Set off on a 16-day journey through Greece’s most enchanting islands: the Cyclades. Start in ancient Athens, where history and modern life meet beneath the shadow of the Acropolis, before heading into the deep blue of the Aegean. From Syros’s stately charm and Tinos’s sacred atmosphere to Andros’s lush landscapes and Mykonos’s famous nightlife, each island reveals a different side of Greece. End your adventure with Santorini’s breathtaking caldera views and Ios’s laid-back island vibes — the perfect finale to your Greek odyssey.
Throughout your trip, enjoy stays in comfortable hand-picked hotels, smooth ferry rides between islands, and a carefully curated itinerary that balances exploration and relaxation. Discover the best of Greek island life — authentic cuisine, sun-kissed beaches, and timeless island beauty.
Duration
Destination
Start/Ends in
16 Days
Athens / Athens
Hotels
Group Size
Age Requirement
3 & 4 Star
12-42 People
18+
Trip Rating
Trip Theme
Departs
0
0 reviews
Classic,Island Hopper
May to October
Why You’ll Love This Tour
Experience the best of Greece with a seamless 16-day island-hopping journey across Athens and the Cyclades — including Mykonos, Santorini, Ios, Syros, Tinos, and Andros.
Explore charming island towns filled with whitewashed houses, blue-domed churches, and vibrant local markets.
Enjoy a perfect blend of relaxation and discovery, from sunbathing on golden beaches to uncovering hidden cultural gems and historical sites.
Travel in comfort with hand-picked accommodations and organized ferry transfers between the islands.
Taste authentic Greek cuisine at local tavernas and soak up the island nightlife that makes the Cyclades world-famous.
Be guided by local experts who share insider tips, stories, and the best photo spots to capture your Greek island adventure.
The most beautiful sunset in the world... This volcanic island has unique scenery with its multi-colored cliffs and beaches.
Syros
Discover Syros, a hidden gem of the Cyclades, blending neoclassical elegance with island charm.
Tinos
Known as the island of art and spirit, Tinos captivates with its marble-carved villages, sacred monasteries and stunning Aegean views.
Itinerary
Itinerary
Kick off your Greek adventure in the vibrant city of Athens! Settle into your centrally located hotel and meet in the lobby around 7:00pm for an informal meeting with your guide and other tour members. Afterwards, join us for an optional group dinner to get to know your new travel mates.
Accommodation Arion Hotel – 3 Star
Included Activities
Welcome Meeting
Optional Activities
Group Dinner
Let’s start our tour in Greece’s capital, Athens, which is one of the world’s oldest cities with history spanning back over 3000 years and is considered the birthplace of Western Civilization. Take a step back in time and explore an amazing array of historical and cultural sites in our city tour including: the National Library, the Academy, Constitutional Square and Parliament, The Temple of Zeus, and of course, the iconic Parthenon and Acropolis. The night is free for you to explore more of this incredible city.
Accommodation Arion Hotel – 3 Star
Meals Included Breakfast
Included Activities Athens City Tour
Entrance Fees Acropolis – EUR 20
Board your ferry and set sail for the stunning Cycladic island of Syros! Upon arrival, enjoy a guided walk through the elegant town of Ermoupoli, famous for its neoclassical architecture, marble squares, and lively port. In your free time, you can relax at Asteria Beach, browse local shops, or enjoy a traditional seafood taverna overlooking the Aegean Sea.
Accommodation Hermes Hotel – 3 Star
Meals Included Breakfast
Included Activities
Orientation Walk in Syros
Immerse yourself in the beauty of Syros with a full day to explore at your own pace. Visit Ano Syros, perched on the hill with its charming alleys and panoramic views, or discover the Apollon Theatre and Church of Agios Nikolaos. Sample local delicacies and enjoy a sunset stroll along the vibrant waterfront.
Accommodation Hermes Hotel – 3 Star
Meals Included Breakfast
Hop on a ferry to the spiritual and scenic island of Tinos! Take a guided orientation walk through the town, visiting the iconic Church of Panagia Evangelistria and exploring local markets filled with traditional crafts.
Accommodation Oxygen Favie Hotel – 3 Star
Meals Included Breakfast
Included Activities Orientation Walk in Tinos
Enjoy a full day on the enchanting island of Tinos. Wander through artisan villages, taste the island’s famous cheeses and honey, or relax on tranquil beaches like Kolymbithra. For culture lovers, visit the Museum of Marble Crafts or take a scenic countryside walk dotted with traditional windmills and dovecotes.
Accommodation Oxygen Favie Hotel – 3 Star
Meals Included
Breakfast
Today, we are setting sail to the lush island of Andros, known for its green landscapes and charming villages. Enjoy a guided orientation walk of Chora, Andros’ picturesque capital, featuring traditional architecture, narrow alleys, and beautiful sea views. In the evening, unwind with a seaside dinner at a local taverna.
Accommodation Paradise Art Hotel – 3 Star
Meals Included Breakfast
Included Activities Orientation Walk in Andros
Spend the day discovering Andros at your own pace. Explore the island’s hidden gems like Paleopolis, hike scenic trails through waterfalls and valleys, or relax on golden beaches such as Agios Petros. Capture stunning Aegean vistas and soak up the authentic Greek island lifestyle.
Accommodation Paradise Art Hotel – 3 Star
Meals Included Breakfast
Depart for Mykonos by ferry and settle into your hotel. Use your free afternoon to explore the city where you never run out of options.
Accommodation Olia Hotel – 3 Star
Meals Included Breakfast
Included Activities
Orientation Walk in Mykonos Town
Optional Activities
Group Dinner
The day is yours to soak up the sunshine, swim in the sea or chew through your memory card taking pics of cute windmills and quaint streets. Or discover the birthplace of Apollo by taking an optional tour to Delos Island. Tonight, hit the bars and restaurants and dance the night away!
Accommodation Olia Hotel – 3 Star
Meals Included Breakfast
Optional Activities Delos Island Tour – EUR 50
Next up: Santorini! After our ferry ride, we will wander through the town of Fira to get our bearings. See why the blue door houses, white church domes make Santorini the iconic postcard town of Greece. Santorini is formed from volcanic activity, and from the caldera witness the most epic sunset and breath-taking views.
Accommodation New Haroula Hotel – 3 Star
Meals Included Breakfast
Included Activities Orientation Walk in Santorini
We’ve got a free day today. Relax on the red or black sand beaches, wander the streets and browse through the shops of the main town or take an optional quad biking tour. Explore the island’s volcano and check out an active crater and hot springs in our optional volcano tour. The choices are endless!
Today we are taking to the seas, and heading towards to Ios. Get orientated on a tour around Ios and see its golden beaches and characteristic Aegean houses which are set on the hilltop. Tonight get amongst it, as we hit up the renowned party night life in the evening!
Accommodation Far Out Hotel & Spa – 3 Star
Meals Included Breakfast
Included Activities Orientation Walk in Ios
Feeling a little under the weather from last nights antics? Nothing a gyros and a dip in the sea can’t fix! It’s a free day today so laze on the beach, roam the streets of the beautiful town of Chora or swoon over those awesome views.
Raise the anchor, today we are departing by ferry for our final stop, Athens. You’ll still have the afternoon to tick off some sightseeing and soak up all that this beautiful city has to offer.
Accommodation
The President Hotel – 4 Star
Meals Included Breakfast
Our tour ends after breakfast (11:00am). Time to say goodbye to our new friends.
Meals Included Breakfast
Welcome to Greece! Meet in the lobby around 7:00pm for an informal meeting with your guide and other tour members. Afterwards, join us for an optional group dinner to get to know your new travel mates.
Accommodation
The President Hotel – 4 Star
Included Activities
Welcome Meeting
Optional Activities
Group Dinner
Let’s start our tour in Greece’s capital, Athens, which is one of the world’s oldest cities with history spanning back over 3000 years and is considered the birthplace of Western Civilization. Take a step back in time and explore an amazing array of historical and cultural sites in our city tour including: the National Library, the Academy, Constitutional Square and Parliament, The Temple of Zeus, and of course, the iconic Parthenon and Acropolis. The night is free for you to explore more of this incredible city.
Accommodation The President Hotel – 4 Star
Meals Included Breakfast
Included Activities Athens City Tour
Entrance Fees Acropolis – EUR 20
Rise and shine, we have an early start to catch the ferry from Athens to Mykonos. In the afternoon, you will meet with your tour leader and your fellow travellers to explore Mykonos town, and its white washed houses.
Accommodation
Giannoulaki Hotel – 4 Star
Meals Included Breakfast
Included Activities
Orientation Walk in Mykonos Town
Optional Activities
Group Dinner
The day is yours to soak up the sunshine, swim in the sea or chew through your memory card taking pics of cute windmills and quaint streets. Or discover the birthplace of Apollo by taking an optional tour to Delos Island. Tonight, hit the bars and restaurants and dance the night away!
Accommodation Giannoulaki Hotel – 4 Star
Meals Included Breakfast
Optional Activities Delos Island Tour – EUR 50
Make the most of your free day in Mykonos today! Discover charming hidden gems of the famed island, enjoy golden sands of vibrant beaches, taste local recipes at a traditional tavern… Your options are endless!
Accommodation Giannoulaki Hotel – 4 Star
Meals Included Breakfast
Next up: Santorini! After our ferry ride, we will wander through the town of Fira to get our bearings. See why the blue door houses, white church domes make Santorini the iconic postcard town of Greece. Santorini is formed from volcanic activity, and from the caldera witness the most epic sunset and breath-taking views.
Accommodation New Haroula Hotel – 3 Star or Blue Suites – 4 Star
Meals Included Breakfast
Included Activities Orientation Walk in Santorini
We’ve got a free day today. Relax on the red or black sand beaches, wander the streets and browse through the shops of the main town or take an optional quad biking tour. Explore the island’s volcano and check out an active crater and hot springs in our optional volcano tour. The choices are endless!
Accommodation New Haroula Hotel – 3 Star or Blue Suites – 4 Star
Today we sail to Ios for a marvellous day under the Mediterranean sun. Get orientated on a walking tour around Ios with your tour leader, see its golden beaches and characteristic Aegean houses set on the hilltop. In the afternoon, we go back to magical Santorini by ferry. Spend the evening at your leisure in Santorini with fascinating views at your backdrop.
Accommodation New Haroula Hotel – 3 Star or Blue Suites – 4 Star
Meals Included Breakfast
Included Activities Orientation Walk in Ios
Raise the anchor, today we are departing by ferry for our final stop, Athens. Tick off any last minute sightseeing and soak up all that Greece has to offer.
Accommodation
The President Hotel – 4 Star
Meals Included Breakfast
Our trip will end here (11:00am) in Athens. Fill up on your last breakfast with the Travel Talk crew and say goodbye to your new friends.
Meals Included Breakfast
Day 1 Athens
Detailed Itinerary
Day 1 Athens
Kick off your Greek adventure in the vibrant city of Athens! Settle into your centrally located hotel and meet in the lobby around 7:00pm for an informal meeting with your guide and other tour members. Afterwards, join us for an optional group dinner to get to know your new travel mates.
Accommodation Arion Hotel – 3 Star
Included Activities
Welcome Meeting
Optional Activities
Group Dinner
Day 2 Athens
Detailed Itinerary
Day 2 Athens
Let’s start our tour in Greece’s capital, Athens, which is one of the world’s oldest cities with history spanning back over 3000 years and is considered the birthplace of Western Civilization. Take a step back in time and explore an amazing array of historical and cultural sites in our city tour including: the National Library, the Academy, Constitutional Square and Parliament, The Temple of Zeus, and of course, the iconic Parthenon and Acropolis. The night is free for you to explore more of this incredible city.
Accommodation Arion Hotel – 3 Star
Meals Included Breakfast
Included Activities Athens City Tour
Entrance Fees Acropolis – EUR 20
Day 3 Athens, Syros
Detailed Itinerary
Day 3 Athens, Syros
Board your ferry and set sail for the stunning Cycladic island of Syros! Upon arrival, enjoy a guided walk through the elegant town of Ermoupoli, famous for its neoclassical architecture, marble squares, and lively port. In your free time, you can relax at Asteria Beach, browse local shops, or enjoy a traditional seafood taverna overlooking the Aegean Sea.
Accommodation Hermes Hotel – 3 Star
Meals Included Breakfast
Included Activities
Orientation Walk in Syros
Day 4 Syros
Detailed Itinerary
Day 4 Syros
Immerse yourself in the beauty of Syros with a full day to explore at your own pace. Visit Ano Syros, perched on the hill with its charming alleys and panoramic views, or discover the Apollon Theatre and Church of Agios Nikolaos. Sample local delicacies and enjoy a sunset stroll along the vibrant waterfront.
Accommodation Hermes Hotel – 3 Star
Meals Included Breakfast
Day 5 Syros, Tinos
Detailed Itinerary
Day 5 Syros, Tinos
Hop on a ferry to the spiritual and scenic island of Tinos! Take a guided orientation walk through the town, visiting the iconic Church of Panagia Evangelistria and exploring local markets filled with traditional crafts.
Accommodation Oxygen Favie Hotel – 3 Star
Meals Included Breakfast
Included Activities Orientation Walk in Tinos
Day 6 Tinos
Detailed Itinerary
Day 6 Tinos
Enjoy a full day on the enchanting island of Tinos. Wander through artisan villages, taste the island’s famous cheeses and honey, or relax on tranquil beaches like Kolymbithra. For culture lovers, visit the Museum of Marble Crafts or take a scenic countryside walk dotted with traditional windmills and dovecotes.
Accommodation Oxygen Favie Hotel – 3 Star
Meals Included
Breakfast
Day 7 Tinos, Andros
Detailed Itinerary
Day 7 Tinos, Andros
Today, we are setting sail to the lush island of Andros, known for its green landscapes and charming villages. Enjoy a guided orientation walk of Chora, Andros’ picturesque capital, featuring traditional architecture, narrow alleys, and beautiful sea views. In the evening, unwind with a seaside dinner at a local taverna.
Accommodation Paradise Art Hotel – 3 Star
Meals Included Breakfast
Included Activities Orientation Walk in Andros
Day 8 Andros
Detailed Itinerary
Day 8 Andros
Spend the day discovering Andros at your own pace. Explore the island’s hidden gems like Paleopolis, hike scenic trails through waterfalls and valleys, or relax on golden beaches such as Agios Petros. Capture stunning Aegean vistas and soak up the authentic Greek island lifestyle.
Accommodation Paradise Art Hotel – 3 Star
Meals Included Breakfast
Day 9 Andros, Mykonos
Detailed Itinerary
Day 9 Andros, Mykonos
Depart for Mykonos by ferry and settle into your hotel. Use your free afternoon to explore the city where you never run out of options.
Accommodation Olia Hotel – 3 Star
Meals Included Breakfast
Included Activities
Orientation Walk in Mykonos Town
Optional Activities
Group Dinner
Day 10 Mykonos
Detailed Itinerary
Day 10 Mykonos
The day is yours to soak up the sunshine, swim in the sea or chew through your memory card taking pics of cute windmills and quaint streets. Or discover the birthplace of Apollo by taking an optional tour to Delos Island. Tonight, hit the bars and restaurants and dance the night away!
Accommodation Olia Hotel – 3 Star
Meals Included Breakfast
Optional Activities Delos Island Tour – EUR 50
Day 11 Mykonos, Santorini
Detailed Itinerary
Day 11 Mykonos, Santorini
Next up: Santorini! After our ferry ride, we will wander through the town of Fira to get our bearings. See why the blue door houses, white church domes make Santorini the iconic postcard town of Greece. Santorini is formed from volcanic activity, and from the caldera witness the most epic sunset and breath-taking views.
Accommodation New Haroula Hotel – 3 Star
Meals Included Breakfast
Included Activities Orientation Walk in Santorini
Day 12 Santorini
Detailed Itinerary
Day 12 Santorini
We’ve got a free day today. Relax on the red or black sand beaches, wander the streets and browse through the shops of the main town or take an optional quad biking tour. Explore the island’s volcano and check out an active crater and hot springs in our optional volcano tour. The choices are endless!
Today we are taking to the seas, and heading towards to Ios. Get orientated on a tour around Ios and see its golden beaches and characteristic Aegean houses which are set on the hilltop. Tonight get amongst it, as we hit up the renowned party night life in the evening!
Accommodation Far Out Hotel & Spa – 3 Star
Meals Included Breakfast
Included Activities Orientation Walk in Ios
Day 14 Ios
Detailed Itinerary
Day 14 Ios
Feeling a little under the weather from last nights antics? Nothing a gyros and a dip in the sea can’t fix! It’s a free day today so laze on the beach, roam the streets of the beautiful town of Chora or swoon over those awesome views.
Raise the anchor, today we are departing by ferry for our final stop, Athens. You’ll still have the afternoon to tick off some sightseeing and soak up all that this beautiful city has to offer.
Accommodation
The President Hotel – 4 Star
Meals Included Breakfast
Day 16 Athens
Detailed Itinerary
Day 16 Athens
Our tour ends after breakfast (11:00am). Time to say goodbye to our new friends.
Meals Included Breakfast
Day 1 Athens
Detailed Itinerary
Day 1 Athens
Welcome to Greece! Meet in the lobby around 7:00pm for an informal meeting with your guide and other tour members. Afterwards, join us for an optional group dinner to get to know your new travel mates.
Accommodation
The President Hotel – 4 Star
Included Activities
Welcome Meeting
Optional Activities
Group Dinner
Day 2 Athens
Detailed Itinerary
Day 2 Athens
Let’s start our tour in Greece’s capital, Athens, which is one of the world’s oldest cities with history spanning back over 3000 years and is considered the birthplace of Western Civilization. Take a step back in time and explore an amazing array of historical and cultural sites in our city tour including: the National Library, the Academy, Constitutional Square and Parliament, The Temple of Zeus, and of course, the iconic Parthenon and Acropolis. The night is free for you to explore more of this incredible city.
Accommodation The President Hotel – 4 Star
Meals Included Breakfast
Included Activities Athens City Tour
Entrance Fees Acropolis – EUR 20
Day 3 Athens, Mykonos
Detailed Itinerary
Day 3 Athens, Mykonos
Rise and shine, we have an early start to catch the ferry from Athens to Mykonos. In the afternoon, you will meet with your tour leader and your fellow travellers to explore Mykonos town, and its white washed houses.
Accommodation
Giannoulaki Hotel – 4 Star
Meals Included Breakfast
Included Activities
Orientation Walk in Mykonos Town
Optional Activities
Group Dinner
Day 4 Mykonos
Detailed Itinerary
Day 4 Mykonos
The day is yours to soak up the sunshine, swim in the sea or chew through your memory card taking pics of cute windmills and quaint streets. Or discover the birthplace of Apollo by taking an optional tour to Delos Island. Tonight, hit the bars and restaurants and dance the night away!
Accommodation Giannoulaki Hotel – 4 Star
Meals Included Breakfast
Optional Activities Delos Island Tour – EUR 50
Day 5 Mykonos
Detailed Itinerary
Day 5 Mykonos
Make the most of your free day in Mykonos today! Discover charming hidden gems of the famed island, enjoy golden sands of vibrant beaches, taste local recipes at a traditional tavern… Your options are endless!
Accommodation Giannoulaki Hotel – 4 Star
Meals Included Breakfast
Day 6 Mykonos, Santorini
Detailed Itinerary
Day 6 Mykonos, Santorini
Next up: Santorini! After our ferry ride, we will wander through the town of Fira to get our bearings. See why the blue door houses, white church domes make Santorini the iconic postcard town of Greece. Santorini is formed from volcanic activity, and from the caldera witness the most epic sunset and breath-taking views.
Accommodation New Haroula Hotel – 3 Star or Blue Suites – 4 Star
Meals Included Breakfast
Included Activities Orientation Walk in Santorini
Day 7 Santorini
Detailed Itinerary
Day 7 Santorini
We’ve got a free day today. Relax on the red or black sand beaches, wander the streets and browse through the shops of the main town or take an optional quad biking tour. Explore the island’s volcano and check out an active crater and hot springs in our optional volcano tour. The choices are endless!
Accommodation New Haroula Hotel – 3 Star or Blue Suites – 4 Star
Today we sail to Ios for a marvellous day under the Mediterranean sun. Get orientated on a walking tour around Ios with your tour leader, see its golden beaches and characteristic Aegean houses set on the hilltop. In the afternoon, we go back to magical Santorini by ferry. Spend the evening at your leisure in Santorini with fascinating views at your backdrop.
Accommodation New Haroula Hotel – 3 Star or Blue Suites – 4 Star
Meals Included Breakfast
Included Activities Orientation Walk in Ios
Day 9 Santorini, Athens
Detailed Itinerary
Day 9 Santorini, Athens
Raise the anchor, today we are departing by ferry for our final stop, Athens. Tick off any last minute sightseeing and soak up all that Greece has to offer.
Accommodation
The President Hotel – 4 Star
Meals Included Breakfast
Day 10 Athens
Detailed Itinerary
Day 10 Athens
Our trip will end here (11:00am) in Athens. Fill up on your last breakfast with the Travel Talk crew and say goodbye to your new friends.
Transfers from the ferry ports to the hotels and from hotels to the ferry ports
Tour Guiding
Services of experienced Travel Talk local tour leaders
Free Wi-Fi
Complimentary hotel Wi-Fi access ( where available )
What is NOT included?
What is NOT included?
- Any flights not mentioned above
- Travel Insurance
- Meals not stated above
- Items of a personal nature
- Tips and gestures
- Entrance fees to the sights and museums
- Optional activities
- Other services not stated in the itinerary
Dates & Rates
All prices are per person, based on double, twin or triple share occupancy. Solo passengers not wishing to pay a single supplement will be accommodated in a double, twin or triple room according to availability with a passenger(s) of the same gender.
All prices are per person, based on double, twin or triple share occupancy. Solo passengers not wishing to pay a single supplement will be accommodated in a double, twin or triple room according to availability with a passenger(s) of the same gender.!
Within walking distance of Athens’ top attractions such as the Acropolis, Plaka, this hotel is yet hidden away from the old town.
HERMES SYROS HOTEL
Syros
3 Star
OXYGEN FAVIE HOTEL
Tinos
3 Star
PARADISE ART HOTEL
Andros
3 Star
OLIA HOTEL
Mykonos
3 Star
A charming hotel located in the beautiful Tourlos area, with Aegean style architecture, minimalist & comfortable interiors and an outdoor pool.
NEW HAROULA HOTEL
Santorini
3 Star
New Haroula hotel is located in the centre of Fira, the capital of Santorini. The hotel offers an outdoor pool the rooms and a balcony overlooking the pool or the bougainvillea garden.
FAR OUT HOTEL & SPA
IOS
3 Star
Set against the mountains, with stunning views over Mylopotas Beach and the crystal waters of the Aegean Sea, Far Out Hotel & Spa is the perfect retreat for body and soul.
PRESIDENT HOTEL
Athens
4 Star
Located in the center of Athens and 500 m from Panormou Metro Station, President Hotel offers comfortable accommodation and a beautiful rooftop terrace with a swimming pool.
Accommodation
Athens
ARION HOTEL
3 Star
Accommodation
Syros
HERMES SYROS HOTEL
3 Star
Accommodation
Tinos
OXYGEN FAVIE HOTEL
3 Star
Accommodation
Andros
PARADISE ART HOTEL
3 Star
Accommodation
Mykonos
OLIA HOTEL
3 Star
Accommodation
Santorini
NEW HAROULA HOTEL
3 Star
Accommodation
IOS
FAR OUT HOTEL & SPA
3 Star
Accommodation
Athens
PRESIDENT HOTEL
4 Star
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Why You’ll Love This Tour
Experience the best of Greece with a seamless 16-day island-hopping journey across Athens and the Cyclades — including Mykonos, Santorini, Ios, Syros, Tinos, and Andros.
Explore charming island towns filled with whitewashed houses, blue-domed churches, and vibrant local markets.
Enjoy a perfect blend of relaxation and discovery, from sunbathing on golden beaches to uncovering hidden cultural gems and historical sites.
Travel in comfort with hand-picked accommodations and organized ferry transfers between the islands.
Taste authentic Greek cuisine at local tavernas and soak up the island nightlife that makes the Cyclades world-famous.
Be guided by local experts who share insider tips, stories, and the best photo spots to capture your Greek island adventure.