Greece Sailing Tours & Trip Packages

Greece Sailing Tours & Trips

709 Greece trips. Tours from 153 tour companies. 1,021 reviews. 4.4/5 avg rating.

69 trips exactly matchall of the the filters you selected.
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Sailing
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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Sailing Greece - Mykonos to Santorini
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2/5 Disappointing
100+ reviews
Small Ship Cruise
Why we love them
They’ve partnered with well-known names like National Geographic and the Jane Goodall Institute to offer unique experiences unavailable elsewhere.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Mykonos, Paro, Santorini

Highlights

  • Explore the beautiful southern cyclades by sailboat
  • Stop at small off-the-beaten-path islands along the way
  • Relax on white-sand beaches
  • Try your hand at sailing (or just relax on the deck)
  • Stroll through local villages and sample traditional greek food and wine

Themes

Cultural, Small Ship Cruise, Sailing

What travelers are saying

"We spent two wonderful weeks touring several of the best destinations in Portugal & Spain with a group of 16 people. Our guide (Fredy) was from Spain and intimately familiar with the region, including its rich history, attractions, and food/beverages. The tour was well-paced using a combinations of private vehicles (small buses and cabs), trains, and an airplane ride as well as a fair amount of walking to get around these two beautiful countries. We extended our stay in Lisbon to see more attractions and took a side trip to Fatima, Obidos, and Nazare that was also excellent. Would have liked to have a bit more time in a couple of the cities, but we'll just have to plan another trip!"

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Greece: Sparta, Monemvasia & the Peloponnesian Peninsula
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4.9/5 Excellent
100+ reviews
Group Tour
Why we love them
Their unique emphasis on immersive cultural experiences combined with active exploration with personalized cycling experiences.
Lodging level
Premium - 4 star
Physical level
Extreme
Trip pace
Full schedule

Visits

Athens, Crete, Santorini

Highlights

  • Uncover the treasures of the hillside medieval gem of Mystras, the Byzantine Empire’s cultural capital for nearly a millennium, with an expert archaeologist-guide.
  • Savor the recipes and the flavors of ancient Byzantine cuisine during a special dinner.
  • Walk through the maze of alleyways in the medieval castle town of Monemvasia, a crossroads of civilizations with Byzantine, Frankish, Venetian, and Ottoman influences.
  • Cruise around the monolithic Rock of Monemvasia.
  • Join a taverna owner on a shrimp-harvesting excursion, then join him for a cooking lesson and prepare garidopetoules—a savory shrimp pancake.

Themes

Cultural, Cycling & Biking, Nature & Wildlife, Sailing, Photography

What travelers are saying

"This trip is unbelievably fantastic. Two of the best rides of my life, were on this tour. The guides were very good and this was just the start, when we met them, at the hotel in Cortina. Cortina was the site of the 1956 Olympics, and is a small pretty village. Nothing was open the two nights we were there, so probably bad timing. Hotel was a typical ski village hotel, good Italian/German food, and very comfortable. Second day of biking was up an old railroad spur that is now a ski trail about 15-20 K up to a mountain pass called Cimabanche Pass, which is beautiful. We rode up in a snow storm, then rain, then finally clear skies. This was the number two best ride of my life. Starting out from the hotel in Cortina, up the old spur, through single track bike trails, past babbling brooks, up to this fabulous mountain pass. This is now where the fun starts. Mostly downhill on paved roads very little traffic, at good speeds, through the most spectacular valleys you would ever see on a bike ride. Breathtaking. It had to end back at the hotel for a big dinner. The best ride of my life was the last biking day out of Merano. We were bused up 1500 K, about 85-90 miles to Lake Resia, high up in the Dolomites, then rode around the lake, down, back to Merano. High mountain peaks, many valleys,small towns, many grape growing farms, scenery, the best, and cool brisk weather. This was truly a great bike tour, one I will never forget. The trip is rated easy, but maybe easy/moderate is closer. The Hotel in Merano is excellent, middle of old town, modern, has a thermal bath, rooms were very good. The town of Merano is a must see if in the area, small, beneath the high mountains of the Dolomites, good restaurants, lots of tourists."

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Greece for Foodies: 12-day Trip to Athens, Peloponnese & Crete
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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, Athens, Corinth, Crete, Parthenon

Highlights

  • Roaming the ancient streets of Athens, and discovering the vast history of the region
  • Learning about traditional and Modern Greek dishes, while exploring the wide variety of available produce
  • Enjoying private guided tours of the most important archaeological sites such as the famous Acropolis Hill
  • Joining expert guides, professional chefs, and accomplished vintners, tasting the skill and devotion of real artisan
  • Exploring the spectacular Peloponnese through the beautiful cities of Nafplio, Dimitsana, Vitina, and Kalamata
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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.""

Trip dates & details
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Greek Island Hopper
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By Interrailing Packages
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
4.8/5 Excellent
100+ reviews
Self-Guided / Independent Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Athens, Mykonos, Santorini

Highlights

  • Discover the captivating capital of Greece, exploring the ancient history, and modern charm.
  • Experience the ultimate vacation in stunning Mykonos
  • Visit Santorini
  • Greek island hopping

Themes

Cultural, High Adventure, Nature & Wildlife, Sailing, Photography

What travelers are saying

"Los funcionarios de Interraling son excelentes personas y atienden las inquietudes a tiempo y con amabilidad. Nos ayudaron a organizar nuestras vacaciones familiares en Europa, de acuerdo a nuestras solicitudes, las cuales llenaron todas nuestras expectativas. Gracias a ustedes disfrutamos al máximo este viajes. Las salidas de los trenes fueron en el horario previsto y los hoteles buenos y bien ubicados."

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Ionian Riviera
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5/5 Excellent
29 reviews
Small Group Tour
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Full schedule

Visits

Corfu

Highlights

  • Visit of of Old Town Corfu
  • Visit of Erota and Sidari
  • Visit of Porto Timoni and Ipsos-Saranda, Porto Palermo,Ipsos

Themes

Climbing & Mountaineering, Cultural, High Adventure, Hiking & Walking, Local Immersion & Homestays, Nature & Wildlife, Trekking & Expeditions, Sailing, Photography, Scuba Diving

What travelers are saying

"Although not a master in skiing this tour met all my expectations for a great holiday in Montenegro. Not only snow but also interior pools."

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Sailing Greece - Athens to Mykonos
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4.8/5 Excellent
100+ reviews
Small Ship Cruise
Why we love them
They’ve partnered with well-known names like National Geographic and the Jane Goodall Institute to offer unique experiences unavailable elsewhere.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Aegina, Athens, Hydra, Mykonos

Highlights

  • Stroll through local villages
  • Relax on white-sand beaches and swim in brilliant turquoise water
  • Devour delicious traditional greek food and wine
  • Try your hand at sailing (or just relax on the deck)

Themes

Cultural, Small Ship Cruise, Sailing

What travelers are saying

"We spent two wonderful weeks touring several of the best destinations in Portugal & Spain with a group of 16 people. Our guide (Fredy) was from Spain and intimately familiar with the region, including its rich history, attractions, and food/beverages. The tour was well-paced using a combinations of private vehicles (small buses and cabs), trains, and an airplane ride as well as a fair amount of walking to get around these two beautiful countries. We extended our stay in Lisbon to see more attractions and took a side trip to Fatima, Obidos, and Nazare that was also excellent. Would have liked to have a bit more time in a couple of the cities, but we'll just have to plan another trip!"

Trip dates & details
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Experiencing the authentic face of Greece: Athens, Tinos, Mykonos & Naxos
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5/5 Excellent
27 reviews
Private Guided
Why we love them
The husband-and-wife team behind Eros and Psyche specializes in couples' travel to Greece.
Lodging level
Luxury - 5 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Acropolis, Athens, Delos, Mykonos, Parthenon, Temple of Zeus

Highlights

  • Getting introduced to the rich culture of Athens, the Greek capital.
  • Learning about the most exportable product of Greece in Naxos’ Museum of Olive Press.
  • Enjoying breakfast in bed in order to start your adventurous days on the right foot.
  • Savoring a delectable wine-tasting experience in Tinos.
  • Staying in luxury sea-view accommodations that will make your dreams come true.
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Themes

Culinary & Wine, Cultural

What travelers are saying

"We always felt taken care of if we had any questions or changes needed, and we felt so relieved to have most of the logistics all planned for us on our honeymoon to Greece so we could relax and enjoy!"

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Greece Reviews & Ratings

4.4/5  Great
1,021  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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