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Cultivating Connections Travel Planners

8 Top Greek Island Vacation Destinations

Updated: Feb 2, 2023


Greece, Mediterranean, Nightlife, Mykonos, ‘The Island of the Winds’, Little Venice, Paradise Beach, village life, Naxos, ancient towers, Venetian, Kiteboarding, windsurfing, Paros island, Santa Maria, Prassonisi, Pounda, Thalasea Sports Center, Mikli Vigla, Beaches, Aegan Sea, Milos, volcanic, minerals, Firopotamos, Kastanas, Paliorema Cycladi, black sand, boat, Ikaria, Robinson Crusoe, Koufonisia, two islands, Pano (upper), Kato (lower), walking museum, sightseeing, Folegandros, restaurants, cafes, Chora, landscapes, Cretan cuisine, islands, Dakos, Gamopilafo, Mizithropita, Apaki, architecture, waterfronts, history
8 Top Greek Island Vacation Destinations

Greece has always been an ideal Mediterranean vacation destination. With over 1,400 islands (230 inhabited), it can be hard to choose which one to visit first. Hopefully, these eight guidelines will assist with your decision.


Best nightlife:

Mykonos, also known as ‘The Island of the Winds’, is world-renowned for its vibrant nightlife. Little Venice and Paradise Beach are popular party destinations where clothing is optional, and the LGBT scene is major. There are male go-go dancers everywhere and parties typically last all night. July and August are the main months for tourism and the wildest parties.


Best traditional village life:

The island, Naxos is the largest of the Cyclades and has a little over 6,500 inhabitants and a bit over 20 small villages. Naxos has ancient towers, paved streets and has maintained its unique Venetian architecture.



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The high season for kitesurfing on the island is a short one, only about 8 weeks, but it is said that the “Meltemi” wind blows from mid-May to mid-September.

Best kiteboarding and windsurfing:

With gusty winds that can be seen from a mile away; Paros island is best known for kiteboarding and windsurfing sports goers. Santa Maria, Prassonisi, and Pounda are the main beaches where the sport is practiced. The Thalasea Sports Center is the bay of Mikli Vigla and is a popular hub for the sport.


Best beaches:

Located in the Aegan Sea, Milos is a beautiful volcanic island that is rich in minerals as well as rich history. Firopotamos, Kastanas and Paliorema are some top beach destinations in Milos. The white-washed Cycladic villages and black sands are picturesque backdrops. Although some may be only accessible by boat, there are over 80 mini beaches throughout Milos that you can explore.


Best for nature lovers:

Ikaria has some of the World’s most pristine and untouched nature territories. It has been identified as a place that promotes life longevity and better overall health.



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According to archaeological findings, Koufonisia has been inhabited since prehistoric times. Excavations in Epano Mili brought to light evidence that dates back to the first years of Cycladic civilization.

Best Robinson Crusoe destination:

Koufonisia is comprised of two islands, Pano (upper) and Kato (lower). The preferred way to navigate the area is by foot or cycling as everything is within walking distance. The island has a museum and many sightseeing options.


Best couples getaway:

Folegandros does not get the crowded tourist scene as most Greek towns do. They have a broad selection of restaurants and cafes. Chora is the main village and has been preserved well, noting open landscapes and clifftop housing.


Best food:


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Cretan cuisine is healthy, it’s fresh (so fresh!), simple, yet extremely flavorful and of course, downright delicious.

Cretan cuisine focuses on all-natural ingredients and can be enjoyed at any local tavern throughout the islands. Some dishes include Dakos, Gamopilafo, Mizithropita, and Apaki.


Now you’re all set! With a myriad of beautiful architecture, scenic waterfronts, and rich history. There is much to enjoy.


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To guide you toward the best choices for your next getaway, talk to your trusted travel advisor about your options!

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