Greece Sailing Tours & Trip Packages

Greece Sailing Tours & Trips

652 Greece trips. Tours from 153 tour companies. 1,090 reviews. 4.4/5 avg rating.

45 trips exactly matchall of the the filters you selected.
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Sailing
A Romantic 10 day trip to Greece. Athens, Paros, Mykonos, Santorini
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By Greece Insiders
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
100+ reviews
Private Guided
Why we love them
Designing original, innovative, and out-of-the-box travel itineraries and incredible personalized service.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Acropolis, Athens, Mykonos, Santorini

Highlights

  • Embark of a day sailing cruise in Mykonos
  • Taste what the volcanic soil of Santorini has to offer
  • Learn about the Acropolis of Athens and its emblematic Parthenon
  • Explore the island of Paros at your own pace

Themes

Culinary & Wine, Cultural, Hiking & Walking, Small Ship Cruise, Sailing, Photography

What travelers are saying

"Normally, I don't feel like writing reviews, but I felt compelled to do it for Athens Insiders. I made the decision to travel to Athens in the summer of 2012 in order to avoid the commotion that was predicted to result from the Queen's jubilee. As usual, my work kept me busy right up to the last minute, so I ran out of time to do anything fun for my week-long trip. I learned about this young group of tour guides for Athens and its vicinity from a friend. I had a wonderful experience. I got in touch with Daphne, who gave me email recommendations for Athens attractions to see, inquired about my preferences for local cuisine, and then devised an itinerary for my trip. In addition to visiting the typical suspects in Athens (Acropolis, etc.), I also chose to travel to Delhi and spend a night at a campground there. And I had a great time, honestly. We visited the attractions when there were few visitors and spent the busiest times outside of Athens rather than being herded around like cattle. I was taken to incredible tiny eateries (the well-known tavernas), marketplaces, and other regional shops."

Trip dates & details
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A Trip to Athens, Mykonos, Santorini, and Crete
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By Greece Insiders
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
100+ reviews
Private Guided
Why we love them
Designing original, innovative, and out-of-the-box travel itineraries and incredible personalized service.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Chania, Delphi, Delphi Museum, Heraklion, Mykonos, Santorini

Highlights

  • Divine Delphi and Galaxidi Excursion
  • MykonosBeaches
  • Caldera Sunset Cruise Lagoon 560
  • Knossos and Archaeological Museum
  • Falassarna & Water Sports
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Themes

Culinary & Wine, Cultural, High Adventure, Hiking & Walking, Local Immersion & Homestays, Relaxing Retreats, Small Ship Cruise, Sailing, Scuba Diving

What travelers are saying

"Normally, I don't feel like writing reviews, but I felt compelled to do it for Athens Insiders. I made the decision to travel to Athens in the summer of 2012 in order to avoid the commotion that was predicted to result from the Queen's jubilee. As usual, my work kept me busy right up to the last minute, so I ran out of time to do anything fun for my week-long trip. I learned about this young group of tour guides for Athens and its vicinity from a friend. I had a wonderful experience. I got in touch with Daphne, who gave me email recommendations for Athens attractions to see, inquired about my preferences for local cuisine, and then devised an itinerary for my trip. In addition to visiting the typical suspects in Athens (Acropolis, etc.), I also chose to travel to Delhi and spend a night at a campground there. And I had a great time, honestly. We visited the attractions when there were few visitors and spent the busiest times outside of Athens rather than being herded around like cattle. I was taken to incredible tiny eateries (the well-known tavernas), marketplaces, and other regional shops."

Trip dates & details
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Greek Luxurious Exploration
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By Greece Insiders
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
100+ reviews
Private Guided
Why we love them
Designing original, innovative, and out-of-the-box travel itineraries and incredible personalized service.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Athens, Heraklion, Nafplio, Santorini

Highlights

  • Chania Local Cooking Class - Small Group
  • Knossos and Archaeological Museum Guided Tour - Private
  • The Caldera Hike - Private
  • Caldera Sunset Cruise Lagoon 560 - Semi Private
  • Beekeeper visit & Honey Tasting - Private
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Themes

Culinary & Wine, Cultural, High Adventure, Hiking & Walking, Sailing, Scuba Diving

What travelers are saying

"Normally, I don't feel like writing reviews, but I felt compelled to do it for Athens Insiders. I made the decision to travel to Athens in the summer of 2012 in order to avoid the commotion that was predicted to result from the Queen's jubilee. As usual, my work kept me busy right up to the last minute, so I ran out of time to do anything fun for my week-long trip. I learned about this young group of tour guides for Athens and its vicinity from a friend. I had a wonderful experience. I got in touch with Daphne, who gave me email recommendations for Athens attractions to see, inquired about my preferences for local cuisine, and then devised an itinerary for my trip. In addition to visiting the typical suspects in Athens (Acropolis, etc.), I also chose to travel to Delhi and spend a night at a campground there. And I had a great time, honestly. We visited the attractions when there were few visitors and spent the busiest times outside of Athens rather than being herded around like cattle. I was taken to incredible tiny eateries (the well-known tavernas), marketplaces, and other regional shops."

Trip dates & details
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The Complete Historical Panorama of Greece
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By Greece Insiders
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
100+ reviews
Private Guided
Why we love them
Designing original, innovative, and out-of-the-box travel itineraries and incredible personalized service.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Acropolis, Athens, Chania, Delphi, Delphi Museum, Elafonissi, Epidavrou, Heraklion, Mycenae, Mykines, Olympia, Papandreou, Santorini, Thera, Tripolis

Highlights

  • Flavors of Athens - Food Tour - Private
  • Ancient Olympia Guided Tour - Private
  • Chania Local Cooking Class - Small Group
  • Knossos and Archaeological Museum Guided Tour - Private
  • Acropolis & Acropolis Museum Guided Tour - Private
Show more

Themes

Culinary & Wine, Cultural, Education / Learning, High Adventure, Hiking & Walking, Nature & Wildlife, Relaxing Retreats, Sailing

What travelers are saying

"Normally, I don't feel like writing reviews, but I felt compelled to do it for Athens Insiders. I made the decision to travel to Athens in the summer of 2012 in order to avoid the commotion that was predicted to result from the Queen's jubilee. As usual, my work kept me busy right up to the last minute, so I ran out of time to do anything fun for my week-long trip. I learned about this young group of tour guides for Athens and its vicinity from a friend. I had a wonderful experience. I got in touch with Daphne, who gave me email recommendations for Athens attractions to see, inquired about my preferences for local cuisine, and then devised an itinerary for my trip. In addition to visiting the typical suspects in Athens (Acropolis, etc.), I also chose to travel to Delhi and spend a night at a campground there. And I had a great time, honestly. We visited the attractions when there were few visitors and spent the busiest times outside of Athens rather than being herded around like cattle. I was taken to incredible tiny eateries (the well-known tavernas), marketplaces, and other regional shops."

Trip dates & details
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Yolo Yachting - Santorini to Mykonos
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4.7/5 Excellent
100+ reviews
Small Ship Cruise
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Mykonos, Santorini

Highlights

  • World famous clubs and wild parties (Mykonos)
  • Memorable adventures
  • Traditional vintage cruise ships
  • Experienced local tour leader

Themes

Singles Travel, 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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Yolo Yachting - Mykonos to Santorini
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3.9/5 Great
100+ reviews
Small Ship Cruise
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Flexible schedule

Visits

Mykonos, Santorini

Highlights

  • Drive to fascinating Mykonos Island
  • Explore Paros which is famous for its water sports with wind surfing
  • Enjoy the Aegean archipelago of Paros
  • Explore Santorini

Themes

Singles Travel, 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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YOLO CRUISE - Mykonos to Santorini
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3.2/5 Average
100+ reviews
Small Ship Cruise
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Flexible schedule

Visits

Mykonos, Santorini

Highlights

  • Drive to fascinating Mykonos Island
  • Explore Paros which is famous for its water sports with wind surfing.
  • Enjoy the Aegean archipelago of Paros
  • Explore Santorini

Themes

18 - 30's, 50 plus, Singles Travel, 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
Save this trip to your favorites or other list

Health Safety

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YOLO CRUISE - Santorini to Mykonos
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3.8/5 Great
100+ reviews
Small Ship Cruise
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Flexible schedule

Visits

Delos

Highlights

  • World famous clubs and wild parties (Mykonos)
  • Memorable adventures
  • Traditional vintage cruise ships
  • Experienced local tour leader

Themes

18 - 30's, Singles Travel, 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
Save this trip to your favorites or other list

Health Safety

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

Greece Reviews & Ratings

4.4/5  Great
1,090  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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