Greece’s sailing scene delivers the perfect mix of history and Mediterranean beauty. The country’s 6,000 islands and clear waters make it Europe’s top sailing destination. Independent travelers can choose from half-day island-hopping excursions or week-long yacht adventures, with prices ranging from budget-friendly group tours to luxury private charters.
We particularly love the small-boat tours around Milos, where skilled captains navigate hidden sea caves and showcase traditional fishing villages. The Santorini caldera cruises earn high marks for combining dramatic volcanic landscapes with stops at hot springs. For history buffs, the Delos-Mykonos circuit can’t be beat – you’ll see ancient ruins and get plenty of swimming time.
The best sailing experiences combine three essentials: knowledgeable local captains, uncrowded routes, and authentic Greek hospitality. Browse our tested and recommended sailing tours below.
Key Points
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Greece offers a variety of sailing experiences, including daily tours, private sailing adventures, and catamaran cruises in destinations like Skopelos, Rhodes, Corfu, and Mykonos.
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Many sailing tours in Greece provide personalized experiences, with small group sizes, local cuisine, water activities like snorkeling and stand-up paddling, and transportation options.
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Sailing tours in Greece have earned high ratings and reviews, with a focus on hospitality, atmosphere, and overall value for money.
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Popular sailing experiences in Greece include a full-day private cruise in Corfu, a sailing cruise to Schinoussa and Iraklia from Naxos, and a sunset safari tour around Rhenia.
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The flexibility of sailing tours in Greece, with options for customization and free cancellation, allows for a tailored and enjoyable experience for travelers.
Daily Sailing Tour From Skopelos in Alonissos by Kardous,Thasos
If you’re seeking a memorable sailing experience during your time in Skopelos, the Daily Sailing Tour from Skopelos in Alonissos by Kardous, Thasos is a must-try.
With 89 reviews and a 100% recommendation rate, this tour offers a personalized experience for a maximum of 8 travelers. Operated by Kardous Sailing Thassos, the tour starts at 10:00 am and includes breakfast, lunch, beverages, and the use of snorkeling equipment and stand-up paddles.
Guests praise the friendly hosts, Alexandra and Antonis, for their hospitality and the tour’s relaxing atmosphere.
Whether you’re a family or a small group, this sailing experience is highly recommended for exploring Skopelos’ beautiful beaches and engaging in water activities.
Read our full review: Daily Sailing Tour From Skopelos in Alonissos by Kardous,Thasos Review
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Private Morning Sailing in Rhodes
Frequently, travelers to Rhodes opt for the captivating Private Morning Sailing experience, which offers a delightful 6-hour exploration of the island’s picturesque bays.
Departing from Mandraki Harbor at 9 AM, you’ll sail to stunning Kallithea Bay, Antony Quinn Bay for excellent snorkeling, and Ladiko Bay.
Venture to Afandou Bay to discover a fascinating cave. The itinerary is customizable based on weather conditions, ensuring a personalized experience.
The price of Kč 31,461 per group covers use of snorkeling gear, lunch, beverages, fuel, and gratuities.
With a group size up to 10 and complimentary cancellation, this sailing tour promises an unforgettable adventure in Rhodes.
Read our full review: Private Morning Sailing in Rhodes Review
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Sunset Sailing in Rhodes
Sailing into the vibrant hues of sunset, the Sunset Sailing in Rhodes invites you to experience the island’s breathtaking coastal beauty from a different perspective.
This 6-hour private group excursion takes you on a journey through the blue-green waters, culminating in a stunning sunset outside the Aquarium in the City of Rhodes.
With personalized service, you can customize your route and enjoy a range of inclusions, from snorkeling equipment to refreshments.
Flexibility is key, as the departure time and itinerary may vary based on weather conditions.
Priced at $525.53 per group (up to 10 participants), this sunset sailing experience offers a memorable way to explore the picturesque island of Rhodes.
Read our full review: Sunset Sailing in Rhodes Review
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Cruiseship Special | VIP Yacht Trip | Rhodes to Lindos
Set out on a VIP yacht odyssey from Rhodes to the stunning seaside town of Lindos, enjoying the region’s breathtaking coastal landscapes.
Priced from $1,944.48 for up to 4 participants, this 6-hour private cruise lets you swim in Anthony Quinn Bay, Traganou Caves, and Tsambika Beach, followed by time to explore Lindos.
Onboard, savor a Greek light lunch and unlimited beverages as you relax to music. With a personalized experience, the captain can adjust the route to your preferences.
Snorkeling equipment, fuel, and gratuities are included, ensuring a seamless, carefree adventure. Flexibility allows for weather-based itinerary changes and rescheduling as needed.
Read our full review: Cruiseship Special | VIP Yacht Trip | Rhodes to Lindos Review
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Corfu: Sunset Cruise on a Traditional Wooden Sailing Yacht
Explore the captivating world of Corfu’s sunset sailing experience aboard a traditional Greek wooden yacht. For just $50.45 per person, you’ll embark on a 2-hour cruise showcasing the island’s stunning coastline and landmarks.
Sip on a complimentary cocktail, wine, or beer as you take in the views of the old fortress, Garitsa Bay, and the charming Pontikonissi. With a maximum of 20 guests, this intimate experience promises comfort and exclusivity.
Don’t forget to arrive 20 minutes early, and bring a light jacket in case of breezy conditions after sunset. Judging by the 5/5 rating from 27 reviews, this is an exceptional way to cap off your day in Corfu.
Read our full review: Corfu: Sunset Cruise on a Traditional Wooden Sailing Yacht Review
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Mykonos Catamaran Delos Rhenia Semi Private Cruise
Explore the captivating islands of Delos and Rhenia on this 6-hour semi-private catamaran cruise departing from Tourlos Marina in Mykonos.
At just Kč 4,279 per person, you’ll sail to the sacred island of Delos, birthplace of Apollo and Artemis, for a guided tour.
Then, relax on the secluded beaches of Rhenia Island, enjoying a traditional Mykonian lunch and complimentary drinks.
With free cancellation up to 24 hours in advance and a reserve now, pay later option, this cruise offers flexibility and value.
While weather conditions may affect the schedule, the stunning scenery and onboard amenities ensure an unforgettable sailing experience in Greece.
Read our full review: Mykonos Catamaran Delos Rhenia Semi Private Cruise Review
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Shore Excursion-3 Hours Private Yacht Cruise to Corfu Island
Seeking a luxurious and personalized way to discover the stunning Corfu coastline?
Set out on a 3-hour private yacht cruise, cruising at speeds up to 55 knots and covering 20 miles. This exclusive experience aboard a brand-new Saxdor 320 GTC yacht accommodates up to 10 guests, with a recommended maximum of 8 for optimal comfort.
Explore Corfu’s highlights, including the Old and New Fortresses, Garitsa Bay, and picturesque beaches. Enjoy swimming, snorkeling, and savoring local Corfiot meze and drinks.
With a flexible reservation policy and free cancellation up to 24 hours in advance, this cruise offers an unforgettable way to immerse yourself in the beauty of the Ionian Islands.
Read our full review: Shore Excursion-3 Hours Private Yacht Cruise to Corfu Island Review
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NORTH EAST YACHT COASTAL EXPERIENCE – SEMI PRIVATE
Enjoy the captivating landscapes of Corfu’s northeast coast on this semi-private yacht cruise. Aboard the sleek Saxdor 320 GTC, you’ll embark on a 4-hour journey, cruising at speeds of up to 55 knots.
Explore UNESCO-listed sites, including Corfu’s Old and New Fortresses, and stop for swimming, snorkeling, and relaxation at idyllic beaches.
Savor a delightful Corfiot meze platter and local wine as you take in the stunning vistas. With a maximum of 10 participants, this exclusive experience offers an intimate and personalized way to discover the Ionian archipelago.
Featuring convenient pickup and drop-off, this is an unforgettable way to learn about the coastal wonders of Greece.
Read our full review: NORTH EAST YACHT COASTAL EXPERIENCE – SEMI PRIVATE Review
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Mykonos Sunset Catamaran Cruise With Transfer
Enjoy a captivating 4-hour sunset catamaran cruise around the picturesque island of Mykonos.
You’ll sail towards Rhenia Island, where you can swim, snorkel, and enjoy complimentary beverages.
During the 1-hour photo stop at Little Venice, witness the stunning Mykonos sunset.
The cruise includes traditional Mykonian flavors, snorkeling equipment, SUP, and beach towels.
An English-speaking skipper and assistant will guide you throughout the experience.
Pickup and drop-off service is available upon request.
Do note this activity isn’t suitable for those over 95 years old, and you’ll need to provide your passport details in advance.
With free cancellation up to 24 hours prior, this is an unmissable sailing adventure in Greece.
Read our full review: Mykonos Sunset Catamaran Cruise With Transfer Review
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Rhenia Island – Small Group Sailing Adventure (8 Guests)
This small group sailing adventure to Rhenia Island offers an exceptional opportunity to explore the crystalline waters and picturesque landscapes of Greece.
With only 8 guests, you’ll enjoy a personalized experience, featuring swimming, snorkeling, and sailing.
The 5-hour journey begins in Agios Ioannis Diakoftis, passing by the archaeological site of Delos.
On Rhenia Island, you’ll indulge in a freshly prepared meal with unlimited drinks.
The price starts from Kč 3,524 per person, and you can reserve now with no upfront payment.
Cancellation is free up to 24 hours in advance.
Don’t miss this chance to learn about the beauty of the Greek islands.
Read our full review: Rhenia Island – Small Group Sailing Adventure (8 Guests) Review
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Private Catamaran Cruise Mykonos Delos With Meals & SUP
Set out on a private catamaran cruise and discover the enchanting islands of Mykonos and Delos.
This 8-hour experience allows you to relax and bask in the sun while admiring the stunning landscapes. Sail to the sacred island of Delos, a UNESCO World Heritage Site, and explore its ancient ruins and archaeological sites.
Stop for a delicious Greek-style lunch and enjoy complimentary water, soft drinks, and wine. The catamaran also offers stand-up paddleboards, providing the opportunity to enjoy the crystal-clear waters.
This private tour is perfect for groups of up to 10 people, offering personalized attention and an unforgettable day on the Aegean Sea.
Read our full review: Private Catamaran Cruise Mykonos Delos With Meals & SUP Review
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Mykonos Catamaran Full Day Private Cruise Lunch & Transfer
Start your day with a leisurely Mykonos catamaran cruise that takes you to the tranquil islands of Delos and Rhenia.
At just €42,787 for up to 10 participants, this 6-hour private tour offers excellent value.
Depart Tourlos Marina at 9 AM and discover the ancient archaeological site of Delos, the mythical birthplace of Apollo and Artemis.
Then, head to the uninhabited Rhenia island, where you can swim, snorkel, and enjoy a traditional Mykonian lunch onboard.
The catamaran charter includes an English-speaking skipper, a sailor, lunch, drinks, and snorkeling equipment.
Hotel pickup and drop-off are available upon request.
Don’t forget to bring your swimsuit, sunscreen, and a towel for this unforgettable sailing adventure.
Read our full review: Mykonos Catamaran Full Day Private Cruise Lunch & Transfer Review
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Corfu: Full-Day Private Cruise With Sailing Yacht
Looking to explore the stunning Corfiot coastline from a different vantage point? Book this full-day private cruise on a luxurious sailing yacht.
At just €16,989 for up to 8 participants, it’s an affordable way to see the island’s highlights, including the UNESCO-listed old town.
You’ll start from the picturesque Gouvia marina and head to Vido Island for swimming and snacks.
Then, discover natural caves with opportunities for snorkeling and relaxation as your English-speaking skipper shares stories about Corfu’s rich heritage.
With inclusions like snorkeling gear, water, and beach towels, this private cruise offers a seamless, hassle-free way to experience the best of Corfu by sea.
Read our full review: Corfu: Full-Day Private Cruise With Sailing Yacht Review
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From Naxos: Schinoussa and Iraklia Sailing Cruise With BBQ
Escape the crowds and learn about the tranquil Aegean on this sailing cruise from Naxos to the picturesque islands of Schinoussa and Iraklia.
Spend 7 hours exploring these lesser-known gems, with a stop for a freshly-prepared BBQ lunch.
Admire the stunning landscapes and turquoise waters as you sail, and have the opportunity to swim, snorkel, or simply relax on board.
With a small group size, this experience offers an intimate and personalized adventure.
At just €72 per person, it’s an affordable way to discover the hidden beauty of the Cyclades.
Don’t miss this chance to escape the crowds and experience the best of Greece’s sailing scene.
Read our full review: From Naxos: Schinoussa and Iraklia Sailing Cruise With BBQ Review
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Rhenia Sunset Safari Sailing Tour (Up to 8 Guests)
Enjoy the serene Aegean as you embark on the Rhenia Sunset Safari Sailing Tour, a 5-hour excursion that showcases the breathtaking beauty of the islands.
Setting sail from Agios Ioannis Diakoftis, you’ll enjoy swimming and snorkeling at Rhenia Island and a delicious Greek meal as you witness a stunning sunset.
This tour can accommodate up to 8 guests and costs $147.15 per person. Complimentary snorkeling gear, stand-up paddleboards, and roundtrip hotel transfers are included.
Pregnant women and those with mobility issues should avoid this tour.
Bring your passport, beach attire, and comfortable shoes for a memorable sailing experience.
Read our full review: Rhenia Sunset Safari Sailing Tour (Up to 8 Guests) Review
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Corfu: Private Yacht Coastal Experience-Yacht Charter/Cruise
Embark on an unforgettable private yacht experience along Corfu’s captivating coastline.
Cruise along the island’s scenic shores, taking in the stunning views of the azure waters and the lush greenery of the interior. This 6-hour yacht charter allows you to customize your itinerary, stopping at secluded coves, historic sites, or popular seaside towns.
Relax on the sun-drenched deck, enjoy a refreshing swim, or indulge in a delicious picnic prepared by your crew. With a maximum capacity of 10 guests, this intimate excursion offers a truly personalized sailing adventure.
Prices start from €149 per person, making it an affordable way to explore Corfu’s coastal gems by private yacht.
Read our full review: Corfu: Private Yacht Coastal Experience-Yacht Charter/Cruise Review
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Sailing Private Cruises Sunset View
Alongside the picturesque shores of Rhodes, you’ll find a captivating sunset sailing experience aboard the Jeanneau Sun Odyssey sailboat, Aurora.
This 3-hour private cruise takes you on a journey, departing from Rhodes Marina and sailing to the enchanting Kallithea Springs.
Enjoy the tranquil waters as you snorkel for an hour, then indulge in a refreshing fruit salad and drinks.
As the sun dips below the horizon, relish the final 15 minutes of sunset sailing with a refreshing cocktail.
With a live English-speaking guide, you’ll enjoy a seamless and memorable adventure.
Conveniently, you can reserve your spot with no upfront payment and cancel up to 24 hours in advance for a full refund.
Read our full review: Sailing Private Cruises Sunset View Review
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Sailing Private Cruises in Northwest Rhodes Coastline
A private sailing cruise along the northwest coastline of Rhodes promises an unforgettable experience.
The 6-hour journey aboard the modern Jeanneau Sun Odyssey 380 yacht, the Aurora, will take you to stunning locations like Kallithea Springs, Anthony Quinn Bay, and Ladiko Bay.
At $945.96 for up to 8 participants, this all-inclusive tour offers excellent value, with complimentary alcoholic beverages, lunch, and snorkeling equipment.
Flexible booking and a 24-hour cancellation policy provide added convenience.
However, note that the cruise isn’t suitable for pregnant women, wheelchair users, or babies under 1 year.
To embark on this sailing adventure, meet at the New Marina of Rhodes 15 minutes before departure.
Read our full review: Sailing Private Cruises in Northwest Rhodes Coastline Review
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Naxos: Private Sunset Catamaran Cruise With Dinner
One can experience an enchanting private sunset catamaran cruise in Naxos, offering an unforgettable journey along the island’s picturesque coastline.
Priced from $998.51 for up to 4 participants, the 2.5-3 hour cruise includes a traditional dinner, chilled wine, and stunning views of the Portara and Saint George Beach.
Departing from Naxos marina around 6 PM, the experienced captain selects the ideal anchoring location to witness the captivating sunset.
The cruise provides snorkeling equipment, swimming aids, and hotel pickup/drop-off services.
Smoking isn’t allowed, and tips for the crew are optional.
With a free cancellation policy up to 24 hours in advance, this private sailing experience in Naxos is sure to create lasting memories.
Read our full review: Naxos: Private Sunset Catamaran Cruise With Dinner Review
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Catamaran Private Sunset Cruise
Set out on a captivating catamaran adventure as the sun dips below the horizon in Mykonos.
Sail aboard a private yacht for 4 hours, enjoying the tranquil ambiance and traditional Mykonian flavors. Sip on complimentary beverages as you witness the sky transform into vibrant hues.
Snorkel in the crystal-clear waters and relax on the beach towels provided. With a licensed skipper and assistant, you’ll experience the sunset in unparalleled comfort.
Priced at €1,400 for up to 10 guests, this sunset cruise offers excellent value. Convenient hotel pickup and drop-off services are available upon request.
Avoid the restrictions for those over 95 and book now, paying later to secure your spot.
Read our full review: Catamaran Private Sunset Cruise Review
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The Sum Up
Enjoy Greece’s stunning sailing experiences. From the serene waters of Skopelos to the vibrant sunsets of Rhodes, you’ll find a variety of options to suit your preferences. Whether you prefer a private cruise or a group tour, a catamaran or a traditional wooden yacht, Greece’s sailing scene offers unforgettable adventures. Savor the Mediterranean breeze, explore picturesque coastlines, and create lasting memories on the open waters.