Home > Cruises > Island Hopping Cruises & Sailing Trips

Island Hopping Cruises

Embark on the island hopping adventure of a lifetime on a sun-kissed cruise or sailing voyage. Revel in the golden hues of Aegean sunsets in Greece, plunge into the crystal-clear waters off Croatia's coast, uncover Turkey's quaint and hidden coastal gems, or sail smoothly across Thailand's shimmering white sands. Tailored for every traveller, this is your passport to paradise.

Popular Cruises View all


8 Days Athens to Athens

Operator: Virgin Voyages

From 1,922

8 Days Split to Split

Operator: Contiki

From 2,334
Save 690

5 Days Athens to Athens

Operator: Celestyal Cruises

From 576
Save 10

8 Days Dubrovnik to Zagreb

Operator: Travelmarvel

From 4,060
Save 841

Island Hop Your Way View all

18-30 Somethings Trips
18-30 Somethings

In Luxury Trips
In Luxury

Discover Island-Hop Across the Oceans, Choose Your Own Adventure

Island-Hoppers Unleashed!

Island-Hoppers Unleashed!

Gather your mates or form new friendships as you sail your way through the Med. Hop through the Greek Islands, skip over to Santorini and 'OPA!' you're ready to party.

Indulge in Luxury

Indulge in Luxury

Cruise in unparalleled luxury on a small-ship island hopping journey. Indulge in lavish suites, gourmet dining, and personalised service, all while exploring enchanting island destinations.

Authentic Adventures

Authentic Adventures

Sail turquoise waters and pristine atolls on an authentic Dhoni cruise through the Maldives. Explore coral reefs, relax on sandy shores, and soak up this tropical paradise.

Spotlight on Thailand

Spotlight on Thailand

Experience Thailand's island lifestyle on your next island-hopping adventure. Savour the delicious local cuisine, kick off your sandals and sink into pristine beaches, or join in the vibrant and iconic island nightlife with a Sabai Sabai or two.

Sail Croatia

Sail Croatia

Sail Croatia's stunning Adriatic Coast, exploring historic towns, hidden coves, and crystal-clear waters. Perhaps visit Hvar, boasting the largest piazza in Dalmatia, and Korcula which is said to be the birthplace of Marco Polo.


Worry free cruise, good weather, good food   , ACT, Australia, Feb 2024
Very happy with the booking process, good cruise and good weather for our cruise in Greece. Optioned specialty restaurant is not necessary and quality not a lot of difference to main dining.
Full Moon Thailand Island Hopper   , WA, Australia, Oct 2023
The 16 day Full Moon Island Hopper tour has been such an amazing experience filled with amazing people, places and experiences I?ll cherish forever. Our tour guides, Biggy and Smile, added so much more to the experience by always making sure we were all safe while also having the best time. They really went the extra mile, thank you so much!
Just Brilliant   , VIC, Australia, Oct 2023
Brilliant adventure for first time cruisers. The ship was amazing , the staff super friendly and helpful. Food choices were plentiful and generally the shore excursions were well planned. Only criticism was the tenders in Mykonos, not enough. We will do another cruise definitely.
Celestial Journey Greek Island cruise   , WA, Australia, Sep 2023
We took a Greek island cruise on Celestial Journeys. Everything about the cruise was fabulous. The staff were so helpful, the food at all the restaurants was delicious and the wait staff so well trained. There were plenty of quiet places to sit and read a book, or many shore excursions to choose from. We cannot recommend this cruise more highly. Also, ...read more Global Journeys were an absolute pleasure to deal with and we would have no hesitation in booking through them again. Thanks for a great holiday!