Cobblestone streets and colonial buildings in Trinidad, Cuba

Region in Caribbean

Greater Antilles

Cuba, Jamaica, the Dominican Republic, Puerto Rico and the Cayman Islands make up the Greater Antilles, the largest and culturally densest islands of the Caribbean by area. This page compares the five destinations on best time to visit, entry requirements, safety, costs and routes.

Photo: Alex G on Unsplash

Reisewissen · geprüfte Inhalte, mit Quelle · getrennt von der Reiseplanung

Largest country
Cuba, about 110,860 km², larger than the other four destinations combined
Cuba power supply
power cuts of several hours a day are common in Cuba; travellers plan flexibly
Strongest Atlantic hurricane
Melissa (2025) hit Jamaica at 305 km/h as a Category 5 and then Cuba as a Category 3 — the strongest hurricane ever recorded in the Atlantic
Dominican Republic visitor record
11.6 million arrivals in 2025
UNESCO World Heritage Sites in the region
4 sites: Havana (1982) and Trinidad (1988) in Cuba, Santo Domingo (1990), San Juan with La Fortaleza (1983)
Ferry connection
Santo Domingo–San Juan with Ferries del Caribe, the only through ferry between two countries in the region
International airports
Havana (HAV), Santiago de Cuba (SCU), Santo Domingo (SDQ), Punta Cana (PUJ), Puerto Plata (POP), Kingston (KIN), Montego Bay (MBJ), San Juan (SJU), Grand Cayman (GCM)
Entry CH/DE/AT
visa-free in Jamaica, the Dominican Republic and the Cayman Islands; ESTA for Puerto Rico (USA); online visa for Cuba (as of September 2026)
Time zones
Cuba and Jamaica UTC−5 (Cuba observes daylight saving time), Dominican Republic and Puerto Rico UTC−4 with no daylight saving time
Payment in Cuba
payments with foreign cards work only unreliably; carry cash in US dollars or euros
Cayman dollar
pegged to the US dollar, 1 KYD = 1.20 USD since 1974

What do the Greater Antilles have in common, and how do they differ?

In short

The Greater Antilles comprise Cuba, Jamaica, the Dominican Republic, Puerto Rico and the Cayman Islands — the largest islands in the Caribbean by area, with the region's densest colonial architecture. Politically, they range from the socialist Republic of Cuba, to the independent state of Jamaica, to Puerto Rico as a US territory and the Cayman Islands as a British Overseas Territory.

Geographically, the five destinations form an arc from Cuba in the west to Puerto Rico in the east, with the Cayman Islands as a smaller island group south of Cuba. Together they are significantly larger by area than the Lesser Antilles, the ABC islands and the Lucayan Archipelago combined: Cuba alone measures about 110,860 km².

Linguistically and legally, each of the five countries stands on its own: Spanish colonial heritage in Cuba, the Dominican Republic and Puerto Rico meets British-derived common law in Jamaica and the Cayman Islands. What unites all five is a predominantly Afro-Caribbean population and, by international comparison, a young independence or a special status that persists to this day.

How different the region turns out to be is shown by the particularities of the five destinations: mass tourism with all-inclusive resorts in the Dominican Republic, a hurricane-scarred but well-developed tourist Jamaica, a Cuba with fragile electricity and payment infrastructure — and, in the Cayman Islands, a quiet, expensive diving destination. Anyone planning to visit the Greater Antilles should therefore check each country individually and currently, rather than relying on a reputation of "the Caribbean".

Sources: UNESCO World Heritage Centre · Caribbean Journal · National Hurricane Center (NOAA) · Federal Foreign Office, Germany

How do the five countries of the Greater Antilles differ at a glance?

In short

Cuba is the largest and culturally densest destination, but has a fragile electricity, payment and supply situation. Jamaica lies in the hurricane belt, the Dominican Republic is the largest all-inclusive destination, Puerto Rico is entered like the USA, and the Cayman Islands are the calmest of the five destinations.

The Greater Antilles compared (as of September 2026)
Country/territoryCharacterStatusEntry CH/DE/ATSafety per foreign ministries
CubaColonial towns, music, sugarcane historysovereign stateeVisaCuba online visa plus advance registrationpower cuts and limited medical care; check current advisories
JamaicaReggae, waterfalls, north coast resortssovereign statevisa-free up to 90 dayshigh crime according to the Federal Foreign Office; hurricane zone
Dominican RepublicAll-inclusive, colonial city of Santo Domingosovereign statevisa-free up to 30 dayshigh crime rate per the Federal Foreign Office, mainly armed robbery
Puerto RicoUS territory, Old San Juan, rainforestUS territoryESTA as for the rest of the USconsidered part of the US, no separate travel advisories
Cayman IslandsDiving, offshore financial center, Seven Mile BeachBritish Overseas Territoryvisa-free, return ticket requiredcalmest of the five destinations; mind the hurricane season

On entry, Cuba is the special case of the region: an online visa via eVisaCuba and advance registration via D'Viajeros within 48 hours before departure are mandatory. The other four destinations require no classic visa for holidays, at most an electronic advance form.

Brief summaries; the current travel advisories from the FDFA, the Federal Foreign Office and the BMEIA for the respective country are authoritative.

Sources: Federal Foreign Office, Germany · Federal Ministry for European and International Affairs (BMEIA), Austria · Federal Foreign Office, Germany · Federal Ministry for European and International Affairs (BMEIA), Austria · Federal Foreign Office, Germany · U.S. Customs and Border Protection · Cayman Islands Department of Tourism (Explore Cayman)

When is the best time to visit the Greater Antilles?

In short

According to the National Hurricane Center, the hurricane season runs from 1 June to 30 November, peaking around 10 September; December to April is the drier, sunnier travel period in all five destinations. Hurricane Melissa, which in 2025 hit Jamaica as a Category 5 and then Cuba as a Category 3 as the strongest storm ever measured in the Atlantic, shows how consequential the season can be.

All five destinations lie in the active hurricane belt. Cuba, Jamaica and the Dominican Republic have the highest probability of a direct hit between August and October; the Cayman Islands and Puerto Rico are on average hit directly less often, but are equally within the warning zone.

Havana, Montego Bay, Punta Cana and San Juan throughout the year

HavannaJanFebMarAprMayJunJulAugSepOctNovDec
High °C272829313132333332302927
Low °C161717192123232323211917
Rainfall mm302923336410883108102874530
Montego BayJanFebMarAprMayJunJulAugSepOctNovDec
High °C303131323333343433333231
Low °C222223242425252525252423
Rainfall mm4434475715015010914619021713150
Punta CanaJanFebMarAprMayJunJulAugSepOctNovDec
High °C292929303131323232323030
Low °C212121222324252424232322
Rainfall mm382626467550556774687946
San JuanJanFebMarAprMayJunJulAugSepOctNovDec
High °C292930313132323233323130
Low °C222223232425262626252423
Rainfall mm514561771299010013016216113764

Average daily highs and lows, and monthly rainfall. Temperaturen: Mittel der täglichen Höchst- und Tiefstwerte 2010–2024 der Station JOSE MARTI INTL (17 km, 64 m). Niederschlag: NASA POWER, Monatsmittel 2001–2020. Temperaturen: Mittel der täglichen Höchst- und Tiefstwerte 2010–2024 der Station SANGSTER INTL (4 km, 1 m). Niederschlag: NASA POWER, Monatsmittel 2001–2020. Temperaturen: Mittel der täglichen Höchst- und Tiefstwerte 2010–2024 der Station PUNTA CANA INTL (4 km, 14 m). Niederschlag: NASA POWER, Monatsmittel 2001–2020. Temperaturen: Mittel der täglichen Höchst- und Tiefstwerte 2010–2024 der Station LUIS MUNOZ MARIN INTERNATIONAL AP (6 km, 3 m). Niederschlag: NASA POWER, Monatsmittel 2001–2020.

Cuba has a drier north-coast climate around Havana and Varadero, while Jamaica's north coast (Montego Bay, Ocho Rios) is drier than its interior. The Dominican Republic varies strongly by coast: Santo Domingo and the south are drier, while Puerto Plata in the north is rainier.

George Town (Grand Cayman) and Puerto Plata compared

George Town (Grand Cayman)JanFebMarAprMayJunJulAugSepOctNovDec
High °C292930313132333333323030
Low °C232323252526262626252524
Rainfall mm26151314669462811051548839
Puerto PlataJanFebMarAprMayJunJulAugSepOctNovDec
High °C282929303133333333323029
Low °C202121222324242424242221
Rainfall mm502939477850576676809954

Average daily highs and lows, and monthly rainfall. Temperaturen: Mittel der täglichen Höchst- und Tiefstwerte 2010–2024 der Station OWEN ROBERTS AIRPORT (2 km, 3 m). Niederschlag: NASA POWER, Monatsmittel 2001–2020. Temperaturen: Mittel der täglichen Höchst- und Tiefstwerte 2010–2024 der Station GREGORIO LUPERON INTL (13 km, 5 m). Niederschlag: NASA POWER, Monatsmittel 2001–2020.

Puerto Rico and the Cayman Islands have a more even tropical climate with little seasonal temperature variation; rainfall rises mainly during hurricane season. Sargassum seaweed washes ashore in irregular surges, mainly on the east coast of the Dominican Republic and parts of Puerto Rico, typically peaking in spring and early summer.

Sources: National Hurricane Center (NOAA) · National Hurricane Center (NOAA) · NASA Earth Observatory

What defines the five countries and territories of the Greater Antilles?

In short

Cuba offers the densest colonial architecture with Havana and Trinidad, but has a fragile supply situation. Jamaica lies in the hurricane belt, the Dominican Republic is the largest all-inclusive destination in the Caribbean, Puerto Rico combines US comfort with Spanish colonial heritage, and the Cayman Islands are a calm diving and financial centre.

Cuba: colonial towns and a fragile supply situation

At about 110,860 km², Cuba is the largest country in the Greater Antilles by area, and also has the oldest European building stock: Old Havana (World Heritage Site since 1982) and the sugarcane town of Trinidad (since 1988) rank among the best-preserved colonial ensembles in the Caribbean. This heritage meets a supply situation that shapes daily life across the country: power is cut on a schedule for several hours a day, the fuel supply and thus air traffic are fragile, and foreign payment cards are often not accepted. How far these restrictions apply at the time of travel should be checked with the FDFA, the Federal Foreign Office and the BMEIA.

Jamaica: hurricane zone with north-coast resorts

Jamaica lies in the middle of the hurricane belt, and the island's history knows the danger at first hand: in 2025 Hurricane Melissa hit the island with wind speeds of 305 km/h, according to the National Hurricane Center the strongest storm ever recorded there, and claimed 45 lives and an estimated 12 billion US dollars in damage. The tourist centres on the north coast and in Kingston have since been a firm part of the travel offer again; anyone travelling in the hurricane season chooses flexible fares and heeds the warnings of the National Hurricane Center.

Seven Mile Beach near Negril, Jamaica, at sunset
Photo: Clay LeConey on Unsplash

Dominican Republic: a record year for tourism

No other country in the region attracts as many visitors as the Dominican Republic: in 2025, the Ministry of Tourism counted 11.6 million arrivals, roughly three-quarters by plane and the rest by cruise ship, generating 2.61 billion US dollars in revenue. Culturally, the Colonial City of Santo Domingo, a UNESCO World Heritage Site since 1990 and, according to UNESCO, the oldest continuously inhabited European settlement in the Americas, provides a counterpoint to the beach resorts of Punta Cana. Set against this are safety risks the Federal Foreign Office specifically names: armed robbery, often carried out by motorcyclists, and one of the world's highest traffic fatality rates.

A palm-lined beach in front of a resort in Punta Cana
Photo: Joshua Bedford on Unsplash

Puerto Rico: a US territory with Spanish colonial heritage

Administratively, Puerto Rico is part of the United States, but touristically it is distinctly Caribbean: the fortifications and the governor's residence, La Fortaleza, in Old San Juan have carried the UNESCO title since 1983, while entry formalities — including the ESTA requirement — are identical to those of the US mainland. Escaping the bustle of San Juan doesn't require a flight: public ferries from Ceiba on the east coast reach the quieter neighboring islands of Vieques and Culebra.

The fortress walls of San Juan overlooking the old town of Puerto Rico
Photo: Carlos Ojeda on Unsplash

Cayman Islands: diving destination and financial centre

Compared with the four other destinations, the Cayman Islands seem almost unremarkably calm: security risks play hardly any role for the British Overseas Territory. Tourism here revolves almost entirely around water, from Seven Mile Beach and shallow snorkelling grounds to the sheer walls off the diving spots that give the islands their name. As an established offshore financial centre with a currency pegged firmly to the US dollar, the Cayman Islands are among the more expensive destinations in the whole Caribbean.

Sources: UNESCO World Heritage Centre · UNESCO World Heritage Centre · Federal Foreign Office, Germany · Federal Ministry for European and International Affairs (BMEIA), Austria · National Hurricane Center (NOAA) · AFAR · Travel And Tour World · Caribbean Journal · UNESCO World Heritage Centre · Federal Foreign Office, Germany · U.S. Customs and Border Protection · UNESCO World Heritage Centre · Puerto Rico Ferry (Puerto Rico Maritime Transport Authority) · Cayman Islands Department of Tourism (Explore Cayman) · Wikipedia

Which routes connect several countries of the Greater Antilles?

In short

The only through public connection between two countries in the region is the Ferries del Caribe ferry between Santo Domingo and San Juan. Otherwise, travel between Cuba, Jamaica, the Dominican Republic, Puerto Rico and the Cayman Islands almost always requires a regional flight, usually connecting through Miami, Panama City or another hub.

Dominican Republic and Puerto Rico by ferry

Ferries del Caribe shuttles between the San Souci terminal in Santo Domingo and Muelle Panamericano II in San Juan — travelers without a vehicle should, according to the booking portal, arrive three hours ahead, and six hours with a vehicle. For a trip combining both countries, this route replaces a flight that would otherwise require a connection.

Onward from Puerto Rico to Vieques and Culebra

Anyone in Puerto Rico wanting to venture further out onto the water uses the state ferry line from Ceiba: about an hour to Vieques, and around ninety minutes to Culebra. Both islands can thus be added as a day trip or a quieter extension without a vehicle of your own.

Connecting to Cuba

Air traffic to Cuba is more prone to disruption than to the other destinations: the fuel supply on the island is tight, several airlines have temporarily reduced their connections, and direct European flights are rare. Anyone wanting to combine Cuba with another destination in the Greater Antilles checks current flight availability before booking, usually via a hub such as Madrid, Cancún or Panama City.

Cayman Islands as a side trip

From Kingston or Montego Bay, the Cayman Islands can be added as a short side trip, since both island groups lie in the western Caribbean; however, direct flights between Jamaica and the Cayman Islands are limited and should be checked well in advance.

There is no public ferry connection between Cuba, Jamaica and the Cayman Islands; all travel times given are editorial estimates based on the cited sources.

Sources: Ferries del Caribe · Puerto Rico Ferry (Puerto Rico Maritime Transport Authority) · Federal Foreign Office, Germany

How do you fly to the Greater Antilles?

In short

The main long-haul gateways are Havana (HAV), Santo Domingo (SDQ) and Punta Cana (PUJ), Montego Bay (MBJ) and Kingston (KIN), San Juan (SJU), and Grand Cayman (GCM). Most nonstop flights from Europe go via Madrid, while from North America, Miami is by far the largest hub for all five destinations.

Nonstop connections from the main airports (selection, as of September 2026)
Arrival airportfrom Europefrom North AmericaNote
Havana (HAV)Madrid, FrankfurtMiami (about 42 nonstop flights per week)27 airports worldwide with direct flights; flight operations prone to disruption
Santo Domingo (SDQ)Rome, MadridNew York, Miami, Panama City50 nonstop destinations in 33 countries
Punta Cana (PUJ)Madrid, Barcelona, Frankfurt, Munich, ZurichNew York-JFK, Atlanta, Miami95 nonstop destinations in 30 countries
Montego Bay (MBJ)London, Frankfurt, Milan, DüsseldorfMiami, Charlotte, Chicago, New York53 nonstop destinations in 16 countries
San Juan (SJU)MadridNew York, Boston, Fort Lauderdale, Orlando61 nonstop destinations; only European connection is to Madrid
Grand Cayman (GCM)noneAtlanta, New York-JFK, Los Angeles29 nonstop destinations in 7 countries

There are no through scheduled flights between all five destinations within the region; a connection via Miami, Panama City or another hub is usually needed. Between the Dominican Republic and Puerto Rico, the Ferries del Caribe ferry is an alternative to flying.

Cuba is the special case: the fuel supply on the island is tight, and several airlines have temporarily reduced or suspended their connections. Before any booking to Cuba, check the current flight situation directly with the airline.

Sources: FlightConnections · FlightConnections · FlightConnections · FlightConnections · FlightConnections · FlightConnections · Federal Foreign Office, Germany · Ferries del Caribe

What applies for entry and health in the Greater Antilles?

In short

Swiss, German and Austrian visitors need no visa for holidays in Jamaica, the Dominican Republic and the Cayman Islands, an ESTA authorisation for Puerto Rico as for the rest of the USA, and for Cuba an online visa plus advance registration. healthytravel.ch and the CDC name Zika, dengue and chikungunya as the main mosquito-borne risks in the region.

Entry requirements for vacations (as of September 2026)
Country/territoryVisa CH/DE/ATAdditional
CubaeVisaCuba online visaadvance registration via D'Viajeros 48 h before departure
Jamaicavisa-free up to 90 dayselectronic advance registration PICA: Enter Jamaica
Dominican Republicvisa-free up to 30 dayselectronic e-ticket form for entry and exit
Puerto RicoESTA (as for the rest of the US)apply at least 72 h before departure
Cayman Islandsvisa-freereturn ticket required

For Germans, a national ID card is not sufficient for any of the five destinations; a passport is mandatory everywhere. Different rules apply to other nationalities, and the relevant embassy or immigration authority is authoritative.

healthytravel.ch lists an active Zika transmission area for the Dominican Republic and advises pregnant women against travelling; a dengue vaccine (Qdenga) has been registered in Switzerland since July 2024. The CDC also points to chikungunya transmission in several regions of the Americas; consistent daytime mosquito protection is recommended.

For Cuba, the medical care described by the BMEIA as "massively reduced" adds a further risk: because of the supply situation, cold chains and equipment in hospitals work only to a limited extent, and imported medicines are scarce. Travel insurance with repatriation cover is particularly important for Cuba.

Sources: Federal Foreign Office, Germany · Federal Ministry for European and International Affairs (BMEIA), Austria · Federal Foreign Office, Germany · Federal Foreign Office, Germany · U.S. Customs and Border Protection · Cayman Islands Department of Tourism (Explore Cayman) · healthytravel.ch, Swiss Expert Committee for Travel Medicine · Centers for Disease Control and Prevention (CDC) · Centers for Disease Control and Prevention (CDC)

What does a trip to the Greater Antilles cost?

In short

Puerto Rico prices directly in US dollars, the Cayman Islands in the firmly pegged Cayman dollar (1 KYD = 1.20 USD), Jamaica and the Dominican Republic in their own freely floating currencies. Cuba is a special case: the peso has lost about 95% of its informal value since 2021, and card payment with foreign cards works only unreliably.

Currencies of the Greater Antilles (as of September 2026)
Country/territoryCurrencyCash/card
CubaCuban peso (CUP), plus MLC cardscard payment with foreign cards unreliable; US dollar/euro cash needed
JamaicaJamaican dollar (JMD)cards common in resorts, US dollars often accepted
Dominican RepublicDominican peso (DOP)cards common, US dollars often accepted
Puerto RicoUS dollar (USD)as for the rest of the US, cards accepted everywhere
Cayman IslandsCayman dollar (KYD)pegged to USD (1 KYD = 1.20 USD), cards common, higher price level

Cuba is the hardest to gauge in terms of prices: the official rate and the free market differ greatly, and the informal rate is many times the official one. Travellers should carry larger amounts in cash and keep checking exchange rates locally, because the situation changes quickly.

In the other four destinations, the US dollar is widely accepted alongside the local currency, especially in hotels and on organized excursions; for smaller purchases, local cash is still worthwhile, as the rate at a hotel cashier is usually worse than at a bank or ATM.

Sources: CiberCuba · Federal Foreign Office, Germany · Wikipedia

What cultures and music styles shape the Greater Antilles?

In short

Spanish is the official language in Cuba, the Dominican Republic and Puerto Rico, and English in Jamaica and the Cayman Islands. Musically, son and salsa represent Cuba, merengue and bachata the Dominican Republic, reggae, ska and dancehall Jamaica, and reggaetón Puerto Rico — four of the best-known Caribbean musical traditions come from this subregion.

Cuba's son and salsa, along with Havana's danzón tradition, shaped Latin American pop music worldwide; the colonial towns of Havana and Trinidad also showcase five centuries of Spanish architectural history. The Dominican Republic produced two of its own globally known dance music styles, merengue and bachata.

Jamaica shaped Caribbean pop music worldwide with reggae, ska and later dancehall; Kingston is considered the island's cultural center, with museums dedicated to music history. Puerto Rico is the birthplace of reggaetón, which has helped shape the Latin American music scene over the past two decades.

Religiously, Catholicism defines Cuba, the Dominican Republic and Puerto Rico, while various Protestant churches shape Jamaica and the Cayman Islands, often with Afro-Caribbean influences such as Cuban Santería.

Architecturally, more than the official language separates the five destinations: Havana, Trinidad and Santo Domingo follow the Spanish colonial grid of plaza, cathedral and arcades, while Kingston and George Town bear the stamp of British administrative architecture, and Old San Juan combines Spanish fortifications with 20th-century American urban planning. Anyone wanting to see several colonial styles in a short time will find them more densely packed in the Greater Antilles than in any other Caribbean subregion.

Sources: UNESCO World Heritage Centre · UNESCO World Heritage Centre · UNESCO World Heritage Centre · UNESCO World Heritage Centre

Worth combining

Destinations

Destinations in this part of the world

Clarity before you go

Frequently asked questions

The key questions about Greater Antilles, answered.

Which countries belong to the Greater Antilles in this overview?

Cuba, Jamaica, the Dominican Republic, Puerto Rico and the Cayman Islands. Historically, Hispaniola as a whole and partly Haiti also count, which TalkTravel does not offer because of the security situation.

Why is travelling to Cuba more demanding than to the other destinations?

Because of a nationwide fragile supply situation: power is cut on a schedule for several hours a day, medical care is considered massively limited according to the BMEIA, and foreign bank cards work only unreliably. The current situation should be checked with the FDFA, the Federal Foreign Office and the BMEIA.

How do you pay in Cuba when cards do not work?

Reliably only with cash brought along in US dollars or euros and with local MLC credit cards. Visa and Mastercard payments with foreign cards often fail.

How good is the tourism infrastructure in Jamaica after hurricanes?

The tourist centres of Montego Bay, Ocho Rios, Negril and Kingston are open to guests again after Hurricane Melissa in October 2025. Anyone travelling in the hurricane season from June to November chooses flexible fares and follows the warnings of the National Hurricane Center.

What makes Hurricane Melissa extraordinary?

At 305 km/h, Melissa was the strongest hurricane ever measured on Jamaica when it hit in 2025, before also striking Cuba the next day as a Category 3. The National Hurricane Center confirmed 45 deaths and about 12 billion US dollars in damage.

Is a normal tourist visa enough for Puerto Rico?

No, because Puerto Rico as a US territory follows US entry rules. Visitors from Switzerland, Germany and Austria instead need an ESTA authorization, applied for at least 72 hours before departure, which remains valid for about two years.

Is there an alternative to flying between Santo Domingo and San Juan?

Yes, the Ferries del Caribe shipping line runs between the two capitals. Travelers should arrive at the terminal three hours ahead without a vehicle, or six hours ahead with one.

How do you add Vieques and Culebra to a Puerto Rico trip?

Via the state ferry line from Ceiba on the east coast, which reaches both islands without a rental car or charter flight: about an hour to Vieques, around ninety minutes to Culebra.

Why are the Cayman Islands considered a particularly low-risk destination?

Neither the FDFA, the Federal Foreign Office nor the BMEIA lists special safety advisories for the British Overseas Territory; this sets it clearly apart from Cuba, Jamaica or the Dominican Republic in the same subregion.

Why is a vacation in the Cayman Islands more expensive than in the rest of the region?

The Cayman dollar has been pegged to the US dollar since 1974 (1 KYD = 1.20 USD), and the islands are an established offshore financial center with a correspondingly high general price level.

Which colonial towns of the Greater Antilles hold the UNESCO title?

Havana (since 1982) and Trinidad (since 1988) in Cuba, the Colonial City of Santo Domingo (since 1990), and La Fortaleza and the fortifications of Old San Juan (since 1983) — four sites that can all be combined on a two- to three-week trip.

How many guests come to the Dominican Republic?

In 2025, almost 8 million of the total 11.6 million arrivals came by air and about 2.8 million more by cruise ship; the tourism ministry thereby counts the Dominican Republic among the most visited destinations in the Caribbean.

How long does the crossing between Santo Domingo and San Juan take?

The shipping line does not publish an exact crossing time, but recommends arriving at the terminal three hours ahead without a vehicle and six hours ahead with one, which suggests a multi-hour overnight crossing.

What is the official language of the Cayman Islands?

English, as throughout the British Overseas Territory. Cuba, the Dominican Republic and Puerto Rico, by contrast, are Spanish-speaking, while Jamaica, like the Cayman Islands, is English-speaking.

How much time should you allow for two countries in the Greater Antilles?

For a combination of the Dominican Republic and Puerto Rico, two to three weeks is realistic, since both destinations offer several distinct legs. Short stopovers are hardly worthwhile given the limited flight and ferry capacity.

What do the power outages in Cuba mean for a hotel stay?

Air conditioning, cooling and internet connection also fail temporarily in many hotels, because power cuts apply nationwide. Travellers should keep their stay planning correspondingly flexible.

Is there a malaria risk in the Greater Antilles?

No, none of the five destinations currently carries a malaria risk. The CDC and healthytravel.ch instead point to mosquito-borne viruses such as Zika, dengue and chikungunya, against which consistent mosquito protection helps.

Where does the name "Greater Antilles" come from?

It historically denotes the larger islands of the Caribbean arc, as opposed to the smaller "Lesser Antilles" further east; Cuba, Hispaniola (with the Dominican Republic), Jamaica and Puerto Rico form the core, along with smaller outlying island groups such as the Cayman Islands.

Sources and status

Where this information comes from

As of: September 20, 2026. For entry, safety and health matters, the linked official authorities are authoritative.

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  2. Tropical Cyclone Report: Hurricane Melissa (AL132025), National Hurricane Center (NOAA), accessed September 20, 2026
  3. Sizing Up the Sargassum Belt, NASA Earth Observatory, accessed September 20, 2026
  4. Dominikanische Republik: Reise- und Sicherheitshinweise, Federal Foreign Office, Germany, accessed September 20, 2026
  5. Reisehinweise für Dominikanische Republik, Federal Department of Foreign Affairs FDFA, Switzerland, accessed September 20, 2026
  6. Reiseinformation Dominikanische Republik, Federal Ministry for European and International Affairs (BMEIA), Austria, accessed September 20, 2026
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  13. Frequently Asked Questions about the Visa Waiver Program (VWP) and ESTA, U.S. Customs and Border Protection, accessed September 20, 2026
  14. Old Havana and its Fortification System, UNESCO World Heritage Centre, accessed September 20, 2026
  15. Colonial City of Santo Domingo, UNESCO World Heritage Centre, accessed September 20, 2026
  16. Trinidad and the Valley de los Ingenios, UNESCO World Heritage Centre, accessed September 20, 2026
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  22. Flights from Grand Cayman (GCM), FlightConnections, accessed September 20, 2026
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  24. Dominikanische Republik: Reisemedizinische Empfehlungen, healthytravel.ch, Swiss Expert Committee for Travel Medicine, accessed September 20, 2026
  25. Travel Health Notices, Centers for Disease Control and Prevention (CDC), accessed September 20, 2026
  26. Areas at Risk for Chikungunya, Centers for Disease Control and Prevention (CDC), accessed September 20, 2026
  27. Buchungsportal Santo Domingo – San Juan, Ferries del Caribe, accessed September 20, 2026
  28. Routes & Schedules, Puerto Rico Ferry (Puerto Rico Maritime Transport Authority), accessed September 20, 2026
  29. Entry Requirements, Cayman Islands Department of Tourism (Explore Cayman), accessed September 20, 2026
  30. Visit Jamaica, Jamaica Tourist Board, accessed September 20, 2026
  31. Dominican Republic Tops 10 Million Visitors Through November, Setting Up a Record 2025, Caribbean Journal, accessed September 20, 2026
  32. Jamaica Tourism Is Rebounding After Hurricane Melissa, AFAR, accessed September 20, 2026
  33. Jamaica's Tourism Resilient After Hurricane Melissa, Travel And Tour World, accessed September 20, 2026
  34. Evolución de la tasa de cambio: a qué precio se venden hoy dólares, euros y MLC en Cuba, CiberCuba, accessed September 20, 2026
  35. Cayman Islands dollar, Wikipedia, accessed September 20, 2026
  36. Time Zone & Clock Changes in Havana, Cuba, timeanddate.com, accessed September 20, 2026
  37. Cruise Industry Surges to Record 37.2 Million Travelers as Global Demand Booms, Cruise Hive (with figures from the CLIA State of the Cruise Industry Report 2026), accessed September 20, 2026

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