The Lesser Antilles stretch like a string of emeralds from Grenada in the south to Anguilla in the north. For travellers tired of single-resort holidays, hopping between these islands delivers the kind of variety that one destination simply cannot. Each island has its own personality, its own rhythms, and its own way of welcoming visitors.
Choosing Your Route
Most first-timers start in the south and work northward. Grenada makes an excellent launchpad — it has a well-connected international airport and a laid-back atmosphere that eases you into Caribbean time. From there, ferries and short flights connect you to Carriacou, St. Vincent, Bequia, St. Lucia, Martinique, Dominica, Guadeloupe, and onward.
The key is not to rush. Three islands over two weeks gives you enough time to actually settle in somewhere rather than living out of a bag in transit. Four islands is ambitious. Five is a logistics headache masquerading as a holiday.
Getting Between Islands
Inter-island ferries are the most affordable option. Express des Iles runs a fairly reliable catamaran service between several islands, though schedules can shift with weather and season. Book tickets a day or two in advance when possible, and always confirm departure times the night before.
Regional airlines like LIAT (when operational) and the newer carriers such as interCaribbean Airways and SVG Air fill gaps where ferries do not run. Flights are short — usually under an hour — but luggage allowances can be tight, so pack accordingly.
What to Expect on Each Island
Grenada is spice markets and waterfalls. St. Lucia is dramatic peaks and resort infrastructure. Dominica is raw rainforest and hot springs with almost no cruise-ship crowds. Martinique blends French sophistication with Caribbean warmth — expect excellent bread, wine, and a countryside that feels like Provence in the tropics.
Guadeloupe surprises with its butterfly-shaped geography: one half is flat sugarcane plains, the other is volcanic mountains and jungle. Each island justifies its own trip, which is precisely why hopping between them feels so rewarding.
Practical Tips for First-Timers
Carry cash in both Eastern Caribbean dollars and euros (Martinique and Guadeloupe use euros). Travel insurance that covers inter-island transport disruptions is worth the premium. And keep your packing light — you will be grateful every time you haul your bag onto a ferry ramp at dawn.
The Lesser Antilles reward the flexible traveller. Plans will shift, ferries will run late, and somewhere along the way, you will find an island that feels like it was waiting for you.


