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Sail Santorini to Mykonos with Thira

Aug 24, 2024 - Aug 31, 2024

Adventure Adventure

$1,829 USD


Sail Santorini to Mykonos with Thira

Aug 24, 2024 - Aug 31, 2024

$1,829  USD


Dreaming of crystal-clear sapphire waters, whitewashed villages, ancient ruins, lively Greek culture, and delectable cuisine? Then an 8-day sailing adventure from Santorini to Mykonos with host Thira Moelants is just what you need. Spend eight blissful days under sun-drenched skies, exploring the best of the Greek Islands. From the breathtaking beauty of Santorini and vibrant nightlife of Ios, to the rugged charm of Amorgos, tranquil Small Cyclades, mythological allure of Naxos, and the glamour of Mykonos, this adventure promises an unforgettable journey through Greece’s most enchanting islands.

Your days will be filled with island-hopping in the Cyclades, swimming in the clear waters of the Aegean, and sleeping aboard a comfortable yacht. Experience the iconic blue and white villages of Santorini, the historical wonders of Amorgos, and the tranquil fishing villages of the Small Cyclades, where you’ll share meals with locals rather than tourists.

Discover the rural charm of Naxos with its historic neighborhoods and Kitron liqueur, and revel in the exclusive, boutique feel of Mykonos, a playground for Europe’s chic and beautiful. This sailing adventure offers a perfect blend of relaxation, exploration, and cultural immersion, making it an ideal escape to the captivating Greek Islands – enjoyed with a group of fun-loving like-minded travelers!

Saturday August 24th 2024

Saturday August 31st 2024

8 Days, 7 Nights

Ocean Star 56 Yacht (Shared Cabins) - See Important Notes

None Included

8-10 Guests


7 Nights on the Ocean Star 56 Yacht (Shared Cabins) - See Important Notes

Ios - Manganari Beach

Ios - Sunset at Panagia Gremiotissa (Church of the Virgin)

Small Cyclades - Koufonisia, Iraklia, Schinousa, and Donousa

Amorgos - Katapola, Minoan Settlement, Hora, Monastery of Hozoviotissis

Naxos - Hora, Venetian Kastro, Portara

Syros - Bay of Gaidharos, Ano Syros, Ermoupoli

Mykonos - Delos, Little Venice



Travel Insurance (Required)

Visa/Entry Requirements

Meals & Drinks

Personal Expenses (incl Tips)

Your Host

Thira Moelants

“Aloha guys 🌞 If I learned one thing over all this time traveling, it would be that the best experiences are made by the people you are with, more than the place you are in🫶🏼That’s why I’m so excited to finally live my dream of hosting group trips! Traveling with me means more than just sightseeing; it’s about creating lasting memories and forming true connections with fellow travelers. There is a place in my group for every single soul out there, and I can’t wait to meet you all!!!🥰”

Thira Moelants is a full time travel content creator with a passion for exploring the world’s hidden gems and sharing authentic, immersive travel experiences. With a vibrant personality and an eye for capturing breathtaking moments, Thira has amassed a dedicated following who are inspired by her adventures across the globe. Her travels are not just about visiting popular destinations; she dives deep into local cultures, discovers new places and finding crazy experiences that resonate with her audience.

Join Thira Moelants on her next group trip for an unforgettable journey. Whether you’re an avid traveler or new to exploring, Thira’s guidance and infectious enthusiasm will make this a trip of a lifetime.



Day 1 Santorini – Ios

Welcome to Greece! Meet your skipper and fellow travelers at Café Spartakos in Athinios Port at 1pm. From there, take a private boat transfer to the island of Thirasia, where you’ll board the yacht that will be your home for the next 7 nights. The skipper will collect a trip kitty and discuss shopping for supplies. If you have any dietary requirements, please notify us when booking so we can accommodate your needs.

Consider arriving a few days early to explore Santorini’s stunning caldera. Visit the restaurants, shops, and bars in Fira, and take a walk along the caldera’s rim to Firostefani, Imerovigli, and Oia, especially at sunset. Don’t miss Santorini’s unique volcanic beaches, such as Red Beach and the black beaches of Perissa, Vlhada, Perivolos, and Agios Georgios. Also worth visiting are the Orthodox Metropolitan Cathedral, Catholic Cathedral, Dominican Convent, and Megaron Gyzi Museum.

After the welcome meeting, set sail for Ios (approximately 4 hours), stopping at Manganari Beach along the way. Explore the shops, restaurants, and bars in Hora, and visit Panagia Gremiotissa (Church of the Virgin) for beautiful sunset views from a hilltop.


Overnight on the boat (1 night)


No meals included today

Special Information:

Your skipper will collect a trip kitty of EUR 100 at the pre-departure meeting. If arriving today, allow at least 1 hour to travel from Santorini Airport to Athinios Port. The itinerary may change due to weather conditions or other factors. Depending on conditions, we may cross to Ios by ferry, giving you more time to explore the island.

Days 2-6 Sailing the Greek Islands

Small Cyclades

Sail to the Small Cyclades (approximately 3 hours). These islands, once home to pirates and goats, now have only a few permanent residents. Explore Koufonisia, Iraklia, Schinousa, and Donousa, with their clear waters, great beaches, and quaint fishing villages. Enjoy fresh seafood in a waterfront taverna.


Continue to the rugged island of Amorgos, famous for its role in Luc Bresson’s film “The Big Blue.” Visit Katapola, the island’s main port, and explore its Cycladic architecture, windmills, and old Venetian castle. Visit the ancient Minoan Settlement and the village of Hora with its narrow stone lanes and Byzantine churches. Don’t miss the spectacular 11th-century Monastery of Hozoviotissis. Spend another night in the Small Cyclades on the way to Naxos.


Discover Naxos with its beautiful beaches, charming villages, and fragrant olive groves. Explore the old town areas of Hora, visit the Venetian Kastro, the Roman Catholic Cathedral, and the Archaeological Museum. See the massive Portara and consider a countryside tour to see local rural life, ancient temples, and enjoy lunch at a family tavern.


Sail to Syros (approximately 4 hours), stopping at the Bay of Gaidharos for a swim. Explore Ano Syros with its fortress-like village and narrow alleyways, and visit the capital, Ermoupoli, known for its neo-classical architecture and vibrant culture.


Overnight on the boat (5 nights)


No meals included during these days


Days 7-8 Mykonos

Set sail for Mykonos (approximately 3 hours) and arrive in the late afternoon. Enjoy your final evening on this vibrant island with its white-washed architecture, narrow streets, and bustling nightlife. Relax on the beaches, visit the sacred island of Delos, or enjoy a cocktail in Little Venice. Explore the Church of Panagia Paraportiani.

We’ll depart the boat at 10 am on the final day. Some guests may want to continue their adventure and consider booking an extra night in Mykonos to fully explore the island. Swap stories, share memories from your amazing adventure, trade social handles, and wish each other a fond farewell and a “see you soon”!


Overnight on the boat (2 nights)


No meals included during these days

Trip Photos

Important Notes

The Ocean Star 56 is a classic sailboat, combining timeless design, exceptional seaworthiness and unmatched comfort. Fashioned with a traditional wood interior, the Ocean Star 56 has an impressive saloon and offers spacious (for a sailing boat) cabins. Equipped with 2 double cabins, 2 twin cabins and 1 triple cabin, 5 shared bathrooms with hot water showers, a fully equipped galley kitchen with a gas stove and oven, snorkeling gear, a full teak deck, and sundeck at the yacht’s bow. Click here for more information.

If you are arriving on the day the trip starts, please allow at least 1 hours to travel from Santorini Airport to Athinios Port.

Be sure to check entry requirements based on the passport that you will be travelling with.

A trip is listed as PENDING until the minimum guest numbers are reached, at which point the trip becomes CONFIRMED. Guests will be notified when a trip becomes CONFIRMED.

Travel insurance is required, and this will need to be organised independently. There are a number of travel insurance comparison websites available. We do not recommend organising this until your trip is CONFIRMED. TIP: If you have a credit card there may be travel insurance included as part of your benefits, so check with your bank.

We do not recommend booking flights until your trip is CONFIRMED.

We recommend you familiarise yourself with our Booking Terms & Conditions for more information about our booking, deposit and cancellation policies.

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