Why see one Caribbean island when you can see them all? According to Inspiring Travel, more travellers are booking multi-island holidays to get the most out of the region
In 2024, multi-island holidays accounted for 7% of Inspiring’s business; in 2025, that figure grew to 21%.
The most popular combinations often feature a destination where airlines touchdown, such as British Airways and Virgin Atlantic’s route to Grenada via Saint Lucia; BA to St. Kitts & Nevis with stops in Antigua, and Turks & Caicos via Nassau. Another popular option is Grenada, Bequia and Barbados, using the SVG Air shuttle service.
For Inspiring’s more luxurious customers, a popular option is Jumby Bay, Antigua, onto Cape Juluca in Anguilla, before ending at a luxury resort in St Barts.
Alongside island-hopping trends, Inspiring has also noted a growing trend of guests staying in multiple hotels on one island to experience more of the destination.
Some on Inspiring’s tailor-made itineraries to the Caribbean include the 10-night ‘Discover Antigua & the British Virgin Islands’ leading in from £7,485 per person; and the 14-night ‘Hidden Gems of the Caribbean’ option leading in from £4,455 per person.
