Greek Islands Small Group Tours & Trips

34 Greek Islands trips. Tours from 28 tour companies. 181 reviews. 4.1/5 avg rating.

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Small Group Tour
Walking on the Greek Islands
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Small Group Tour
Why we love them
With a wide range of trip styles, Exodus caters to every type of traveler out there- even those with specific interests from cycling to winter hiking.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Athens, Santorini

Highlights

  • Discover the three islands of Naxos, Santorini and Paros
  • Gentle walks through idyllic scenery and remote villages
  • Enjoy delicious local Greek cuisine

Themes

Cultural, Hiking & Walking

What travelers are saying

"Excellent service"

Trip dates & details
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Generous cancellation

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Mountains & Villages of Evia
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Small Group Tour
Why we love them
With a wide range of trip styles, Exodus caters to every type of traveler out there- even those with specific interests from cycling to winter hiking.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Acropolis, Athens

Highlights

  • Explore mountainous Evia on foot, an authentic Greek island with quaint villages
  • Sample delicious cuisine in traditional tavernas
  • Relax on deserted beaches and swim in the warm Aegean waters
  • Enjoy a warm Greek welcome at the family-run Galaxy Hotel

Themes

Cultural, Hiking & Walking

What travelers are saying

"Excellent service"

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Generous cancellation

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Sailing & Hiking in the Cyclades 8 days
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Small Group Tour
Lodging level
Standard - 3 star
Physical level
Strenuous
Trip pace
Balanced schedule

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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Cycling the Coast of Eastern Crete
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Small Group Tour
Why we love them
With a wide range of trip styles, Exodus caters to every type of traveler out there- even those with specific interests from cycling to winter hiking.
Lodging level
Standard - 3 star
Physical level
Moderate

Visits

Crete, Heraklion

Highlights

  • Cycle through the diverse history, culture, mountains, and beaches of Eastern Crete
  • Relax on golden beaches and sample the delicious local cuisine
  • Visit the important archaeological sites of Knossos and Phaestos

Themes

Cycling & Biking

What travelers are saying

"Excellent service"

Trip dates & details
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Health Safety +

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Athens and Greek Islands Cruise (7 N)
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Small Group Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Sail out into the Aegean Sea and visit the beautiful island of Mykonos
  • Explore the picture-perfect island of Santorini
  • Enjoy the sunset view at Spectacular Oia Village
  • Explore the magnificent Knossos Palace
  • Discover Ephessus, one of the "seven wonders" of the ancient world

Themes

Small Ship Cruise

What travelers are saying

"BUYER BEWARE!!! This company has a policy that if THEY cancel your trip…THEY get to keep your money and you get a credit the company. They cancelled my first trip..found out the hard way about their policy. Booked a trip…then had left over money so booked another…which they cancelled…again. Surprisingly…this time they offered a refund, but only gave me back the money I had put down…not what was left of “my credit”. So now I am forced to do business with a company I no longer wish to, that picks and chooses when to follow their own policy!! There are plenty of other travel agencies with similar tours…don’t give these guys your hard earned money for them to keep."

Trip dates & details
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Athens and Greek Islands Cruise (3 N)
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Small Group Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Sail out into the Aegean Sea and visit the beautiful island of Mykonos
  • Visit one of the world's largest open-air archeological museums at Ancient Ephesus
  • Explore the picture-perfect island of Santorini
  • Enjoy the sunset view at Spectacular Oia Village

Themes

Small Ship Cruise

What travelers are saying

"BUYER BEWARE!!! This company has a policy that if THEY cancel your trip…THEY get to keep your money and you get a credit the company. They cancelled my first trip..found out the hard way about their policy. Booked a trip…then had left over money so booked another…which they cancelled…again. Surprisingly…this time they offered a refund, but only gave me back the money I had put down…not what was left of “my credit”. So now I am forced to do business with a company I no longer wish to, that picks and chooses when to follow their own policy!! There are plenty of other travel agencies with similar tours…don’t give these guys your hard earned money for them to keep."

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Custom Designed Trip
Lodging level
lodgingLevelName
Physical level
N/A

Highlights

  • Fully customized trip based on preferences
  • Matched with a local specialist
  • From $200 per person per day
Self-Guided / Independent Tour
Athens and Greek Islands Cruise (4 N)
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Small Group Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Sail out into the Aegean Sea and visit the beautiful island of Mykonos
  • Discover Ephessus, one of the "seven wonders" of the ancient world
  • Spend the afternoon on the Beautiful Biblical island of Patmos
  • Explore the picture-perfect island of Santorini
  • Enjoy the sunset view at Spectacular Oia Village

Themes

Small Ship Cruise

What travelers are saying

"BUYER BEWARE!!! This company has a policy that if THEY cancel your trip…THEY get to keep your money and you get a credit the company. They cancelled my first trip..found out the hard way about their policy. Booked a trip…then had left over money so booked another…which they cancelled…again. Surprisingly…this time they offered a refund, but only gave me back the money I had put down…not what was left of “my credit”. So now I am forced to do business with a company I no longer wish to, that picks and chooses when to follow their own policy!! There are plenty of other travel agencies with similar tours…don’t give these guys your hard earned money for them to keep."

Trip dates & details
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Greek Islands Sailing Adventure
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Small Group Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

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

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

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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Other trips you may like [sponsored]
Walking on the Greek Islands
Save this trip to your favorites or other list
Small Group Tour
Why we love them
With a wide range of trip styles, Exodus caters to every type of traveler out there- even those with specific interests from cycling to winter hiking.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Athens, Santorini

Highlights

  • Discover the three islands of Naxos, Santorini and Paros
  • Gentle walks through idyllic scenery and remote villages
  • Enjoy delicious local Greek cuisine

Themes

Cultural, Hiking & Walking

What travelers are saying

"Excellent service"

Trip dates & details
Save this trip to your favorites or other list

Health Safety +

Generous cancellation

More
Mountains & Villages of Evia
Save this trip to your favorites or other list
Small Group Tour
Why we love them
With a wide range of trip styles, Exodus caters to every type of traveler out there- even those with specific interests from cycling to winter hiking.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Acropolis, Athens

Highlights

  • Explore mountainous Evia on foot, an authentic Greek island with quaint villages
  • Sample delicious cuisine in traditional tavernas
  • Relax on deserted beaches and swim in the warm Aegean waters
  • Enjoy a warm Greek welcome at the family-run Galaxy Hotel

Themes

Cultural, Hiking & Walking

What travelers are saying

"Excellent service"

Trip dates & details
Save this trip to your favorites or other list

Health Safety +

Generous cancellation

More
Walking the Pelion Peninsula
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Self-Guided / Independent Tour
Why we love them
With a wide range of trip styles, Exodus caters to every type of traveler out there- even those with specific interests from cycling to winter hiking.
Lodging level
Standard - 3 star
Physical level
Moderate

Highlights

  • Walk in the Pelion region, 'Land of the Centaurs' according to Greek mythology along kalderimia, ancient cobbled trails
  • Reach isolated beaches where you can enjoy swimming in the crystal clear turquoise waters of the Aegean Sea
  • Discover traditional mountain and coastal villages; lush vegetation of beech and chestnut forests; herb-scented maquis and olive groves dotted with wildflowers

Themes

Hiking & Walking

What travelers are saying

"Excellent service"

Trip dates & details
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Health Safety +

Generous cancellation

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Contrasts of Crete Walking
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Self-Guided / Independent Tour
Why we love them
With a wide range of trip styles, Exodus caters to every type of traveler out there- even those with specific interests from cycling to winter hiking.
Lodging level
Standard - 3 star
Physical level
Moderate

Highlights

  • Array

Themes

Hiking & Walking

What travelers are saying

"Excellent service"

Trip dates & details
Save this trip to your favorites or other list

Health Safety +

Generous cancellation

More
Cycling the Coast of Eastern Crete
Save this trip to your favorites or other list
Small Group Tour
Why we love them
With a wide range of trip styles, Exodus caters to every type of traveler out there- even those with specific interests from cycling to winter hiking.
Lodging level
Standard - 3 star
Physical level
Moderate

Visits

Crete, Heraklion

Highlights

  • Cycle through the diverse history, culture, mountains, and beaches of Eastern Crete
  • Relax on golden beaches and sample the delicious local cuisine
  • Visit the important archaeological sites of Knossos and Phaestos

Themes

Cycling & Biking

What travelers are saying

"Excellent service"

Trip dates & details
Save this trip to your favorites or other list

Health Safety +

Generous cancellation

More
8 trips exactly matchall of the the filters you selected. We are displaying some similar trips.
My selections:
Small Group Tour

Greek Islands Reviews & Ratings

4.1/5  Great
181  Reviews
See all Greek Islands tour reviews
Excellent
23
Great
14
Average
6
Disappointing
2
Terrible
3
A

Anonymous

Oct 2018

Great trip!

Very good in spite of unseasonable weather for September. High winds cancelled ferries for several days. As a consequence we stayed only one night on Paros and mis...

A

Anonymous

Oct 2018

Greek Island Wanderer

A well balanced trip that gives a taste of 3 contrasting islands. Travelling in April proved to be an ideal opportunity to see a different side to Greece - quieter...

A

Anonymous

Oct 2018

Walking in the Greek Islands

This was a trip that stimulated all the senses, from the wonderful colours of the wildflowers on the walks and the blues and whites of the pristine villages we pas...

A

Anonymous

Oct 2018

Waliking on the Greek Islands

Excellent Guide, Scenery and organisation. Some of hotels were not of a reasonable standard. The walk along the Caldera, Santorini. Excellent knowledge, very well...

A

Anonymous

Oct 2018

Vigorous.

I rarely give ten out of ten, but this came close. The sun shone every day, I slepped well and didn't put on weight. The walks were just right, leisurely as it sai...

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Greek Islands Tour Selection Trips

  • The Greek Islands are divided into six main groups, so you can choose a tour that either focuses on one group or on island-hopping among two or more
  • With more than 200 inhabited islands from which to choose, you could spend a lifetime trying to see them all – it’s more rewarding  to see them a few at a time
  • Small ship cruises are an ideal way to see the Greek islands, especially smaller, more off-the-beaten path isles where big ships can’t dock
  • Greek islands vary among desert  and lush, barren and forested, low-lying and mountainous, populated and sparsely occupied, undiscovered and trendy – choose your favorite(s)
  • Some of the best-known islands are overrun by tourists in the summer high season, so if your schedule allows, consider visiting in spring or fall
  • While Greece has suffered severe economic stress of late, don’t stay away – the locals are very grateful for visitors
  • If your focus is on touring mainland Greece, you can still find tours that add a nearby Greek island or two at the beginning or end

Additional details

Who will enjoy touring the Greek Islands?

On Stride you can find Greek Islands tours that will appeal to every traveler. There are tours offered that are geared towards family vacationing, solo or party-focused travel, group adventures, and relaxing senior cruising. There are 30+ trips offered on Stride that mix and match activity preference, physical level, and Greek cultural and historical exposure.

If you have only a brief period of time to explore the beauty of the Greek Islands there are several 7-day excursions that visit the most popular islands and attractions and offer relaxing beach days, exciting sailing adventures, and lively party nights out on the town.

Longer, more comprehensive tours exist that focus on the historical Greek highlights while also focusing on the unique and popular food and culture of Greece.

When is the best time to take a Greek Islands cruise?

The season for Greek Islands cruises lasts from May to October. The most popular months for cruises to the Greek Islands are the months of August and September, yet keep in mind that these are also the hottest months of the Greek summer, with temperatures rising above 100 degrees Fahrenheit (38 degrees Celsius). If you want to beat the crowds and experience cooler weather on your Greek Islands tour, opt for travel within the months of June, September, or October.

Common Greek Island Hopping Routes

With the countless Greek Islands and main landmarks to visit, there are various route options for touring the Greek Islands. Many itineraries hit the most popular islands, while others primarily focus on the surrounding geographical clusters.

A popular Greek Islands route looks like:

Athens - Mykonos - Rhodes - Crete - Santorini

Greek Islands hopping routes based on geographical region look like:

Cyclades:

Santorini - Mykonos - Paros - Naxos - Milos - Ios - Folegandros - Sifnos - Andros

Dodecanese:

Rhodes - Kos - Symi - Karpathos - Patmos

Ionian:

Corfu - Paxos - Zakynthos - Kefalonia

What to wear when cruising the Greek Islands

Considering that the common time for travel to the Greek Islands is in the summer months, most common attire will be lighter summer clothes and beachwear.

Bathing suits, sarongs, dresses, shorts, and party wear (if you are living it up in the Mykonos atmosphere) are popularly worn among tourists. Make sure to come prepared with sun protection, as it is very sunny and warm in Greece during the summer! Don’t forget your hat, sunglasses, and bathing suit coverups.

Light colors, flowy attire, linen, and strappy sandals are items frequently worn in the Greek Islands. While the weather is cooler during the spring and fall seasons, the temperatures in the Greek Islands remain moderate, so light jackets, long, flowy boat pants, and sweaters do the trick.

Greek Islands Cruise Packing List

You never want to be mid-vacation and realize you forgot essential travel items! When traveling to the Greek Islands, the must-pack list is pretty straightforward. You want to make sure you have all your beach gear, your photo-taking electronics, and Greek attire essentials. Follow this packing list, and you will be ready to go for your Greek Island summer adventure!

  • Bathing suit(s): With all the beautiful beaches to explore, this would be a bad item to miss! With multiple tour stops, make sure to pack more than just one! Make sure to bring a travel towel, beach bag, andsome coverups, too, so you are prepared after a day at the beach to shop and tour the local towns.
  • Sunscreen: Enjoy basking in the Greek summer sun, but stay safe while doing so!
  • Sunglasses & a hat: Stay stylish and shield your eyes from the vibrant rays.  
  • Mosquito repellent: You’ll want to be outdoors as much as possible when touring the Greek Islands, especially at sunrise and sunset, so be prepared! These also come in creams and bracelets.
  • Camera: Don’t miss the countless photo opportunities the Greek Islands have to offer!
  • Greece Travel Insurance: Have a carefree yet adequately prepared Greek Island adventure!
  • European Outlet Adapter: If you are from outside of the EU, you will definitely want an outlet adapter to stay connected and keep your devices charged.

 

Always Find the Best

On Travelstride you can find 34 trips to Greek Islands and more than 20,000 trips worldwide ranging from budget to luxury and private guided to group tours and everything in between. Only on Stride can you find and compare expert-planned trips from 1,000+ tour operators, cruise lines and local experts. Read traveler and professional reviews so you can confidently find your perfect trip.

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