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

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

May 2026
From$184*
Seen: 23 hrs ago
Flight Type: One way/Economy
Jun 2026
From$184*
Seen: 11 hrs ago
Flight Type: One way/Economy
Jul 2026
From$184*
Seen: 1 day ago
Flight Type: One way/Economy
cmp-daily-histogram-bars-legend-min-price-aria-label $184
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    • From$184

    *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 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: 06 Jul 2026

    From

    $184

    Seen: 1 day ago

    Port-of-Spain (POS)Philipsburg, Sint Maarten (SXM)One-wayDepart: 18 Oct 2026

    From

    $184

    Seen: 1 day ago

    Port-of-Spain (POS)Philipsburg, Sint Maarten (SXM)One-wayDepart: 21 Dec 2026

    From

    $184

    Seen: 21 hrs ago

    Port-of-Spain (POS)Philipsburg, Sint Maarten (SXM)One-wayDepart: 20 May 2026

    From

    $184

    Seen: 22 hrs ago

    Port-of-Spain (POS)Philipsburg, Sint Maarten (SXM)One-wayDepart: 28 Jun 2026

    From

    $184

    Seen: 12 hrs ago

    Port-of-Spain (POS)Philipsburg, Sint Maarten (SXM)One-wayDepart: 03 Jul 2026

    From

    $184

    Seen: 11 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.

    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!

    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: 27 May 2026
    From
    $184
    Seen: 23 hrs 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.

    Explore Winair's Top-Pick Destinations