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)01/22/2026 - 02/10/2026
From
$260
Seen: 8 hrs ago
Round-trip
Economy
San Juan (SJU)to
Port-of-Spain (POS)01/29/2026 - 02/10/2026
From
$260
Seen: 8 hrs ago
Round-trip
Economy
San Juan (SJU)to
Port-of-Spain (POS)01/29/2026 - 03/10/2026
From
$260
Seen: 8 hrs ago
Round-trip
Economy
San Juan (SJU)to
Port-of-Spain (POS)02/02/2026 - 02/10/2026
From
$270
Seen: 8 hrs ago
Round-trip
Economy
San Juan (SJU)to
Port-of-Spain (POS)02/04/2026 - 02/10/2026
From
$270
Seen: 8 hrs ago
Round-trip
Economy
San Juan (SJU)to
Saint George (DOM)09/06/2025 - 09/18/2025
From
$363
Seen: 4 hrs ago
Round-trip
Economy
San Juan (SJU)to
Saint George (DOM)09/08/2025 - 09/18/2025
From
$363
Seen: 4 hrs ago
Round-trip
Economy
San Juan (SJU)to
Saint George (DOM)10/20/2025 - 10/26/2025
From
$363
Seen: 1 day ago
Round-trip
Economy
San Juan (SJU)to
Saint George (DOM)10/25/2025 - 10/26/2025
From
$363
Seen: 1 day ago
Round-trip
Economy
San Juan (SJU)to
Saint George (DOM)08/27/2025 - 09/14/2025
From
$363
Seen: 1 day ago
Round-trip
Economy
San Juan (SJU)to
Bridgetown (BGI)01/17/2026 - 01/19/2026
From
$292
Seen: 13 hrs ago
Round-trip
Economy
San Juan (SJU)to
Bridgetown (BGI)12/20/2025 - 12/22/2025
From
$292
Seen: 13 hrs ago
Round-trip
Economy
San Juan (SJU)to
Bridgetown (BGI)01/10/2026 - 01/12/2026
From
$292
Seen: 13 hrs ago
Round-trip
Economy
San Juan (SJU)to
Bridgetown (BGI)01/24/2026 - 01/26/2026
From
$292
Seen: 13 hrs ago
Round-trip
Economy
San Juan (SJU)to
Bridgetown (BGI)12/27/2025 - 12/29/2025
From
$292
Seen: 13 hrs ago
Round-trip
Economy
San Juan (SJU)to
Tortola (EIS)09/18/2025 - 09/24/2025
From
$248
Seen: 18 hrs ago
Round-trip
Economy
San Juan (SJU)to
Tortola (EIS)08/17/2025 - 09/10/2025
From
$248
Seen: 18 hrs ago
Round-trip
Economy
San Juan (SJU)to
Tortola (EIS)08/17/2025 - 09/24/2025
From
$248
Seen: 18 hrs ago
Round-trip
Economy
San Juan (SJU)to
Tortola (EIS)08/22/2025 - 08/23/2025
From
$248
Seen: 18 hrs ago
Round-trip
Economy
San Juan (SJU)to
Tortola (EIS)08/22/2025 - 08/30/2025
From
$248
Seen: 18 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 | 01/22/2026 - 02/10/2026 | From $260 Seen: 8 hrs ago |
| San Juan (SJU) | Port-of-Spain (POS) | Round-trip / Economy | 01/29/2026 - 02/10/2026 | From $260 Seen: 8 hrs ago |
| San Juan (SJU) | Port-of-Spain (POS) | Round-trip / Economy | 01/29/2026 - 03/10/2026 | From $260 Seen: 8 hrs ago |
| San Juan (SJU) | Port-of-Spain (POS) | Round-trip / Economy | 02/02/2026 - 02/10/2026 | From $270 Seen: 8 hrs ago |
| San Juan (SJU) | Port-of-Spain (POS) | Round-trip / Economy | 02/04/2026 - 02/10/2026 | From $270 Seen: 8 hrs ago |
| San Juan (SJU) | Port-of-Spain (POS) | Round-trip / Economy | 02/04/2026 - 03/10/2026 | From $270 Seen: 8 hrs ago |
| San Juan (SJU) | Saint George (DOM) | Round-trip / Economy | 10/20/2025 - 10/31/2025 | From $363 Seen: 12 hrs ago |
| San Juan (SJU) | Saint George (DOM) | Round-trip / Economy | 10/25/2025 - 11/06/2025 | From $363 Seen: 12 hrs ago |
| San Juan (SJU) | Saint George (DOM) | Round-trip / Economy | 11/01/2025 - 11/06/2025 | From $363 Seen: 12 hrs ago |
| San Juan (SJU) | Saint George (DOM) | Round-trip / Economy | 09/10/2025 - 09/21/2025 | From $363 Seen: 4 hrs ago |
| San Juan (SJU) | Saint George (DOM) | Round-trip / Economy | 10/20/2025 - 10/26/2025 | From $363 Seen: 1 day ago |
| San Juan (SJU) | Saint George (DOM) | Round-trip / Economy | 10/25/2025 - 10/26/2025 | From $363 Seen: 1 day ago |
| San Juan (SJU) | Bridgetown (BGI) | Round-trip / Economy | 02/21/2026 - 02/23/2026 | From $292 Seen: 13 hrs ago |
| San Juan (SJU) | Bridgetown (BGI) | Round-trip / Economy | 04/04/2026 - 04/06/2026 | From $292 Seen: 13 hrs ago |
| San Juan (SJU) | Bridgetown (BGI) | Round-trip / Economy | 04/11/2026 - 04/13/2026 | From $292 Seen: 13 hrs ago |
| San Juan (SJU) | Bridgetown (BGI) | Round-trip / Economy | 01/17/2026 - 01/19/2026 | From $292 Seen: 13 hrs ago |
| San Juan (SJU) | Bridgetown (BGI) | Round-trip / Economy | 04/25/2026 - 04/27/2026 | From $292 Seen: 13 hrs ago |
| San Juan (SJU) | Bridgetown (BGI) | Round-trip / Economy | 12/20/2025 - 12/22/2025 | From $292 Seen: 13 hrs ago |
| San Juan (SJU) | Tortola (EIS) | Round-trip / Economy | 09/18/2025 - 09/24/2025 | From $248 Seen: 18 hrs ago |
| San Juan (SJU) | Tortola (EIS) | Round-trip / Economy | 09/14/2025 - 09/24/2025 | From $248 Seen: 18 hrs ago |
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.