Jamaica is located south of Cuba and is the third most populous Anglophone country in the Americas. The island is located within the hurricane belt, so between June and November it’s advisable to avoid traveling here.
Cuba is the largest Caribbean island and is located close to Florida. Before the 1959 Revolution, Cuba was a very popular vacation spot for the Americans, but things drastically changed after that. Unless you go with an organized tour, it’s illegal to travel to Cuba if you are an American citizen (and yes, you can get into trouble even if you fly from other Caribbean island).
Cuba is a lovely island but transportation options to/from it are limited. The easiest way is the plane. There is a direct charter flight but it’s hard to book that one unless you go via a travel agent. Otherwise, you are left with connecting flights. Or you can search for cruises and charter boats which sail between the two islands.
Flights from Jamaica (airport code: MBJ) to Cuba
There are two airports serving Jamaica: Norman Manley International Airport (KIN) in Kingston and Donald Sangster International Airport (MBJ) in Montego Bay.
Norman Manley International Airport (KIN) doesn’t operate any flights to/from Cuba but Donald Sangster International Airport (MBJ) operated flights to/from Havana.
The airport is located 5 km from Montego Bay and is one of the largest airports in the Caribbean. It is the Caribbean hub for many airlines. The airport offers flights to/from North America, Europe and other countries in the Caribbean.
Jose Martí International Airport (HAV) serves the capital of Cuba, Havana. It is hub for Cubana de Aviación Aero Caribbean and Aerogaviota. It operates charter flights to/from the USA, as well as scheduled flights to/from Europe, the Americas and the rest of the Caribbean.
Flights between Montego Bay and Havana are operated by Aerogaviota. The airline operates both scheduled and chartered flights, but the route between Jamaica and Cuba is listed as regional charter. Unfortunately the major booking engines don’t list this flight (the cheaper flight listed is one connecting trough the Cayman Islands with fares starting at US$288 one way in mid-June 2012).
You can also fly from Kingston to Havana , also via Cayman, but the fares are higher (US$301 one way in mid-June 2012).
>>book a flight to the Caribbean
Boats from Jamaica to Cuba
There are no ferries between the two islands, but there seems to be companies which offer Jamaica to Cuba excursions by boat. This is one of them but you need to contact them in order to get more information (prices, schedule, etc).
Another option would be to look for cruises originating in Jamaica and which go to Cuba. For example, Tropicana Cruises offers an 8 day cruise visiting the two countries but the price information is not available.
>>read more about Cruises