Cayman, awesome internet. Financial market forces it to. 4G works a charm there & sister islands too.
Aruba, worked from the AirBnB we stayed in just fine.
Bonaire, hotel where I stayed it was crappy, though wifi in town seemed acceptable.
Curaçao, AirBnB wifi was just fine.

I’ve friends in Utila that tell me it’s ok. If you’re serious about your connect get 2 (there’s two routes in/out & two providers), if you’re less serious and your 1 does go down somewhere in town will use the other and wifi is openly available.

My 2p:

Aruba, way too American/touristy.
Bonaire, great if you scuba dive (I do), or want to.
Curaçao, in between the two.

I’ve just done some time in Cayman Islands, which has the best beaches if you ask me—local laws make all beaches public unlike the above. But, it’s not the cheapest. I’m looking at heading towards Honduras Bay Islands.

Bocas del Toro, Panama is a good destination in your time zone. It’s more expensive then Nicaragua or Guatemala, but less so than Costa Rica, it was mentioned a couple of times in the forums so search will bring it up. There are many beautiful islands and it’s more Caribbean than Panamian (is there such a word?) : ) One plus is that it’s cheaper to get there from USA/Europe than to some other Caribbean islands (i.e. long bus ride/short flight to San Jose, CR which has very good deals to many American cities) though of course that greatly depends on your luck and flight searching skills (what’s the best price you’ve seen to ABC from USA/Europe?).

I lived in Aruba in 2007 for 6 months. Aruba is great! The internet is reliable. 2007 is long time ago so if it’s still affordable I don’t know. And it’s also a personal question of course. It depends on the quality of life you are used to and what kind of daily budget you have. It’s more expensive then Thailand and Indonesia ;-).

Aruba is a touristic Island and has a lot of focus on Americans. The beaches are the best, I love Eagle and Druif Beach. I can write a book about why you need to visit it. The vibe, the music, the nightlife, the national park, the restaurants… it’s great! But don’t stay there too long, it’s a very small island.

I can also recommend Curacao and Bonaire. I lived 2 years on Curacao. Less focus on American tourists. Curacao has more to offer, in terms of events, restaurants and stuff like that. Google the district Pietermaai (little havana ;-)). The beaches on Curacao are different then Aruba. Curacao has little bays which are awesome. Google: ‘Grote Knip Curacao’. Aruba has long white beaches. Curacao only has that around Mambo Beach and that beach is fake.

If you want to know more about these islands you can Skype me if you want: colin.orij

Ayo!