Greece Sailing Tours & Trip Packages

Greece Sailing Tours & Trips

669 Greece trips. Tours from 153 tour companies. 1,212 reviews. 4.4/5 avg rating.

63 trips exactly matchall of the the filters you selected.
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Sailing
Zante Cruise
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4.6/5 Excellent
100+ reviews
Small Ship Cruise
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Corfu

Highlights

  • The Ionian Islands are an emerald scattering of seven main islands – Zante , Kefalonia , Atokos , Ithaca , Corfu – found off the west coast of mainland Greece.
  • The region is famed for pristine beache
  • the unforgettable blue of the sea
  • the lush Mediterranean landscape.
  • Several lesser-known smaller islands make up this paradise cluster.
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Themes

Culinary & Wine, Cultural, National Parks, Nature & Wildlife, Small Ship Cruise, Sailing

What travelers are saying

"The Ionian Cruise was a ton of relaxation and very enjoyable. The only issue had with it is the lack of diversity at the events. But other than that it was an awesome time and I'll recommend the Ionian Cruise to all of my friend"

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Mykonos Cruise
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4.6/5 Excellent
100+ reviews
Group Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Delos, Mykonos, Santorini

Highlights

  • It is best suited for ‘young at heart’ travellers looking for an adventurous Greece sailing trip
  • some of the most iconic island stops in a round-trip from Athens
  • blend of on-shore cultural
  • historical sightseeing
  • coastal relaxation
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Themes

National Parks, Nature & Wildlife, Small Ship Cruise, Sailing

What travelers are saying

"The Ionian Cruise was a ton of relaxation and very enjoyable. The only issue had with it is the lack of diversity at the events. But other than that it was an awesome time and I'll recommend the Ionian Cruise to all of my friend"

Trip dates & details
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Harmony Cruises
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4.6/5 Excellent
100+ reviews
Small Ship Cruise
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Full schedule

Visits

Acropolis, Temple of Zeus, Venetian Lagoon

Highlights

  • Explore old cities of Athens over 3,400 years of history
  • Enjoy general city navigation and history, to philosophy, architecture
  • Enjoy all the meze and traditional Greek music to match your classic toga outfit.
  • Explore ancient town of Ermioni

Themes

Small Ship Cruise, Sailing

What travelers are saying

"The Ionian Cruise was a ton of relaxation and very enjoyable. The only issue had with it is the lack of diversity at the events. But other than that it was an awesome time and I'll recommend the Ionian Cruise to all of my friend"

Trip dates & details
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Sailing & Hiking in the Cyclades 5 days
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5/5 Excellent
5 reviews
Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Awesome sailing experience is required in this multi-level experience in the Aegean Sea
  • Explore Athens
  • Massive sailing across to the picturesque port of Loutra on Kythnos, known for its natural warm springs
  • Enjoy hiking which will take you around the striking, arid countryside around Loutra in Kythnos
  • Exploring Serifos Chora’s narrow whitewashed alleys, coloured with the lush green, pink and purple of overflowing bougainvillea

Themes

Cycling & Biking, Hiking & Walking, Sailing

What travelers are saying

"Dimitris was everything we could have looked for in a travel agent. Following the parameters we laid out for him, he provided us with the absolute best options for our travels. He was both honest and patient with us, and made sure we took as much time as we needed to finalize a trip that felt right for our group. Dimitris informed us on everything that was going on throughout our booking and travel process, so there were no surprises along the way. He answered every question we had and made sure we were prepared when we arrived in Athens. Andreas went above and beyond in his role as our skipper for the week. He was patient and thoughtful with our group, and put so much effort into making sure we had the best trip possible. We felt very safe and protected throughout all of our travels, and were taken to some of the most incredible place – places that weren’t even on our initial itinerary. Andreas’ expertise in his craft and his companionate demeanor are the reasons our trip was as fantastic as it was. He exceeded all of our expectations and genuinely made this trip one of the best of our lives. Thank you, Dimitris and Andreas, for giving us a week we will never forget! We can honestly say we would not have had the same experience if it wasn't for all of your help and consideration."

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Yoga Holiday on Tinos Island
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5/5 Excellent
5 reviews
Private Guided
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Athens

Highlights

  • Enjoy daily yoga sessions with a professional yogi
  • Meditate, de-stress, rejuvenate and unwind on Tinos, an Aegean island gem
  • Savour home-cooked cuisine and traditional recipes
  • Experience the island’s historic castles, dovecotes and marble architecture

Themes

Cultural, National Parks, Nature & Wildlife, Relaxing Retreats, Yoga, Meditation & Wellness

What travelers are saying

"Dimitris was everything we could have looked for in a travel agent. Following the parameters we laid out for him, he provided us with the absolute best options for our travels. He was both honest and patient with us, and made sure we took as much time as we needed to finalize a trip that felt right for our group. Dimitris informed us on everything that was going on throughout our booking and travel process, so there were no surprises along the way. He answered every question we had and made sure we were prepared when we arrived in Athens. Andreas went above and beyond in his role as our skipper for the week. He was patient and thoughtful with our group, and put so much effort into making sure we had the best trip possible. We felt very safe and protected throughout all of our travels, and were taken to some of the most incredible place – places that weren’t even on our initial itinerary. Andreas’ expertise in his craft and his companionate demeanor are the reasons our trip was as fantastic as it was. He exceeded all of our expectations and genuinely made this trip one of the best of our lives. Thank you, Dimitris and Andreas, for giving us a week we will never forget! We can honestly say we would not have had the same experience if it wasn't for all of your help and consideration."

Trip dates & details
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Sailing & Hiking in the Cyclades 8 days
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5/5 Excellent
5 reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Strenuous
Trip pace
Balanced schedule

Visits

Athens

Highlights

  • Visit to Kea. Fertile and green, Kea is hikers’s paradise
  • Hike around Loutra in Kythnos, where you will discover hidden centuries-old castles
  • Explore the western part of Syros hiking
  • Visit to Serifos island, an integral part of Greek mythology
  • Visit to island of Kythnos from where you can admire this unique natural phenomenon
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Themes

Hiking & Walking, Sailing

What travelers are saying

"Dimitris was everything we could have looked for in a travel agent. Following the parameters we laid out for him, he provided us with the absolute best options for our travels. He was both honest and patient with us, and made sure we took as much time as we needed to finalize a trip that felt right for our group. Dimitris informed us on everything that was going on throughout our booking and travel process, so there were no surprises along the way. He answered every question we had and made sure we were prepared when we arrived in Athens. Andreas went above and beyond in his role as our skipper for the week. He was patient and thoughtful with our group, and put so much effort into making sure we had the best trip possible. We felt very safe and protected throughout all of our travels, and were taken to some of the most incredible place – places that weren’t even on our initial itinerary. Andreas’ expertise in his craft and his companionate demeanor are the reasons our trip was as fantastic as it was. He exceeded all of our expectations and genuinely made this trip one of the best of our lives. Thank you, Dimitris and Andreas, for giving us a week we will never forget! We can honestly say we would not have had the same experience if it wasn't for all of your help and consideration."

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From Athens to Santorini – 8 days
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5/5 Excellent
5 reviews
Self-Guided / Independent Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Flexible schedule

Visits

Akrotiri, Athens, Parthenon, Santorini

Highlights

  • See the highlights of the Acropolis and Parthenon at sunset
  • Stroll through the atmospheric streets of Plaka
  • Enjoy an amazing sailing day cruise around the volcanic islets of Santorini
  • Experience amazing Caldera sunsets and unforgettable wine tastings on Santorini

Themes

Cultural, Local Immersion & Homestays, National Parks, Nature & Wildlife

What travelers are saying

"Dimitris was everything we could have looked for in a travel agent. Following the parameters we laid out for him, he provided us with the absolute best options for our travels. He was both honest and patient with us, and made sure we took as much time as we needed to finalize a trip that felt right for our group. Dimitris informed us on everything that was going on throughout our booking and travel process, so there were no surprises along the way. He answered every question we had and made sure we were prepared when we arrived in Athens. Andreas went above and beyond in his role as our skipper for the week. He was patient and thoughtful with our group, and put so much effort into making sure we had the best trip possible. We felt very safe and protected throughout all of our travels, and were taken to some of the most incredible place – places that weren’t even on our initial itinerary. Andreas’ expertise in his craft and his companionate demeanor are the reasons our trip was as fantastic as it was. He exceeded all of our expectations and genuinely made this trip one of the best of our lives. Thank you, Dimitris and Andreas, for giving us a week we will never forget! We can honestly say we would not have had the same experience if it wasn't for all of your help and consideration."

Trip dates & details
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Yachting in Greece
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5/5 Excellent
81 reviews
Small Ship Cruise
Why we love them
They’ve been recognized by major travel publications for their pioneering adventure travel expertise that spans back to their founding in 1979.
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Flexible schedule

Visits

Athens, Delos, Santorini

Highlights

  • Explore the island of Homer
  • Visit Santorini
  • Visit Paros, one of the most beautiful islands of the Cyclades
  • Explore Myconos - the most cosmopolitan island with dazzling white houses
  • Visit the church of PARAPORTIANI is considered to be an architectural masterpiece
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Themes

High Adventure, Small Ship Cruise, Sailing

What travelers are saying

"I have travelled with ROW numerous times, including four trips on the Rogue River. Every trip has been wonderful and every person associated with ROW has been nice, knowledgeable, professional and fun. The Rogue is a great river and the trip is an excellent one for two people or a large group—and I have done both. I’ve taken both of my kids, one time each, and have organized groups of colleagues twice; most recently in 2019 when 14 of us gathered. The guides at ROW are great and help to make the trip very enjoyable. The scenery, lodging and the wonderful outdoors including warm air and refreshing water, make for a wonderful escape from the everyday routine. The fact that this trip offers beds and indoor plumbing is a nice benefit and allows those who have an aversion to camping a chance to see the wilderness. I have recommended ROW and the Rogue trip more times than I can count and my group has already reserved our trip for 2021. What are you waiting for?"

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63 trips exactly matchall of the the filters you selected.
My selections:
Sailing

Greece Reviews & Ratings

4.4/5  Great
1,212  Reviews
See all Greece tour reviews
Excellent
238
Great
85
Average
20
Disappointing
6
Terrible
13
M

Michael

Oct 2023

Written on

Best of Greece

The Rack Railway journey was excellent

D

Deborah

Oct 2023

Written on

Best of Greece

This trip had two guides, Katya for the first week through Delphi, Olympia, et. al., Peter guided in the second week through Naxos and Santorini and was spectacular....

W

Wendy

Jul 2023

Written on

Best of Greece

Well organised, good standard of hotels.

F

Francis

May 2023

Written on

Best of Greece

Impossible to choose just a single highlight, but Sapfo was extraordinarily good.

L

Linda

May 2023

Written on

Best of Greece

Santorini sunset tour and the tour keader

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Greece Tour Selection Trips

  • While visiting the Acropolis is a must, you really don’t need a lot of time in Athens. Flights will fly right into Athens so spending 1-2 days at the beginning or end of your trip is usually sufficient.
  • There are many options for getting between the islands — flying, taking a ferry or chartering a boat. The waters can be a little rough at times, so flying between the farther islands might be a good option for those who get sea sick.
  • While on the map the islands look close, they are quite a distance from the mainland. The “closer” islands of Mykonos, Santorini and Crete are all over 4 hours on a ferry, so if you are looking to visit multiple islands, be sure to know the distances so you make sure to have enough time in each island.
  • Each island has its own culture and attractions: Santorini has the iconic photos you see of the blue-topped churches on the cliff and the lava-black sand beaches. Mykonos is the “party” island with lots of day beach clubs and a robust nightlife. Koufanisis is the off-the-beaten-path island with a small, country feel. Naxos is also a less-traveled island with abundant shops and restaurants and a beautiful castle.

Additional details

Experiencing Ancient Greece on Your Tour

The Ancient Greeks founded democracy, created theater, the key principles of modern architecture, philosophy, trial by jury, instituted a mythology still taught to every generation, standardized medicine, and generally provided the foundation to all of Western Civilization.

As a result, we have a couple things to thank them for -- and there is no better way to do this than to visit the many Ancient archaeological sites that stand to this day in Greece. Here are some of the best archaeological sites in Greece:

1. The Acropolis.

This UNESCO world heritage site is a worldwide symbol for the contributions of Ancient Greece to modernity. Some of its most notable features include the theatre of Herod Atticus, the Parthenon, the Temple of Nike Athena, and the Pinacotheca.

2. The Parthenon.

Perhaps the most iconic symbol of Greece, this temple sits in the heart of Athens. Originally dedicated to the goddess Athena, it housed various statues. This massive building, one of the most impressive architectural feats of its time, is truly awe inspiring to see in person.

3. Monolithos Castle in Rhodes.

 Climbing the tall rock that the castle sits on will not only give you a peek at the two 15th century chapels inside of Monolithos, but gorgeous views of the entire island. One interesting feature of the Monolithos castle is that it was built on the foundations of an even older castle, which is easily seen at the spot.

4. Mycenae.

This late Bronze Age city was once one of the epicenters of Greek civilization, and remains remarkably intact.

5. Acropolis of Rhodes.

Made up of the ruins of multiple temples, a small odeion, and other buildings, a guided tour of this spot can offer deep insight into Ancient Grecian life. The surrounding natural sights make the trip particularly enjoyable.

6. Temple of Apollo, Delphi.

Although perhaps not so physically impressive, this spot is overwhelmed with spiritual and historical significance. The home of the Oracle of Delphi, this site plays a role in dozens of ancient myths and modern stories.

Facts about Greece

  • The official name of Greece is the Hellenic Republic.
  • The saying “taking the bull by its horns” comes from the Greek myth of Hercules saving Crete from a raging bull by seizing its horns
  • 80% of Greece is mountainous.
  • Continuously inhabited for over 7,000 years, Athens is one of the oldest cities in Europe. It is also the birthplace of democracy, Western philosophy, the Olympic Games, political science, Western literature, historiography, major mathematical principles, and Western theories of tragedy and comedy.
  • Greece has more archaeological museums than any other country in the world.
  • Greece’s currency, the drachma, was 2,650 years old and Europe’s oldest currency. The drachma was replaced with the Euro in 2002.
  • Make sure to try Greece's national dish: moussaka. 
  • Voting is required by law for every citizen who is 18 or older.
  • Greek people wave with a closed hand as it is considered rude to show your palm of your hand in public.

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