Sail Greece: Mykonos to Santorini

8 Days Mykonos to Santorini
Sail Greece: Mykonos to Santorini
Sail Greece: Mykonos to Santorini
Sail Greece: Mykonos to Santorini

Overview

Intrepid
Trip Operated By:
 (172) Reviews
Total No. of Adventures 739
Move between the boat, the beach and inviting Greek villages on this relaxing eight-day sailing adventure between Mykonos and Santorini. Spend your days swimming in turquoise waters, lazing on white-sand beaches, sampling mouth-watering local cuisine and exploring coastal villages steeped in history, mythology and beauty. Visit the beautiful islands of Amorgos, Naxos, Small Cyclades and Ios, watch a host of spectacular sunsets and enjoy Greek hospitality before returning to the boat to be rocked gently to sleep at night.
Sold Out
There are currently no departures available on this trip. Either the season has ended and new dates will be released soon, or the itinerary has been updated and isn’t operating this season.
Trip Length
8 Days
Trip Starts
Mykonos
Trip Ends
Santorini
Trip Style
Original
Age Range
15-99 Years
Max. Group Size
11
Pace
Moderate
Tour Code
ZSRP
Countries Visited:
Greece

Itinerary

Kalimera! Welcome to Greece. Your adventure begins with a welcome meeting at 4 pm at a restaurant called De-Tox Café located at Marina Tourlos. The first port of call is the local supermarket to buy supplies for your trip as a group. The starter pack will include provisions for some breakfasts, lunches and/or snacks. If you have any special dietary requirements, please make sure you notify us at the time of booking so we can accommodate your requests. Before or after the meeting, maybe head out to explore Mykonos or unwind on one of the island’s sandy beaches. Perhaps visit the Church of Panagia Paraportiani or browse the galleries, restaurants and boutiques.

Tonight, why not grab your fellow travellers and wander down to Little Venice to enjoy a cocktail by the water at sunset.

Sail to the island of Syros, dropping by the Bay of Gaidharos along the way for a swim. Known for its relaxed atmosphere and neo-classical architecture, Syros’ neutral role during the Greek Revolution made it a safe haven for the persecuted. You can catch a bus up the hill to the fortress-like village of Ano Syros and explore the town’s stone archways and narrow alleyways (the views of the Aegean Sea are stunning from up here!). Maybe sample some authentic Greek food and soak up the culture in the capital Ermoupoli, the capital.

Tonight, maybe immerse yourself in local island life with an optional group dinner at a neighbourhood family's home. Tuck into some homemade cuisine made with fresh, seasonal ingredients and enjoy the views from the seafront.

Make your way across the glistening water to Naxos – home to beautiful beaches, fragrant olive groves and the villages of Hora, the capital of Naxos. As the largest Cycladic Island, Naxos also has one of the most colourful mythological histories. The Old Town areas of Hora are perfect for a stroll and some nightlife. Visit the impressive Venetian Kastro, where mansions, monuments and churches all retain their medieval spirit in the winding laneways. Stop by the old Roman Catholic Cathedral in the square, and the nearby Archaeological Museum which is housed in the former Jesuit School of Commerce. The massive Portara stands as the gateway to the unfinished Temple of Apollo on the islet of Palatia, just to the north of the marina. You can also head into the countryside to see local rural life, visit one of the oldest temples in Greece, then chill out in the hills with lunch at a family tavern. Get a taste of the local brew with a shot of Kitron (best described as a lemon liquor) and top it off with a wander along the beach.

Sail to the Small Cyclades, where only Koufonisia, Iraklia, Schinousa and Donousa have permanent residents. Here, you'll discover clear waters, great beaches, friendly locals and sleepy tavernas all built around the fishing villages. Over the next two days you can explore the towns, maybe sampling some fresh seafood in a waterfront taverna – the perfect way to take in the delights of the Mediterranean. Watch the sunset on the board or on the shores of the sea and get to know your fellow travellers as you sail.

Visit the rugged mountainous island of Amorgos is known for Luc Bresson's film 'The Big Blue. ' Amorgos has a history of colonisation and occupation with evidence of a functioning society back as far as 4000 BC! At Katapola, the island's main port, you'll see classic Cycladic architecture with windmills and an old Venetian castle. Stroll the waterfront, explore the ancient Minoan settlement or visit the village of Hora (Amorgos town), which sits high on the rocky mountainside. Maybe drive up to the 11th-century monastery, Moni Hozoviotissis, which was built gripping the cliff face. Soak up the panoramic views across the Aegean Sea and find a good spot for sunset.

Continue to Ios – this island has been inhabited since the early Cycladic times, proudly claiming to be the burial place of epic Greek poet Homer. Ios is home to many gorgeous beaches and is known for the preservation of its classic cube houses, which are packed around the laneways of Hora. A short walk from the harbour are Hora's shops, restaurants, nightclubs, bars and cafes. If you’re seeking a more authentic taste of the Old Town, explore during the day while the masses are beachside. The popular beaches of Gialos and Milopotas are also lively at night with a range of water sports on offer during the day. Valmas, Kolitzani and Tsamaria are all options if you're looking for something a little quieter. Sunset views can be enjoyed from the hill where Panagia Gremiotissa (the Church of the Virgin) sits. The distinctive single palm tree next to the church makes it an icon you can always see from throughout town.

This morning, catch the ferry from Ios to Santorini to arrive at Athinios Port by 12 pm. If you plan to depart today, make sure your flight doesn’t depart Santorini until after 4 pm. Your skipper can assist with organising a taxi to drop you off at your hotel or Santorini Airport. It’s recommend booking a couple of extra night's accommodation to see all the sights that Santorini has to offer – if you do have the time to extend your adventure, just get in touch with your booking agent ahead of time.

Trip Inclusions

  • Hop between paradise islands in the iconic Cyclades by yacht – is there any better way? Swim in the Aegean Sea off the side of the boat and let the waves rock you to sleep each night.
  • Visit the chic waterfront bars that line the beaches of Mykonos, serving authentic Greek food and cocktails as the sun goes down. This is a great place to eat well and relax!
  • Explore the 11th-century monastery of Moni Hozoviotissis, wedged between the dramatic cliffs of Amorgos.
  • Watch the sunset from the coast or the deck every night and if you’re game, get up early for sunrise – where better to seize the day than on the sea?
  • Head away from the tourist trail to the remote Small Cyclades islands, chock-full of tavernas serving fresh seafood and small villages to explore.

  • Overnight boat (7 nights)

  • Boat

  • No meals are included on this trip.

  • Accommodation, itinerary and inclusions subject to change.
  • Price is for land, cruise and internal flights as specified. Flights not specified are not included
  • Intrepid regularly update their itineraries throughout the year based on feedback and local conditions. Therefore the itinerary you see now may differ from when you booked. Global Journeys will provide you with detailed trip notes at the time of quoting, along with a finalised itinerary and trip notes before your trip departs.

Operator

Intrepid
Total No. of Adventures739
Intrepid Travel has been taking travellers off the beaten track to discover the world's most amazing places for 30 years. Every trip is designed to truly experience local culture - to meet local people, try local food, take local transport and stay in local accommodation. Led by a local leader, our small more group tours offer a sustainable way to travel off the beaten track, while giving back to the places and people that travellers visit.

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Intrepid Worldwide (2025-26) Brochure

Intrepid Worldwide (2025-26)

Since 1989, Intrepid has been taking travellers beyond the ordinary to discover the real and remarkable. With small groups, passionate local leaders, and a commitment to responsible travel, every journey is crafted to connect you deeply with the people and places you visit. From iconic landmarks to hidden gems, Intrepid combines comfort, culture, and more curiosity for adventures that truly matter, all backed by a global network and guaranteed departures for peace of mind.

Prices & Dates

There are currently no departures available on this trip. Either it's the end of the season and new departures will be released shortly, or this itinerary has been changed and is not operating this season. Feel free to contact us for information about when next seasons dates will be released or click here to view general release dates for all destinations.

Note
Tour & cruises prices are per person. Prices shown have savings applied, are subject to availability and may be withdrawn at any time without notice. Pricing and trip details are correct at this point in time, however are subject to confirmation at the time of booking and are subject to change by Intrepid. For cruise itineraries, cabin images are sourced from the cruise-line and should be treated as indicative only. Cabin inclusions, upholsteries and room layout may differ to the image(s) shown depending on the ship selected and your sailing dates.

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