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 23-night cruise like?

A 23-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.

Wind Surf 23-night Star Collector: Spanish Shores Transatlantic Crossing from Philipsburg, St. Martin, Mar 19, 2028

Windstar Cruises · Wind Surf · Mar 19, 2028 – Apr 11, 2028

Visit Philipsburg, St. Martin, Porto Santo, Madeira, Funchal, Lisbon, Portugal, Cadiz, Spain and 6 more ports

Departure Philipsburg, St. Martin

Return Barcelona, Spain

Duration 23 Nights

From $5689 pp

Itinerary

Day 1

Philipsburg, St. Martin Arrives 1:00 PM · Departs 4:00 PM
Day 2

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 3

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 4

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 5

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 6

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 7

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 8

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 9

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 10

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 11

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 12

Porto Santo, Madeira Arrives 1:00 PM · Departs 10:00 PM
Day 13

Funchal Arrives 8:00 AM · Departs 5:00 PM
Day 14

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 15

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 16

Lisbon, Portugal Arrives 8:00 AM · Departs 5:00 PM
Day 17

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 18

Cadiz, Spain Arrives 8:00 AM · Departs 10:00 PM
Day 19

Gibraltar Arrives 9:00 AM · Departs 6:00 PM
Day 20

Malaga, Spain Arrives 8:00 AM · Departs 8:00 PM
Day 21

Almeria, Granada Arrives 7:00 AM · Departs 6:00 PM
Day 22

Cartagena, Spain Arrives 7:00 AM · Departs 12:00 PM
Day 23

Palma de Mallorca Arrives 9:00 AM · Departs 5:00 PM
Day 24

Barcelona, Spain Arrives 7:00 AM · Departs 8:00 AM

Cabin Prices

Prices as of 2026-10-19.

Prices per person, based on double occupancy in USD.

Ocean View $5689

Suite $8104

Ports of Call

Philipsburg, St. Martin
Porto Santo, Madeira
Funchal
Lisbon, Portugal
Cadiz, Spain
Gibraltar
Malaga, Spain
Almeria, Granada
Cartagena, Spain
Palma de Mallorca
Barcelona, Spain

About This Cruise

23-night Windstar Cruises Wind Surf cruise from Philipsburg, St. Martin to Porto Santo, Madeira, Funchal, Lisbon, Portugal and Cadiz, Spain Compare…

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 23-night cruise like?: A 23-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.