Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing

Dec 5, 2026 — Dec 26, 2026

Starting from

Free Laundry for Collectors:

Windstar offers guests a complimentary laundry package when one of our Star Collector cruises is booked.

Beyond Inclusive Package

Now available on select voyages sailing through March 2027, Windstar’s complimentary Beyond Inclusive Package features a pre-cruise hotel stay, transfer from hotel to yacht, All-Inclusive perks and up to $1,000 onboard credit per guest.
See more routes around Ocean Crossing

LISBON → PHILIPSBURG, ST. MAARTEN

21 Nights on Wind Surf

Cruise from Portugal across the Atlantic to white Caribbean beaches, vibrant tropical fish and savory West Indies cuisine during this 19-day transatlantic crossing. Relax, unwind and refocus with back-to-back spa days throughout your ocean crossing and dine on award-winning meals. Relive history while sailing aboard a former America's Cup competition sailboat or cook up delicious French meals with a certified chef in Philipsburg, St. Maarten. Roll out in offroad vehicles for an unrushed day of snorkeling on Tortola's secluded beaches. Swim and frolic with dolphins near Jost Van Dyke in the British Virgin Islands. Snorkel above colorful coral and dizzying schools of curious fish on Virgin Gorda in the British Virgin Islands. Glide over a sunken ship in a semi-submersible and take in a glowing Caribbean sunset during a catamaran cruise off Gustavia's tropical beaches on St. Barts.

Popular Highlights

1
DEC 05, 2026
Lisbon
EMBARK
1:00 PM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
5

The rhythm of Lisbon invites you to join its captivating dance. This splendid capital city on the banks of the Rio Teja offers a warm welcome and an unparalleled blend of architectural styles. Elegant outdoor cafés line the cobbled sidewalks. Turn-of-the-century funiculars climb the scenic hills. Find the UNESCO sites of the Tower of Belem and the Monastery of the Hieronymites. And, everywhere, the city engages you with its easy style and remarkable charm.

Lisbon, Concierge Collection: Half Day Private Car & Guide *

Time
8:30 AM
Duration
4 Hours
Activity Level
Easy
Price
$749

Lisbon, Majestic Sintras & Cascais With Transfer to Windstar Hotel *

Time
8:30 AM
Duration
4.5 Hours
Activity Level
Moderate
Price
$135

Lisbon by Tuk Tuk *

Time
8:30 AM
Duration
3 Hours
Activity Level
Easy-Moderate
Price
$375

Lisbon, Highlights with Transfer to Airport *

Time
8:30 AM
Duration
3 Hours
Activity Level
Easy
Price
$109

Lisbon, Concierge Collection: Half Day Private Van & Guide *

Time
8:30 AM
Duration
4 Hours
Activity Level
Easy
Price
$875
2
DEC 06, 2026
AT SEA
3
DEC 07, 2026
AT SEA
4
DEC 08, 2026
AT SEA
5
DEC 09, 2026
AT SEA
6
DEC 10, 2026
AT SEA
7
DEC 11, 2026
AT SEA

Wind Surf

number of decks
6 Decks
yacht length
535 ft (163 meters)
yacht crew size
191 Crew Members
yacht guest capacity
342 Guests

Staterooms

Room Size 376 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 188 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 495 sq ft
Max. Occupancy 3 Passengers
Amenities

Room Size 242 sq ft
Max. Occupancy 2 Passengers
Amenities

Room Size sq ft
Max. Occupancy 2 Passengers
Amenities

Available Dates

No other dates are available.