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IslandHopper Escapes
Sunlit tropical beach with people relaxing on loungers, turquoise water, traditional longtail boats and lush green islands in the distance

Island-Hopping Holidays

Discover More Than One Paradise

Beautiful islands, unforgettable experiences and perfectly planned routes for your next island escape.

Island regions
5Island regions
Islands mapped
23Islands mapped
Full itineraries
8Full itineraries
Planned days
96Planned days

Destinations

Where Will You Island Hop?

Five regions, each with a route that works: how long to go for, when the sea behaves, and which islands are worth the crossing.

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
Limestone karst cliffs rising from a turquoise lagoon with a traditional outrigger bangka boat in El Nido, Palawan

Palawan & the Visayas

Philippines

Limestone lagoons, wreck dives and the most dramatic boat days in Asia.

Best season
December–May (driest); March–May for calmest seas
Recommended trip
10–16 days
Ideal for
Divers, adventurous couples and confident backpackers

Palawan (Puerto Princesa) · El Nido · Coron · Cebu · Bohol

Explore Philippines
Longtail boats on emerald water beneath towering jungle limestone cliffs in the Phi Phi islands, Thailand

Andaman Coast

Thailand

The smoothest ferry chain in Asia, from Phuket down to the Malaysian border.

Best season
November–April (dry season); December–February for calmest seas
Recommended trip
10–14 days
Ideal for
First-timers, couples and value-focused travellers

Phuket · Phi Phi · Krabi (Railay & Ao Nang) · Koh Lanta · Koh Lipe

Explore Thailand
Aerial view of Kelingking cliff coastline with turquoise water and a white sand cove on Nusa Penida, Indonesia

Bali & the Lesser Sunda Islands

Indonesia

Volcano sunrises, manta rays and four islands within a two-hour boat ride.

Best season
April–October (dry season); May–June and September for value
Recommended trip
10–14 days
Ideal for
Adventurous couples, surfers, divers and digital nomads

Bali · Nusa Penida · Gili Islands · Lombok

Explore Indonesia
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 Planned Day by Day

Every itinerary lists morning, afternoon and evening plans, where to sleep, how you travel between islands and an estimated daily spend.

All itineraries
Blue-domed churches above the caldera in Santorini, Greece7 days

Greek Islands

7-Day Greek Island Escape

Two islands, one ferry, no wasted days. Santorini for the caldera and the wine, Naxos for beaches, mountain villages and prices that let you breathe.

CouplesFirst-timersBeachRelaxed pace

Estimated total ≈ €1,675 per person

View day-by-day plan
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

View day-by-day plan
Cycladic village and deep blue Aegean water in the Greek islands14 days

Greek Islands

14-Day Greek Island Explorer

Five islands in two weeks, ordered so no ferry leg wastes a day. Milos for coastline, Santorini for the caldera, Naxos for mountains, Paros for harbours and Mykonos to finish.

CouplesBeachSailingBalanced pace

Estimated total ≈ €3,270 per person

View day-by-day plan
Outrigger bangka boat in a turquoise lagoon surrounded by limestone cliffs in Palawan10 days

Philippines

10-Day Philippines Island Hopper

Palawan done properly: four nights in El Nido for the Bacuit Bay lagoons, then Coron for wrecks, Kayangan Lake and quieter water.

AdventureDivingBudgetBalanced pace

Estimated total ≈ $1,930 per person

View day-by-day plan
Karst islands and clear turquoise water in the Philippines14 days

Philippines

14-Day Philippines Adventure

Both halves of the country: Palawan's lagoons and wrecks, then the Visayas for canyoneering at Kawasan, Moalboal's sardine run and Bohol's tarsiers.

AdventureDivingWildlifeFast pace

Estimated total ≈ $2,910 per person

View day-by-day plan
Longtail boats moored on emerald water below limestone cliffs in Thailand10 days

Thailand

10-Day Thailand Island Escape

The Andaman ferry chain at a civilised pace: Phuket Old Town, two nights on Phi Phi, Railay's climbing cliffs and four slow nights on Koh Lanta.

First-timersBeachBudgetRelaxed pace

Estimated total ≈ $1,640 per person

View day-by-day plan

Getting between islands

Six Ways to Reach the Next Island

Each day of every itinerary is tagged with how you travel, how long it takes and what it costs. Route maps show the order of the hops.

FlightFerryBoatCarTaxiTransfer

Sample route · Cyclades

  1. AthensSantoriniFlight· 45 min
  2. SantoriniNaxosFerry· 2h high-speed
  3. NaxosParosFerry· 35 min
  4. ParosMykonosFerry· 45 min
  5. MykonosAthensFlight· 40 min

Activities

Twelve Ways to Spend an Island Day

Every day in every itinerary is tagged by activity type, so you can build a route around diving, food, hiking or doing very little at all.

  • Beach

    Slow mornings on white sand, reef-sheltered swimming bays and sunset stretches.

  • Snorkelling

    Shallow coral gardens, turtle grass beds and drift lagoons reachable from shore.

  • Diving

    Wall dives, wrecks and manta cleaning stations, from first bubbles to technical.

  • Sailing

    Catamaran day charters and multi-day skippered routes between anchorages.

  • Island Tours

    Classic hopping circuits by bangka, longtail or speedboat with lagoon stops.

  • Hiking

    Caldera rims, volcano ridges and rainforest trails, usually best at dawn.

  • Food

    Harbour tavernas, night markets, rum shacks and private chef dinners.

  • Culture

    Temples, colonial ports, village weaving and living maritime traditions.

  • Nightlife

    Beach clubs, sunset DJ bars and old-town streets that stay open late.

  • Adventure

    Cliff jumping, kite surfing, canyoning, caves and volcano sunrise treks.

  • Wellness

    Cliff-edge yoga, thermal springs, spa rituals and quiet retreat islands.

  • Wildlife

    Whale sharks, turtles, manta rays, tarsiers and seabird colonies.

Travel journal, passport, map and fresh coconut drink on a tropical beach with turquoise water and islands in the distance

Trip planner

What Type of Island Holiday Are You Looking For?

Pick the styles that describe your trip and we will match them to the destinations and itineraries that actually fit — not the ones with the best photos.

For partners

Built for Travel Brands and Operators

Placements for accommodation, flights, ferries, tours, insurance, eSIMs, car rental and sponsored travel content sit inside the pages travellers already read.

Hotels & villas

Compare stays across every island

Flights

Long-haul and regional fare search

Ferries & boats

Book crossings and joiner tours

Tours & activities

Dive trips, catamarans, guides

Travel insurance

Named-storm and dive cover

eSIMs

Data before you land

Car & scooter rental

Island transport, pre-booked

Premium itineraries

Downloadable day-by-day PDFs

Partner links are added per destination and itinerary. We only recommend operators we would book ourselves, and every price on this site is an estimate.

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