Cheap Flights from Puerto Rico. Caribbean Airlines Tickets from $248*
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Deals on flights from Puerto Rico
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San Juan (SJU)to
Port-of-Spain (POS)11/26/2025 - 12/03/2025
From
$251
Seen: 12 minutes ago
Round-trip
Economy
San Juan (SJU)to
Port-of-Spain (POS)11/28/2025 - 12/03/2025
From
$261
Seen: 1 day ago
Round-trip
Economy
San Juan (SJU)to
Port-of-Spain (POS)01/16/2026 - 01/19/2026
From
$261
Seen: 1 day ago
Round-trip
Economy
San Juan (SJU)to
Port-of-Spain (POS)01/08/2026 - 01/26/2026
From
$261
Seen: 1 day ago
Round-trip
Economy
San Juan (SJU)to
Port-of-Spain (POS)01/09/2026 - 01/14/2026
From
$261
Seen: 1 day ago
Round-trip
Economy
San Juan (SJU)to
Saint George (DOM)02/04/2026 - 02/22/2026
From
$363
Seen: 1 day ago
Round-trip
Economy
San Juan (SJU)to
Saint George (DOM)11/15/2025 - 11/21/2025
From
$363
Seen: 16 hrs ago
Round-trip
Economy
San Juan (SJU)to
Saint George (DOM)01/03/2026 - 01/09/2026
From
$363
Seen: 21 hrs ago
Round-trip
Economy
San Juan (SJU)to
Saint George (DOM)12/31/2025 - 01/09/2026
From
$363
Seen: 21 hrs ago
Round-trip
Economy
San Juan (SJU)to
Bridgetown (BGI)02/27/2026 - 03/21/2026
From
$292
Seen: 12 hrs ago
Round-trip
Economy
San Juan (SJU)to
Bridgetown (BGI)04/03/2026 - 04/29/2026
From
$292
Seen: 12 hrs ago
Round-trip
Economy
San Juan (SJU)to
Bridgetown (BGI)03/19/2026 - 03/21/2026
From
$292
Seen: 12 hrs ago
Round-trip
Economy
San Juan (SJU)to
Bridgetown (BGI)03/20/2026 - 04/29/2026
From
$292
Seen: 12 hrs ago
Round-trip
Economy
San Juan (SJU)to
Bridgetown (BGI)01/10/2026 - 01/12/2026
From
$292
Seen: 12 hrs ago
Round-trip
Economy
San Juan (SJU)to
Tortola (EIS)01/08/2026 - 01/10/2026
From
$248
Seen: 8 hrs ago
Round-trip
Economy
San Juan (SJU)to
Tortola (EIS)12/05/2025 - 12/08/2025
From
$248
Seen: 8 hrs ago
Round-trip
Economy
San Juan (SJU)to
Tortola (EIS)11/16/2025 - 11/19/2025
From
$248
Seen: 8 hrs ago
Round-trip
Economy
San Juan (SJU)to
Tortola (EIS)12/14/2025 - 01/10/2026
From
$248
Seen: 8 hrs ago
Round-trip
Economy
San Juan (SJU)to
Tortola (EIS)12/18/2025 - 01/10/2026
From
$248
Seen: 8 hrs ago
Round-trip
Economy
San Juan (SJU)to
Scarborough (TAB)11/26/2025 - 12/25/2025
From
$319
Seen: 8 hrs ago
Round-trip
Economy
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.
Great prices on flights from Puerto Rico
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From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| San Juan (SJU) | Port-of-Spain (POS) | Round-trip / Economy | 01/16/2026 - 01/19/2026 | From $261 Seen: 1 day ago |
| San Juan (SJU) | Port-of-Spain (POS) | Round-trip / Economy | 01/08/2026 - 01/26/2026 | From $261 Seen: 1 day ago |
| San Juan (SJU) | Port-of-Spain (POS) | Round-trip / Economy | 01/09/2026 - 01/14/2026 | From $261 Seen: 1 day ago |
| San Juan (SJU) | Port-of-Spain (POS) | Round-trip / Economy | 01/09/2026 - 01/21/2026 | From $261 Seen: 1 day ago |
| San Juan (SJU) | Port-of-Spain (POS) | Round-trip / Economy | 01/09/2026 - 01/24/2026 | From $261 Seen: 1 day ago |
| San Juan (SJU) | Port-of-Spain (POS) | Round-trip / Economy | 01/09/2026 - 01/31/2026 | From $261 Seen: 1 day ago |
| San Juan (SJU) | Saint George (DOM) | Round-trip / Economy | 02/04/2026 - 02/22/2026 | From $363 Seen: 1 day ago |
| San Juan (SJU) | Saint George (DOM) | Round-trip / Economy | 01/03/2026 - 01/09/2026 | From $363 Seen: 21 hrs ago |
| San Juan (SJU) | Saint George (DOM) | Round-trip / Economy | 12/31/2025 - 01/09/2026 | From $363 Seen: 21 hrs ago |
| San Juan (SJU) | Bridgetown (BGI) | Round-trip / Economy | 06/20/2026 - 06/22/2026 | From $292 Seen: 12 hrs ago |
| San Juan (SJU) | Bridgetown (BGI) | Round-trip / Economy | 02/27/2026 - 03/21/2026 | From $292 Seen: 12 hrs ago |
| San Juan (SJU) | Bridgetown (BGI) | Round-trip / Economy | 04/03/2026 - 04/29/2026 | From $292 Seen: 12 hrs ago |
| San Juan (SJU) | Bridgetown (BGI) | Round-trip / Economy | 03/19/2026 - 03/21/2026 | From $292 Seen: 12 hrs ago |
| San Juan (SJU) | Bridgetown (BGI) | Round-trip / Economy | 03/20/2026 - 04/29/2026 | From $292 Seen: 12 hrs ago |
| San Juan (SJU) | Bridgetown (BGI) | Round-trip / Economy | 01/10/2026 - 01/12/2026 | From $292 Seen: 12 hrs ago |
| San Juan (SJU) | Tortola (EIS) | Round-trip / Economy | 01/08/2026 - 01/10/2026 | From $248 Seen: 8 hrs ago |
| San Juan (SJU) | Tortola (EIS) | Round-trip / Economy | 12/14/2025 - 01/10/2026 | From $248 Seen: 8 hrs ago |
| San Juan (SJU) | Tortola (EIS) | Round-trip / Economy | 12/18/2025 - 01/10/2026 | From $248 Seen: 8 hrs ago |
| San Juan (SJU) | Tortola (EIS) | Round-trip / Economy | 12/25/2025 - 01/10/2026 | From $248 Seen: 8 hrs ago |
| San Juan (SJU) | Tortola (EIS) | Round-trip / Economy | 12/19/2025 - 01/10/2026 | From $248 Seen: 8 hrs ago |
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.