The Caribbean route table: 24 destinations, 6 with 5G published (2026)

Caribbean as a route, not as a continent

An island hop disappears inside a 47-destination Americas hub. This page prices the 24 Caribbean destinations on their own, and the shape of the region is the finding: 23 of 24 list exactly one operator, FLOW covers 11 of them, and only 6 publish a 5G label. Rates run $0.64 per GB in Guadeloupe to $10.53 in Haiti, a 16.5-fold gap across 24 destinations in one sea.

The wider hub stays where it was. Every Americas destination is still priced on one page, and every destination on this page appears there too.

17 price ladders that reverse before the top tier

Bigger is cheaper per gigabyte until it is not. In 17 of the 24 destinations here, a mid-size plan carries a lower cost per gigabyte than the largest plan sold for the same destination. Haiti is the sharpest case: its 5 GB tier prices data at $10.53 per GB, and its 20 GB tier prices the same data at $11.85 per GB, a difference of $1.32 on every gigabyte you buy above the 5 GB line.

The pattern is regional, not universal. Six of 24 destinations here still price their 20 GB tier lowest per gigabyte. The rest reward a smaller purchase, which is the reverse of what a single headline rate per destination suggests. The table above prints the cheapest tier for every destination, so the check takes one line rather than five price comparisons.

21 of 24 destinations here publish an unlimited daily tier alongside their fixed tiers. The other three sell fixed data only, so a heavy-use route through them has to be sized in gigabytes.

What a multi-country Caribbean route costs in plans

A three-country route through the Caribbean at 10 GB per stop costs between $36.37 and $280.83 in plans, depending entirely on which three stops you pick. The cheapest three are Guadeloupe at $6.42, Saint Martin at $8.56 and Martinique at $21.39. The dearest three are Bahamas at $84.40, Saint Vincent and the Grenadines at $91.13 and Haiti at $105.30. 23 of 24 destinations publish a 10 GB tier.

HelloRoam sells regional plans here: its Caribbean plan sells 10 GB for 30 days at $80.82, and comes as a daily unlimited plan with 1 GB a day at full speed (catalogue fetched 29 Oct 2026). The catalogue lists no country names for these plans, so check that each stop is on the plan. HelloRoam's Global plan covers 127 countries on one eSIM, and Airalo's largest bundle reaches up to 130 destinations on one plan. Holafly, Nomad and Saily also sell regional or global plans, with no destination count on record here. So the honest comparison here is one country plan per border against a multi-country plan whose list covers every stop.

Currency count, registration rules and what they cost you

A route across the Caribbean crosses 12 local currencies. HelloRoam bills checkout in 31 currencies. Paying outside your own currency adds a bank conversion charge to every purchase, and a multi-stop trip means several purchases.

One of 24 destinations in the Caribbean requires SIM registration for a local prepaid line. An eSIM bought before departure sidesteps that queue, which is the practical reason travelers buy one rather than a local starter pack. HelloRoam refunds an unactivated eSIM for 180 days, matching Holafly and running nearly thirteen times Airalo's 14-day window, which matters when a route changes after the plans are bought. Its support replies in your own language. Airalo publishes support in 12 languages, Holafly in 10, Nomad in 2 and Saily in 1.