February is a bright, sunny month across the Greater Antilles, perfect for family escapes. While the peak summer crowds ease off, the islands come alive with music, colour and traditional parades. This guide highlights safe, family-friendly ways to enjoy February holidays in Cuba, Dominican Republic, Jamaica, Haiti and Puerto Rico.
Carnival season and other big events
Across the Caribbean, February often marks carnival time. In the Dominican Republic, the carnival season peaks with vibrant parades in cities like La Vega and Santiago. Children love the colourful costumes, drums and marching bands. In Puerto Rico, the Carnival of Ponce is a highlight, with lively street parades, floats and family-friendly viewing spots. Jamaica celebrates Reggae Month in February, offering concerts, workshops and cultural events suitable for families. Haiti hosts street festivals and carnivals in several towns, including Cap-Haïtien and Jacmel, which are lively and photogenic, though crowds can be large. Always check the local schedule before you travel, as dates shift year to year.
Beaches, water activities and kid-friendly adventures
- Calm beaches with gentle surf are ideal for younger children; look for sheltered bays on Puerto Rico’s west coast or Jamaica’s north coast beaches.
- Snorkelling trips reveal colourful fish and coral a short boat ride from shore; many operators offer family-friendly times.
- Water parks and river adventures are common in the Dominican Republic and Jamaica, giving kids a break from long beach days.
- Historic towns and forts offer easy day trips between beach days; Old San Juan, Santo Domingo’s Colonial Zone and Cap-Haïtien area combine culture with fun for teens.
Practical planning tips
- Book early for popular carnivals to secure family rooms near the parade routes.
- Pack light clothing, sun protection and a light rain layer; February warmth is pleasant but sunny.
- Consider a bilingual guide or resort with kids’ clubs to keep younger travellers engaged.
- Stay hydrated and pace activities to suit all ages; carnival crowds can be loud and exciting.
Where to stay and how to travel
Choose family-friendly hotels near beaches or historic districts. Look for suites or apartment-style options with kitchen facilities. Domestic flights between Santo Domingo, San Juan and Montego Bay can save travel time on longer itineraries, making it easier to combine island stops.
Top February events by country
- Dominican Republic – La Vega Carnival and Santiago parades in February
- Puerto Rico – Carnaval de Ponce and family-friendly events
- Jamaica – Reggae Month with concerts and cultural activities suitable for families
- Haiti – Cap-Haïtien and Jacmel carnivals are visually stunning but can be crowded
Why February? Ideal for families
The weather is reliably warm, typically dry and sunny, perfect for beach mornings and sunset strolls. With fewer peak-season crowds than March or April, you’ll find better value and more relaxed afternoons with the family.
Ready to start planning? If you’d like more information or help with booking a February family holiday in the Greater Antilles, use the live chat box at the bottom of this page. We’re here to help you design a memorable break for all ages.