Best Caribbean islands to visit

They are not interchangeable. The islands split hard on cost, on how much there is to do beyond the beach, and — most of all — on when you can go. Here they are ranked, with the month that actually suits each one.

All 24 islands, ranked

Caribbean

Bahamas

Seven hundred islands of impossibly clear water, from cruise-port Nassau to the empty Out Islands.

Peak months: Jan, Feb, Mar, Apr, Dec
Off-season $$$–$$$$ Warm
Caribbean

Cuba

Music, classic cars, and crumbling grandeur — go for the country, not the comfort.

Peak months: Jan, Feb, Mar, Apr, Nov, Dec
Off-season $$–$$$ Warm
Caribbean

Dominican Republic

Cheap flights, warm sea, and a lot more country than the resort brochure admits.

Peak months: Jan, Feb, Mar, Apr, Dec
Off-season $$–$$$ Warm
Caribbean

Jamaica

The most characterful island in the Caribbean — and the one that asks a little more of you.

Peak months: Jan, Feb, Mar, Apr, Dec
Off-season $$–$$$ Warm
Caribbean

Puerto Rico

The Caribbean with a US plug socket — old-city romance, rainforest, and a bioluminescent bay.

Peak months: Jan, Feb, Mar, Apr, Dec
Off-season $$–$$$ Warm
Caribbean

US Virgin Islands

Three islands, one national park, and no passport needed if you hold a US one.

Peak months: Jan, Feb, Mar, Apr, Dec
Off-season $$$–$$$$ Warm
Caribbean

Aruba

The dry, breezy Caribbean island that sits below the hurricane belt — sunshine you can actually bank on.

Peak months: Jan, Feb, Mar, Apr, May, Jun, Dec
Good now $$$ Warm
Caribbean

Barbados

Two coasts on one small island — calm Caribbean west, wild Atlantic east — with the best rum in the world.

Peak months: Jan, Feb, Mar, Apr, Dec
Good now $$$ Warm
Caribbean

British Virgin Islands

The sailing capital of the Caribbean — sixty islands, short hops, and a bar you swim to.

Peak months: Jan, Feb, Mar, Apr, Dec
Off-season $$$–$$$$ Warm
Caribbean

Cayman Islands

Seven Mile Beach, world-class diving, and the smoothest logistics in the Caribbean — at a price.

Peak months: Jan, Feb, Mar, Apr, Dec
Off-season $$$–$$$$ Warm
Caribbean

St Lucia

The most dramatic-looking island in the Caribbean — two green volcanic spires rising straight out of the sea.

Peak months: Jan, Feb, Mar, Apr, Dec
Off-season $$$–$$$$ Warm
Caribbean

St Maarten / St Martin

One small island, two countries — Dutch nightlife on one side, French cooking on the other.

Peak months: Jan, Feb, Mar, Apr, Dec
Off-season $$–$$$$ Warm
Caribbean

Turks & Caicos

One of the great beaches on earth, and not a lot else — which is exactly the appeal.

Peak months: Jan, Feb, Mar, Apr, May, Dec
Off-season $$$–$$$$ Warm
Caribbean

Antigua

A beach for every day of the year, and a sailing heritage to match — the Caribbean at its most classic.

Peak months: Jan, Feb, Mar, Apr, Dec
Off-season $$$–$$$$ Warm
Caribbean

Curaçao

The most characterful of the Dutch ABC islands — a candy-coloured capital, below the hurricane belt, over great diving.

Peak months: Jan, Feb, Mar, Apr, May, Dec
Good now $$–$$$ Warm
Caribbean

Grenada

The Spice Island — nutmeg, a genuinely lovely harbour capital, and no crowds.

Peak months: Jan, Feb, Mar, Apr, May, Dec
Good now $$–$$$ Warm
Caribbean

Guadeloupe

Two islands in one — a rainforest volcano on the left wing, beaches on the right.

Peak months: Jan, Feb, Mar, Apr, Dec
Off-season $$–$$$ Warm
Caribbean

Martinique

France in the tropics — rum distilleries, a volcano, and food that takes itself seriously.

Peak months: Jan, Feb, Mar, Apr, Dec
Off-season $$–$$$ Warm
Caribbean

St Barths

A French village with superyachts parked outside — the Caribbean’s most expensive small island.

Peak months: Jan, Feb, Mar, Apr, Dec
Off-season $$$$ Warm
Caribbean

Trinidad & Tobago

The Caribbean’s biggest party and its best birding — on two islands that share nothing but a flag.

Peak months: Jan, Feb, Mar, Apr, Dec
Good now $$–$$$ Warm
Caribbean

Anguilla

Thirty-three beaches, no high-rises, and not much else — deliberately.

Peak months: Jan, Feb, Mar, Apr, Dec
Off-season $$$–$$$$ Warm
Caribbean

Bonaire

The best shore diving on earth, outside the hurricane belt, with flamingos in the salt pans.

Peak months: Jan, Feb, Mar, Apr, May, Jun, Jul, Nov, Dec
Good now $$–$$$ Warm
Caribbean

Dominica

The Nature Island — a volcanic rainforest with a boiling lake and almost no beaches.

Peak months: Jan, Feb, Mar, Apr, Dec
Off-season $$–$$$ Warm
Caribbean

St Kitts & Nevis

A UNESCO fortress, a sugar-train railway, and a two-mile channel to a much quieter island.

Peak months: Jan, Feb, Mar, Apr, Dec
Off-season $$–$$$ Warm

Best island by month

Which islands are at their peak in each month — dry season, low storm risk, and worth the airfare.

Torn between two?

The matchups people actually weigh up, compared point by point.

At a glance

IslandBudget / dayClimateBest months
Bahamas $65–130+/day Warm Jan, Feb, Mar, Apr, Dec
Cuba $35–130/day Warm Jan, Feb, Mar, Apr, Nov, Dec
Dominican Republic $35–130/day Warm Jan, Feb, Mar, Apr, Dec
Jamaica $35–130/day Warm Jan, Feb, Mar, Apr, Dec
Puerto Rico $35–130/day Warm Jan, Feb, Mar, Apr, Dec
US Virgin Islands $65–130+/day Warm Jan, Feb, Mar, Apr, Dec
Aruba $65–130/day Warm Jan, Feb, Mar, Apr, May, Jun, Dec
Barbados $65–130/day Warm Jan, Feb, Mar, Apr, Dec
British Virgin Islands $65–130+/day Warm Jan, Feb, Mar, Apr, Dec
Cayman Islands $65–130+/day Warm Jan, Feb, Mar, Apr, Dec
St Lucia $65–130+/day Warm Jan, Feb, Mar, Apr, Dec
St Maarten / St Martin $35–130+/day Warm Jan, Feb, Mar, Apr, Dec
Turks & Caicos $65–130+/day Warm Jan, Feb, Mar, Apr, May, Dec
Antigua $65–130+/day Warm Jan, Feb, Mar, Apr, Dec
Curaçao $35–130/day Warm Jan, Feb, Mar, Apr, May, Dec
Grenada $35–130/day Warm Jan, Feb, Mar, Apr, May, Dec
Guadeloupe $35–130/day Warm Jan, Feb, Mar, Apr, Dec
Martinique $35–130/day Warm Jan, Feb, Mar, Apr, Dec
St Barths $130+/day Warm Jan, Feb, Mar, Apr, Dec
Trinidad & Tobago $35–130/day Warm Jan, Feb, Mar, Apr, Dec
Anguilla $65–130+/day Warm Jan, Feb, Mar, Apr, Dec
Bonaire $35–130/day Warm Jan, Feb, Mar, Apr, May, Jun, Jul, Nov, Dec
Dominica $35–130/day Warm Jan, Feb, Mar, Apr, Dec
St Kitts & Nevis $35–130/day Warm Jan, Feb, Mar, Apr, Dec

Common questions

Which Caribbean island is best to visit?

Bahamas tops our list — Seven hundred islands of impossibly clear water, from cruise-port Nassau to the empty Out Islands. That said, the honest answer depends on the month you can travel and your budget; the ranking above and the month-by-month table below split it out.

When is the best time to visit the Caribbean?

December to April is the dry, reliable stretch across most of the region, and it is also the most expensive and busiest. Hurricane season runs roughly June to November, with the highest risk late in that window. The month-by-month table above shows which islands still hold up when.

What's the cheapest Caribbean island?

Cuba is the most affordable on our list at $35–130/day. Prices across the region swing hard by season — the same island can cost twice as much in February as in September.