Cuba Holidays May |

Warm Weather and Beaches

May is a rewarding time to enjoy an all-inclusive holiday in Cuba. The days are warm, bright and ideal for relaxing beside the Caribbean Sea, while the resorts are often quieter than during the busiest winter months. You can settle into the easy pace of island life from the moment you arrive.

Varadero is a popular choice for its long sweep of soft white sand and clear, shallow water. Spend the morning swimming or reading beneath a palm tree, then return to your hotel for lunch, a cool drink and a swim in the pool. Sea breezes help keep the heat comfortable, especially near the coast.

Caribbean Holidays, Cuba Holidays May, Colourful colonial street in Old Havana with classic American cars, balconies and people exploring

Discover Havana

An all-inclusive stay in Cuba does not mean you have to remain at the resort. Havana makes a memorable day trip, with faded pastel buildings, grand squares and lively streets full of music. Wander through the old city, admire the colourful classic cars and stop for a coffee while watching local life unfold around you.

May is a good month for exploring Havana because you can combine sightseeing with time by the sea. Visit Plaza Vieja, see the impressive El Capitolio and walk along the Malecón as the sun begins to set. A knowledgeable local guide can help bring the city’s history and character to life.

Caribbean Holidays, Cuba Holidays May, Cuban all-inclusive resort pool beside a tropical beach with sun loungers, palm trees and blue sky

Easy All-Inclusive Living

All-inclusive resorts in Cuba are designed to make your holiday simple. Breakfast, lunch, evening meals and selected drinks are included, so there is no need to plan every expense or search for a restaurant after a day in the sun. Many hotels also offer pools, daytime activities and evening entertainment.

You can choose how active you want to be. Try kayaking, snorkelling or a gentle beach game, or simply claim a lounger and enjoy a good book. Families appreciate the space and organised activities, while couples can find quieter areas for an unhurried escape.

Caribbean Holidays, Cuba Holidays May, Tropical Cuban coastline in May with calm turquoise water, green palms and a small boat near the beach

Why Choose May

May sits between the main dry season and the wetter summer months, bringing warm temperatures and plenty of sunshine. There may be occasional short showers, but these often pass quickly and can leave the air feeling fresh. The sea remains inviting, making this an excellent time for swimming and water sports.

Travel in May can also offer good value, particularly for travellers looking for a relaxed Caribbean break outside peak dates. Whether you want beach time, Cuban culture or a mixture of both, this is a month with plenty to recommend it. Pack light clothing, sun cream and a sense of adventure, then let Cuba’s welcoming atmosphere do the rest.