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Round Hill Hotel & Villas, Jamaica

Where to stay guide

Where to stay in the Caribbean: the best islands and resorts

Updated 1 October 2026 · 6 areas · 24 hotels picked

Pictured: Round Hill Hotel & Villas

The Caribbean is not one place but a sea full of them, and the islands are far more different than the brochures let on. Jamaica throbs with reggae and jerk smoke; Barbados pairs cricket with rum punch; St Lucia is all volcanic peaks and rainforest; the Bahamas is a scatter of flat islands in impossibly clear water; and the Dominican Republic does the all-inclusive on an industrial scale, beautifully.

So the first question is not which hotel but which island. Want a lively island with music and personality? Jamaica. Polished beaches and easy, very British comfort? Barbados. Romance and scenery? St Lucia. Huge all-inclusives on endless white sand at a sensible price? Punta Cana. Turquoise water and a choice between glitz and barefoot calm? The Bahamas.

The short answer

Jamaica areas at a glance

JamaicaAll-inclusive, Couples, MusicReggae, jerk and big personality, with resorts from Montego Bay to Negril.Hotels: 508
BarbadosLuxury, Couples, FamiliesCalm west-coast luxury, lively south-coast beaches and rum punch everywhere.Hotels: 148
St LuciaCouples, Honeymoons, SceneryVolcanic peaks, rainforest and the most theatrical hotel rooms in the Caribbean.Hotels: 98
The BahamasBeaches, Families, LuxuryMega-resorts in Nassau or barefoot pink-sand islands: two very different holidays.Hotels: 159
Punta CanaFamilies, All-inclusive, ValueMiles of white sand and palm trees, lined with some of the biggest all-inclusives anywhere.Hotels: 197
Puerto Plata, Samaná and the rest of the Dominican RepublicValue, Nature, CouplesGreen mountains, whale-watching bays and good-value resorts beyond Punta Cana.Hotels: 743

Jamaica

Round Hill Hotel & Villas, Jamaica
Sandals Negril - ALL INCLUSIVE Couples Only, Jamaica
Jamaica Inn, Jamaica
Pictured: Round Hill Hotel & Villas · Sandals Negril - ALL INCLUSIVE Couples Only · Jamaica Inn
  • All-inclusive
  • Couples
  • Music
Reggae, jerk and big personality, with resorts from Montego Bay to Negril.

Jamaica is the Caribbean with the volume up. Mountains crowd the coast, music spills out of every rum shack, and the island has more swagger than the rest of the region put together. Most holidaymakers stay on the north coast, where the resorts line up along white-sand beaches.

Montego Bay is the easy option, close to Sangster International Airport, with big all-inclusives and a famous old villa resort on 110 acres just west of town. Negril, out west, is laid-back and sunset-obsessed, with Seven Mile Beach for swimming and cliffs on the West End for jumping. Ocho Rios mixes waterfalls with couples-only resorts and grand old hotels on private crescents of sand, and near Oracabessa sits the hideaway once owned by Ian Fleming.

Hotels to look at in Jamaica

Barbados

Fairmont Royal Pavilion, Barbados
Cobblers Cove, Barbados
Colony Club, Barbados
Pictured: Fairmont Royal Pavilion · Cobblers Cove · Colony Club
  • Luxury
  • Couples
  • Families
Calm west-coast luxury, lively south-coast beaches and rum punch everywhere.

Barbados is the Caribbean's most British-feeling island, cricket-mad and driving on the left, though the rum shops and fish fries keep it firmly Bajan. The west coast, the Platinum Coast around Holetown, Paynes Bay and Speightstown, has calm, glassy water and the island's most elegant beach hotels.

The south coast, in Christ Church, is livelier and better value, with St Lawrence Gap's bars and restaurants, beaches like Dover and Maxwell, and all-inclusives right on the sand, about ten minutes from the airport. Out east, the Atlantic side is wilder, with a resort on reef-protected Crane Beach.

Hotels to look at in Barbados

St Lucia

Jade Mountain, St Lucia
Ti Kaye Resort & Spa, St Lucia
Ladera Resort, St Lucia
Pictured: Jade Mountain · Ti Kaye Resort & Spa · Ladera Resort
  • Couples
  • Honeymoons
  • Scenery
Volcanic peaks, rainforest and the most theatrical hotel rooms in the Caribbean.

St Lucia is the honeymoon island, and one look at the Pitons explains why. These two green spikes of volcanic rock rise straight out of the sea above Soufrière, where hotels cling to ridges with open-walled suites and private pools facing the peaks, and one resort sits on the beach right between them.

The north-west is the sociable end, with Rodney Bay's marina, restaurants and calm swimming beach, Gros Islet's Friday night street party, and a string of all-inclusives on the bays around Castries. Many visitors split their stay between the two.

Hotels to look at in St Lucia

The Bahamas

Pink Sands Resort, Bahamas
Rosewood Baha Mar, Bahamas
The Reef Atlantis, Bahamas
Pictured: Pink Sands Resort · Rosewood Baha Mar · The Reef Atlantis
  • Beaches
  • Families
  • Luxury
Mega-resorts in Nassau or barefoot pink-sand islands: two very different holidays.

Strictly speaking the Bahamas sits in the Atlantic, but nobody looking at that water cares. Nassau is the big-ticket base, with the glossy Baha Mar resorts on Cable Beach and Atlantis on Paradise Island, water parks, casinos and all.

Hop on a small plane to the Out Islands and the mood flips completely. Harbour Island has a three-mile beach of pale pink sand, pastel cottages and golf carts instead of cars, while Grand Bahama offers relaxed resorts at kinder prices.

Hotels to look at in Bahamas

Punta Cana

Paradisus Palma Real Golf&Spa Resort All Inclusive, Punta Cana
Whala! Urban, Punta Cana
Riu Palace Bavaro -  All Inclusive, Punta Cana
Pictured: Paradisus Palma Real Golf&Spa Resort All Inclusive · Whala! Urban · Riu Palace Bavaro - All Inclusive
  • Families
  • All-inclusive
  • Value
Miles of white sand and palm trees, lined with some of the biggest all-inclusives anywhere.

Punta Cana is the all-inclusive perfected. The eastern tip of the Dominican Republic is one long ribbon of soft white sand and coconut palms, and resorts run along most of it, from Bávaro and Arena Gorda to Cabeza de Toro, many with half a dozen pools, theatre shows and more restaurants than you could try in a fortnight.

Families are spoilt, with kids clubs, children's water parks and suites built for six. Couples have plenty of adults-only choices, and the gated enclave of Cap Cana, to the south, has the swishest resorts on the gorgeous Juanillo Beach. Punta Cana International Airport is within about half an hour of most resorts.

Hotels to look at in Punta Cana

Puerto Plata, Samaná and the rest of the Dominican Republic

Iberostar Waves Costa Dorada All Inclusive, Dominican Republic
Bahia Principe Escape Samaná Hyatt Incl Co Adult O, Dominican Republic
Sublime Samana Hotel & Residences, Dominican Republic
Pictured: Iberostar Waves Costa Dorada All Inclusive · Bahia Principe Escape Samaná Hyatt Incl Co Adult O · Sublime Samana Hotel & Residences
  • Value
  • Nature
  • Couples
Green mountains, whale-watching bays and good-value resorts beyond Punta Cana.

There's much more to the Dominican Republic than its eastern beaches. The north coast around Puerto Plata is greener and hillier, with golden-sand resorts backed by mountains, and prices that undercut Punta Cana. The Samaná peninsula is wilder still: jungle-covered hills, beaches like Las Terrenas, and humpback whales arriving in the bay between December and March.

Santo Domingo, the capital, is the place for history: its cobbled Colonial Zone is the oldest European-founded city in the Americas, and its long seafront boulevard is lined with big hotels and casinos. Worth a night or two before the beach.

Hotels to look at in Dominican Republic

Which island?

For a honeymoon, St Lucia or a Barbados west-coast hotel. For a family all-inclusive at a good price, Punta Cana. For music, food and atmosphere, Jamaica. For the clearest water and a choice between big resorts and quiet islands, the Bahamas. If you can only go once, pick the island first and the hotel second.

When to go

The Caribbean is warm all year. The dry season, roughly December to April, is the most popular and the most expensive; the hurricane season runs from June to November, with the greatest risk late in the summer, when prices drop accordingly.

Questions about where to stay in Jamaica

What is the best Caribbean island to stay on?
It depends on the holiday. St Lucia is the most romantic, Barbados the most polished and easy-going, Jamaica the liveliest, and Punta Cana in the Dominican Republic the best value for big all-inclusive resorts. The Bahamas has some of the clearest water in the region.
Which Caribbean island is best for families?
Punta Cana is the classic family choice, with huge all-inclusives, kids clubs and water parks on long, gently shelving beaches. Barbados and the Nassau resorts in the Bahamas are also very family-friendly.
Which Caribbean island is best for couples?
St Lucia, for its open-walled suites facing the Pitons and its quiet, romantic resorts. Jamaica has the region's best-known couples-only all-inclusives in Negril and Ocho Rios, and Barbados's west coast suits couples who want calm water and fine dining.
Is Barbados or St Lucia better?
Barbados has better beaches for swimming, more restaurants and an easier, flatter island to get around. St Lucia is more dramatic, with rainforest, volcanic peaks and more romantic hotels, but beaches are smaller and roads are slower.