Welcome to an epic 14-day Greece island hopping adventure! Over the next two weeks, we’ll immerse ourselves in the captivating beauty of the Cyclades Islands, embarking on day trips to discover hidden gems and exploring the enchanting Saronic Gulf. From the sun-drenched shores of Santorini to the vibrant streets of Mykonos, each day promises a new adventure filled with breathtaking landscapes and unforgettable experiences. So, pack your bags and get ready to embark on a journey that will rival even the most exotic destinations like Costa Rica!
Introduction
With over 6000 islands and islets scattered across the shimmering seas, Greece stands as a paradise for island enthusiasts. Boasting a rich history and culture spanning over 4000 years, these islands beckon over 20 million visitors annually with their crystal-clear waters, picturesque villages, ancient ruins, and sandy beaches. Grouped into regions like the Ionian, Aegean Sea’s Sporades and Cyclades, and the Argo-Saronic Islands near Athens, each area offers its own unique charm.
The cosmopolitan Cyclades, epitomizing the quintessential Greek island experience, feature renowned destinations like Santorini with its cliffside towns and breathtaking sunsets, and Mykonos with its vibrant nightlife and whitewashed architecture. In contrast, the Dodecanese islands off Turkey’s coast boast a blend of luxurious resorts and tranquil retreats, with Rhodes showcasing its medieval old town and Patmos offering serene seclusion. Meanwhile, Crete, Greece’s largest island, unveils remnants of the ancient Minoan civilization amidst rugged mountains, golden beaches, and traditional villages, promising diverse adventures for all. Whether you choose the Ionian, Aegean, or Mediterranean seas for your island hopping journey, prepare to be captivated by the natural beauty, culinary delights, and warm hospitality of Greece, making it a trip of a lifetime.
Getting There
Greece offers convenient access by air or sea, with most travelers arriving via Athens International Airport or Thessaloniki Airport. Athens serves as the main hub for island travel, offering direct flights to popular destinations like Santorini, Mykonos, and Crete. Alternatively, you can fly to transport hubs such as Mykonos or Santorini and continue your journey by ferry.
For a scenic adventure, many opt for ferry travel from mainland Greece, with main ports including Piraeus (Athens), Rafina, Patras, and Igoumenitsa. These ports connect to various Greek islands, though ferry durations can vary from 1 to 10 hours depending on your starting point. While ferry schedules may be limited during off-season months, planning is advisable, especially for travelers from the United States or the United Arab Emirates.
When to Go
Greece’s Mediterranean climate offers warm, sunny summers and mild, rainy winters, making it a sought-after destination year-round, with peak seasons in spring and summer. Spring ushers in warm temperatures, blooming wildflowers, and fewer crowds, ideal for outdoor activities like hiking and cycling. Summers are hot and dry, perfect for beach days and exploring cultural sites, though it’s the busiest and most expensive time for tourists. Fall brings cooler weather and harvest season, with temperatures dropping but still pleasant for outdoor activities. Winters are mild yet rainy, with occasional snow in mountainous regions, making it a quieter time to visit with shorter hours for attractions.
Top Islands
The timeless allure of Santorini, Mykonos, and Crete dominates many travelers’ bucket lists, drawing vast crowds even in peak seasons, yet never failing to mesmerize with their breathtaking beauty and allure. Santorini embodies the quintessential Greek island experience, with its iconic whitewashed villages perched on cliffsides overlooking the azure caldera lagoon. Oia’s legendary sunsets make it a hotspot for Twitter Pinterest Instagram lovers. while exploring black sand beaches, ancient sites like Akrotiri, or indulging in wine tasting at chic cave-house hotels offer endless delights.
Mykonos, the epitome of glitz and glamour, beckons celebrities and revelers alike to its electric nightlife and festive atmosphere. By day, bask on golden sand beaches and soak in the vibrant ambiance of Little Venice and its maze-like streets. Meanwhile, Crete, Greece’s largest island, boasts a diverse landscape ranging from palm-lined beaches to snow-capped mountains. Discover the awe-inspiring Minoan ruins of Knossos and embark on a scenic ferry ride to explore charming towns like Chania, revealing Venetian and Ottoman influences. With its myriad attractions and picturesque vistas, Crete promises an unforgettable day itinerary for all.
Less Touristy Islands
With over 6,000 islands and islets, Greece offers a plethora of options beyond the bustling tourist hubs. For a truly authentic Greek experience away from the crowds, consider exploring these hidden gem islands:
Sifnos: Nestled in the Cyclades, Sifnos boasts pristine beaches, scenic hiking trails, and picturesque villages. Immerse yourself in its tranquil atmosphere and don’t miss the fortified medieval village of Kastro perched on a seaside cliff.
Folegandros: Another underrated Cycladic gem, Folegandros captivates with its whitewashed villages clinging to steep cliffs overlooking the Aegean Sea. Enjoy panoramic vistas on rugged hikes and unwind at secluded beaches.
Ithaca: Steeped in mythological lore, Ithaca in the Ionian Sea is believed to be the legendary home of Odysseus. Explore its charming fishing villages, hidden coves, and olive groves steeped in history.
Alonissos: Located in the Northern Sporades, Alonissos offers a serene retreat amidst pine forests, olive groves, and orchards. Experience the unhurried pace of life in Patitiri village or venture into the protected wilderness of Alonissos Marine Park for scenic hikes and secluded beaches.
Karpathos: The second largest island in the Dodecanese, Karpathos entices with its remote beaches, mountain villages, and traditional charm. Explore the preserved settlement of Olympos perched atop a mountain or traverse scenic trails connecting the rugged landscape.
Skyros: With its laidback bohemian vibe, Skyros in the Sporades near Evia is a haven for relaxation. Hike through pine forests to Chora village or unwind on tranquil beaches. Indulge in the local specialty of Skyrian goat meat for a true taste of the island.
By venturing beyond the beaten path, you’ll discover peaceful havens brimming with authentic Greek charm, natural splendor, delectable cuisine, and genuine hospitality.
Accommodation
Greece offers a diverse range of accommodation options across its islands, catering to various budgets and preferences.
On popular islands like Santorini, Mykonos, and Crete, luxurious cliffside resorts and boutique hotels coexist with more budget-friendly accommodations like hotels and Airbnb. Santorini boasts hotels with breathtaking caldera views, while in Oia, traditional cave houses offer a unique stay. Mykonos features sleek modern hotels and cozy Airbnbs in its charming old town, while Crete offers large resorts along the coastline and quaint boutique accommodations inland.
Quieter islands like Milos, Paros, and Naxos offer a mix of smaller hotels, guesthouses, apartments, and Airbnbs, often at favorable rates, especially during shoulder seasons. Naxos and Paros boast beautiful traditional accommodations in old Venetian houses or cave suites.
For flexible island hopping in the Cyclades, smaller guesthouses or Airbnbs are recommended. While hotels in Santorini and Mykonos tend to be pricey during high season, better value can be found on lesser-known islands. Regardless of your choice, early booking is advisable, especially during peak summer months when accommodations fill up swiftly.
Getting Around
Exploring Greece is an integral part of the adventure, often requiring ferry rides for island hopping as most lack airports. Ferries connect major islands frequently, albeit less so for smaller ones, with schedules subject to weather changes. Renting a car, scooter, or ATV offers flexibility for exploration, though narrow and winding roads require caution. Opting for rentals on each island is preferable to ferrying vehicles. While smaller islands have limited bus services, taxis are available, albeit with accumulating fares. For a slower-paced exploration, walking and hiking reveal hidden gems, provided you pack suitable footwear and water.
Top Things to Do
Greece’s vast array of over 6000 islands and islets promises boundless opportunities for excitement and exploration. Here’s a glimpse into some of the top activities awaiting you amidst the Aegean and Ionian Seas:
Delve into Ancient History:
Embark on a journey through time as you explore the captivating ancient ruins and historical sites scattered across Greece. From the buried Minoan settlement of Ancient Akrotiri in Santorini to the medieval charm of Rhodes’ Old Town and the majestic Palace of Knossos on Crete, immerse yourself in the rich tapestry of Greece’s past.
Wander and Unwind on Pristine Beaches:
With their dramatic cliffs, azure coastlines, and golden sands, the Greek islands offer the perfect setting for both exhilarating hikes and blissful beach days. Traverse the scenic trails between Fira and Oia in Santorini or bask in panoramic views on Sifnos’ captivating trails. Discover paradise at Elafonisi Beach in Crete, the secluded Kleftiko Bay in Milos, or the iconic Navagio Beach in Zakynthos.
Sail into Serenity:
Embark on a memorable boat tour, navigating the crystalline waters that embrace the Greek islands. Set sail on a journey of discovery, hopping between idyllic isles or exploring enchanting sea caves and picturesque coastlines. Dive into secluded coves for invigorating swims and snorkeling adventures. Don’t miss the serene allure of Hydra, the cosmopolitan charm of Mykonos, or the tranquil beauty of the Saronic Islands near Athens.
Savor Gastronomic Delights:
Indulge in the delectable flavors of Greek cuisine, crafted from fresh, locally sourced ingredients and paired with exquisite regional wines. Delight your palate with traditional dishes like moussaka, souvlaki, and grilled octopus, complemented by indigenous varietals such as Assyrtiko and Agiorgitiko. Experience culinary bliss at wineries dotting the landscapes of Santorini, Rhodes, and Crete.
Embrace the Vibrant Nightlife:
Experience the pulsating rhythm of Greek nightlife, with Mykonos reigning as the ultimate destination for nocturnal revelry. Dance the night away in Mykonos Town or unwind at legendary beach clubs like Paradise and Super Paradise. For a more laid-back ambiance, explore the charming tavernas and wine bars nestled amidst the enchanting landscapes of Santorini, Paros, and Rhodes.
Rejuvenate at Tranquil Spas and Hot Springs:
Treat yourself to moments of relaxation and rejuvenation amidst the serene settings of Greece’s luxury spas and natural hot springs. Soothe your senses in the therapeutic waters of Kos, Lesbos, and Santorini, or immerse yourself in the ancient healing traditions of the Edipsos Spa on Euboea. Embark on an unforgettable journey across the Greek islands, where every moment promises adventure, indulgence, and discovery.
Greek Island Hopping Itinerary 14 Days
With over 6000 islands and islets scattered across the Aegean and Ionian seas, planning an island hopping trip in Greece can seem overwhelming. To help you maximize your time, here is my Greek island hopping ideas for 14 days.
First Day in Greece
Arrive in Athens, Greece, and spend the day exploring the Acropolis and Plaka neighborhood. Check our comprehensive Athens travel guide “Three Epic Days in Athens: First Time Visitors Ultimate Travel Guide” for more information.
2nd Day
Take the ferry from Athens to Mykonos. Spend the afternoon exploring Mykonos Town. Visit Little Venice at sunset.
Traveling from Athens to Mykonos, the ferry route stands out as the most renowned connection linking these two cities. High-speed ferries and catamarans, known for their swiftness, complete the journey in approximately 2.5 to 3 hours, while car ferries may take between 4 to 6 hours. The cost of a ferry ticket varies, ranging from $82 to $493, contingent on factors such as the season, ferry operator, and whether you’re accompanied by a vehicle.
3rd Day
Relax on the beaches of Mykonos. Try Paradise, Super Paradise, or Elia Beach. In the evening, experience Mykonos’ famous nightlife.
4th Day
Take the morning ferry to Santorini. Visit Oia for sunset over the caldera.
The ferry voyage from Mykonos to Santorini spans between 2 hours and 50 minutes to 3.5 hours, subject to the ferry type and prevailing weather conditions. For instance, the Golden Star Ferries SuperExpress service sets sail from Mykonos at 9:50 AM, reaching Santorini by 12:40 PM, with ticket prices starting at $73 per passenger.
5th Day
Take the ferry to Paros. Explore Parikia Town and try windsurfing at Santa Maria Beach.
6th Day
Ferry to Naxos. Tour the island.
The ferry journey from Santorini to Naxos typically lasts around 1 hour and 35 minutes, with various operators providing this service. Depending on your chosen ferry company, the duration may vary between 1 hour 20 minutes, and 2 hours. Ticket prices start at $32 per passenger for this scenic voyage.
7th Day
Ferry to Folegandros. Relax on the beaches and hike between cliffside villages.
The ferry voyage from Santorini to Folegandros spans between 50 minutes to 2 hours, contingent on the vessel and ferry company. Opting for the most economical option, traveling from Naxos to Folegandros (Station), can cost as little as €53.
8th Day
Ferry to Milos. Tour colorful beaches and rock formations.
The ferry connection between Folegandros and Milos is serviced by Seajets, Zante Ferries, and Blue Star Ferries throughout the year. Covering a distance of 26 miles (42 km), the voyage typically lasts around 45 minutes, though durations may fluctuate based on departure schedules. Departures from Folegandros usually commence around 10 AM. While ferry tickets average around $8, prices vary between $5 and $77, influenced by factors such as the operator, seasonal demand, and vehicle accompaniment.
Relaxing on Milos on Day #9
Relax on Milos beaches like Sarakiniko.
10th Day
Take the ferry to Sifnos. Enjoy the beaches and nightlife.
On average, the ferry journey from Milos to Sifnos takes approximately 1 hour and 20 minutes, with durations varying between 40 minutes and 2 hours and 10 minutes based on the ferry operator and vessel type. Covering a distance of 19.31 miles, ticket prices typically range from $7 to $13.
Spent a day in Sifnos Day #11
Explore the hiking trails and villages of Sifnos.
12th Day
Ferry to Serifos. Relax on the pristine beaches.
Throughout the year, ferries operate between Sifnos and Serifos along the 16-mile (26 km) route, with initial departures as early as 12:20 AM. Typically, the journey lasts approximately 24 minutes, varying between 15 and 50 minutes depending on the ferry type. Ticket prices average around $63, fluctuating between $7 and $107.
Back to Athens on Day #13
Return to Athens for last-minute sightseeing and souvenir shopping.
Ferries departing from Serifos to Athens (Piraeus) usually leave around 10:30 AM, with an average travel time of approximately 4 hours and 20 minutes. Covering a distance of 114 miles (184 km), this route connects the Cyclades Islands with Athens and is serviced by SeaJets and Zante Ferries. SeaJets offers up to seven weekly sailings, while Zante Ferries operates up to four times per week. Ticket prices average around $50, but fares can be as low as $24.
Last Day in Greece, Day #14
It’s time to bid farewell to Athens. Start your day with a leisurely breakfast, savoring the flavors of Greek cuisine one last time. As you enjoy your meal, take in the bustling atmosphere of the city and indulge in a bit of people-watching. Allow yourself to soak in the vibrant energy of Athens, cherishing the memories of your unforgettable Greek adventure before you embark on your journey homeward.
Conclusion
As your 14-day odyssey through the Greek islands draws to a close, reflecting on the myriad adventures and discoveries, it’s evident that this journey has been nothing short of extraordinary. From the ancient wonders of Athens to the sun-drenched shores of Mykonos, Santorini, and beyond, each day has been filled with captivating experiences and unforgettable moments.
Exploring archaeological sites steeped in history, savoring the tantalizing flavors of Greek cuisine on a food tour, and immersing yourself in the vibrant culture of each island have all contributed to a rich tapestry of memories. From the sunsets of Oia to the pristine beaches of Milos, every destination has left its indelible mark on your heart.
As you bid farewell to the Greek islands, take with you not just the photographs and souvenirs, but also the spirit of adventure and the warmth of hospitality that have defined your journey. Whether it’s the winding streets of Plaka or the cliffside villages of Folegandros, each moment has been a testament to the beauty and diversity of this remarkable archipelago.
As you return home, carry with you the echoes of laughter shared with newfound friends, the taste of freshly caught seafood, and the awe-inspiring vistas that have left you breathless. Your Greek island hopping adventure may be coming to an end, but the memories you’ve created will last a lifetime, serving as a reminder of the magic that awaits on every journey.
Don’t forget to check our latest blog post The Art of Slow Travel in 7 easy steps: How to Savor Your Digital Nomad Journey to discover a transformative approach to travel that encourages mindfulness, authenticity, and the cultivation of unforgettable experiences.
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