Caribbean Travel Tech Push Meets New Entrant as IslandCraze Opens Platform
IslandCraze Travels, founded by managing director Damoy Skeene, has opened its Caribbean flight, hotel and package booking platform with a hotel cashback programme, attracting more than 100 users.

KINGSTON, Jamaica — October 24, 2026 — Across the Caribbean, tourism remains a major economic sector, and several governments in the region have pushed to expand digital services and locally owned technology businesses. It is against that backdrop that IslandCraze Travels, a Jamaica-based travel technology company founded by managing director Damoy Skeene, has launched an online platform that combines flight and hotel search, bundled vacation packages and a hotel cashback programme for Caribbean travellers.
The platform, available at https://islandcrazetravels.com, allows customers to search and book flights, hotels and packages that combine both. The company said the service is aimed at travellers departing from, moving within and arriving in the Caribbean.
IslandCraze said eligible account holders can receive cashback in the form of platform credit on hotel bookings, which can be applied to future hotel purchases. Members of the company's Adventure tier are advertised a reward rate of 5% on eligible hotel purchases. The company is offering the Adventure membership at no cost for six months under an introductory promotion; regular annual membership fees apply after that period. Reward rates, eligible bookings and membership conditions are governed by the platform's terms.
Skeene said the company was formed around the idea that booking a trip should produce value beyond the initial transaction.
"Travel booking should be about more than finding a flight or a hotel," Skeene said. "We want to make it easier for Caribbean travellers to plan their trips, discover opportunities and receive value that carries over into their next journey. IslandCraze is being built around that idea, with the ambition to grow from Jamaica into a wider Caribbean travel platform."
The company said its near-term priorities are building customer awareness and expanding the booking and membership offerings. Longer term, IslandCraze said it intends to develop partnerships with accommodation providers and other travel businesses and to serve Caribbean residents travelling between islands, travellers leaving the region and international visitors to the Caribbean.
IslandCraze launched its platform in 2026 and has since attracted more than 100 users, with its user base continuing to grow. The company has not publicly disclosed its booking volumes, revenue or funding to date. The six-month membership promotion is part of its strategy to attract new customers and build momentum as it expands its presence in the Caribbean travel market.
IslandCraze is positioning itself in the online travel distribution segment, where it would compete with international booking sites and regional travel agencies.
IslandCraze Travels describes itself as a travel technology platform offering online flight and hotel bookings, combined vacation packages and customer reward programmes.
Skeene is the company's managing director and is based in Jamaica.
Media Contact
Contact person: Damoy Skeene, Managing Director
Company: Islandcraze
Website: https://islandcrazetravels.com