Wind Surf 13-night Star Collector: Caribbean Explorations from Philipsburg, St. Martin, Jan 3, 2028

Windstar Cruises · Wind Surf · Jan 03, 2028 – Jan 16, 2028

Visit Philipsburg, St. Martin, Road Bay, Anguilla, Gustavia, St. Barthelemy , Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Island and 5 more ports

Departure Philipsburg, St. Martin
Return Philipsburg, St. Martin
Duration 13 Nights
From $4020 pp

Itinerary

  1. Day 1
    Philipsburg, St. Martin Arrives 1:00 PM · Departs 7:00 PM
  2. Day 2
    Road Bay, Anguilla Arrives 8:00 AM · Departs 6:00 PM
  3. Day 3
    Gustavia, St. Barthelemy Arrives 8:00 AM · Departs 7:00 PM
  4. Day 4
    Jost Van Dyke, Great Harbour Arrives 8:00 AM · Departs 10:00 PM
  5. Day 5
    Virgin Gorda / Prickly Pear, British Virgin Island Arrives 8:00 AM · Departs 5:00 PM
  6. Day 6
    Soper'S Hole, Tortola, B.V.I. Arrives 8:00 AM · Departs 6:00 PM
  7. Day 7
    Philipsburg, St. Martin Arrives 6:00 AM · Departs 7:00 PM
  8. Day 8
    Charlestown, Nevis Arrives 8:00 AM · Departs 5:00 PM
  9. Day 9
    At Sea Arrives 8:00 AM · Departs 4:00 PM
  10. Day 10
    Mayreau, Grenadines Arrives 8:00 AM · Departs 5:00 PM
  11. Day 11
    Les Saintes, Guadeloupe Arrives 12:00 PM · Departs 6:00 PM
  12. Day 12
    Basseterre, St. Kitts Arrives 8:00 AM · Departs 10:00 PM
  13. Day 13
    Gustavia, St. Barthelemy Arrives 8:00 AM · Departs 10:00 PM
  14. Day 14
    Philipsburg, St. Martin Arrives 6:00 AM · Departs 7:00 AM

Cabin Prices

Prices as of 2026-10-20.

Prices per person, based on double occupancy in USD.

Ocean View $4020
Suite $4995

Ports of Call

  • Philipsburg, St. Martin
  • Road Bay, Anguilla
  • Gustavia, St. Barthelemy
  • Jost Van Dyke, Great Harbour
  • Virgin Gorda / Prickly Pear, British Virgin Island
  • Soper'S Hole, Tortola, B.V.I.
  • Charlestown, Nevis
  • Mayreau, Grenadines
  • Les Saintes, Guadeloupe
  • Basseterre, St. Kitts

About This Cruise

13-night Windstar Cruises Wind Surf cruise from Philipsburg, St. Martin to Road Bay, Anguilla, Gustavia, St. Barthelemy , Jost Van Dyke, Great Harbour…

Cruise Line Windstar Cruises
Ship Wind Surf
Star Collector: Caribbean Explorations cruise ship Wind Surf

Frequently asked questions

What is included in the cruise fare?
Standard cruise fares include your cabin, onboard meals at main dining venues, most non-specialty entertainment, use of pools and common facilities, and transport between ports of call. Gratuities, specialty dining, alcoholic drinks, shore excursions and onboard spa services are typically billed separately.
How far in advance should I book this cruise?
For popular sailings, booking 6–12 months ahead typically gives the best cabin selection and fares. Last-minute discounts can appear 30–60 days before departure when the cruise line wants to fill remaining cabins on Wind Surf.
What documents do I need to board?
Most international itineraries require a passport valid for at least six months beyond your return date. Closed-loop sailings that depart and return to the same U.S. port from Philipsburg, St. Martin may accept a government-issued photo ID plus a certified birth certificate for U.S. citizens — always verify with the cruise line.
Can I change or cancel my booking?
Change and cancellation policies depend on Windstar Cruises's fare type and how close you are to departure. Refundable deposits typically allow changes up to the final-payment date without penalty; closer to sailing, cancellation fees scale up. Review the specific fare rules before booking.
What is a 13-night cruise like?
A 13-night cruise balances relaxing sea days with active port days. You can expect a mix of onboard programming — dining, entertainment, spa and fitness — and multiple shore excursions from Wind Surf. Pack for both formal nights and casual deck days.