Wind Surf 7-night Classic Caribbean - Philipsburg, St. Maarten to Philipsburg, St. Maarten from Philipsburg, St. Martin, Feb 20, 2027
Windstar Cruises · Wind Surf · Feb 20, 2027 – Feb 27, 2027
Visit Philipsburg, St. Martin, Charlestown, Nevis, Mayreau, Grenadines, Les Saintes, Guadeloupe, Basseterre, St. Kitts and 1 more ports
Departure
Philipsburg, St. Martin
Return
Philipsburg, St. Martin
Duration
7 Nights
From
$3517 pp
Itinerary
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Day 1Philipsburg, St. Martin Arrives 1:00 PM · Departs 7:00 PM
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Day 2Charlestown, Nevis Arrives 8:00 AM · Departs 5:00 PM
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Day 3At Sea Arrives 8:00 AM · Departs 4:00 PM
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Day 4Mayreau, Grenadines Arrives 8:00 AM · Departs 5:00 PM
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Day 5Les Saintes, Guadeloupe Arrives 12:00 PM · Departs 6:00 PM
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Day 6Basseterre, St. Kitts Arrives 8:00 AM · Departs 10:00 PM
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Day 7Gustavia, St. Barthelemy Arrives 8:00 AM · Departs 10:00 PM
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Day 8Philipsburg, St. Martin Arrives 6:00 AM · Departs 7:00 AM
Cabin Prices
Prices as of 2026-10-19.
Prices per person, based on double occupancy in USD.
Ocean View
$3517
Suite
$4357
Ports of Call
- Philipsburg, St. Martin
- Charlestown, Nevis
- Mayreau, Grenadines
- Les Saintes, Guadeloupe
- Basseterre, St. Kitts
- Gustavia, St. Barthelemy
About This Cruise
7-night Windstar Cruises Wind Surf cruise from Philipsburg, St. Martin to Charlestown, Nevis, Mayreau, Grenadines, Les Saintes, Guadeloupe and…
Cruise Line
Windstar Cruises
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 7-night cruise like?
- A 7-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.