Eastern Caribbean • Jan 2028 • 6 nights • Windstar Cruises • Philipsburg

Philipsburg → Road Bay → Sopers Hole → Philipsburg

via Jost Van Dyke, Spanish Town (Virgin Gorda)

Wind Surf

6 nights

January 3–9, 2028

Recommendation

Not enough history yet

We need more price history before making a confident recommendation.

  • ✓ Oceanview prices are at a 90-day low.

Why we're recommending this

Oceanview pricing is $2,108, compared with a typical fare of $2,108. This matches the lowest price we've tracked over the past 90 days.

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Wind Surf • January 03, 2028 • departs in about 1 year

Last 90 days

What should you book?

Oceanview is the sweet spot at $2,108.

A suite jumps another $720 ($120/night).

We would wait for more cabin-specific pricing history before making a stronger call.

Other cabin categories

Interior

Unavailable

—

Oceanview

Insufficient history

$2,108

$351/night

Balcony

Unavailable

—

Suite

Insufficient history

$2,828

$471/night

Prices were last updated about 6 hours ago.

What kind of trip is this?

Port-heavy itinerary with stops in Sint Maarten (Dutch part), Anguilla, and Virgin Islands, British

  • 6 nights
  • 4 ports
  • 1 sea day
  • 5 Masted Motor Sailing Ship-class ship
  • Philipsburg ↔

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Embark port
Disembark port
Port of call

Route

Philipsburg → Road Bay → Jost Van Dyke → Spanish Town (Virgin Gorda) → Sopers Hole + 1 more

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

    Road Bay, Anguilla

    Tuesday, Jan 4, 2028

    Arr 8:00 AM
    Dep 6:00 PM
  3. 3

    At sea

    Wednesday, Jan 5, 2028

  4. 4
    Arr 8:00 AM
    Dep 10:00 PM
  5. 5
    Arr 8:00 AM
    Dep 5:00 PM
  6. 6

    Sopers Hole, Virgin Islands, British

    Saturday, Jan 8, 2028

    Arr 8:00 AM
    Dep 6:00 PM
  7. 7
    Arr 6:00 AM
    Dep 12:00 AM

Embarks in Philipsburg, Sint Maarten (Dutch part) • ends in Philipsburg, Sint Maarten (Dutch part) • 4 ports of call • 1 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 →

Oceanview · $2,108

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