Sailing the Greek Islands ⛵

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Guided trip
Hello Travelers 👋 Harness the wind with a sailing vacation aboard an innovative catamaran in the idyllic destination of Greece. Come join me in this charter where we will enjoy beautiful weather, visits to gorgeous greek towns to sample the local cuisine, high-speed internet access to support all of us working professionals through the work week if needed, nights under the stars being rocked by the gentle sea, and the possibility to jump in the ocean in between meals. - Some of us will be working through the week in the common areas, but everyone is welcome to join, even if you are not working remotely. - I will have 2 editions: Cyclades and Saronic gulf - I will always try to stick to the original route offered, but wind conditions in Greece dictate where we can and cannot go. I'm always going to prioritize trip comfort over a set destination. Important❗ - Food and tips costs are not included. According to what I was able to calculate it shouldn't be more than €200 for the week. 💰 What is included? - Boat rental - Accomodation in the boat - Skipper fee Because cabins have double beds it's important to book on a double basis as to bring someone you are comfortable with. Alternatively, do let me know if you don't mind sharing with a stranger and if there's a match with someone else, I will let you know. Are you in? Send me a message to share more details about the trip 📭
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25 Countries
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Slow-mad traveler, I've been to over 35 countries, lived in 8 cities, and I'm constantly seeking personal growth.

You can chat with Rosario once you reserve your spot.
Trip Itinerary


Day 1-2
We meet in the ancient city of Athens, depending on your arrival you can join me for a quick walking tour. We will have some drinks in the afternoon at my favorite spot. Later that night we meet for an introductory dinner and we travel together the next day to the port of Alimmos.


Day 2
This is the port where our ship is waiting! We are taking the Cyclades Route. Keep in mind that this itinerary is the guide and our skipper is going to do the best to follow it, but wind conditions dictate where we go. Our professional skipper will not only take us to these places but will suggest non-touristic taverns, with local recipes and state-of-the-art combinations of tastes.


Day 2-3
We start with KEA which is a sum of Cycladic hill villages, and white houses all resulting in a relaxing atmosphere that will welcome you to the first stop in the Cyclades. Kea, also known as Tzia, nestled in the Aegean Sea, it remains one of the more unspoiled and less touristy destinations in the region. Just a short ferry ride from Athens, Kea boasts serene landscapes, traditional villages, and pristine beaches. Its hilly terrain is dotted with ancient ruins, while its charming towns offer a glimpse of authentic Greek island life. Perfect for hikers, history enthusiasts, and those seeking a quiet escape, Kea is a hidden gem that provides a tranquil respite from the busier islands.


Day 3-4
Syros is a perfect second stop where the Greek tradition blends with western civilization. Syros, the capital of the Cyclades islands in the Aegean Sea, is a blend of Venetian architecture and Greek tradition. Distinguished from other islands by its rich history and neoclassical buildings, Syros' main town, Ermoupoli, is often regarded as an outdoor museum. The island is a mix of Catholic and Orthodox heritage, reflected in its churches and local festivals. From its elegant mansions and bustling port to its quaint alleyways and pristine beaches, Syros offers a unique blend of culture, history, and natural beauty. It's an island that captivates visitors with its refined charm and vibrant local life, making it more than just a beach destination.


Day 4-5
The third stop is Paros which is amongst the most popular Greek islands, famous for its white marble beaches and its combination of Cycladic architecture and golden sun beaches. Paros, nestled in the heart of the Aegean Sea, is one of the most favored destinations in the Cyclades. Famed for its crystal-clear waters, golden-sand beaches, and traditional Cycladic villages, the island effortlessly blends a lively atmosphere with serene landscapes. The main town, Parikia, brims with whitewashed houses adorned with bougainvillea, ancient churches, and labyrinthine streets, while the picturesque village of Naoussa is renowned for its bustling harbor and vibrant nightlife. Whether it's windsurfing in the azure waters, exploring the ancient ruins of the Panayia Ekatondapiliani Cathedral, or simply relishing the local delicacies, Paros promises an enchanting experience for every traveler.


Day 5-6
Mykonos will follow where we will have the chance to swim in Kolona bay one of the most interesting natural sea bay in Greece. Mykonos, often referred to as the "Island of the Winds," is one of the most iconic and glamorous destinations in the Cyclades. Renowned for its dazzling beaches, crystal-clear waters, and vibrant nightlife, Mykonos seamlessly combines a cosmopolitan flair with its rich Greek heritage. The island's Chora, or town, is a maze of narrow marble streets, whitewashed buildings with blue doors, and hidden chapels, all framed by the shimmering Aegean Sea. While Mykonos is famous for its beach clubs and electrifying party scene, it also offers tranquil corners, historic landmarks such as the iconic windmills, and a taste of authentic island life. It's a destination that exudes charm, luxury, and a certain magnetic energy that beckons travelers from around the world.


Day 6-7
Kythnos, often overlooked in the dazzle of its more famous Cycladic siblings, is an unspoiled gem in the Aegean Sea. It's an island where tradition remains intact and the rhythms of daily life are dictated by nature and age-old customs. Characterized by its rugged landscapes, therapeutic hot springs, and intricate coastline dotted with more than 70 beaches, Kythnos is a haven for those seeking tranquility and natural beauty. The island's villages, Chora and Dryopida, charm visitors with their narrow stone-paved alleys, whitewashed houses, and authentic local tavernas. Offering a serene escape from the bustling touristy islands, Kythnos is a window into the authentic Cycladic life, where hospitality is heartfelt, and the beauty is understated yet profound.


Day 7
The trip finishes back in the Port of Alimos, in the mainland, where guests can continue on to other destinations. We will part ways and hope to meet again, either for another route or another of my trips.
Trip Summary
7 days trip
Athens, Alimos & 6 more
Car, Boat
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