Flights from Port-of-Spain to Philipsburg, Sint Maarten on Winair

Find our best deals from Port-of-Spain to Philipsburg, Sint Maarten

Aug 2026
From$250*
Seen: 4 hrs ago
Flight Type: One way/Economy
Sep 2026
From$250*
Seen: 1 day ago
Flight Type: One way/Economy
Oct 2026
No result for this month.
cmp-daily-histogram-bars-legend-min-price-aria-label $250
Displaying fares for August-2026
  • POS–SXM: cmp-view-offers-disclaimer. View Offers
    17

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    AUG

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  • POS–SXM, 19 Aug 2026: From $265
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  • POS–SXM, 21 Aug 2026: From $265
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  • POS–SXM, 22 Aug 2026: From $265
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  • POS–SXM, 24 Aug 2026: From $250
    24

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  • POS–SXM, 25 Aug 2026: From $250
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  • POS–SXM, 30 Aug 2026: From $260
    30

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    SEP

  • POS–SXM, 02 Sep 2026: From $250
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  • POS–SXM, 04 Sep 2026: From $250
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  • POS–SXM, 06 Sep 2026: From $250
    06

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  • POS–SXM, 07 Sep 2026: From $250
    07

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  • POS–SXM, 09 Sep 2026: From $250
    09

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    • From$250-$265

    *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.

    Port-of-Spain to Philipsburg, Sint Maarten Flights on Winair

    Travel from Port-of-Spain to Philipsburg, Sint Maarten

    Thrills, Chills, and Caribbean Excellence Await!

    St. Maarten isn't your average island escape. This vibrant slice of paradise offers a thrilling juxtaposition: world-famous Maho Beach, where our Winair planes fly close overhead, meets pristine coastlines lapped by turquoise waters. Imagine lounging on Maho Beach, feeling the rush of adrenaline as jumbo jets roar overhead.

    Then, escape to quieter coves perfect for snorkeling or diving vibrant coral reefs. Explore Philipsburg, the bustling Dutch capital, overflowing with duty-free shops and charming cafes. On the French side, Marigot beckons with its Gallic flair, offering delicious bakeries and art galleries.

    St. Maarten caters to every traveler's desire. Indulge in luxurious resorts or discover charming guesthouses. Hike through lush hills or tee off on championship golf courses. Savor a delectable fusion of Dutch, French, and Caribbean cuisine.

    So pack your swimsuit, your sense of adventure, and get ready to experience the electrifying energy of St. Maarten!

    Popular One way Flights from Port-of-Spain to Philipsburg, Sint Maarten

    Popular One way Flights from Port-of-Spain to Philipsburg, Sint Maarten
    From
    To
    Fare Type
    Dates
    Price
    Port-of-Spain (POS)Philipsburg, Sint Maarten (SXM)One-wayDepart: 25 Aug 2026

    From

    $250

    Seen: 4 hrs ago

    Port-of-Spain (POS)Philipsburg, Sint Maarten (SXM)One-wayDepart: 06 Sep 2026

    From

    $250

    Seen: 1 day ago

    Port-of-Spain (POS)Philipsburg, Sint Maarten (SXM)One-wayDepart: 04 Sep 2026

    From

    $250

    Seen: 1 day ago

    Port-of-Spain (POS)Philipsburg, Sint Maarten (SXM)One-wayDepart: 22 Nov 2026

    From

    $250

    Seen: 1 day ago

    Port-of-Spain (POS)Philipsburg, Sint Maarten (SXM)One-wayDepart: 09 Sep 2026

    From

    $250

    Seen: 1 day ago

    Port-of-Spain (POS)Philipsburg, Sint Maarten (SXM)One-wayDepart: 07 Sep 2026

    From

    $250

    Seen: 1 day 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.

    Book your Round trip Flight from Port-of-Spain to Philipsburg, Sint Maarten

    *Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.

    Trending One Way Flights from Port-of-Spain to Philipsburg, Sint Maarten

    Port-of-Spain (POS)to

    Philipsburg, Sint Maarten (SXM)
    Depart: 06 Sep 2026
    From
    $250
    Seen: 1 day ago
    One-way
    *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.
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