designer boutiques.
Depending on ferry schedules and availability, there may also be an option to visit the nearby Delos archaeological site, one of Greece’s most important ancient landmarks. Your tour leader will advise on today’s possibilities.
Return to Paros in the afternoon and enjoy a free evening to relax or explore Parikia at your own pace.
Accommodation: Pyrgaki Hotel (or similar)
Included Meals: Breakfast
Included Activities: Day trip to Mykonos
Today, travel by ferry for approximately 4 hrs to Milos Island.
Found in the southwest part of the Cyclades, this island has a handful of singular natural landscapes contributed by volcanic activity; mysterious rock formations, curious soil colours and numerous jaws dropping beaches.
After setting up at your hotel there will be free time to explore Adamadas, main town of Milos and in the evening join your tour leader for a local dinner at the sea front.
Accommodation: Rigas Hotel (or similar)
Included Meals: Breakfast & Dinner
Included Activities: Orientation walk by the leader & seafront dinner
Discover Milos from the water on a semi-private half-day catamaran tour.
Cruise along the island’s dramatic coastline, stopping to swim in crystal-clear coves and admire volcanic rock formations.
The highlight: an unforgettable visit to world-famous Kleftiko Beach, known for its turquoise waters, sea caves and incredible natural scenery.
Accommodation: Rigas Hotel (or similar)
Included Meals: Breakfast & Lunch
Included Activities: Semiprivate Catamaran tour
Start your day early with a visit to Sarakiniko Beach, one of Milos’ most iconic landscapes. With its chalk-white rock formations and vivid blue water, it feels like stepping onto a movie set—perfect for stunning photos.
Enjoy time for a refreshing swim before returning to the hotel.
In the evening, head to the traditional hilltop village of Plaka. Wander its charming lanes, browse small local shops and soak up beautiful sunset views.
Enjoy free time for dinner and drinks at your leisure.
Accommodation: Rigas Hotel (or similar)
Included Meals: Breakfast
Included Activities: Visit Sarakiniko Beach & Plaka Village
Depart from Milos in the morning and travel by ferry to the spectacular island of Santorini.
On arrival in Fira, you’ll be met and transferred to your stunning hotel—a beautiful whitewashed property in classic Cycladic style, complete with a swimming pool.
In the afternoon, join your tour leader for a wine-tasting and food-pairing experience. Santorini’s volcanic soil produces some of Greece’s most distinctive and high-quality wines, making this the perfect introduction to the island.
Accommodation: Orama Hotel (or similar)
Included Meals: Breakfast
Included Activities: Wine tasting and food pairing
Begin your day with a breathtaking 2.5-hour hike along the caldera from Fira to Oia.
This scenic trail winds through charming villages and dramatic cliffside paths, offering panoramic views of the Aegean Sea and iconic whitewashed architecture—perfect for unforgettable photos and peaceful moments.
Wrap up your day with a sunset catamaran cruise around the caldera. Enjoy swimming stops, views of the volcanic islands, and a freshly prepared dinner served onboard. As the sun sets over the horizon, you’ll experience one of Santorini’s most magical moments from the water.
Accommodation: Orama Hotel (or similar)
Included Meals: Breakfast & Dinner
Included Activities: Sunset Catamaran Cruise
Enjoy a full free day to explore Santorini at your own pace.
You may choose to visit the Akrotiri archaeological site, wander through island villages, or simply unwind on one of Santorini’s beautiful beaches.
In the evening, join your tour leader for a memorable farewell dinner with sunset views—the perfect way to end your Greek island adventure.
Accommodation: Orama Hotel (or similar)
Included Meals: Breakfast & Dinner
Included Activities: Farewell dinner with sunset view
After breakfast, your Greek Island hopping tour comes to an end.
Included Meals: Breakfast
If you’d like help planning your onward journey, we can assist with:
Return flights home
Airport transfers
Additional accommodation in Santorini or other Greek destinations.
