What is the best month for a Caribbean cruise?

Dreaming of turquoise waters and sun-kissed beaches? Planning the perfect Caribbean cruise starts with choosing the right time to go. This guide explores the best month for a Caribbean cruise, what weather to expect and how to prepare.

Last updated: 22/10/2025

Aerial view of a coastal town with a large cruise ship docked near small islands, surrounded by buildings, roads, green spaces and boats, under an orange and pink sky

The best month(s) of the year for a Caribbean cruise

The best month for a Caribbean cruise often depends on what you want: sunshine, lower prices or fewer crowds.

December to April is generally seen as the best time of year for a Caribbean cruise. During these months, the weather is warm, humidity is lower and there’s less rain. It’s also when most travellers escape the UK winter for sunnier shores.

January and February are especially popular because the festive crowds have thinned out and you still get long days of sunshine.

For even fewer people and potentially lower prices, consider going during the “shoulder months.” These are the months just before or after high season. You can often find better deals, fewer tourists and the weather is still good. There might be a little more rain, but there’s a lower risk of big storms than in the main hurricane season.

The worst months to cruise the Caribbean are usually between August and October, when the chances of hurricanes and heavy rain are higher. Avoid these for a greater chance of smooth sailing.

Weather in the Caribbean

The Caribbean has a tropical climate all year. Daytime temperatures vary by island and time of year, but the weather is usually warm. Nights stay warm and comfortable.

The main difference between seasons is how much rain and how many storms there are, not the temperature. Heavier rainfall can make days feel hot and humid. Knowing when these happen can help you plan the best time for your trip.

Protect your cruise from the moment you book

Dry season in the Caribbean

The dry season in the Caribbean typically falls between December and April. During this time, it doesn’t rain much, the air feels cooler and less sticky, and the sun shines almost every day.

It’s a great time to go swimming, snorkelling or just relax on the beach without worrying about sudden rain showers.

Rainy season in the Caribbean

The rainy season stretches from as early as April into November. The months when rainfall is heaviest rainfall vary by island (and often by source) but are generally between September and November.

Rain often comes in short, heavy bursts rather than all-day downpours. If you’d prefer guaranteed dry weather, look to book for other times of the year.

On the plus side, prices drop significantly in the rainy season, and many cruise lines offer special deals.

Hurricane season in the Caribbean

Hurricane season lasts from June to December, with the highest risk from August to October.

This doesn’t mean you’ll definitely face storms, but the chance is higher in these months. If you book a cruise during hurricane season, be ready for changes to the route or even cancellations.

Most cruise lines change their paths to avoid storms. It’s important to have travel insurance with cover for delays, missed ports or changes to your sailing itinerary.

Aerial view of a coastal area and developed port area with two large cruise ships docked at a pier, surrounded by clear blue water

Countries in the Caribbean

The Caribbean has more than 7,000 islands, but only about 100 have people living on them. Even fewer are visited by cruise ships.

Your cruise might stop at the Bahamas, with white beaches and clear water for snorkelling. Barbados feels quite British and is known for cricket and rum. St Lucia has tall Piton mountains and green rainforest. Jamaica is full of reggae music, waterfalls and old plantations, with busy resorts like Ocho Rios and Montego Bay.

Antigua has 365 beaches, one for every day of the year. St Kitts and Nevis are quieter, with volcanoes and old sugar farms. The Dominican Republic shows its Spanish past, especially in Puerto Plata. Martinique feels like France in the tropics, with French food and smart shops. Aruba is a sunny Dutch island with long beaches.

Grenada is called the Spice Island for its nutmeg farms and bright markets. Turks and Caicos have calm waters that are great for diving. The Cayman Islands are famous for Seven Mile Beach and are also a big banking centre. Puerto Rico, part of the USA, has rainforest walks and the old city of San Juan.

Each island has its own style. That is what makes a Caribbean cruise special. You get to see many different places and cultures in one trip. Just choose the itinerary that takes in more of what you fancy.

Culture and what to expect on a Caribbean cruise

When you arrive in the Caribbean, you’ll step onto islands full of colour, sound and flavour. In Jamaica, reggae and steel drums set the rhythm while the smell of jerk chicken fills the air. Barbados often brings cricket on the village green and rum tasting at old distilleries.

On St Lucia, you can try creole cooking after a day of exploring waterfalls or hot springs. Martinique blends French and island life, with cafés serving croissants alongside fresh fruit drinks. In Grenada, busy spice markets burst with nutmeg and cinnamon, while in the Cayman Islands a chat with a driver can turn into a story about island life.

Everywhere you go you’ll hear music, see colourful markets and feel the easy pace of island living.

Back on board, the ship offers a change of scene with poolside relaxation, evening shows and live music. Many cruises also bring the flavours of the islands on board, with cooking classes or menus inspired by the places you’ve visited.

This mix of local culture and life at sea is what makes a Caribbean cruise so memorable. From your first step ashore to your last sunset on deck, the region is full of warmth, music and unforgettable experiences.

Aerial view of a port with six large cruise ships docked, clear blue water surrounding the area, and a strip of green land extending into the sea

Why you need cruise travel insurance for a Caribbean cruise

Cruise cover isn’t just an optional extra. Many cruise lines will want to see proof you’ve got it before they let you board.

Regular travel insurance won’t typically cover risks unique to holidaying at sea. Adding cruise cover means you’re protected for issues specific to cruises, up to the limits in your policy. This can include:

  • Missing your ship if your flight or train is delayed
  • Needing medical care on board or at a port, which can be expensive
  • Being evacuated to a hospital on land
  • Illness on board that keeps you in your cabin
  • Lost, delayed or stolen baggage (with higher limits than standard travel cover)

Post Office offers cruise vacation insurance to protect your trip from such setbacks, so you can focus on enjoying your Caribbean cruise. You’ll need to add it to your Post Office Travel Insurance policy if you’re taking a cruise, to make sure it’s valid for your trip.

Read more about cruise travel insurance

Caribbean cruise cancellations and itinerary changes

Even if you choose the best month for a Caribbean cruise, unexpected events can disrupt your plans. That’s where cruise cover becomes essential.

With Post Office Cruise Insurance, you’ll be covered for:

  • Itinerary changes if the ship has to skip ports because of bad weather
  • Missed port cover if illness, severe weather or other issues prevent a stop
  • Refunds for unused excursions you’ve booked in advance
  • Having to leave your cruise early because of an emergency

Getting your cover in place when you book is important. It helps protect you not only against issues while you’re away, but also against unexpected events that could stop you travelling in the first place.

Read more about when to buy travel insurance

Currencies used in the Caribbean

When you travel around the Caribbean you’ll visit many different islands and countries. Many have their own currency, which might feel confusing. Having the right money to hand makes life much easier when you want to shop, eat or explore. Here’s a simple guide.

Currency Where it's used
Eastern Caribbean dollar (XCD) Antigua and Barbuda, Dominica, Grenada, Montserrat, St Kitts and Nevis, St Lucia, St Vincent and the Grenadines, Anguilla
Barbados dollar (BBD) Barbados only
Jamaican dollar (JMD) Jamaica only
Bahamian dollar (BSD) Bahamas only
Belize dollar (BZD) Belize only
Bermudian dollar (BMD) Bermuda only
Cayman Islands dollar (KYD) Cayman Islands only
Caribbean guilder (XCG) Curaçao and Sint Maarten (Saint Martin). It replaced the Netherlands Antillean guilder in 2025
Cuban peso (CUP) Cuba only (closed currency)
Dominican peso (DOP) Dominican Republic only
Haitian gourde (HTG) Haiti only (closed currency)
Surinamese dollar (SRD) Suriname only
Trinidad and Tobago dollar (TTD) Trinidad and Tobago dollar (TTD)

Currencies shown as ‘closed’ aren’t available outside the country they’re used in. You’ll need to get some when you arrive.

Using US dollars

The US dollar (USD) is widely accepted in US territories like Puerto Rico and the US Virgin Islands, the Bahamas and many tourist spots across the region. It’s handy to use, but small shops and markets may not take it or may give you a poor exchange rate. It’s always best to keep some local cash with you.

Holiday money: we can help with that

You can buy selected Caribbean currencies before you go with Post Office Travel Money. It’s easy to order currency online or in selected branches. And you can collect it from any branch or have it delivered to your home.

Two people sit on a bed with an open suitcase containing clothes, a passport, travel documents and a smartphone displaying a QR code, with a bedside table and lamp in the background

What to pack for a Caribbean cruise

Packing for the Caribbean is about staying cool in the sun, being ready for rain and having something smart for evenings on board. These are the essentials to take with you.

  • Light clothing such as T-shirts, shorts, sundresses and swimwear to keep comfortable in the warm weather. A cover-up is useful when walking around the ship
  • Smart evening wear for formal nights. Many cruise lines expect at least one dress or a shirt with trousers
  • Sun protection including high-factor sunscreen, sunglasses and a wide-brimmed hat. The sun is strong even when it feels cloudy
  • Comfortable shoes like sandals for the ship and trainers for shore excursions or longer walks
  • A light rain jacket to cope with sudden tropical showers
  • A reusable water bottle to stay hydrated while exploring
  • A small backpack or beach bag for carrying essentials on excursions or beach days
  • Plug adaptors because some ships and islands use US-style sockets
  • Basic medicines such as seasickness tablets, plasters and painkillers, so you don’t have to rely on the ship’s shop
  • Travel documents including your passport, cruise tickets and proof of cruise travel insurance
  • Ways to pay, with a card for onboard purchases and your preferred method of carrying currency for different destinations

With these packed, you’ll be ready for life on the ship and adventures on shore.

Read our full checklist of what to pack for different holiday types

Key takeaways

  • The Caribbean is warm all year round. Seasons are marked by rain and storms rather than temperature
  • The best time to visit is December to April, when the weather is dry and sunny
  • Hurricane season is June to November, with the highest risk from August to October. Cruises may face delays or route changes
  • It’s important to have travel insurance with cruise cover to protect you if plans change

Protect your cruise from the moment you book

Common questions about Caribbean cruises

  • The best months are December to April, when the weather is dry, sunny and less humid.

  • August to October are the worst months to cruise the Caribbean due to the high risk of hurricanes.

  • You need cruise travel insurance that will cover medical care, cancellations, missed ports and itinerary changes. We offer a cruise cover add on for travel insurance policies that’s tailored to the unique risks you might encounter on a cruise, helping protect you in case they happen.

  • Most Caribbean countries don’t ask UK tourists to get a visa for short stays, especially if you’re visiting from a cruise ship. But you might need an Electronic System for Travel Authorisation (ESTA) if your cruise departs from or visits the USA

    You may be asked to show your passport at some ports when re-boarding your ship, so it’s worth taking it with you. But make sure you keep it somewhere hidden and safe.

  • Read more
  • Yes, the Caribbean stays warm all year round, with only slight variations in temperature. This makes the region a popular destination for escaping the colder UK weather.

  • You can use US dollars in some places but not everywhere. Some islands prefer their own currency and you might find only touristy areas accept US money. When you know which currencies you need you can order them in advance through Post Office Travel Money. You can also preload US dollars to a prepaid Travel Money Card.

  • The lowest fares are usually in the hurricane season (September to November), though you’ll need to be flexible with your plans and prepared for itinerary changes. Cruise travel insurance can help compensate you if you miss a port or paid-for excursions due to disruptions like the weather, up to the policy limits.

  • Yes, you can sail to the Caribbean from the UK, usually from ports like Southampton. These cruises take longer because of the Atlantic crossing, often lasting two weeks or more. Many travellers choose to fly to the Caribbean instead and join a cruise from there, which gives more time to explore the islands. Another option is to catch a cruise from the USA, as many ships sail to the Caribbean from there.

  • Some vaccinations are recommended depending on where in the Caribbean you’re visiting. Read our guide to travel vaccinations for more details. And always check the latest official health and foreign travel advice before you go. Travelling against this advice could invalidate your travel insurance.

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