Ocean Crossing

Mar 19, 2028 — Apr 3, 2028

Starting from

Free Laundry for Collectors:

See more routes around Ocean Crossing

PHILIPSBURG, ST. MAARTEN → LISBON

15 Nights on Wind Surf

Indulge yourself in leisurely, unscheduled days where time suspends in the magic of the sea. Sleep late. Dine early. Establish your own rhythm in sync with the waves and the arc of the sun and moon overhead. Watch the constellations drift and let your mind shake off all the cobwebs of shore. Feast on the impossible beauty of liquid sunsets, and let your soul dance with the dolphins in the spray off the bow.

Map routes may vary by sailing. Actual itineraries are listed below.
1
MAR 19, 2028
Philipsburg, St. Maarten
EMBARK
1:00 PM
DEPART
4:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.

2
MAR 20, 2028
AT SEA
3
MAR 21, 2028
AT SEA
4
MAR 22, 2028
AT SEA
5
MAR 23, 2028
AT SEA
6
MAR 24, 2028
AT SEA
7
MAR 25, 2028
AT SEA
8
MAR 26, 2028
AT SEA
9
MAR 27, 2028
AT SEA
10
MAR 28, 2028
AT SEA
11
MAR 29, 2028
AT SEA
12
MAR 30, 2028
PORTO SANTO, MADEIRA
ARRIVE
1:00 PM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
0

PORTO SANTO, MADEIRA

13
MAR 31, 2028
Funchal
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Considered one of Portugal's main tourist attractions and home of world-famous footballer Cristiano Ronaldo, Funchal is known for its style and beauty.  Visit Cabo Girao, the highest sea cliff in Europe or take a trip to the Pica da Torre for an incredible view of Camara de Lobos, a delightful fishing village. With a long history of Madeira winemaking, there'll be time here for a little wine tasting, a meal at one of the many 5-star restaurants, sightseeing to 15th century Cathedral of Our Lady of the Assumption, shopping the bargains to be found here, or experiencing the vibrant night life.

14
APR 01, 2028
AT SEA
15
APR 02, 2028
AT SEA
16
APR 03, 2028
Lisbon
ARRIVE
8:00 AM
DISEMBARK
9:00 AM
MARINA
NO
SHORE EXCURSIONS
0

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.

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 495 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 242 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

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 sq ft
Max. Occupancy 2 Passengers
Amenities

Available Dates

Date Yacht
Starting from
Actions
Nov 10 (Tue) – Nov 24 (Tue), 2026November 10 (Tue) – November 24 (Tue), 2026Wind Star
Nov 12 (Thu) – Nov 27 (Fri), 2026November 12 (Thu) – November 27 (Fri), 2026Star Legend
Feb 8 (Mon) – Mar 1 (Mon), 2027February 8 (Mon) – March 1 (Mon), 2027Wind Star
Mar 2 (Tue) – Mar 17 (Wed), 2027March 2 (Tue) – March 17 (Wed), 2027Star Legend
Mar 27 (Sat) – Apr 11 (Sun), 2027March 27 (Sat) – April 11 (Sun), 2027Wind Surf
Mar 30 (Tue) – Apr 15 (Thu), 2027March 30 (Tue) – April 15 (Thu), 2027Star Pride
May 20 (Thu) – May 31 (Mon), 2027May 20 (Thu) – May 31 (Mon), 2027Star Seeker
Sep 1 (Wed) – Sep 14 (Tue), 2027September 1 (Wed) – September 14 (Tue), 2027Star Seeker
Nov 5 (Fri) – Nov 20 (Sat), 2027November 5 (Fri) – November 20 (Sat), 2027Wind Surf
Dec 6 (Mon) – Dec 20 (Mon), 2027December 6 (Mon) – December 20 (Mon), 2027Star Legend
Jan 6 (Thu) – Jan 10 (Mon), 2028January 6 (Thu) – January 10 (Mon), 2028Star Breeze
Jan 24 (Mon) – Jan 28 (Fri), 2028January 24 (Mon) – January 28 (Fri), 2028Star Breeze
Apr 3 (Mon) – Apr 19 (Wed), 2028April 3 (Mon) – April 19 (Wed), 2028Star Pride
Aug 30 (Wed) – Sep 12 (Tue), 2028August 30 (Wed) – September 12 (Tue), 2028Star Seeker
Nov 5 (Sun) – Nov 19 (Sun), 2028November 5 (Sun) – November 19 (Sun), 2028Wind Surf
May 25 (Fri) – Jun 5 (Tue), 2029May 25 (Fri) – June 5 (Tue), 2029Star Seeker

Ocean Crossing

PHILIPSBURG, ST. MAARTEN → LISBON

15 Nights on Wind Surf

Mar 19, 2028 — Apr 3, 2028

Indulge yourself in leisurely, unscheduled days where time suspends in the magic of the sea. Sleep late. Dine early. Establish your own rhythm in sync with the waves and the arc of the sun and moon overhead. Watch the constellations drift and let your mind shake off all the cobwebs of shore. Feast on the impossible beauty of liquid sunsets, and let your soul dance with the dolphins in the spray off the bow.

1
MAR 19, 2028
Philipsburg, St. Maarten
EMBARK
1:00 PM
DEPART
4:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.

2
MAR 20, 2028
AT SEA
3
MAR 21, 2028
AT SEA
4
MAR 22, 2028
AT SEA
5
MAR 23, 2028
AT SEA
6
MAR 24, 2028
AT SEA
7
MAR 25, 2028
AT SEA
8
MAR 26, 2028
AT SEA
9
MAR 27, 2028
AT SEA
10
MAR 28, 2028
AT SEA
11
MAR 29, 2028
AT SEA
12
MAR 30, 2028
PORTO SANTO, MADEIRA
ARRIVE
1:00 PM
DEPART
10:00 PM
MARINA
NO
SHORE EXCURSIONS
0

PORTO SANTO, MADEIRA

13
MAR 31, 2028
Funchal
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Considered one of Portugal's main tourist attractions and home of world-famous footballer Cristiano Ronaldo, Funchal is known for its style and beauty.  Visit Cabo Girao, the highest sea cliff in Europe or take a trip to the Pica da Torre for an incredible view of Camara de Lobos, a delightful fishing village. With a long history of Madeira winemaking, there'll be time here for a little wine tasting, a meal at one of the many 5-star restaurants, sightseeing to 15th century Cathedral of Our Lady of the Assumption, shopping the bargains to be found here, or experiencing the vibrant night life.

14
APR 01, 2028
AT SEA
15
APR 02, 2028
AT SEA
16
APR 03, 2028
Lisbon
ARRIVE
8:00 AM
DISEMBARK
9:00 AM
MARINA
NO
SHORE EXCURSIONS
0

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.