How to Book Inter-Island Flights in the Caribbean

Book Caribbean inter-island flights through regional airlines like LIAT, Caribbean Airlines, or Seaborne Airlines, or use island-hopping packages from major carriers. Book 2-4 weeks ahead for better prices, and consider open-jaw tickets to avoid backtracking.

  1. Choose your route strategy. Map out which islands you want to visit and plan a logical route. Flying in a circle (like Jamaica → Barbados → St. Lucia → Jamaica) costs less than backtracking. Consider starting and ending in different major hubs like San Juan or Barbados.
  2. Research regional carriers first. Check LIAT (serves 15 Caribbean destinations), Caribbean Airlines (Trinidad-based, good for southern Caribbean), Seaborne Airlines (seaplanes in USVI/BVI), and InterCaribbean Airways (covers 21 destinations). These often have routes major airlines don't offer.
  3. Compare with major airline island-hopping packages. Check American Airlines' island-hopping fares if traveling from the US, or British Airways if coming from Europe. JetBlue offers good connections through San Juan. Sometimes package deals beat individual bookings.
  4. Book through airline websites directly. Caribbean regional airlines often don't show up on booking sites like Expedia. Go directly to airline websites. LIAT's website is liatairline.com, Caribbean Airlines is caribbean-airlines.com. Call if online booking fails—it happens frequently with smaller carriers.
  5. Verify baggage policies carefully. Regional Caribbean airlines have strict baggage limits. LIAT allows 20kg checked bags but only 7kg carry-on. Extra baggage fees are expensive—often $5-10 per kg over limit. Pack light or pay up.
  6. Build in buffer time. Caribbean flights delay and cancel frequently due to weather. Book connections with at least 2-3 hours between flights. Wednesday and Thursday generally have fewer delays than weekend travel.
Why don't Caribbean flights show up on major booking sites?
Many regional Caribbean carriers like LIAT and Seaborne don't partner with major booking platforms. You must book directly through their websites or call. This is normal, not a red flag.
Should I book all flights at once or island by island?
Book your main route flights in advance for better prices, but leave some flexibility for weather delays. Having one backup day per island helps avoid missing expensive connecting flights.
What happens if my flight gets cancelled?
Caribbean airlines will rebook you on the next available flight at no charge, but that might be days later during busy periods. Travel insurance that covers weather delays is worth it for multi-island trips.
Are seaplanes worth the extra cost?
Seaplanes like Seaborne save time on short routes (USVI to BVI takes 25 minutes vs. 2+ hours with ferries) and offer amazing views. They cost about $30-50 more than regular flights but skip airport hassles.