Sailing in Greece delivers some of Europe’s most rewarding maritime adventures. The combination of reliable winds, crystal-clear waters, and island-dotted seas makes this an ideal destination for both novice and experienced sailors. The Aegean and Ionian waters offer distinctly different experiences – the Aegean with its dramatic volcanic backdrops and bustling ports, and the Ionian with its gentler waters and greener landscapes.
We especially love the small-group catamaran trips around Santorini, which provide intimate access to red and white beaches unreachable by road. The full-day sailing tours from Mykonos stand out for their expert local skippers and stops at secluded swimming spots. In the Cyclades, the island-hopping excursions offer the perfect mix of historical sites and hidden coves.
Check out these carefully selected sailing tours that showcase the best of Greek waters:
Good To Know
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Explore the stunning Aegean and Ionian Seas with diverse sailing options, from day cruises and sunset tours to private yacht charters and luxury catamaran experiences.
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Discover the picturesque islands of Santorini, Mykonos, Crete, and the Cyclades, each offering unique attractions, such as volcanic landscapes, historic fortresses, and secluded coves.
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Enjoy customizable private sailing experiences, including full-day adventures with professional instruction, as well as exclusive luxury tours with gourmet meals and top-notch amenities.
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Consider the ideal sailing season from late spring to early autumn, and make advance reservations to secure your preferred tour or charter.
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Be mindful of local regulations and weather conditions to ensure a safe and enjoyable sailing experience while protecting the fragile marine ecosystem.
15 Day Ionian Odyssey Guided Sailing Tour in Greece
Departing from the Paleros Marina, the 15-day Ionian Odyssey Guided Sailing Tour in Greece offers travelers a unique opportunity to explore the stunning Ionian islands.
With a minimum of 4 and a maximum of 8 participants, the tour includes 14 breakfasts, 13 lunches, and 4 dinners, as well as the use of snorkeling equipment, stand-up paddleboards, and other water toys.
Transfers from hotels or the airport are available for an additional cost, and the tour is located near public transportation.
While not wheelchair accessible, most travelers can participate. Dietary accommodations are available, and confirmation is received at booking.
Read our full review: 15 Day Ionian Odyssey Guided Sailing Tour in Greece Review
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7 Day Ionian Odyssey Northern Luxury Guided Sailing Tour
The 8-day Ionian Odyssey Northern Luxury Guided Sailing Tour departs from the historic city of Athens, providing travelers with an opportunity to explore the stunning northern Ionian islands.
With a maximum of 8 participants, the tour offers a more intimate and personalized experience. Included are 7 breakfasts, 7 lunches, and 3 dinners, as well as stand-up paddleboards, sea-scooters, wakeboards, and snorkeling gear.
Transfers can be arranged at an additional cost, and Wi-Fi is available on board. The tour is suitable for most travelers, though not wheelchair accessible.
Dietary accommodations can be made if indicated at booking, and a single supplement applies.
Read our full review: 7 Day Ionian Odyssey Northern Luxury Guided Sailing Tour Review
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Private Yacht Trip From Nafpaktos to Trizonia Island
BoatsAdvisor Hub&Events offers a private yacht trip from the historic port city of Nafpaktos to the picturesque Trizonia Island.
The trip costs €1,400.00 for up to 8 participants and includes coffee, croissants, fresh fruits, snacks, sandwiches, and cool beverages.
Snorkeling equipment and an English and Greek speaking captain are also provided.
The activity starts at 10:30 am and ends back at the meeting point in Nafpaktos.
While not wheelchair accessible, infants can join the tour.
As this is a private tour, only your group will participate.
Read our full review: Private Yacht Trip From Nafpaktos to Trizonia Island Review
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8 Days Luxury Guided Sailing Tour in Southern Ionian Odyssey
A captivating 8-day luxury guided sailing tour in the Southern Ionian awaits adventure-seekers.
Departing from Athens, this small-group experience (4-8 travelers) immerses guests in the stunning Ionian islands.
Accommodations include the Fresh Hotel in Athens and the Thalassa Hotel in Paleros.
The all-inclusive package features 7 breakfasts, 6 lunches, 3 dinners, and a range of water toys like paddleboards and snorkeling gear.
Dietary requirements can be accommodated with advance notice.
With confirmation upon booking, this tour is suitable for most travelers, though it’s not wheelchair accessible.
Grab this opportunity to explore the Ionian’s hidden coves and islands in comfort and style.
Read our full review: 8 Days Luxury Guided Sailing Tour in Southern Ionian Odyssey Review
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Daily Sailing Tour From Skopelos in Alonissos by Kardous,Thasos
Frequently, travelers embark on a daily sailing tour from Skopelos to Alonissos with Kardous, Thasos.
The 5-star rated tour offers a maximum of 8 guests a relaxing day filled with swimming, snorkeling, and stand-up paddleboarding.
The tour includes breakfast, lunch, and complimentary drinks, including alcoholic beverages for those 18 and over.
Guests praise the hosts, Alexandra and Antonis, for their friendliness, attention to detail, and engaging stories about the local culture.
With free cancellation up to 24 hours before the experience and a price of ₹13,587.60 per person, this sailing tour is a highlight for many visitors to Greece.
Read our full review: Daily Sailing Tour From Skopelos in Alonissos by Kardous,Thasos Review
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Rhodes: Evening Sunset Catamaran Cruise
Travelers seeking a tranquil evening on the Aegean can embark on the Rhodes: Evening Sunset Catamaran Cruise.
The 4-hour excursion departs from the New Marina Rhodes, whisking passengers away on a catamaran to Kallithea Springs for a refreshing swim.
After the swim, the cruise continues towards Rhodes, culminating in a 20-minute sunset viewing.
Throughout the trip, guests can enjoy unlimited soft drinks, with alcoholic beverages available during the swim stop.
The cruise accommodates up to 12 participants and is priced at $618.86 per group.
Cancellation is free up to 24 hours in advance, and hotel pick-up and drop-off are included.
However, the activity isn’t suitable for those prone to seasickness or with mobility impairments.
Read our full review: Rhodes: Evening Sunset Catamaran Cruise Review
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Sailing Tours in Santorini
Several sailing tours offer visitors to Santorini the chance to explore the island’s dramatic coastline and admire its iconic whitewashed buildings from the sea.
Popular options include half-day and sunset cruises, with boats departing from the island’s main port. Highlights typically include sailing past the Caldera cliffs, swimming in the island’s volcanic hot springs, and enjoying unobstructed views of Santorini’s famous sunsets.
Prices for these tours generally range from $40 to $150 per person, with ratings averaging 4 out of 5 stars based on hundreds of customer reviews.
Those seeking a more immersive sailing experience can also book multi-day trips to nearby islands such as Folegandros or Anafi.
Read our full review: Sailing Tours in Santorini Review
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Private Party – Catamaran (Paranga Beach)
What better way to celebrate a special occasion in Santorini than with a private catamaran party at the picturesque Paranga Beach?
This 5.5-hour excursion allows you to cruise the Aegean Sea in style, taking in the island’s stunning cliffs and caldera views.
The catamaran can accommodate up to 20 guests, providing ample space to mingle, sunbathe, and indulge in delicious local snacks and drinks.
With an optional audio guide, you can learn about the history and mythology of the area as you sail.
Whether it’s a birthday, anniversary, or simply a gathering of friends, this private party experience offers an unforgettable way to celebrate in Santorini.
Read our full review: Private Party – Catamaran (Paranga Beach) Review
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Naxos: Day Tour – Action Sailing
For those seeking an action-packed day in Naxos, the “Naxos: Day Tour – Action Sailing” excursion offers an exhilarating experience on the Aegean Sea.
This full-day tour takes adventurers on a sailing journey around the island, with opportunities to swim, snorkel, and explore hidden coves and beaches.
The tour includes professional sailing instruction, equipment, and a delicious Greek-style lunch.
With a duration of approximately 8 hours, this activity is ideal for those who want to make the most of their time in Naxos.
Customers have rated it 4.7 out of 5 stars, praising the friendly crew, stunning scenery, and overall thrill of the experience.
Read our full review: Naxos: Day Tour – Action Sailing Review
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Milos:Half Day Morning Private Catamaran With Lunch Kleftiko
Exploring the island of Milos takes a serene turn with the “Milos: Half Day Morning Private Catamaran With Lunch Kleftiko” excursion.
This 4-hour cruise aboard a private catamaran offers a chance to discover the renowned Kleftiko caves and other picturesque coves along Milos’ coastline.
With a 4.7 rating, the tour provides an intimate experience for up to 8 passengers, complete with a freshly prepared lunch.
Sailing along the turquoise waters, travelers can admire the dramatic volcanic landscapes and stop for swimming and snorkeling.
This excursion is an ideal way to take in the natural beauty of Milos from a unique vantage point, ensuring a memorable sailing adventure.
Read our full review: Milos:Half Day Morning Private Catamaran With Lunch Kleftiko Review
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Mykonos : South Coast Luxury Yacht Private Cruise
The opulence of Mykonos’ south coast unfolds aboard the Mangusta 72, a state-of-the-art luxury yacht that whisks travelers on an unforgettable private cruise. Priced from $4,552.32 for up to 12 people, this 5-8 hour excursion showcases the island’s famous beaches, clear turquoise waters, and optional water sports.
The vessel’s sleek, sporty design boasts top-notch technology, safety, and amenities like Wi-Fi, snorkeling gear, and gourmet snacks. A professional crew provides concierge-level service, while hotel pickup and an audio guide enhance the experience.
Though not suitable for all, this exclusive yacht cruise offers a remarkable way to discover Mykonos’ stunning southern coastline.
Read our full review: Mykonos : South Coast Luxury Yacht Private Cruise Review
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Corfu: Half-Day Private Cruise With Sailing Yacht
A private sailing yacht awaits visitors in Corfu’s picturesque Marina Gouvia, ready to whisk them away on a half-day cruise along the island’s stunning coastline.
This 4-hour private tour offers the chance to explore the Corfu coast, taking in views of the Old Town, historic fortresses, and Garitsa Bay. Guests can enjoy unique photo opportunities at Mouse Island and go swimming at the Royal Baths and Vido Island.
The tour includes complimentary snacks, drinks, and snorkel equipment. With a knowledgeable skipper leading the way, this is an ideal way to experience Corfu from the water.
The tour can accommodate up to 8 participants and is priced at $409.08 per group with free cancellation up to 24 hours in advance.
Read our full review: Corfu: Half-Day Private Cruise With Sailing Yacht Review
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Aeolus Motor Yacht Cruise in Paros
Visitors to Paros can embark on an Aeolus Motor Yacht cruise, a 7-hour excursion that showcases the island’s stunning natural beauty.
At $199.30 per person, the cruise departs daily at 9:30 AM from the marina of Paroikia, returning at 4:45 PM.
Highlights include swimming in turquoise waters, enjoying traditional Greek cuisine, and exploring the uninhabited island of Despotiko.
The cruise also visits Pantheronissia, caves, and cliff-diving spots.
Lunch, transportation, and tips are included, while personal expenses are not.
The cruise isn’t recommended for those prone to seasickness.
With a 5/5 rating based on one review, this sailing experience is a must-do for those visiting Paros.
Read our full review: Aeolus Motor Yacht Cruise in Paros Review
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Santorini Oia: All Inclusive Classic Day Catamaran Cruise
Santorini Oia’s all-inclusive classic day catamaran cruise offers visitors a captivating journey through the island’s stunning natural landscapes.
Priced from $104.89 per person, the 4-hour cruise includes hotel pick-up, a delicious traditional Greek BBQ lunch, and unlimited wine, beer, and soft drinks.
Passengers can enjoy swimming, snorkeling, and scenic views of Thirassia Island, volcanic islets, and the picturesque Old Harbor of Fira.
The knowledgeable crew provides historical insights, and the cruise is suitable for all ages, with the exception of those over 95 or in wheelchairs.
With free cancellation up to 24 hours in advance and a 5-star rating, this cruise is an excellent way to experience the natural beauty of Santorini.
Read our full review: Santorini Oia: All Inclusive Classic Day Catamaran Cruise Review
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Santorini: Caldera Classic All-Inclusive Catamaran Cruise
Departing from various pickup locations across Santorini’s island, the Caldera Classic All-Inclusive Catamaran Cruise offers a captivating 5-hour journey through the stunning Aegean Sea.
Priced from $115.38 per person, this experience includes snorkeling at Nea Kameni, swimming at the renowned Red and White Beaches, and sailing past the Akrotiri Lighthouse, all while enjoying an onboard BBQ and unlimited local wine.
With an impressive 4.9/5 rating from 128 reviews, this cruise boasts a friendly crew, fresh cuisine, and breathtaking scenery, making it a must-do activity for visitors to Santorini.
Certain restrictions apply, such as unsuitability for guests over 95 and those in wheelchairs, but overall, this cruise provides an unforgettable sailing adventure.
Read our full review: Santorini: Caldera Classic All-Inclusive Catamaran Cruise Review
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Naxos: Luxury Catamaran Cruise With Lunch and Drinks
Sailing away from the stunning Aegean vistas of Santorini, the Luxury Catamaran Cruise in Naxos offers an enticing alternative for those seeking a more serene and exclusive sailing experience.
This 5.5-hour tour takes guests on a leisurely cruise around the island of Naxos, with ample opportunities to swim, snorkel, and soak up the sun. Onboard, travelers are treated to a delicious lunch and an open bar, allowing them to fully enjoy the relaxing atmosphere.
With a maximum capacity of 18 passengers, the catamaran ensures an intimate and personalized experience. Travelers can expect breathtaking views of Naxos’s rugged coastline and the chance to discover hidden coves and pristine beaches.
Read our full review: Naxos: Luxury Catamaran Cruise With Lunch and Drinks Review
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6 Hours Tour to Delos and Rhenia Islands With Sailing Yacht
This 6-hour sailing tour to the archaeological site of Delos and the pristine waters of Rhenia Island offers travelers an immersive experience in the Cycladic islands.
Priced from $143.70 per person, the tour departs from Tourlos Bay on the sailing yacht Aeolus. Guests can explore the ancient Greek ruins of Delos, swim and snorkel in Rhenia’s crystalline waters, and enjoy a Mediterranean lunch with unlimited drinks onboard.
With complimentary hotel pickup and drop-off, and free cancellation up to 24 hours in advance, this tour provides excellent value. Highly recommended by previous travelers, the tour isn’t suitable for wheelchair users.
Read our full review: 6 Hours Tour to Delos and Rhenia Islands With Sailing Yacht Review
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Hersonissos: Catamaran Sailing Trip to Dia Island W/Lunch
Travelers seeking a luxurious sailing adventure can embark on a 6.5-hour catamaran trip from Hersonissos to the picturesque Dia Island.
Priced from $152.09 per person, the experience includes a spacious catamaran, unlimited drinks, and a freshly cooked Mediterranean lunch.
Guests can enjoy water activities like snorkeling, stand-up paddleboarding, and inflatable fun.
With a family-friendly atmosphere and complimentary pickup service, this sailing trip offers a well-rounded day of exploration, relaxation, and enjoyment.
Rated 4.7/5 by previous customers, the experience is highly recommended for its quality of amenities, hospitality, and scenic views of the island.
Read our full review: Hersonissos: Catamaran Sailing Trip to Dia Island W/Lunch Review
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From Naxos: Schinoussa and Iraklia Sailing Cruise With BBQ
A day of island-hopping and leisure awaits as adventurers embark on a sailing cruise from Naxos to the serene islands of Schinoussa and Iraklia.
The 11-hour tour allows visitors to explore the picturesque landscapes and charming villages of these less-crowded Cycladic gems.
Highlights include swimming, snorkeling, and a delicious BBQ lunch prepared onboard.
With pickup available, the tour makes for a seamless and relaxing experience.
Rated 4.7 out of 5 stars from 2,267 reviews, this Thessaloniki-originating excursion offers a chance to discover the natural beauty and laid-back island life that exemplifies the Aegean.
Read our full review: From Naxos: Schinoussa and Iraklia Sailing Cruise With BBQ Review
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Catamaran Full Day Tour
Catamaran day tours offer a chance to explore the stunning landscapes and crystal-clear waters of Greece’s Aegean islands.
This 10-hour tour allows visitors to choose from 5 of the region’s top destinations, including picturesque beaches, hot springs, and the volcanic island of Nea Kameni.
With flexible booking and free cancellation up to 24 hours in advance, the tour provides a hassle-free way to experience the best of the islands.
Participants can enjoy optional swimming and snorkeling at select locations, as well as the chance to witness the famous Oia sunset.
Priced at $1,888.06 for up to 8 people, the tour offers a unique and customizable sailing adventure in Greece.
Read our full review: Catamaran Full Day Tour Review
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Santorini: Private Luxury Catamaran Cruise With Greek Meal
Exploring Santorini’s stunning landscapes and thermal waters can be best experienced on a private luxury catamaran cruise.
From $1,746.46 per group (up to 4), this 4-5 hour tour offers a daytime or sunset option, with the opportunity to visit Nea Kameni, Red Beach, White Beach, and Ammoudi.
Guests can swim, snorkel, and sunbathe, as well as enjoy a traditional Greek meal with unlimited wine, beer, and soda.
Complimentary pickup and drop-off from select locations are included, along with snorkel gear, beach towels, and onboard amenities.
Suitable for all, this cruise provides an intimate and memorable way to explore Santorini’s beautiful coastline.
Read our full review: Santorini: Private Luxury Catamaran Cruise With Greek Meal Review
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The Sum Up
Greece offers an array of captivating sailing experiences, from guided Ionian odysseys to private yacht trips and luxury catamaran cruises. Travelers can explore the stunning Ionian Islands, discover remote islets, and savor Greek cuisine while sailing the sparkling waters. With diverse options catering to various budgets and interests, Greece provides remarkable opportunities to experience the country’s breathtaking coastlines and islands from the comfort of a boat.