Sail Greece: Santorini to Mykonos - 8 Days



Who is this trip for
Genders
- Female62%
- Male38%
Average age
Start / End
- Firá
- Mykonos
Physical rating
Group size
1 - 11Meals included
0Highlights
- See Santorini, where the blue and white villages cling to the rim of an ancient volcano – don't worry, the only fire you’ll see is in the island’s magnificent sunsets.
- Break bread with locals in the sleepy fishing villages of the Small Cyclades islands, away from the typical tourist trail.
- Spend your days island-hopping in the Cyclades, swimming in the clear waters of the Aegean Sea and sleeping aboard a private yacht.
- Taste rural life on the large island of Naxos – a great mix of historic neighbourhoods, gorgeous views and tasty Kitron liqueur.
- Explore a place where Europe’s chic and beautiful come to play – consider staying a few extra days after your trip to soak up the beauty, charm and sunsets of Mykonos.
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Summary
Dreaming of crystal-clear waters, whitewashed villages, historical ruins, lively Greek culture and deliciously fresh cuisine straight from the sea? Then sail from Santorini to Mykonos on this eight-day boat trip in Greece. Spend blissed-out days under sun drenched skies enjoying the best of the Greek Islands, including Santorini, Ios, Amorgos, the Small Cyclades, Naxos and Mykonos. Watch the sunset, explore olive groves, feast on fresh food and wine and fall asleep to the gentle rocking of your yacht every night.
Itinerary
Day 1
Santorini – Ios
Kalimera! Welcome to Greece. You’ll meet your skipper at 1 pm at Cafe Spartakos, where your adventure will immediately begin. If you arrive in Santorini early (and it’s recommended that you do), maybe check out the local restaurants, shops and bars in Fira or walk along the caldera's rim to Firostefani, Imerovigli and Oia for sunset. Santorini's volcanic beaches are another must-see. Check out Red Beach or the black beaches of Perissa, Vlhada, Perivolos and Agios Georgios. The first port of call is the local supermarket to buy supplies 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 your agent at the time of booking so they can accommodate your requests. Then, board a ferry from Santorini to Ios and walk the short distance to your yacht – your home for the next seven nights. When you’ve settled in, check out the nearby sandy beaches on Ios or head to Hora's shops, restaurants and bars (a short walk from the harbour), which all come alive in the evening. Your skipper can suggest the best bar to watch the sun go down as you get to know your new travelling companions.
Day 2
Amorgos
Visit the mountainous island of Amorgos today, known for Luc Bresson's film 'The Big Blue.' Amorgos has evidence of society as far back 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, gripping the cliff face with views across the Aegean Sea.
Day 3
Small Cyclades
Over the next two days, you’ll sail to the Small Cyclades, where only Koufonisia, Iraklia and Schinousa have permanent residents. Here, you'll discover clear waters, small beaches, friendly locals and sleepy tavernas all built around the fishing villages. When you dock, you can explore the town and maybe sample some fresh seafood in a waterfront taverna – a great way to take in the sights and sounds of the Mediterranean. Watch the amazing sunsets from the boat or the shores and soak up the atmosphere!
Day 4
Small Cyclades
Over the next two days, you’ll sail to the Small Cyclades, where only Koufonisia, Iraklia and Schinousa have permanent residents. Here, you'll discover clear waters, small beaches, friendly locals and sleepy tavernas all built around the fishing villages. When you dock, you can explore the town and maybe sample some fresh seafood in a waterfront taverna – a great way to take in the sights and sounds of the Mediterranean. Watch the amazing sunsets from the boat or the shores and soak up the atmosphere!
Day 5
Naxos
Continue to Naxos today for more beaches, small villages and the fragrant olive groves of Hora (the capital). This place has a mythological history and the Old Town is perfect for a stroll. Follow a pathway up to the impressive Venetian Kastro where mansions, monuments and churches all retain their medieval spirit in a mass of winding laneways. Stop by the old Roman Catholic Cathedral in the square, and the nearby Archaeological Museum, housed in the former Jesuit School of Commerce. Maybe head into the countryside to see the local rural life, visit one of the oldest temples in Greece and chill out in the hills with lunch at a family tavern. Perhaps taste the heady local brew of Kitron (a lemon liquor) and top it off with a walk along the beach.
Day 6
Syros
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 are stunning from up here!). Sample authentic Greek food and soak up the culture in 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.
Day 7
Mykonos
Lifting anchor, set off on a short sail to Mykonos, arriving in the late afternoon. This classic Mediterranean island boasts white-washed architecture and narrow streets and laneways perfect for exploring. The hum of the nightlife, cafes, restaurants, galleries and boutiques give way to the island's best sandy beaches. Soak in the atmosphere by joining fellow sun-seekers and partygoers on the beach or take a daytrip to the sacred island of Delos – the birthplace of Apollo and Artemis. Little Venice has colourful wooden balconies that hang precariously over the sea, and this is the perfect spot to sit back with a cocktail and enjoy an Aegean sunset.
Day 8
Mykonos
Your trip ends today at around 10 am this morning on Mykonos. There are no activities planned, but it’s recommended you book an extra night of accommodation so you have plenty of time to explore and soak up the beauty of this famed island. If you need help booking a few extra days, just get in touch with your booking agent ahead of time.
What's Included
Accommodation
Overnight boat (7 nights)
Meals
Breakfasts: 0, Lunches: 0, Dinners: 0
Vegetarian options are available on all meals throughout the adventure.
Vegetarian options availableLocal Guide
GuidedThis adventure is led by a local guide throughout. The main language of this adventure is English. Please contact us for other languages available.
Wifi
Wifi is available during the adventure. In some areas and / or accommodation / transport Wifi may be free.
Dates & Prices
Aug 25
from £1,235Sep 25
from £1,105Oct 25
from £966May 26
from £1,303Jun 26
from £1,303Jul 26
from £1,303Aug 26
from £1,303Sep 26
from £1,303Oct 26
from £1,303
- Save 27%Sat 4 Oct 2025 > Sat 11 Oct 20256+ spaces of 11 left£1,315Best offer£966
Customer reviews & ratings
What an amazing trip!! Sailing the Aegean Sea has to be the best way to experience a diverse range of Greek culture. Captain Nik provided a once-in-a-lifetime, customized experience. His knowledge of the islands and recommendations for local experiences were priceless. He's not just a boat captain - he's a sailing sherpa. His positive, approachable attitude put everyone at ease and made sure everyone on board had the best experience possible. 5 stars!!!!
Aaron Jul, 2025 VerifiedThis trip was amazing!! 7 nights relaxing in the Cyclades was the highlight of our Europe trip. The yacht was great and our skipper Nikos made sure we were safe and had an amazing time. 10/10 would do again.
Jamie Jul, 2025 Verified
Essential trip information
Our Important Notes and Packing List cover all essentials, from necessary equipment to inclusions, ensuring you're fully equipped and informed for this extraordinary adventure and more.
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