Island-hopping Holidays

Once the preserve of backpackers on shoestring budgets, nowadays island-hopping holidays have gone high-end, with easy and comfortable ferries and flights to whisk you between islands. You’ll find some itinerary inspiration below, but don’t forget that our island-hopping holidays are completely bespoke – we can design an itinerary that’s unique to you.

Travel between the sun-warmed shores of the Greek Islands, team two of the Canaries or Balearics, even hop between Caribbean isles if you fancy. We’ll take care of all the logistics for you, booking any ferries and flights, as well as organising your private transfers and luxe hotel stays on each island.

  • Island-hopping itineraries tailored to suit you
  • Your Trusted Adviser will arrange all tickets and timings for you
  • Stay in luxury hotels with private transfers between airports and ferry ports
Greece

A classic island-hopping destination, you can travel between Greek isles by ferry or plane, or by crewed yacht from our base on the Athens Riviera.

Caribbean

Barbados, Antigua, St Lucia – why stop at just one Caribbean island? We can arrange flights between your chosen islands, or even a luxury cruise.

Spain

Follow a stay in Majorca with a few days on peaceful Menorca, or perhaps team sunny Lanzarote with neighbouring Fuerteventura.

Italy

Opt for a private crewed yacht charter around the islands of the Bay of Naples, or combine stays on the country’s biggest islands, Sicily and Sardinia.

Croatia

Stay on the coast for a while, then board a luxury crewed yacht to tour postcard-pretty islands like Brac, Hvar, Vis and Korcula.

Itinerary suggestion

Mykonos, Santorini & Crete


At a glance
  • Discover three classically Greek islands
  • Sip cocktails in Little Venice, Mykonos
  • Watch Santorini’s famous sunset
  • Unwind on the sandy beaches of Crete
9 days from £1995 per person

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Interested in this holiday? To book or for more information, call our Trusted Advisers on 01293 762400*.

Samantha Grist

We take care of every aspect of your island-hopping holiday, so you’ll have no worries about timetabling or tickets. Just tell us where you want to go and we’ll create an itinerary to suit.

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Natasha Starkin

Greece is one of the easiest destinations for island-hopping. I recently combined Mykonos and Santorini, which was a fantastic trip. Rhodes and Kos also makes a great pairing.

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Frequently Asked Questions

Similar holidays by Sovereign

Crewed Yacht Charters

After a few days on land, board a private yacht and enjoy chef-prepared gourmet meals as your skipper takes you around the beautiful islands of Greece, Italy or Croatia.

Cruise & stay

Whether it’s the islands of the Med, the Far East or the Caribbean, explore them in style with our cruise and stay holidays.

Itinerary suggestion

Split & crewed yacht charter


At a glance
  • Tour the World Heritage Site of Diocletian’s Palace
  • Sip coffee on Split’s waterfront promenade
  • A week’s sailing around the islands off the Dalmatian Coast
  • Sail in luxury with a dedicated skipper and gourmet chef
12 days from £8999 per person

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