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Windstar Cruises

Beach Fun & Sun: A Remote Caribbean Getaway

Sail-assisted small-ship cruising

  • Sails Nov 20, 2027
  • 8 nights · small ship
  • Roundtrip from PHILIPSBURG, ST. MAARTEN
  • Wind Surf
  • Caribbean

See every departure date of this itinerary


Honest booking disclosure: Tripbase may earn advisor or affiliate revenue if you ask for help booking. Every range below is visible before contact details, and is a sourced estimate — not a live personalized fare.

True-cost starter range

$6,056–$7,976

For 2 adults in a oceanview cabin, before editable optional extras.

Prices observed 2026-09-28 at windstarcruises.com

Oceanview fare trend

4% lower vs 7 weeks ago($3,148 → $3,028)

CabinFare per personTaxes & fees
Oceanview$3,028–$3,988—
Suite$5,988–$9,988—

What the trip actually costs

oceanview fare

$6,056–$7,976

Specialty dining

Included

This fare includes

Complimentary all in packageReduced deposit

Day by day

The route

Loading route chart...
  1. Day 38:00 AM – 10:00 PM

  2. Day 47:00 AM – 5:00 PM

  3. Day 58:00 AM – 6:00 PM

Wind Surf

The ship

Wind Surf

Ship details · flagged in The Bahamas

Tonnage
14,745
Capacity
308
Built
1,989
Length
188 m

Sailing with

Windstar Cruises

Sail-assisted small-ship cruising

Windstar Cruises
specialty dining included

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Sources