Expert Greek Islands Travel Guide With Sample Itinerary Routes

Understanding The Main Island Groups

It is so important to understand the island groups when planning a Greek Island hopping itinerary.

And that is because some of these islands are extremely far from one another. For example, you are not going to “hop” from Crete to Corfu, you are going to fly.

Some Greek islands, although seemingly close together, can still be a little challenging to get to.

See the map below, which gives you an overview of the Island Group in Greece.

When you are researching from island to island, you can get inspired when using the search feature in Ferry Hopper.

You can see below that I selected my departing port, but left the destination blank. Look to the right and there will be a display of direct routes.

You can play around with ferry schedules here to help you find your next island. It is not a perfect system, but it works very well if you understand these island groups.

Planning your Greek island route takes a little time and patience. But don’t worry, I will share my expertise and suggest Greek island hopping routes.

Greek Island Travel Planning Workshop

The Best Time To Visit The Greek Islands

Timing your Greek Island getaway is important. Some of the most popular islands are incredibly crowded and overpriced in July in August. And I’m looking at you, Santorini and Mykonos…

If you are deadset on visiting Mykonos and Santorini the best time to go would be late September. The crowds will have died down, the weather should still be great, and things will be on sale at the end of the season.

Ideally, you want to visit the Greek Islands between May and October. Many of the small islands are closed altogether during the winter months. Except the bigger islands like Rhodes and Crete that are functional all year round.

Choosing Where to Stay in The Greek Islands

No matter what island you are on, typically I focus on researching two areas, which are the Port and the Chora (the old town). It is especially important if you are traveling solo to the Greek Islands.

In the port and Chora, you will have access to many shops, bars, and restaurants. It is also where you will find the most transit options if you don’t rent a car.

For a more romantic and secluded experience on any island, you will need to rent a car.

Sometimes, off-the-beaten-path hotels will have shuttle buses to and from the old town, but you could be limited to that schedule.

Consider the experience you are looking to have and plan accordingly.

List of Greek Island Groups

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Crete (Largest Greek Island)

The largest Greek Island, Crete, is in a group all its own. This island has four regions, but two main cities that attract the majority of tourists. Chania “idyllic village” and Heraklion “historic village”.

Chania is much more delightful to visit if you are looking for a more relaxed chill vibe. Heraklion is BUSY, and in my opinion only worth visiting for the day.

Reymotho is another charming area in Crete to stay. You will find a nice seaside village with cute shops, good restaurants and a fortress high on the hill to explore.

Best Way To Get To Crete

When traveling to Greece’s largest island, you have a few options. There are 2 major airports on the island. Heraklion and Chania. The major port is in Heraklion, but other ferry ports around the island exist including Chania.

If you are traveling to Crete after exploring Athens, you can take the overnight ferry to Crete, which is the best way since the ride is around 8 hours.

When I visited Crete I found it more convenient to fly, though the ferry is fun.

Best Areas to Stay in Crete

Where to stay in Crete will depend solely on the type of vacation you are after.

If you are looking to spend a romantic holiday with your partner, that would look different than going with a bunch of friends to have a good time.

Since Crete is the biggest Greek Island, you should research where to stay in full.

Here is a map and mini breakdown of 4 major regions of Crete:

• Heraklion (Iraklio) – Central-Eastern Crete-The island’s capital, known for the Palace of Knossos and the Heraklion Archaeological Museum. A mix of history, city life, and beaches like Amoudara. Where to Stay: City Lion by Semavi, Casa Al Mare Sea View

• Chania (Hania) – Northwestern Crete – Famous for its Venetian harbor, charming old town, and Balos and Elafonissi beaches. Ideal for history, scenic walks, and hiking in the White Mountains. Where to Stay: Cretan Berry Kondylaki, Nais Apartments & Studios
• Rethymno (Rethymnon) – Central-Western Crete- A blend of Venetian and Ottoman architecture, home to the Fortezza fortress and long sandy beaches like Preveli. Where to Stay: Kapsaliana Village Hotel, SAVUS Boutique Hotel

• Lasithi – Eastern Crete– A quieter region known for Vai Palm Beach and the Dikteon Cave, linked to Greek mythology. Offers a more relaxed, nature-focused experience. Where to Stay: Aelia Suites, Enorme Santanna Beach

The Cyclades Islands (Most Famous Greek Islands)

The Cyclades is an island group home to the most famous Greek Islands, Santorini and Mykonos. Both are worth visiting, but not in the high season for July and August.

Depending on when you visit, Mykonos can be extremely expensive, same with Santorini, and both are largely overcrowded.

While I understand the allure of visiting these islands, I would highly recommend visiting on a day trip and staying on a more affordable nearby island.

List of the Cyclades Islands– Amorgos, Anafi, Andros, Antiparos, Delos, Ios, Kea (Tzia), Kythnos, Milos, Mykonos, Naxos, Paros, Santorini (Thira), Serifos, Sifnos, Sikinos, Syros, Tinos, Folegandros.

Best Way To Get To The Cyclades

Several of the most popular islands in the Cyclades have airports, such as Naxos, Mykonos, Milos, and Santorini.

The smaller islands like Sifnos, Serifos, and Folegandros do not have an airport.

Depending on your travel plans you could fly into one of these islands and ferry your way around, eventually to Athens if you desire.

It will depend on how many days you have to explore altogether. I recommend 2 nights per island minimum for small islands and 4 nights minimum for larger islands.

The Milos to Athens ferry line is very convenient stopping at Milos, Sifnos, and Serifos.

Expert Tip: Rent a car in Milos. I made the mistake of not having a car and nearly went bankrupt using taxis that were hard to find.

Choosing The Best Island in The Cyclades

Santorini (Thira)

While I wouldn’t visit again, I’m still glad I experienced Santorini. The island is known for stunning sunsets, whitewashed houses with blue domes, and dramatic caldera views. It’s a favorite for honeymooners and tourists. The towns of Oia and Fira, the Akrotiri Archaeological Site, and the black sand beaches are worth visiting.

Mykonos

A cosmopolitan island famous for nightlife, whitewashed villages, luxurious resorts, and iconic windmills. It attracts a high-profile crowd and has plenty to offer beyond its party scene. Highlights include Mykonos Town, beaches like Paradise and Super Paradise, and the nearby island of Delos, an important archaeological site.

Naxos

The largest island in the Cyclades, Naxos is known for its mountain landscapes, ancient ruins, and long sandy beaches. Renting a car is the best way to explore the island. The Portara, traditional villages, and the Temple of Demeter are must-sees.

Paros

An island with traditional villages, beautiful beaches, and a strong windsurfing scene. The port town of Parikia, the charming Naoussa, and the historic Panagia Ekatontapiliani church are worth a visit.

Milos

Famous for its volcanic landscapes and unique beaches, Milos is where the Venus de Milo statue was discovered. Top spots include the fishing village of Klima, the catacombs, and beaches like Sarakiniko and Tsigrado.

Syros

As the administrative center of the Cyclades, Syros offers a mix of medieval and neoclassical architecture, especially in Ermoupoli, the island’s capital. Key sites include The Apollo Theater, Ermoupoli’s town square, and the Vaporia district.

Tinos

A major pilgrimage site for Greek Orthodox Christians, Tinos is known for the Church of the Annunciation, believed to house a miraculous icon. The island is also famous for its traditional villages and skilled marble craftsmanship, with sculptors’ workshops scattered throughout.

Sifnos

Renowned for its pottery, rich culinary tradition, and charming villages, Sifnos is a paradise for food lovers. Visitors can explore the historic village of Kastro, admire the Church of Seven Martyrs, and visit traditional pottery workshops while enjoying top-rated restaurants like Omega3 and Cantina.

Ios

A lively island popular among young travelers, Ios offers vibrant nightlife and stunning beaches. The island is home to the legendary tomb of Homer, the picturesque Chora village, and breathtaking beaches like Mylopotas and Manganari.

Amorgos

A remote and tranquil island, Amorgos is defined by dramatic cliffs and unspoiled beauty. Highlights include the stunning Monastery of Hozoviotissa, perched on a cliffside, the famous shipwreck from The Big Blue, and charming traditional villages.

Serifos

A peaceful, less crowded island with a rugged landscape and a picturesque hilltop capital, Chora. Visitors can wander through its whitewashed streets, see its iconic windmills, and explore scenic hiking trails leading to beautiful, unspoiled beaches.

Folegandros

One of the most serene Cycladic islands, Folegandros is known for its traditional architecture and laid-back atmosphere. The stunning cliffside Chora, the historic Church of Panagia, and secluded beaches make it a perfect escape from the crowds.

Saronic Gulf Islands (Closest Islands to Athens)

If you are visiting Greece on a short trip and want to easily combine a visit to Athens as well as the Greek Islands, you want to visit the Saronic Islands!

Of all of the Saronic Islands, I can highly recommend going to Hydra for the day!

These islands include Aegina, Agistri, Poros, Hydra, Spetses, and Dokos. The most popular, and arguably the best, is Hydra.

Hydra is one of the most popular Greek Islands close to Athens. No cars are allowed on the island which I loved.

You will see the locals using donkeys to transport their goods and sometimes themselves to travel from one place to another.

Best Way To Get To The Saronic Gulf

The only way to get to these tiny islands in the Saronic Gulf is by ferry. A popular route is by taking the ferry from Athens to Hydra. Depending on the ferry company, your route may include a stop at Aegina.

One fun way to see three islands in one day from Athens is to book a tour! The full-day tour leaving from Athens leaves early morning and takes you to all 3 islands with short stops for a couple of hours at each.

If you are short on time it’s a terrific way to see the Greek Islands.

Choosing the Best Islands in The Saronic Gulf

Aegina

Known for its pistachio orchards and ancient ruins, Aegina is a popular day-trip destination from Athens. Key sites include the Temple of Aphaia, the charming Aegina Town, and the Church of Saint Nectarios.

Hydra

A car-free island with well-preserved architecture, a thriving art scene, and a cosmopolitan vibe. Visitors can explore Hydra’s port town, admire historic stone mansions and art galleries, and visit the Monastery of the Assumption of the Virgin Mary.

Poros

Separated from the Peloponnese by a narrow strait, Poros is a green and peaceful island known for its clock tower, scenic views, and serene beaches like Love Bay. Other highlights include the Sanctuary of Poseidon and the charming Poros Town.

Spetses

An island with a strong maritime history, known for its elegant mansions and car-free streets. Must-see attractions include the Museum of Bouboulina, the old harbor, and the annual Armata Festival, which commemorates a naval battle from the Greek War of Independence.

Agistri

A small, pine-covered island with crystal-clear waters and a laid-back atmosphere. Perfect for relaxation, Agistri offers quiet beaches like Skala and Aponisos, as well as hiking and biking trails through its scenic landscape.

Salamis

The largest island in the Saronic Gulf, famous as the site of the Battle of Salamis (480 BC). The island has a mix of sandy beaches and pine forests, with historic sites such as the Cave of Euripides and the Monastery of Faneromeni.

Dokos

A remote and mostly uninhabited island between Hydra and the Peloponnese, best known for its archaeological significance, particularly in underwater archaeology. It is a popular spot for yachting, offering secluded bays and a peaceful natural setting.

The Dodecanese Islands (Most Southern Islands)

The island group that is the most southern closest to Turkey is the Dodecanese group of islands. Here you will find that Rhodes is the largest Greek island.

Other islands in this group include Astypalaia, Kalymnos, Karpathos, Kasos, Kastellorizo, Kos, Leros, Nisyros, Patmos, Rhodes, Symi, Tilos, and Chalki.

Best Way to Get to The Dodecanese Islands

If your first destination is an island in the Dodecanese, the most logical way to get there is to fly. Unless you want to burn a lot of time on ferries.

I recommend flying into Rhodes and beginning your ferry-hopping journey from there.

Other Dodecanese islands that have airports are Kos, Karpthos, Leros, Kalymnos, Kastellorizo, and Astypalaia. Rhodes and Kos likely have the most daily flights.

An easy day trip from Rhodes is by taking the Rhodes to Symi Ferry or a fast boat.

Choosing the Best of The Dodecanese Islands

Rhodes

The largest of the Dodecanese, Rhodes is known for its medieval Old Town, ancient ruins, and beautiful beaches. Highlights include the Palace of the Grand Master, the Acropolis of Lindos, and the scenic Valley of the Butterflies.

Kos

Famous for its sandy beaches, ancient ruins, and the Asklepion, Kos is the birthplace of Hippocrates. Highlights include the Asklepion healing center, the Castle of the Knights, and the ancient Agora.

Patmos

A significant Christian pilgrimage site, Patmos is where St. John is believed to have written the Book of Revelation. The Monastery of Saint John and the Cave of the Apocalypse are the island’s main attractions.

Karpathos

One of the most traditional Greek islands, Karpathos is known for its rugged mountains, pristine beaches, and customs that have remained unchanged for centuries. Olympos and Diafani showcase its heritage, while Apella Beach is a must-visit.

Leros

With a rich naval history and a scenic coastline, Leros offers a relaxed atmosphere. Visitors can explore the Castle of Leros, the War Museum, and the charming port of Agia Marina.

Kalymnos

Best known for sponge diving and world-class rock climbing, Kalymnos attracts adventure seekers. Must-see spots include the Sponge Divers Museum, Masouri Beach, and its famous climbing routes.

Astypalaia

Shaped like a butterfly, Astypalaia blends Cycladic and Dodecanese architecture. The Venetian Castle, white windmills in Chora, and beaches like Livadi and Vatses are top highlights.

Nisyros

A volcanic island with an active crater, Nisyros offers a dramatic landscape. Visitors can walk inside the volcano, explore the traditional village of Mandraki, and visit the Monastery of Panagia Spiliani.

Tilos

A small, unspoiled island known for its wildlife, medieval ruins, and quiet beaches. Key attractions include the abandoned village of Mikro Chorio, the Monastery of Agios Panteleimon, and secluded coves.

Symi

Famous for its neoclassical architecture and colorful harbor, Symi is one of Greece’s most picturesque islands. Highlights include Gialos Port, the Monastery of Panormitis, and the scenic Pedi Bay.

Kastellorizo (Megisti)

Greece’s easternmost island, Kastellorizo is known for its colorful houses, clear waters, and historical sites. The Blue Cave, the Castle of the Knights, and the Archaeological Museum are must-visits.

Kasos

A less-visited island with a deep maritime tradition, Kasos offers a glimpse into authentic Greek island life. Visitors can explore traditional villages, the Church of Agios Spiridon, and the Maritime Museum.

The Ionian Greek Islands (The Seven Islands)

The Ionian Greek island group has been referred to as the Heptanese, which means “Seven Islands.”

These Islands are located in the Ionian Sea on the Eastern side of Greece closer to Italy and Albania.

Best Way To Get To The Ionian Islands

From Athens, the easiest way to get to the Ionian Islands is to fly. Ferries leaving out of Port of Piraeus don’t have a direct link that go there.

In the Ionian Islands, several have international airports which facilitate both domestic and international travel. Corfu, known as Kerkyra in Greek, is served by the Corfu International Airport, also referred to as Ioannis Kapodistrias Airport.

Kefalonia, or Cephalonia, also hosts an international airport, known as Kefalonia International Airport or Anna Pollatou Airport. This facility connects the island with various international locations.

Similarly, Zakynthos, or Zante, has an international airport named Zakynthos International Airport, also known as Dionysios Solomos Airport, which caters to international passengers, particularly during the tourist season.

Lefkada, or Lefkas, does not have its own airport; however, it is conveniently served by the nearby Aktion National Airport located on the mainland near Preveza.

This airport, which handles international flights, is within a short driving distance from Lefkada, making it relatively easy for visitors to reach the island.

Choosing the Best of The Ionian Islands

Corfu

Known for its lush greenery, Venetian-style architecture, and diverse cultural influences, Corfu blends Greek, Venetian, French, and British heritage. Highlights include the UNESCO-listed Old Town of Corfu, the Achilleion Palace, the Venetian Fort, and the Paleokastritsa Monastery.

Kefalonia (Cephalonia)

Famous for its dramatic landscapes, mountains, and stunning beaches, Kefalonia gained fame through Captain Corelli’s Mandolin. Must-see spots include the Melissani Cave, the iconic Myrtos Beach, and the charming village of Fiscardo. Staying near Argostoli is recommended for easy access to top attractions.

Zakynthos (Zante)

A lively island known for its nightlife and breathtaking beaches, including the world-famous Navagio (Shipwreck) Beach. Visitors can explore the Blue Caves, relax in Laganas Bay, and spot endangered loggerhead sea turtles.

Lefkada (Lefkas)

Connected to the mainland by a causeway, Lefkada is renowned for its turquoise waters, rugged cliffs, and charming mountain villages. Popular spots include the beaches of Porto Katsiki and Egremni, and Vassiliki, a top windsurfing destination.

Ithaca (Ithaki)

Famed as the mythical homeland of Odysseus, Ithaca is a tranquil island with lush landscapes and quiet villages. Key attractions include the Cave of the Nymphs, the ancient ruins of Alalcomenae, and the scenic village of Kioni.

Paxos (Paxi)

A small, unspoiled island known for its olive groves, crystal-clear waters, and pebble beaches. The Blue Caves and the picturesque port villages of Gaios, Lakka, and Loggos make it a peaceful and exclusive retreat.

Kythira (Cythera)

Although geographically closer to the Peloponnese, Kythira is part of the Ionian Islands and known for its wild beauty, waterfalls, and traditional villages. Highlights include the Venetian Castle of Chora, the village of Avlemonas, and the Mylopotamos waterfalls.

The Northern Aegean Islands

The Northern Aegean Islands, a beautiful group of islands, are located in the northeastern Aegean Sea, between Turkey and Greece.

These islands are known for their interesting history, varied landscapes, and unique culture.

They are less visited than other more popular Greek islands, which makes them a quieter but still very charming place to visit.

Best Way To Get To The Northern Aegean Islands

Reaching the Northern Aegean Islands typically involves a combination of air and sea travel, depending on your starting point.

From Athens, the most efficient way to reach these islands is usually by flying.

Lesbos, Chios, Samos, and Ikaria have airports with domestic connections to Athens and, in some cases, direct international flights, particularly during the tourist season.

Lesbos is served by Mytilene International Airport “Odysseas Elytis,” offering both domestic and international flights.

Chios Island National Airport “Omiros” and Samos International Airport “Aristarchos of Samos” also connect these islands to various destinations.

For Ikaria, the Ikaria Island National Airport caters mostly to domestic flights but may have some international charters.

Alternatively, ferry services from the mainland and other Greek islands provide a scenic route to the Northern Aegean Islands.

These ferries frequently depart from ports such as Piraeus in Athens, offering a more leisurely but equally enjoyable journey to these storied isles.

Whether by air or sea, the journey to the Northern Aegean Islands promises a gateway to an array of experiences, from exploring ancient ruins and enjoying unspoiled natural beauty to immersing oneself in the rich cultural traditions of this distinctive Greek island group.

Choosing the Best Northern Aegean Island

Lesbos (Mytilene)

The third-largest Greek island, Lesbos is known for its cultural heritage, Petrified Forest, and ouzo production. Highlights include the UNESCO-listed Petrified Forest, the Castle of Mytilene, and scenic beach towns like Molyvos and Skala Eressou.

Chios

Famous for its medieval villages and mastic production, Chios has a distinct character shaped by its history and architecture. Must-see spots include the Nea Moni Monastery (UNESCO World Heritage Site), the mastic villages of Pyrgi and Mesta, and the black pebble beaches of Mavra Volia.

Samos

Known for its wine production and ancient history, Samos offers lush landscapes and impressive ruins. Key sites include the Temple of Hera (UNESCO World Heritage Site), the Tunnel of Eupalinos, and the beautiful beaches of Tsamadou and Kokkari.

Ikaria

A mountainous island famous for the longevity of its residents, Ikaria is known for its thermal springs and rugged nature. Highlights include the Radioactive Thermal Springs, the charming village of Armenistis, and the remote Seychelles Beach.

Limnos (Lemnos)

With volcanic origins and vast sandy beaches, Limnos offers a tranquil atmosphere and rich history. Key attractions include the ancient city of Hephaestia, the Castle of Myrina, and the unique Aliki wetland landscapes.

The Sporades Island Group

If you want a Greek island trip that’s a little quieter and more laid-back, check out the Sporades.

They’re up in the northwest Aegean and known for their greenery, clear water, and beaches that don’t feel packed with tourists.

I picked Skiathos and Skopelos for my trip and loved them both. They’ve got that classic Greek charm without the crowds. Perfect for beach days, wandering cute towns, and just slowing down.

The Best Way to Get to The Sporades Islands

The most common entry point to visit Sporades is via the city of Volos on the Greek mainland, which is well-connected by road and rail to major cities like Athens and Thessaloniki.

From Volos, you have the option to take a ferry or a high-speed catamaran to reach the islands.

The ferry service is more frequent during the summer months, catering to both passengers and vehicles.

Skiathos, the closest and most popular among the Sporades, serves as a gateway to the other islands in the archipelago, including Skopelos and Alonissos.

Alternatively, for those seeking a quicker route, Skiathos also has an airport that accommodates domestic flights, primarily from Athens.

The flight from Athens to Skiathos is short, taking about 30 to 45 minutes, and from there, visitors can easily hop onto a ferry to explore the neighboring islands.

Choosing the Best Sporades Island

Skiathos

The most accessible island in the Sporades, Skiathos is known for its nightlife and over 60 beautiful beaches. Koukounaries Beach is a highlight, while Skiathos Town offers lively waterfront dining and charming shops.

Must-see spots include Lalaria Beach, accessible only by boat, the medieval ruins of Kastro, and the bustling harbor.

Skopelos

A lush, green island famous for its traditional architecture and its role as a “Mamma Mia!” filming location. Compared to Skiathos, it offers a quieter, more authentic experience, with scenic monasteries and picturesque villages.

Key attractions include the cliffside Agios Ioannis Chapel, Skopelos Town’s whitewashed streets, and serene beaches like Stafilos and Panormos.

Alonissos

The most remote of the inhabited Sporades, Alonissos is a haven for nature lovers, home to a protected marine park and diverse wildlife.

Perfect for those seeking tranquility, the island features hiking trails, snorkeling spots, and hilltop villages.

Highlights include the National Marine Park, the Old Town of Alonissos, and beaches like Chrisi Milia and Agios Dimitrios.

Greek Island Hopping Itineraries

Itinerary	Stops & Nights	# Nights
Classic Cyclades (Perfect for first-timers, iconic sights, and a mix of beaches & culture)	Mykonos (2) → Paros (2) → Naxos (3) → Santorini (3)	10
Adventure & Authenticity (Ideal for those who want to explore beyond the tourist hotspots)	Santorini (3) → Amorgos (2) → Naxos (2)	7
Ultimate Variety (A mix of culture, history, and diverse landscapes)	Syros (2) → Mykonos (2) → Milos (3) → Sifnos (2) → Serifos (1)	10
Crete & Cyclades Mix (Great for history lovers and beachgoers alike)	Crete (4) → Santorini (3) → Ios (2) → Naxos (3) → Mykonos (2)	14
Saronic Gulf Escape (Easy access from Athens, perfect for short trips & cultural experiences)	Athens (1) → Aegina (2) → Hydra (2) → Poros (2)	7
Dodecanese Highlights (History, volcanic landscapes, and authentic Greek island life)	Kos (2) → Nisyros (1) → Tilos (2) → Rhodes (3)	8
Authentic Dodecanese (Great for those who love unique islands and fewer crowds)	Patmos (2) → Leros (1) → Kalymnos (2) → Kos (2)	7
Ionian Island Escape (Lush landscapes, turquoise waters, and relaxed island life)	Corfu (3) → Paxos (2) → Lefkada (3)	8
Ionian Highlights (Dramatic cliffs, sea caves, and Greek mythology vibes)	Kefalonia (3) → Ithaca (2) → Zakynthos (3)	8
Northeastern Aegean Adventure (Underrated islands with rich history and stunning beaches)	Lesbos (3) → Chios (2) → Samos (3)	8
North Aegean Escape (Remote and wild landscapes, great for nature lovers and adventurers)	Thassos (3) → Lemnos (2) → Samothraki (2)	7
Sporades Getaway (Lush islands, crystal-clear waters, and the famous “Mamma Mia” filming locations)	Skiathos (2) → Skopelos (2) → Alonissos (2)	6

Greek Island Cheatsheet

Looking for the perfect Greek island to match your travel style? Here’s a quick guide:

Foodies – Indulge in incredible cuisine on Sifnos, Santorini, Mykonos, Rhodes, and Crete.

Party Lovers – Head to Mykonos, Ios, or Zakynthos for legendary nightlife.

Family-Friendly – Corfu, Naxos, Crete, and Serifos offer great beaches and kid-friendly activities.

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