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
2 Day Athens Sailing Escape
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5/5 Excellent
46 reviews
Small Ship Cruise
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Flexible schedule

Visits

Athens

Highlights

  • Sail to 2 beautiful islands in the Saronic Gulf
  • Enjoy swimming and snorkeling in the crystal – clear waters of the uninhabited Moni island
  • Taste the world renowned pistachios in Aegina island
  • Visit the temple of Aphaea, built in 500 BC and the monastery of Saint Nektarios, one of the largest in the Balkans
  • Hike in the abandoned ghost town of Paleochora and explore its numerous Byzantine churches
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Themes

Cultural, Family Friendly, National Parks, Nature & Wildlife, Small Ship Cruise, Sailing

What travelers are saying

"Put this trip on your bucket list! Coasta and Danae were awesome Skipper, Guide, cook, you name it, they did it. If you like personal attention, these two will give you that. They are young, fun and professional. Beautiful boat, water, islands, and villages. My sister and I are in our 70’s, cousin 60 and the remaining passengers 50’s and 30’s. So good trip for all ages. You can’t beat the money value of this trip. It includes breakfast and most lunches. I would love to do this trip again."

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Yoga Themed Cruise at Cyclades
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4.5/5 Excellent
37 reviews
Group Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Acropolis, Athens, Mykonos

Themes

Small Ship Cruise, Transformative, Yoga, Meditation & Wellness, Sailing

What travelers are saying

"(Translated by Google) Helpful and polite. I have no complaints . We had a great time in Bansko. Kids are always willing to help with anything. I highly recommend Oxygen Tours !!! (Original) Εξυπηρετικοί και ευγενικοί . Δεν έχω κανένα παράπονο . Περάσαμε τέλεια στο Μπανσκο. Τα παιδιά είναι πάντα πρόθυμα να βοηθήσουν σε οτιδήποτε προκύψει.Συνιστώ ανεπιφύλακτα Oxygen Tours !!!"

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Cyclades Islands Adventure
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5/5 Excellent
46 reviews
Group Tour
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Santorini

Highlights

  • Explore the largest of the Cyclades islands, Naxos
  • Visit Venetian castles and traditional villages in Naxos
  • Visit the traditional citrus distillery in Naxos and sample their famous locally produced liqueurs
  • Sail, swim, dive and go kayaking in the crystal clear waters of Small Cyclades islands on a daily sailing adventure
  • Enjoy the worldwide renown sunset in Oia
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Themes

High Adventure, Hiking & Walking, National Parks, Nature & Wildlife, Sailing

What travelers are saying

"Put this trip on your bucket list! Coasta and Danae were awesome Skipper, Guide, cook, you name it, they did it. If you like personal attention, these two will give you that. They are young, fun and professional. Beautiful boat, water, islands, and villages. My sister and I are in our 70’s, cousin 60 and the remaining passengers 50’s and 30’s. So good trip for all ages. You can’t beat the money value of this trip. It includes breakfast and most lunches. I would love to do this trip again."

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Greek Islands Sailing Adventure
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5/5 Excellent
46 reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Athens, Epidaurus

Highlights

  • Explore the historical, traditional villages of Mount Mainalos (Dimitsana, Stemnitsa, Lagadia & Karytaina) & learn more about the significant culture and history of the area
  • Hike through the imposing Lousios gorge and visit the unique monasteries of Prodromou and Philosophou
  • Enjoy rafting in one of Greece’s most impressive rivers, Lousios!
  • Visit the open-air Water Power museum and find out how water was used in the pre-industrial local societies for the production of various goods
  • Taste the delicious local cuisine of mountainous Arcadia

Themes

50 plus, Cultural, High Adventure, Small Ship Cruise, Sailing

What travelers are saying

"Put this trip on your bucket list! Coasta and Danae were awesome Skipper, Guide, cook, you name it, they did it. If you like personal attention, these two will give you that. They are young, fun and professional. Beautiful boat, water, islands, and villages. My sister and I are in our 70’s, cousin 60 and the remaining passengers 50’s and 30’s. So good trip for all ages. You can’t beat the money value of this trip. It includes breakfast and most lunches. I would love to do this trip again."

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Galileo-Jewels of the Cyclades
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Small Ship Cruise
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Flexible schedule

Visits

Anchorage, Athens, Santorini

Highlights

  • Excursions in Santorini and Delos,
  • Nighlife in Mykonos
  • The old Greece atmosphere in Folegandros
  • Our swimstops in some secluded bays where you will swim from the boat

Themes

Family Friendly, High Adventure, Small Ship Cruise, Sailing

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Greece Panorama Adventure
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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, Akrotiri, Archaeological Museum of Athens, Athens, Epidaurus, Heraklion, Meteora , Mycenae, Olympia, Santorini, Thessaloniki

Highlights

  • Cook and have lunch with a local family in the Peloponnese
  • Visit the most important archeological sites of Greece
  • Experience a speed-boat Private Tour at the sandy beaches of Crete
  • Hike the Caldera of Santorini
  • End your trip with a cruise witnessing the most famous sunset of Greece

Themes

Culinary & Wine, Cultural, Education / Learning, Family Friendly, Hiking & Walking, Photography, 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."

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Greece Island Hopper
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By TruTravels
preferred
4.9/5 Excellent
100+ reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Acropolis, Athens, Mykonos, Santorini

What travelers are saying

"My experience with TruTravels has been one of the best travel experiences to date. I was a little concerned about having a small group - but the tour leaders have made every activity fun and engaging. I would definitely say they are friends. The organisation and local knowledge was great, they were great fun whilst remaining professional and in control. The nights out in Canggu were great, getting to meet the other tour leaders and Tru staff meeting the other tour groups is a great idea. I really cannot stress enough how much of a great trip I've had with TruTravels. From booking, to pre-tour communications, through to the last 10 days - it has been well organised, managed and delivered by amazing guides. Thanks so much to Rianna, Marta and Jonny for their enthusiasm throughout the tour, their concern for when I was sick and generally for everything they did to make this an amazing Bali Experience. Much love for the tour guides!!!I would definitely recommend a trip with TruTravels!!"

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Mainland Greece Discovery
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4.5/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They’re very committed to sustainable and responsible tourism and contribute to important initiatives like climate action.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Acropolis, Athens, Corinth, Delphi, Meteora

Highlights

  • Uncover thousands of years of civilisation in Athens with a visit to the world-famous Acropolis and the ancient Agora
  • Like endless pilgrims before you, visit the home of the Oracle of Delphi in the Sanctuary of Apollo, one of Greece's most important archaeological sites
  • Be mesmerised by the magical monasteries of Meteora, an extraordinary site precariously perched on a series of ancient rock pinnacles
  • Discover the many flavours of Greek cuisine. There's nothing quite like dining on rich and hearty moussaka or grilled lamb and tzatziki in a traditional taverna as Rembetika music floats around you

Themes

Cultural, High Adventure

What travelers are saying

"We joined the Intrepid “Real Italy Food Tour” and enjoyed it thoroughly. Our tour guide, Micol, was very knowledgeable and provided us with lots of good information. It seems Micol knew many of the staff of the venues we visited, including the pasta making class we attended. Our group of 11 travelers was extremely compatible, which greatly added to the fun and enjoyment."

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Greece Exclusive: A unique trip to mainland, Santorini & Mykonos
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5/5 Excellent
61 reviews
Private Guided
Why we love them
There is no one more passionate or knowledgable about travel to Greece.
Lodging level
Luxury - 5 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Acropolis, Akrotiri, Athens, Corinth, Delos, Delphi, Epidaurus, Mykonos, Parthenon, Santorini, Temple of Apollo

Highlights

  • Admiring the timeless Parthenon and all other striking monuments of the Acropolis Hill
  • Standing before the Oracle of Delphi and taking in the mystical ambiance that defines the region
  • Testing the acoustics of the Epidaurus theater
  • Basking in the melting sunset of Santorini
  • Take in the cosmopolitan ambiance of Mykonos
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Themes

Culinary & Wine, Cultural

What travelers are saying

""Our trip with Greeking Me completely exceeded our expectations. In booking the trip, Nikos was able to to design our trip exactly to our specifications and it truly was just what we had hoped it would be. We had licensed tour guides for our visits to the Acropolis, ancient Corinth, Nafplio and Mycenae. All three were experts in their field and left no questions unanswered. They were friendly, helpful and we enjoyed our time with each of them. We met our tour leader, Vasiliki on our 2nd night and she, and our driver, Alex, would remain with us until we were dropped off at the airport. We could not not have asked for a better team. We became fast friends and shared many great times together. As we hit inclement weather at the end of our trip, Vasiliki revised our itinerary and added activities that she knew we would enjoy. We fell in love with the mountains of the Peloponnese and visited many of the tiny villages high in the mountains. Our driver, Alex, was from one of these villages, Vytina, and he was kind enough to show us his childhood home, took us for a walk through many beautiful streets and we had lunch at one of his favorite taverns. We all took an unplanned hike up the gorge to the Monastery of Prodomos. An exhilarating (and wet) hike uphill through beautiful forests and breathtaking views. Both of these days were a great part of our trip. The food and wine tasting tours were first rate and we enjoyed each one. Our favorite, however, was the time we spent with Dimitrius and his family at their organic farm and vineyard. After a cooking lesson for cheese bread, we drove up to his vineyards to see his crops. We returned back to his home and had a wonderful Greek feast prepared by his wife and daughter. Others “greats” of the tour: Kapsia caves, simply unbelievable Country cooking class at Arcadiani Agrotourism Collective Church of Agia Theodora What we remember most is the bond we formed with Vasiliki and Alex. They made our trip one we will never forget. They were caring, kind, personable and cared about our every need. Obviously we would recommend this trip to anyone. It was our first trip to Greece, but it won’t be our last.""

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Best of Greece
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4.3/5 Great
100+ reviews
Small Group Tour
Why we love them
They explore a place beyond the typical tourist traps and offer exciting activities that bring the “wow factor” intrepid travelers want.
Lodging level
Premium - 4 star
Physical level
Strenuous

Visits

Acropolis, Athens, Delphi, Mycenae, Nafplio, Olympia, Parthenon, Santorini, Skoura, Temple of Apollo

Highlights

  • Visit the highlights of ancient Greece and Ferry-hop the Cyclades Islands
  • Delve into history and culture with a visit to Ancient Athens and explore the Acropolis
  • Enjoy vibrant Greek Islands and stunning sunsets

Themes

Cultural, Hiking & Walking

What travelers are saying

"The tour we did for a week with Gennaro as our guide completely exceeded our expectations. The group was such a lovely group and Gennaro was the perfect guide. His passion and knowledge of his homeland was both informative and a pleasure to learn about. We would highly recommend the tour. The organisation was fantastic with Gennaro changing the itinerary to suit the conditions which made every day great. After spending 4 weeks in Italy we can honestly say the walking tour week was our favourite. Highlights were out day at Ravello and really enjoyed the pizza and pasta making nights. So much fun."

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Cycling in Greece
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4.8/5 Excellent
100+ reviews
Small Group Tour
Why we love them
With a huge range of trip styles and themes, they cater to basically every type of traveler out there- even those with super specific interests.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Athens, Epidaurus, Poros

Highlights

  • Cycle along idyllic coastlines
  • Visit historical sights of Ancient Greece
  • Discover Athens and its archaeological treasures

Themes

Cultural, Cycling & Biking

What travelers are saying

"Discover Costa Rica is a great itinerary, covering varied habitats around the country and staying 2 nights each at 6 centres. Their birdwatching specials are led by local experts who really know their stuff."

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Generous cancellation

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Athens, Santorini & Milos
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5/5 Excellent
47 reviews
Group Tour
Why we love them
They discover the best local partners, providing trips that are both efficient and authentic.
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Acropolis, Athens, Bar, Milos, Santorini

Themes

Family Friendly

What travelers are saying

"Everything was pretty much perfect."

Trip dates & details
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Mainland Greece and Islands
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By Eskapas
preferred
4.7/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They introduce their travelers to real locals through their selection of guides and off-the-beaten-path restaurants and attractions.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Athens, Corinth, Delphi, Mykonos, Olympia, Santorini

Highlights

  • - Best of Greece itinerary including mainland and islands with a cruise ship - Relaxed Pace - 3 night All Inclusive cruise including beverage package

Themes

Cultural, Family Friendly, Nature & Wildlife, Photography

What travelers are saying

"Wonderful, we really liked it."

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