13 Golden Tree Awards winners are based in Cuba, spanning 3 industries — Hotels & Resorts (11), Restaurant / F & B (1), Travel & Tourism (1) — across 2 award programmes between 2020 and 2024.
| Winner | Award & Category | Year | Industry | Country | Website |
|---|---|---|---|---|---|
| Chateau Blanc | International Travel AwardsBest Luxury Boutique Hotel | 2024 | Hotels & Resorts | Cuba | Website |
| MELIÁ HABANA | International Restaurant AwardsBest Italian Cuisine | 2023 | Restaurant / F & B | Cuba | Website |
| Memories Caribe at Bluediamond resorts & spa | International Travel AwardsBest Adults only Beach Resort 2022 | 2022 | Hotels & Resorts | Cuba | Website |
| CASA BELLA ÉPOCA | International Travel AwardsBest Family Guest House 2021 | 2021 | Hotels & Resorts | Cuba | — |
| Costa Morena | International Travel AwardsBest Family Hotel 2021 | 2021 | Hotels & Resorts | Cuba | Website |
| Hostal Aptofive | International Travel AwardsBest Guess House in Havana, Cuba 2021 | 2021 | Hotels & Resorts | Cuba | Website |
| Hotel Cubanacan Imperial | International Travel AwardsBest Architecture Design Hotel 2021, Best Boutique Hotel in Cuba 2021 | 2021 | Hotels & Resorts | Cuba | — |
| Hotel Playa Cayo Santa María Beach Resort & Spa | International Travel AwardsBest Family Resort in Villa Clara | 2021 | Hotels & Resorts | Cuba | — |
| Islazul Costa Morena Hotel | International Travel AwardsBest Boutique Hotel 2021 | 2021 | Hotels & Resorts | Cuba | — |
| La Ceiba | International Travel AwardsBest Family Hotel in Santiago De Cuba 2021 | 2021 | Hotels & Resorts | Cuba | — |
| Roc Arenas Doradas | International Travel AwardsBest Family All-Inclusive Hotel 2021 | 2021 | Hotels & Resorts | Cuba | Website |
| Roc Presidente | International Travel AwardsBest 4 star Hotel in La Havana, cuba 2021 | 2021 | Hotels & Resorts | Cuba | Website |
| Old Cars Havana | International Travel AwardsCuba 's Best Tourism Development Project 2020 | 2020 | Travel & Tourism | Cuba | Website |