Decide your pace and place – escapism in a small, deluxe hotel before another hop for cultural immersion? Perhaps you want to party ‘til dawn and sleep in the sunshine all day or hit the water to try a new hobby from sailing to scuba diving. Whatever your choice, there’s always warm hospitality across the islands and a wide selection of islands, resorts and hotels to choose from.

There’s always a taverna just round the corner that’s buzzing with locals – so join them for mouthwatering meze, washed down by a refreshing glass or two for a satisfying taste of authentic Greece.

Talking of whetting your appetite, here are some of our favourite island combinations to demonstrate how island hopping can mean fun and flexibility with a choice of off-the-grid, authentic, luxury and family options.

Transport choices between the islands

Ferries and catamarans are fun but if you want an even faster island hop, and fabulous views, flight options are also available.

Flying destinations between the islands include Athens, Crete, Corfu, Kalymnos, Kefalonia, Kos, Leros, Mykonos, Naxos, Paros, Rhodes, Samos Santorini, Skiathos, Thessaloniki and Zante so if a quick flight appeals just contact the Olympic Holidays team and they can explore the routes and timings.

Book your island hopping holiday for 2023

We're now taking reservations for Greek island hopping holidays through to October 2023. Give our friendly team a call to discuss your plan. Remember that as the island specialist, we can completely tailor-make your holiday.  The options shown on this page are just a selection of the many possibilities available.

ATHENS_shutterstock_139312175_Parthenon Temple_Acropolis_Athens_GREECE.jpg

Circle of Athens: NEW

  • Athens - Syros - Tinos - Andros
  • Cycladic island hopping on a budget
  • Unspoiled authentic islands
  • Beaches, history and religion all in one trip
  • Holiday where the Greeks are having their holidays
  • Prices from £1299 per person*
Oia Village, Santorini, Greece

Romantic Greece

  • Santorini - Naxos - Mykonos
  • Hop between islands in the Cyclades
  • Best for luxury, romance and iconic sights
  • Picture-perfect destinations to fall in love with
  • Some of the best sunsets in Greece
  • Prices from £1085 per person*
Rhodes (1)

Family Favourites

  • Rhodes - Symi - Kos
  • Hop between islands in the Dodecanese
  • Best for families
  • Easily connected by ferries and catamarans
  • Medieval old towns, harbour towns and cosmopolitan chic
  • Prices from £1080 per person*

Emerald Gems

  • Skiathos - Skopelos - Alonissos - Skiathos
  • Hop between islands in the Sporades
  • Best for beaches
  • Carefree barefoot relaxation or fun for the family
  • Countryside air, verdant landscapes and marine parks
  • Prices from £984 per person*
Afissos 400X300

Jewel In The Crown

  • Pelion Peninsula - Skiathos - Alonissos - Skiathos
  • Hop between islands in the Sporades & Pelion
  • A relatively untouched part of Greece
  • Carefree barefoot relaxation or fun for the family
  • Sweeping mountain vistas, enchanting villages and hideaway beaches
  • Prices from £1430 per person*
Athens 400X300 (1)

Saronic Island Dream

  • Athens - Poros - Spetses - Athens
  • Best for couples and families
  • Great for combining city with beach
  • Fun, culture, history, cuisine, scenery
  • Prices from £1226 per person*

Ionian Dreams

  • Corfu - Sivota - Lefkas
  • Best for couples and families
  • Combine beach, with green landscapes
  • Plenty of fun to be had and lots of things to see and do
  • Prices from £927 per person*

Aegean Adventure

  • Athens - Andros - Mykonos
  • Explore Athens and the historic sites
  • Relax in Andros or take in the hiking trails
  • See the windmills in Mykonos
  • Prices from £1284 per person*

Sunset Dreams

  • Crete - Paros - Santorini
  • Hop from Crete to the Cyclades
  • Enjoy delicious Greek cuisine
  • Combine indulgence with culture and fill your days and nights with fun
  • Experience beautiful sunsets
  • Prices from £1130 per person*

Choose your islands, accommodation and more, we'll tailor your holiday Bespoke island hopping and twin centre holidays

Here's everything you need to know about Island Hopping

Frequently asked questions
Terms & Conditions

ISLAND200: Save an extra £200 per person on all new Island Hopping holidays for two people or more with no minimum spend.  Can only be booked through the call center and cannot be used in conjunction with any other discount, voucher code or offer. Discount code must be added at time of booking and cannot be added post transaction.

Date last updated: