Eastern Caribbean • Jan 2027 • 7 nights • Windstar Cruises • Philipsburg

Philipsburg → Jeju → Roseau → Philipsburg

via Terre-de-Haut (Les Saintes)

Wind Surf

7 nights

January 9–16, 2027

Recommendation

Book today
Moderate confidence

Most cabin categories are priced well below their usual levels.

  • ✓ Oceanview prices are at a 90-day low.
  • ✓ 2 of 2 tracked cabin categories are below their historical norms.
  • ✓ Overall pricing is 16% below typical.

Why we're recommending this

Oceanview pricing is $2,642, compared with a typical fare of $3,202. This matches the lowest price we've tracked over the past 90 days.

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Wind Surf • January 09, 2027 • departs in 3 months

Last 90 days

What should you book?

Oceanview is the sweet spot at $2,642.

A suite jumps another $840 ($120/night).

Oceanview

Good value · 17% below typical

$2,642

$377/night

Other cabin categories

Interior

Unavailable

—

Balcony

Unavailable

—

Suite

Good value · 14% below typical

$3,482

$497/night

Prices were last updated about 4 hours ago.

What kind of trip is this?

View itinerary profile →

Port-heavy itinerary with stops in Sint Maarten (Dutch part), South Korea, and Guadeloupe, and 1 other country

  • 7 nights
  • 3 ports
  • 3 sea days
  • 5 Masted Motor Sailing Ship-class ship
  • One-way sailing
  • Philipsburg ↔

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Embark port
Disembark port
Port of call

Route

Philipsburg → Jeju → Terre-de-Haut (Les Saintes) → Roseau → Philipsburg

Expand full itinerary
  1. 1
    Arr 1:00 PM
    Dep 7:00 PM
  2. 2

    Jeju, South Korea

    Sunday, Jan 10, 2027

    Arr 8:00 AM
    Dep 5:00 PM
  3. 3
    Arr 7:00 AM
    Dep 1:00 PM
  4. 4

    At sea

    Tuesday, Jan 12, 2027

  5. 5

    Roseau, Dominica

    Wednesday, Jan 13, 2027

    Arr 8:00 AM
    Dep 4:00 PM
  6. 6

    At sea

    Thursday, Jan 14, 2027

  7. 7

    At sea

    Friday, Jan 15, 2027

  8. 8
    Arr 6:00 AM
    Dep 12:00 AM

Embarks in Philipsburg, Sint Maarten (Dutch part) • ends in Philipsburg, Sint Maarten (Dutch part) • 3 ports of call • 3 sea days

The ship

Wind Surf

Wind Surf is a small ship in Windstar Cruises' fleet.

Guests
376
Built
1990
Tonnage
14,745 GT
Ship details →

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Oceanview · $2,642

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