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IslandHopper Escapes

Trip planner

Plan Your Island Route

Choose the style that describes the trip you want. We will match it to the regions and itineraries that suit it — season, budget and crossing times included.

Piton-view suites, private-island resorts and crewed catamarans.

Destinations

Best regions for luxury trips

Whitewashed cliffside village with blue domes above the deep blue Aegean sea in Santorini, Greece

Aegean Sea, Greece

Greek Islands

Caldera sunsets, marble villages and the best ferry network in the world.

Best season
Late May–June and September–early October
Recommended trip
7–14 days
Ideal for
Couples, first-time hoppers and design-led travellers

Santorini · Mykonos · Paros · Naxos · Milos

Explore Greek Islands
The Pitons rising above calm turquoise sea with a catamaran and palm-fringed beach in Saint Lucia, Caribbean

Eastern Caribbean & the Grenadines

Caribbean

Volcanic peaks, rum distilleries and sailing routes through the Grenadines.

Best season
December–April (dry); May and late November for value
Recommended trip
7–12 days
Ideal for
Honeymooners, sailors and luxury beach travellers

Barbados · Saint Lucia · Grenada · Antigua · Saint Vincent & the Grenadines

Explore Caribbean

Itineraries

Routes that fit luxury

Aegean coastline and whitewashed Cycladic architecture in Greece10 days

Greek Islands

10-Day Greek Island Adventure

Three islands with genuinely different characters: Santorini's caldera, Paros' harbour towns and beaches, and Mykonos for the last two nights of food and noise.

CouplesNightlifeBeachBalanced pace

Estimated total ≈ €2,490 per person

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The Pitons above turquoise water with a catamaran anchored off Saint Lucia7 days

Caribbean

7-Day Caribbean Island Escape

Two islands, one 45-minute flight. Barbados for west-coast beaches and Friday's fish fry, Saint Lucia for the Pitons, sulphur springs and rainforest.

HoneymoonRomanticLuxuryRelaxed pace

Estimated total ≈ $3,340 per person

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