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Travel Throughout the Caribbean with Winair, with these best one way flight deals
Basseterre, Saint Kitts (SKB)to
Philipsburg, Sint Maarten (SXM)Willemstad, Curacao (CUR)to
Philipsburg, Sint Maarten (SXM)Philipsburg, Sint Maarten (SXM)to
Basseterre, Saint Kitts (SKB)Philipsburg, Sint Maarten (SXM)to
Willemstad, Curacao (CUR)Willemstad, Curacao (CUR)to
Oranjestad, Aruba (AUA)Philipsburg, Sint Maarten (SXM)to
Marigot, Dominica (DOM)Marigot, Dominica (DOM)to
Philipsburg, Sint Maarten (SXM)Basseterre, Saint Kitts (SKB)to
Road Town, Tortola (EIS)Basseterre, Saint Kitts (SKB)to
Marigot, Dominica (DOM)Philipsburg, Sint Maarten (SXM)to
St. John's, Antigua (ANU)Oranjestad, Aruba (AUA)to
Willemstad, Curacao (CUR)St. John's, Antigua (ANU)to
Philipsburg, Sint Maarten (SXM)*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply.
Popular Flight Deals with Winair
From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Philipsburg, Sint Maarten (SXM) | Willemstad, Curacao (CUR) | Round-trip | Fri, Jun 20, 2025 - Tue, Jun 24, 2025 | From $210 Seen: 1 day ago |
| Philipsburg, Sint Maarten (SXM) | Willemstad, Curacao (CUR) | Round-trip | Sat, Aug 16, 2025 - Tue, Aug 19, 2025 | From $210 Seen: 1 day ago |
| Basseterre, Saint Kitts (SKB) | Philipsburg, Sint Maarten (SXM) | Round-trip | Thu, May 01, 2025 - Tue, May 06, 2025 | From $169 Seen: 1 day ago |
| Willemstad, Curacao (CUR) | Philipsburg, Sint Maarten (SXM) | Round-trip | Sat, Jul 12, 2025 - Sat, Aug 16, 2025 | From $210 Seen: 1 day ago |
| Willemstad, Curacao (CUR) | Philipsburg, Sint Maarten (SXM) | Round-trip | Sat, Jul 12, 2025 - Sat, Jul 26, 2025 | From $210 Seen: 1 day ago |
| Philipsburg, Sint Maarten (SXM) | Basseterre, Saint Kitts (SKB) | Round-trip | Fri, May 02, 2025 - Mon, May 05, 2025 | From $169 Seen: 1 day ago |
| Philipsburg, Sint Maarten (SXM) | Basseterre, Saint Kitts (SKB) | Round-trip | Wed, May 28, 2025 - Sun, Jun 01, 2025 | From $169 Seen: 1 day ago |
| Willemstad, Curacao (CUR) | Oranjestad, Aruba (AUA) | Round-trip | Thu, Jun 05, 2025 - Mon, Jun 09, 2025 | From $117 Seen: 1 day ago |
| Basseterre, Saint Kitts (SKB) | Philipsburg, Sint Maarten (SXM) | Round-trip | Thu, May 08, 2025 - Mon, May 12, 2025 | From $169 Seen: 15 hrs ago |
| Philipsburg, Sint Maarten (SXM) | St. John's, Antigua (ANU) | Round-trip | Sat, Jun 14, 2025 - Tue, Jun 24, 2025 | From $220 Seen: 1 day ago |
| Philipsburg, Sint Maarten (SXM) | St. John's, Antigua (ANU) | Round-trip | Fri, Jun 20, 2025 - Tue, Jun 24, 2025 | From $220 Seen: 1 day ago |
| Philipsburg, Sint Maarten (SXM) | Marigot, Dominica (DOM) | Round-trip | Tue, Aug 05, 2025 - Fri, Aug 15, 2025 | From $219 Seen: 1 day ago |
| St. John's, Antigua (ANU) | Philipsburg, Sint Maarten (SXM) | Round-trip | Mon, Jun 02, 2025 - Sat, Jun 07, 2025 | From $220 Seen: 1 day ago |
| St. John's, Antigua (ANU) | Philipsburg, Sint Maarten (SXM) | Round-trip | Fri, May 16, 2025 - Sat, May 17, 2025 | From $220 Seen: 1 day ago |
| Oranjestad, Aruba (AUA) | Willemstad, Curacao (CUR) | Round-trip | Thu, Oct 02, 2025 - Sun, Oct 05, 2025 | From $117 Seen: 1 day ago |
| Oranjestad, Aruba (AUA) | Willemstad, Curacao (CUR) | Round-trip | Fri, Oct 03, 2025 - Sun, Oct 05, 2025 | From $117 Seen: 1 day ago |
| Marigot, Dominica (DOM) | Philipsburg, Sint Maarten (SXM) | Round-trip | Fri, May 23, 2025 - Mon, Jun 02, 2025 | From $219 Seen: 1 day ago |
| Marigot, Dominica (DOM) | Philipsburg, Sint Maarten (SXM) | Round-trip | Fri, Jul 18, 2025 - Mon, Sep 01, 2025 | From $219 Seen: 1 day ago |
| Basseterre, Saint Kitts (SKB) | Road Town, Tortola (EIS) | Round-trip | Sat, Oct 18, 2025 - Sat, Oct 25, 2025 | From $198 Seen: 1 day ago |
| Willemstad, Curacao (CUR) | Oranjestad, Aruba (AUA) | Round-trip | Sat, Oct 04, 2025 - Sat, Oct 04, 2025 | From $117 Seen: 23 hrs ago |
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply.
Current Flight Routes of Winair
Status | From | To | Date(s) | Actions |
|---|---|---|---|---|
Active | Antigua (ANU) | Sint Maarten (SXM) | Ongoing | |
Active | Antigua (ANU) | Tortola (EIS) | Ongoing | |
Active | Antigua (ANU) | Dominica (DOM) | Ongoing | |
Active | Aruba (AUA) | Sint Maarten (SXM) | Ongoing | |
Active | Aruba (AUA) | Curacao (CUR) | Ongoing | |
Active | Bonaire (BON) | Sint Maarten (SXM) | Ongoing | |
Active | Bonaire (BON) | Curacao (CUR) | Ongoing | |
Active | Curacao (CUR) | Bonaire (BON) | Ongoing | |
Active | Curacao (CUR) | Sint Maarten (SXM) | Ongoing | |
Active | Curacao (CUR) | Aruba (AUA) | Ongoing |
Most Popular Round trip Flight Deals with Winair
Philipsburg, Sint Maarten (SXM)to
Willemstad, Curacao (CUR)Fri, Jun 20, 2025 - Tue, Jun 24, 2025From$210*Seen: 1 day agoRound-tripPhilipsburg, Sint Maarten (SXM)to
Willemstad, Curacao (CUR)Sat, Aug 16, 2025 - Tue, Aug 19, 2025From$210*Seen: 1 day agoRound-trip
Basseterre, Saint Kitts (SKB)to
Philipsburg, Sint Maarten (SXM)Thu, May 01, 2025 - Tue, May 06, 2025From$169*Seen: 1 day agoRound-tripWillemstad, Curacao (CUR)to
Philipsburg, Sint Maarten (SXM)Sat, Jul 12, 2025 - Sat, Aug 16, 2025From$210*Seen: 1 day agoRound-tripWillemstad, Curacao (CUR)to
Philipsburg, Sint Maarten (SXM)Sat, Jul 12, 2025 - Sat, Jul 26, 2025From$210*Seen: 1 day agoRound-trip
Philipsburg, Sint Maarten (SXM)to
Basseterre, Saint Kitts (SKB)Fri, May 02, 2025 - Mon, May 05, 2025From$169*Seen: 1 day agoRound-tripPhilipsburg, Sint Maarten (SXM)to
Basseterre, Saint Kitts (SKB)Wed, May 28, 2025 - Sun, Jun 01, 2025From$169*Seen: 1 day agoRound-trip
Willemstad, Curacao (CUR)to
Oranjestad, Aruba (AUA)Thu, Jun 05, 2025 - Mon, Jun 09, 2025From$117*Seen: 1 day agoRound-tripBasseterre, Saint Kitts (SKB)to
Philipsburg, Sint Maarten (SXM)Thu, May 08, 2025 - Mon, May 12, 2025From$169*Seen: 15 hrs agoRound-trip
Philipsburg, Sint Maarten (SXM)to
St. John's, Antigua (ANU)Sat, Jun 14, 2025 - Tue, Jun 24, 2025From$220*Seen: 1 day agoRound-tripPhilipsburg, Sint Maarten (SXM)to
St. John's, Antigua (ANU)Fri, Jun 20, 2025 - Tue, Jun 24, 2025From$220*Seen: 1 day agoRound-trip
Philipsburg, Sint Maarten (SXM)to
Marigot, Dominica (DOM)Tue, Aug 05, 2025 - Fri, Aug 15, 2025From$219*Seen: 1 day agoRound-tripSt. John's, Antigua (ANU)to
Philipsburg, Sint Maarten (SXM)Mon, Jun 02, 2025 - Sat, Jun 07, 2025From$220*Seen: 1 day agoRound-tripSt. John's, Antigua (ANU)to
Philipsburg, Sint Maarten (SXM)Fri, May 16, 2025 - Sat, May 17, 2025From$220*Seen: 1 day agoRound-tripOranjestad, Aruba (AUA)to
Willemstad, Curacao (CUR)Thu, Oct 02, 2025 - Sun, Oct 05, 2025From$117*Seen: 1 day agoRound-tripOranjestad, Aruba (AUA)to
Willemstad, Curacao (CUR)Fri, Oct 03, 2025 - Sun, Oct 05, 2025From$117*Seen: 1 day agoRound-tripMarigot, Dominica (DOM)to
Philipsburg, Sint Maarten (SXM)Fri, May 23, 2025 - Mon, Jun 02, 2025From$219*Seen: 1 day agoRound-tripMarigot, Dominica (DOM)to
Philipsburg, Sint Maarten (SXM)Fri, Jul 18, 2025 - Mon, Sep 01, 2025From$219*Seen: 1 day agoRound-trip
Basseterre, Saint Kitts (SKB)to
Road Town, Tortola (EIS)Sat, Oct 18, 2025 - Sat, Oct 25, 2025From$198*Seen: 1 day agoRound-tripWillemstad, Curacao (CUR)to
Oranjestad, Aruba (AUA)Sat, Oct 04, 2025 - Sat, Oct 04, 2025From$117*Seen: 23 hrs agoRound-trip
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.
Popular flights from Winair
- Bridgetown, Barbados - Willemstad, Curacao
- Bridgetown, Barbados - Philipsburg, Sint Maarten
- Bridgetown, Barbados - Oranjestad, St. Eustatius
- Bridgetown, Barbados - Kralendijk, Bonaire
- Bridgetown, Barbados - Fort-de-France, Martinique
- Bridgetown, Barbados - Charlestown, Nevis
- Bridgetown, Barbados - Basseterre, Saint Kitts
- Bridgetown, Barbados - Marigot, Dominica
- Bridgetown, Barbados - St. John's, Antigua
- Bridgetown, Barbados - Castries, Saint Lucia
- Bridgetown, Barbados - Oranjestad, Aruba
- Bridgetown, Barbados - Road Town, Tortola
- Bridgetown, Barbados - Kingstown, Saint Vincent
- Bridgetown, Barbados - Gustavia, Saint Barthélemy
- Bridgetown, Barbados - The Bottom, Saba