Go Greek Island-Hopping
Greek island holidays: Santorini and beyond.
How does Greek island-hopping work? Ferries, routes and planning tips.
Few travel experiences feel as effortlessly dreamy as Greek island-hopping - where each day brings a new island, a new landscape and a new pace of life. For Kiwi travellers seeking sunshine, culture and variety in one unforgettable trip, Greek island holidays deliver it all.
Scattered across the Aegean Sea, Greece’s islands offer a mix of iconic beauty and hidden charm - from whitewashed villages perched above turquoise waters, to quiet coves, ancient ruins and vibrant local culture. Whether you’re travelling by ferry or a small cruise, Greek island-hopping itineraries give you the freedom to experience multiple destinations in one seamless journey.
And the best part? No two islands are the same.
Why go Greek island hopping?
The magic of Greek island-hopping lies in the contrast. One day you might be swimming in a secluded bay on a lesser‑known island, and the next wandering lively streets filled with cafés, boutiques and historic sites.
Rather than staying in one place, island hopping allows you to:
- Experience a variety of landscapes and beaches
- Discover different local cultures and traditions
- Balance relaxation with exploration
- Create a personalised, flexible itinerary
For travellers coming all the way from New Zealand, it’s one of the best ways to make the most of your time in Greece - combining multiple destinations into one unforgettable journey.
Start with Santorini: Greece’s iconic island.
No Greek island holiday is complete without visiting Santorini, one of the most recognisable destinations in the world.
Famous for its dramatic caldera views, whitewashed buildings and blue‑domed churches, Santorini is every bit as breathtaking as the photos suggest. Perched on the edge of a volcanic crater, villages like Oia and Fira offer panoramic views over the Aegean - especially at sunset, when the sky transforms into shades of gold, pink and deep orange.
Spend your days exploring cliffside lanes, relaxing by infinity pools or discovering unique volcanic beaches. In the evening, settle in for a long, leisurely dinner overlooking the sea - the perfect way to soak up Santorini’s romantic atmosphere.
Discover the charm of Paros and Naxos.
Beyond Santorini, the Cyclades islands reveal a more relaxed and authentic side of Greece.
Paros is a favourite for its balance of beauty and ease. Wander through charming villages lined with bougainvillea, explore sandy beaches and enjoy buzzing waterfront tavernas without the crowds of the more famous islands.
Nearby, Naxos offers a richer mix of history and landscape. Known for its fertile land and traditional villages, it’s a place where you can spend your mornings exploring ancient ruins and your afternoons swimming in crystal‑clear water.
Together, these islands showcase the diversity that makes Greek island-hopping holidays so rewarding.
Step back in time on Delos.
For history lovers, a stop at Delos is a must on any Greek island-hopping itinerary.
This UNESCO World Heritage site is one of Greece’s most important archaeological locations, believed to be the mythological birthplace of Apollo and Artemis. Walking through its ancient ruins, you’ll see remarkably preserved mosaics, temples and statues - offering a fascinating glimpse into the past.
It’s a powerful contrast to the laidback island lifestyle, adding depth and storytelling to your journey.
Hidden gems: Amorgos, Milos and Ios.
If you’re looking to experience the Greek islands beyond the usual highlights, adding a few lesser‑known destinations can transform your itinerary.
Amorgos is all about raw beauty - think dramatic cliffs, deep blue seas and scenic walking trails. It’s quieter, more remote and perfect for travellers seeking something unspoiled.
Milos, shaped by volcanic activity, is famous for its otherworldly coastline. Explore sea caves, swim in hidden coves and discover beaches with striking white rock formations unlike anywhere else in Greece.
Then there’s Ios, a laidback island that blends beautiful beaches with a relaxed, social atmosphere. Spend your days unwinding by the water and your evenings exploring lively tavernas and sunset viewpoints.
Each island adds a new layer to your Greek island-hopping experience, making the journey feel full of discovery.
FAQs: Greek island-hopping
How to travel between the Greek islands.
One of the most common questions Kiwi travellers ask is: how does Greek island hopping actually work?
The good news is it’s easier than you might think.
Ferries connect most major islands, offering a scenic and convenient way to travel. You can choose from:
- High‑speed ferries for quicker travel
- Traditional ferries for a more relaxed journey
- Small‑ship cruises for a fully guided experience
Many travellers opt for a mix of independent ferry travel and pre‑planned itineraries. Alternatively, booking a Greek island-hopping package or speaking with a travel expert ensures your connections, timing and accommodation are all seamlessly arranged.
When is the best time for Greek island holidays?
Timing can make a big difference to your experience - especially when planning Greek island holidays from NZ.
- May to June and September to October are ideal, offering warm weather, fewer crowds and excellent value
- July to August is peak summer, with lively atmospheres and long sunny days, but higher demand
- April and early May are quieter, with spring blooms and cooler temperatures
For many Kiwi travellers, shoulder seasons strike the perfect balance between great weather and a more relaxed pace.
How do you plan a trip from New Zealand?
Travelling to Greece from New Zealand is a long journey, but one that’s absolutely worth it.
Most Greek island holidays from NZ involve flying into Athens, followed by a domestic flight or ferry to your first island. From there, your island-hopping adventure begins.
Because of the distances involved, many travellers choose to:
- Spend time exploring Athens before heading to the islands
- Combine Greece with other European destinations
- Work with a travel expert to simplify logistics
With multiple islands, ferry schedules and accommodation to consider, having everything planned in advance ensures a smoother and more enjoyable trip.
Why book your Greek island holiday with House of Travel?
Planning a Greek island-hopping itinerary can feel overwhelming - but it doesn’t have to be.
At House of Travel, we help turn complex travel plans into seamless, stress‑free experiences. Our specialists understand the Greek islands inside and out, helping you choose the right islands, routes and travel style for your trip.
We can:
- Design a personalised Greek island-hopping itinerary
- Recommend the best islands based on your travel style
- Arrange ferries, flights and accommodation
- Package everything into one easy booking
Whether you’re dreaming of a romantic escape, a cultural adventure or a mix of both, we’ll help you create a holiday that feels effortlessly right.
If Greece has been sitting on your Book‑It List, there’s no better way to experience it than by hopping from island to island. From the iconic beauty of Santorini to the hidden charm of lesser‑known gems, Greek island holidays offer something for every kind of traveller - with just the right balance of relaxation, adventure and discovery.
Ready to go Greek island hopping?
Explore our latest Greek island hopping deals or speak to your local House of Travel specialist to start planning your dream escape.
Explore our Greece holidays & cruises 19
ONLY AT HOUSE OF TRAVEL
Taste of Greece
Discover the timeless beauty of the Eastern Mediterranean on a captivating journey roundtrip from Piraeus. Wander the iconic whitewashed streets of Mykonos, uncover the ancient wonders of Kusadasi, and immerse yourself in the rich history and vibrant culture of Istanbul.
After a relaxing day at sea, marvel at the breathtaking cliffs and sunsets of Santorini before returning to Athens.
Blending iconic destinations, ancient history, and stunning island scenery, this voyage is the perfect Mediterranean escape.
Flights Additional
Departs 12 May 2027
HOT EXCLUSIVE
STAY & CRUISE
Timeless Greece & Türkiye
Discover the ancient wonders of Greece and Türkiye with Holland America Line. From the whitewashed beauty of the Greek Isles to Istanbul’s vibrant Bosphorus and Türkiye's storied coastline, this Eastern Mediterranean voyage blends history, culture and sun-soaked shores.
On the Oosterdam enjoy World Stage, home to a variety of performances and lectures day and night, dance to your favourite songs at the Rolling Stone Lounge or sing along and test your music trivia with Billboard Onboard. For leisurely days at sea try your hand at the Pickleball courts that have amazing top-deck views or rejuvenate at Greenhouse Spa & Salon®.
Inside Stateroom
Flights are additional
Departs 12 Oct 2026
CREDIT ONBOARD
Mediterranean Isles & Rome Escape
Discover the timeless beauty of the Mediterranean on a 12-night cruise journey from Rome to Athens aboard Enchanted Princess. Begin with a 2-night stay in Rome, where ancient history, iconic landmarks and authentic Italian cuisine set the scene for your holiday. Cruise through stunning Mediterranean destinations rich in culture, coastal beauty and historic treasures. A seamless escape combining immersive sightseeing with the comfort and style of Princess Cruises.
Interior Stateroom
Flights are additional
Departs 20 May 2027
AMAZING SAVINGS*
Greek Islands from the Corinth Canal to the Bosporus
Embark on a luxurious 11-Night cruise starting in Athens, the historical capital of Greece. Sail through the remarkable Corinth Canal, a feat of engineering that connects the Aegean and Ionian seas. Explore the quaint town of Itea and visit the charming port of Katakolon, getaway to the ancient site of Olympia. Discover the beautiful city of Chania, resplendent with its Venetian harbour and bustling markets, be enchanted by stunning views of Santorini Island and in Türkiye, immerse yourself in the ancient history of Kusadasi. Then relax in the seaside town of Kepez, popular for its scenic coastline and delicious seafood. Conclude your adventure in the vibrant city of Istanbul, where east meets west and ancient meets modernity.
Oceanview Stateroom
Flights Additional
Departs
ONBOARD CREDIT
Mediterranean Reverie - May 2027
Discover the heart of the Mediterranean on a 14-night journey from Barcelona to Rome. Travel through a tapestry of sun-drenched coastlines, historic ports and culturally rich destinations, from charming seaside villages to iconic ancient cities. Explore world-renowned landmarks, indulge in regional cuisine and soak up the vibrant atmosphere of Southern Europe. A captivating escape filled with history, beauty and unforgettable Mediterranean moments.
Cunard staterooms are among the most spacious at sea with Penhaligon toiletries, twice-daily turndown service and sparkling wine on arrival. Princess and Queens Suites offer additional benefits including a personal butler. A host of activities are available onboard including open-air pools and gym facilities and the daily programme will have live music, theatre performances, guest speaker events and the famous signature Afternoon Tea and Gala Evenings.
Inside Stateroom
Flights are additional
Departs 14 May 2027
DRINKS PACKAGE
2027 SAILING
Aegean Dreams
Sail the Mediterranean onboard the stunning Norwegian Viva®. With ample outdoor deck space, you can stay connected to the sea along the 360º Ocean Boulevard or enjoy a dip in an Infinity Hot Tub. Throughout your journey, you’ll feel prioritized and pampered thanks to the ship’s high staff-to-guest ratio.
From the luxurious Mandara Spa® and the mesmerizing three-story theatre that transforms into a Vegas-style nightclub to the zoomy Viva Speedway and immersive virtual-reality games, this ship is sophisticated and fun—get ready to live it up!
Inside Stateroom
Flights are additional
Departs 11 Jul 2027
Classic Mediterranean
Enjoy three nights in captivating Istanbul, where the treasures of the Grand Bazaar and centuries of history set the scene for your Mediterranean escape. Then step aboard Oceania Allura, a captivating new ship offering exceptional service with two staff members for every three guests. Set sail on an unforgettable voyage, from the whitewashed charm of Mykonos and the medieval beauty of Dubrovnik to the dramatic shores of Kotor and the timeless icons of Italy, including Rome and Florence, before concluding with two nights in vibrant Barcelona.
Savour The Finest Cuisine at Sea® and enjoy exceptional value with Oceania’s Your World Included™, featuring gourmet speciality restaurants, in-suite dining, unlimited WiFi, gratuities and more — always included.
Veranda Stateroom
Departs 13 Oct 2026
HOT EXCLUSIVE
2027 SAILING
Ancient Empires
Walk in the footsteps of philosophers in ancient Athens during a three-night hotel stay before cruising the Eastern Mediterranean with Azamara Cruises. Discover Alexandria’s rich heritage, Türkiye’s sun-soaked harbours and the captivating charm of the Greek Isles.
Cruise on Azamara Onward, your boutique hotel at sea, where practically everything is included and the atmosphere is laid-back. You can relax onboard on sun-drenched decks, in the refreshing pool, and revitalizing spa. There's never a dull moment onboard with celebrations, cultural performances, and cocktails!
Oceanview Stateroom
Flights are additional
Departs 31 Mar 2027
Highlights of Greece
SAVE UP TO $2897pp
Divine Cyclades
The Mediterranean with The Ritz-Carlton Yacht Collection
Discover the timeless charm of the Mediterranean with The Ritz-Carlton Yacht Collection. Glide past cliff-clinging villages, historic ports, and iconic landmarks, from the blue-domed churches of Santorini to the monumental treasures of Rome and the Vatican. Aboard your luxurious superyacht, unwind as you explore charming harbours, pristine beaches, and centuries-old traditions, all with the signature comfort and service of The Ritz-Carlton experience.
Sun-drenched Rivieras
Departs 4 Jul 2026
Cruises from Malta
Sailing from Valletta, Malta’s cultural gem, P&O Cruises UK takes you on an unforgettable Mediterranean journey. Explore the stunning coastlines and vibrant cultures of Italy, Greece, Croatia, France, Spain, and Turkey, where ancient ruins, charming villages, sun-kissed beaches, and delectable cuisine await.
View Cruises from Malta 2026 Sailings
View Cruises from Malta 2027 Sailings
P&O Cruises UK combines British charm with modern cruising comforts. Enjoy elegant dining, West End-style entertainment, and a warm, friendly atmosphere throughout the fleet. Whether you’re relaxing poolside, sampling afternoon tea, or catching live music under the stars, every moment at sea feels effortlessly easy and wonderfully familiar.
Sun, History & Shores
Departs 2 Jul 2026
Aegean Charm
Touch of Paradise
Taste of Athens
SPECIAL SAVINGS
Mediterranean with Lindblad Expeditions
Cruising the storied coastlines of the Mediterranean with National Geographic and Lindblad Expeditions offers an unmatched blend of history, culture, and natural beauty. Aboard a small expedition ship, travelers explore ancient ruins, vibrant coastal villages, and idyllic islands, all while guided by expert historians, photographers, and naturalists. Each day brings opportunities for deeper insight—whether walking cobbled streets once trodden by emperors or snorkeling in clear, cerulean waters teeming with marine life. This is exploration refined, where every moment connects you more deeply to the soul of the Mediterranean.
Ancient Mediterranean: Exploring Greece, Croatia and Albania - 7 Nights onboard NG Orion
Athens, Greece to Zadar, Croatia
04 Aug - 11 Aug 26
Multiple departure dates Jun, Aug, Sep 2026 & May & Aug 2027
Ports of call: Athens, Greece, Corinth Canal / Delphi, Kefalonia, Corfu / Butrint, Albania, Kruje/Divjake-Karavasta National Park, Dubrovnik, Komiža, Vis Island, Zadar
From $10,775 per person share twin Main Deck Stateroom
Special Savings**
Adventure Awaits
Departs 4 Aug 2026
SAVE UP TO 20%
European Autumn in the Aegean Sea
Experience the enchanting allure of Greece—from the royal tombs of Vergina in Thessaloniki to the charming island of Skiathos, where scenes from Mamma Mia! were filmed. Wander the medieval streets of Kavala and sail along the dramatic coastline of Mount Athos, a rocky peninsula crowned with twenty awe-inspiring monasteries nestled among chestnut forests.
With only 92 staterooms and suites, your intimate and luxurious ship, Le Bougainville, offers inviting, spacious common areas—including an underwater lounge—and features a refined, open-to-the-sea design with sleek exterior lines, all thoughtfully crafted for exploration and discovery in comfort and style.
Prestige Stateroom
Flights are additional
Departs 1 Nov 2026
Mediterranean Icons
Set sail on an unforgettable 14-night Mediterranean adventure with Celestyal Cruises. Departing from Athens, these curated itineraries blend history, culture and stunning coastlines. Discover iconic destinations including Venice, Dubrovnik, Crete and Kusadasi, with overnight stays in Santorini and Mykonos to soak up the local charm.
View Mediterranean Icons 2026 Sailings
View Mediterranean Icons 2027 Sailings
Enjoy ultimate value with Celestyal One fares which include complimentary WiFi, meals and soft drinks throughout the day - amenities that are always included. For beverages from the bar and specialty dining there is CelestyalPay, your dedicated food and drink tab when you're onboard. Plus, when you pre-pay you'll get an extra bonus on Celestyal!
Fantastic Value
Departs 29 Aug 2026
Greek Islands
Set sail with Celestyal Cruises on a fantastic Greek island hoping cruise and explore charming seaside villages, medieval treasures, and iconic sunsets. Whether it's a thrilling 3-night weekend, or a 7-night adventure, with departures from Athens, Crete, Thessaloniki, and Kusadasi, there's a cruise for you.
View Greek Islands 2026 Sailings
View Greek Islands 2027 Sailings
Enjoy ultimate value with Celestyal One fares which include complimentary WiFi, meals and soft drinks throughout the day - amenities that are always included. For beverages from the bar and specialty dining there is CelestyalPay, your dedicated food and drink tab when you're onboard. Plus, when you pre-pay you'll get an extra bonus on Celestyal!
Fantastic Value
Departs 3 Jul 2026
Connect with our Greece specialists
Rosie Grimwood
House of Travel Kapiti Coast
Embarking on a journey, whether it's a leisurely escape or an adventurous expedition, requires meticulous planning and a touch of expertise to transform travel into unforgettable experiences. That's where I come in.
As your travel consultant, I don't just see it as a job; it's a passion that drives me to curate journeys tailored to your desires and aspirations.
Whether you crave the adrenaline rush of scuba diving in Thailand, the thrill of jungle treks in Costa Rica, the freedom of backpacking through Asia, or relaxing on a white sandy beach, I am here to help create the perfect itinerary for you.
Rosie
Lesley Masters
House of Travel Lower Hutt
Lesley
Petra Otte
House of Travel Wellington City
Having spent 40+ years, 30 owning my own HOT outlet here in the heart of Wellington, in this exciting and ever changing industry you could say that extraordinary resilience is at the top of my skite sheet given the many and varying challenges that have faced travellers over the years.
My clients and colleagues describe me as a passionate people person, who endeavours to get the best out of a traveller's investment.
It is important for me to be inclusive of everyone within a travelling party, to hear the voice of each traveller, and ensure everyone's wishes are met.
Having been to all continents bar Antarctica which is high on my list, I have also travelled in all styles from budget overland backpacking to luxury cruises which allows me to relate to all clients and work with you for what is best for you.
Petra
Lisa Glassey
House of Travel Johnsonville
I've been in the industry for over 25 years and love creating amazing holidays from Tours, Cruising, Luxury holidays through to Expeditions.
My aim is to turn the ordinary into extraordinary where clients have wonderful memories for years to come.
?Lisa
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