Madeira • Mar 2028 • 15 nights • Windstar Cruises • Philipsburg

Philipsburg → Funchal, Madeira → Lisbon

Wind Surf

15 nights

March 19–April 3, 2028

Recommendation

Okay to book
Moderate confidence

Prices are close to their usual levels across cabin categories.

  • ✓ Oceanview prices are at a 90-day low.
  • ✓ Overall pricing is close to typical.

What should you book?

No cabin is an amazing value right now.

The oceanview is closest to its usual price, but no tracked cabin looks attractively priced.

All cabin categories

Interior

Unavailable

—

Oceanview

About average

$2,580

$172/night

Balcony

Unavailable

—

Suite

About average

$4,380

$292/night

Prices were last updated about 16 hours ago.

Why we're recommending this

Oceanview pricing is $2,580, compared with a typical fare of $2,580. This matches the lowest price we've tracked over the past 90 days.

Loading...

Wind Surf • March 19, 2028 • departs in over 1 year

Last 90 days

What kind of trip is this?

Sea-day focused itinerary with stops in Sint Maarten (Dutch part) and Portugal

Embarks in Philipsburg, Sint Maarten (Dutch part) • ends in Lisbon, Portugal • 1 ports of call • 13 sea days

  • 15 nights
  • 1 port
  • 13 sea days
  • 5 Masted Motor Sailing Ship-class ship
  • One-way sailing
  • Philipsburg → Lisbon

Loading map...

Embark port
Disembark port
Port of call

Route

Philipsburg → Funchal, Madeira → Lisbon

Expand full itinerary
  1. 1
    Arr 1:00 PM
    Dep 4:00 PM
  2. 2

    At sea

    Monday, Mar 20, 2028

  3. 3

    At sea

    Tuesday, Mar 21, 2028

  4. 4

    Funchal, Madeira, Portugal

    Wednesday, Mar 22, 2028

    Arr 8:00 AM
    Dep 5:00 PM
  5. 5

    At sea

    Thursday, Mar 23, 2028

  6. 6

    Lisbon, Portugal

    Friday, Mar 24, 2028

    Arr 8:00 AM

The ship

Wind Surf

Wind Surf is a small ship in Windstar Cruises' fleet.

Guests
376
Built
1990
Tonnage
14,745 GT
Ship details →

Not seeing the right cruise? Try these alternatives.

Similar itineraries

Compare similar itineraries with different ports, dates, or routes.

Canary Islands One-Way via Funchal, Madeira & Santa Cruz de La Palma

Canary Islands • Next: Nov 22

Similar canary islands option with 2 more port calls.

Best upcoming departure: book today 1 of 1 sailings with favorable pricing
$5,000 · 1 upcoming sailing · 1 ship

View itinerary →

Madeira One-Way via Mindelo & Las Palmas de Gran Canaria

Madeira • Next: Mar 31

Similar madeira option with 2 more port calls.

Best upcoming departure: book today 1 of 1 sailings with favorable pricing
$4,100 · 1 upcoming sailing · 1 ship

View itinerary →

Madeira One-Way via Santa Cruz de Tenerife & Funchal, Madeira

Madeira • Next: Apr 1

Similar madeira option with 1 more port call.

Best upcoming departure: book today 1 of 1 sailings with favorable pricing
$5,600 · 1 upcoming sailing · 1 ship

View itinerary →

Madeira One-Way via Portland & Vigo

Madeira • Next: Nov 5

Similar madeira option with 3 more port calls.

Best upcoming departure: book today 1 of 1 sailings with favorable pricing
$913 · 1 upcoming sailing · 1 ship

View itinerary →

Madeira Repositioning from Bridgetown to Lisbon: Funchal, Madeira & Casablanca

Madeira • Next: Mar 2

Similar madeira option with 1 more port call.

Best upcoming departure: good time to book 1 of 1 sailings with favorable pricing
$2,571 · 1 upcoming sailing · 1 ship

View itinerary →

Madeira One-Way via Santa Cruz de Tenerife & Funchal, Madeira

Madeira • Next: Dec 7

Similar madeira option with 3 more port calls.

$2,749 · 1 upcoming sailing · 1 ship

View itinerary →