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The Caribbean’s 29 islands, ranked from worst to best

We tallied up the data across 24 categories and can reveal which is the best Caribbean island to visit this winter

Most holidays to the Caribbean begin with a juicy question: which island should we go for? It’s a delicious debate best done with a tot of rum in hand and a map showing the 29 options, and the good news is they all have their charms. These start with guaranteed warmth, bountiful sunshine, scenic splendour and charismatic people. Then comes the dream beaches, upbeat music, spiced-up cuisine, exuberant carnivals and a rich and diverse history reflected in 20 World Heritage Sites.
It was with these delights in mind that Telegraph Travel crunched the data – for the second year in succession – to identify the greatest Caribbean island of all. What has changed to affect our rankings? Plenty. A new direct flight from British Airways, launched in March 2023, means 40 more points for Aruba. The 2023 Telegraph Travel Awards also saw Antigua and Grenada named amofng your 50 favourite countries – providing each with a boost. Among other developments, new five-star hotels have opened in the Turks and Caicos Islands, helping its cause, while the crime rate in Jamaica has worsened, hindering its ranking.
So what is the final table this time around? Donning our best straw hats and floral shirts, we’ve again compared the contenders across 24 criteria from bird species and golf courses to the cost of living and threat from hurricanes (see ‘Our methodology’, below). 
In the end, we welcomed a new entry to the top 10, replacing Curaçao, and the winner is a worthy one – it is one of the most distinctive and engaging destinations in not just this balmy region, but the world.
“Come for top-class hotels and every kind of cuisine, from Bavarian to Peruvian.”
This lively Dutch island 15 miles north of Venezuela has climbed into our top ten thanks to new flights with British Airways launched in March 2023. Direct access from London Gatwick has appealed to premium travellers grabbing a week of sun and fun at top-class hotels like the Ritz-Carlton Aruba and the adults-only Bucuti and Tara Beach Resort on the magnificent sands of Eagle Beach. Over 100 different nationalities live and work here, giving the island an impressive multicultural energy reflected in a restaurant scene that offers every kind of cuisine, from Bavarian to Peruvian.  
Popular with North Americans, Aruba comes with cruise ships, high-rise hotels and casinos but there is plenty to discover away from the resorts. A fifth of the island is protected by the arid landscapes of Arikok National Park, which has hiking routes and the 1,000-year-old paintings inside Fontein Cave. New biking trails are in development and there is rewarding snorkelling and diving. Pick up island-made bath and beauty products at the Royal Aruba Aloe Factory & Museum and if you like to party be there for the Aruba Carnival which will reach its peak on March 1 to 2, 2025.
Tropical Sky (01342 395215; tropicalsky.co.uk) has seven nights at Bucuti and Tara Beach Resort from £2,829 per person, including British Airways flights from London Gatwick on March 2, 2025, transfers and breakfast.
“The Pitons are the eye-popping wonder in this Caribbean favourite.”
St Lucia’s iconic twin peaks, the Pitons, are the eye-popping wonder in this Caribbean favourite with the bonus that Gros Piton can be climbed in a couple of (gruelling) hours. The island would rank higher were it not one of the rainiest in the region, the flip-side being that its rich green interior is ideal for the cacao tree – the seeds of which are the chief ingredient in chocolate. Hotel Chocolat’s Rabot Estate has an excellent cacao-themed restaurant and hotel overlooking the Pitons while Sugar Beach enjoys a billion-dollar location sandwiched between them.
Flights to St Lucia land at its southern tip, while most resorts are in the northwest. As a result the transfer provides a 90-minute scenic tour of this lush and mountainous island that offers plenty of adventures including hiking, biking and 22 dive sites. Unexpectedly, St Lucians have a love of country music (a legacy from the 1940s when there were two US military bases here) and their cuisine is a tasty fusion of French, British and Indian influences. A useful initiative is Kawabé Krawl, a collection of 19 bars dotted around the island that the tourist board has picked out for their authentic flavour.
Turquoise Holidays (01494 678400, turquoiseholidays.co.uk) has seven nights at Sugar Beach from £4,970 per person including British Airways flights departing London Gatwick on February 17, 2025, transfers and breakfast.
“The island is blissfully free of brash resorts and mega-cruise ships.”
Two thirds of mountainous Dominica is rainforest, so it makes sense that it tops the ‘tree cover’ category. Rising up between the French territories of Guadeloupe and Martinique, the island is blissfully free of brash resorts and giant cruise ships, and suits active travellers who like to hike, dive and birdwatch. Thrills include the strenuous ascent to Boiling Lake, where the water steams like a witches’ cauldron due to volcanic activity, and snorkelling at Champagne Reef, where the sea is enlivened with bubbles for the same reason.
The hillside Jungle Bay resort, near Soufriere, makes it easy to explore with its ‘adventure wellness’ package that includes daily yoga and a 30-minute spa treatment plus activities such as hikes, kayaking and cooking classes. In the capital, Roseau, the recently upgraded Fort Young Hotel offers adventures including treks to waterfalls and lionfish hunting. Dominica is also the only country in the world where sperm whales reside year round – sightings are most common from November to March.
Elegant Resorts (01244 897581; elegantresorts.co.uk) has seven nights’ all-inclusive accommodation at Fort Young from £4,795 per person, including British Airways flights from London Heathrow to Barbados on February 10, 2025, inter-island flights, transfers and activities.
“It is home to more than 500 bird species – the most of any Caribbean nation.”
Birds are a key reason why this duo of islands makes our top ten, being home to more than 500 species – the most of any Caribbean nation.
Most British travellers only visit the small and peaceful isle of Tobago, which is easily reached on flights from London Gatwick with British Airways. Here the star attraction is the Main Ridge Forest Reserve which has been protected since 1776 and has walking trails, along with Little Tobago, an offshore haven for birds near Speyside.
Port of Spain, the capital of Trinidad, is just a 25-minute flight south so a trip to both islands is feasible. Head there to see parrots, motmots and woodpeckers at the Asa Wright Nature Centre, 1,200 feet up in the northern mountains. Geodyssey has a twin-island tour that visits this and the Caroni Bird Sanctuary, home to thousands of scarlet ibis, plus a garden where you can spot up to 14 species of hummingbird. Trinidad’s world-famous carnival will hit the streets on March 3 to 4, 2025.
Geodyssey (020 7281 7788; geodyssey.co.uk) has a private 14-day Trinidad & Tobago Odyssey from £3,950 per person, departing most days subject to availability. This includes return British Airways flights from London Gatwick, B&B accommodation, all transport, private guided excursions on 10 days and some lunches.
“British travellers are attracted to its easy-going style and a coastline fringed with 365 beaches.”
Antigua came second in the ‘Luxuries’ category, scoring well for its dependable five-star hotels such as Jumby Bay, Carlisle Bay and Curtain Bluff. It’s one of the easiest Caribbean islands to reach and welcomes a large number of British travellers attracted to its easy-going style and a coastline fringed with 365 beaches.
English Harbour, on the south coast, is the most attractive base with its World Heritage-listed Nelson’s Dockyard and a waterfront bristling with classic sailing boats and constantly-polished superyachts. The adjacent national park has over 11 miles of hiking trails while the Sunday afternoon barbecue and party at Shirley Heights is a memorable spot to watch the sunset to the sound of live steel pan music.
British Airways Holidays (0344 493 0787; britishairways.com/antigua) has seven nights at Carlisle Bay from £1,999 per person B&B, including flights from London Gatwick on May 1, 2025.
“Top of the to-see list should be the Blue Mountains, a dramatic range of lofty peaks.”
This spectacular island has much more to offer than its numerous all-inclusive beach resorts, a concept born here in 1978. Top of the to-see list should be the Blue Mountains, a dramatic range of lofty peaks north of Kingston that produces sublime coffee – for an introduction visit the Craighton Coffee Estate near Irish Town which has a Great House dating from 1805.
Jamaica’s capital offers insights into the story of reggae at its Bob Marley Museum, where your tour guide may well burst into song, and other rewarding stops are Port Antonio, famous for its jerk stalls, and Negril with a four-mile beach that catches the sunset. 
Explore! (01252 883101; explore.co.uk) has a nine-night Explore Jamaica group tour from £2,485 per person, including accommodation, transport, activities and breakfast. Upcoming departures in 2025 include February 5 and March 19. Flights to Kingston are extra.
“Britain and Barbados share a mutual love of cricket, churches and gardens.”
The easternmost island in the Caribbean is a firm favourite with British travellers for good reason: we’ve been visiting its gentle shores since 1625 and share a mutual love of cricket, churches and gardens. Barbados is also the birthplace of rum, has a thriving restaurant scene and – as our survey reveals – gets top points for its density of five-star hotels. Long-established flagship properties on the west coast, such as Sandy Lane, Coral Reef Club and Cobblers Cove, have set a benchmark for civilised luxury by the sea that attracts a well-heeled band of regulars every winter.
Barbados also scores well on the Human Freedom Index, which assesses the degree of civil liberty in a nation, and the 2022 Environmental Performance Index that monitors achievements in sustainability. Few visitors are aware of the island’s impressive ‘green’ side, which is manifest in the excellent free hikes organised by the Barbados National Trust, the biodynamic PEG Farm with camping and a superb restaurant, and regeneration projects such as Walkers Reserve, Coco Hill Forest and the Barbados Trailway.
Tropic Breeze (01752 880880; tropicbreeze.co.uk) has seven nights at Waves by Elegant Hotels from £3,295 per person all-inclusive, including British Airways flights from London Heathrow on February 21 2025 and transfers.
“Scenic versatility includes tropical rainforest, arid desert and a profusion of glorious beaches.”
The Dominican Republic is home to the highest and lowest points in the Caribbean – the 10,174ft Pico Duarte, which can be climbed on a two-day trek, and Lago Enriquillo, which lies 151ft below sea level. This scenic versatility, which includes tropical rainforest, fertile valleys, arid desert and a profusion of glorious white-sand beaches, is reflected in a top score for biodiversity.
Nature-related adventures include admiring humpback whales on the Samaná Peninsula, white-water rafting on the Río Yaque del Norte and trying to spot 31 unique bird species such as the Hispaniolan woodpecker.
Holidays from the UK are principally geared to the fly-and-flop market using direct services from London Gatwick to the beach resorts of Punta Cana, on the eastern tip of Hispaniola, with British Airways and Tui (the latter also fly from Manchester). On the south coast, Santo Domingo, the capital, is a popular port of call for Caribbean cruises with a compelling heritage dating back to its founding in 1496 by Bartholomé Columbus. Even here, amongst its monumental churches and fortifications, nature’s splendour shines through at Arroyo Hondo, the largest botanical gardens in the Caribbean with an arboretum containing 1,500 trees.
Tui (020 3451 2688; tui.co.uk) has seven nights at Impressive Punta Cana from £1,364 per person all-inclusive, including Tui Airways flights from Manchester to Punta Cana departing February 4 2025 and transfers.
“Magnificent Pink Sands Beach is one of the best in the Caribbean.”
Widely considered part of the Caribbean despite not bordering the Caribbean Sea, the Bahamas easily tops our Natural Wonders category as a result of its 700 islands and 2,400 cays, which stretch south-east from Florida for 760 miles. It also has the lowest population density of the contenders. Even more impressive is its 32 national parks – more than double its closest rival.
To make the most of a trip to this affluent archipelago, which was a British colony for 325 years, it’s essential to travel beyond the gateway island of New Providence, dominated by the cruising hub of Nassau. A 30-minute flight east, Eleuthera is a narrow, 110 mile-long island with pineapple farms, surfing spots and a tranquil vibe. Alternatively, join the partying on Harbour Island, just a five-minute water-taxi ride from North Eleuthera airport. This is the quintessence of the small, moneyed Bahamas escape with smart hotels, classy restaurants and the magnificent Pink Sands Beach – one of the best in the Caribbean.
Bon Voyage (0800 316 0194; bon-voyage.co.uk) has seven nights at Valentines Resort on Harbour Island from £4,950 per person room only, including British Airways flights from London Heathrow to Nassau departing February 2 2025, inter-island flights, ferry transfer and golf cart rental.
“Cuba has an atmosphere like nowhere else, born out of revolution and reflected in faded grandeur.”
Cubans have many talents – music, dancing, rolling cigars and just getting through the day in a state-run economy that was severely whacked in 2022 by Hurricane Ian. Form-filling is clearly another, judging from the surprising fact that the largest country in the Caribbean boasts nine World Heritage sites, plus another 14 on Unesco’s ‘tentative’ list, which is by far the greatest tally in the region.
This is one reason it’s made it to the top of our survey as the greatest Caribbean island, plus the fact that it tops the closely-contested ‘Experience and Environment’ category. Oh yes, Cuba has an atmosphere like nowhere else, born out of revolution and reflected in its glossy vintage cars, seductive soundtrack and the faded grandeur of its Spanish colonial cities. Cuba is also safe, with one of the lowest crime rates, and being 750 miles long it offers plenty to enjoy from the nightlife of Havana to horse riding in Viñales and diving the clear waters off Isla de Juventud. The island’s political and economic isolation has an obvious impact when it comes to luxury spas and fine dining, but it makes up for this by delivering a Caribbean experience like no other.

Intrepid Travel, which has been running small group tours here for more than 15 years, recommends flying to Havana via Madrid. The operator has a Premium Cuba tour visiting four cities with a salsa lesson and ride in a classic car included. Note that UK travellers who visit Cuba may not be eligible for the United States’ Esta visa-waiver programme, and could instead need to apply for a more expensive tourist visa that requires a trip to a US embassy.
Intrepid (0808 274 5111; intrepidtravel.com) has an eight-night Premium Cuba group tour from £2,445 per person, including accommodation, transport, activities, breakfast and some meals. Upcoming departures in 2025 include February 1 and April 12. Flights to Havana are extra.
This article was first published in October 2022, and has been revised and updated.
We considered a range of 24 criteria, divided into three categories: Natural Wonders, Experience and Environment, and Luxuries.
For the first, points were awarded to each island according to its number of bird species (according to avibase.bsc-eoc.org), national parks, World Heritage Sites (both approved and tentative), award-winning beaches (according to TripAdvisor and worlds50beaches.com) and world-leading dive sites (according to sportdiver.com and scubamagazine.co.uk). We also took into account the percentage of each island that is forested (according to ourworldindata.org), its highest point, and its biodiversity (as per the ranking at epi.yale.edu).
Experience and Environment judged each island according to its annual rainfall, hurricane threat, population density, cost of living (according to Numbeo), sustainability efforts (as assessed by the Environmental Performance Index), its murder rate, as well as Foreign & Commonwealth Office safety advice and its position on both the Freedom Index and the Gay Travel Index. The presence of a direct flight from the UK also boosted scores in this category.
Our Luxuries category gave credit for the number of five-star hotels per square mile (according to Booking.com, or, for Cuba, whose hotels are not listed on this US website, Trivago), top-rated restaurants (according to caribjournal.com) and golf courses (according to top100golfcourses.com). With only three criteria, this category was worth fewer points than those above.
Finally, bonus points were awarded for possessing an international cricket ground (a key concern, we surmised, for Telegraph readers), and according to each island’s popularity on Instagram and its position in recent editions of the Telegraph Travel Awards, voted for by readers (2018, 2019 and 2023).
Where data could not be found for an island – the Freedom Index, for example, does not include smaller places like Montserrat and St Barths – we awarded it the median score.

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