14-Night CARIBBEAN CRUISE

Name: 14-Night Windstar Cruises Cruise from St. Maarten (Philipsburg) on Wind Surf
Brand: Windstar Cruises
Price: 5860 USD
Availability: InStock

Feb 27, 2027 – Mar 13, 2027·14 nights·Wind Surf

This 14-night Caribbean (Eastern) cruise aboard the Wind Surf by Windstar Cruises departs St. Maarten (Philipsburg) on February 27, 2027, calling at Tortola Island BVI, Jost Van Dyke, Virgin Gorda Island BVI, and 9 more ports, and returns March 13, 2027. Cabin prices start from $5,860 per person.

Days

14 nights

Departs

Feb 27, 2027

Ports

Returns

Mar 13, 2027

Sea days

Distance

2,606nm

Itinerary

Embark Port Sea

Day 1

Feb 27

Embark

St. Maarten (Philipsburg)

dep depart 19:00

St. Maarten cruise port is one of the busiest in the Caribbean, with ships docking at the A.C.

Day 2

Feb 28

Tortola Island BVI, Road Town, UK Virgin Islands08:00 – 18:00

Jost Van Dyke, British Virgin Islands

Day 3

Mar 1

Jost Van Dyke, British Virgin Islands

dep depart 22:00

Day 4

Mar 2

Virgin Gorda Island BVI, Spanish Town, UK Virgin Islands

arr arrive 07:00 · dep depart 17:00

Day 5

Mar 3

Gustavia St Barths, Saint-Barthelemy Island France

arr arrive 08:00 · dep depart 22:00

Day 6

Mar 4

Anguilla

arr arrive 08:00 · dep depart 18:00

Day 7

Mar 5

Falmouth, Jamaica

arr arrive 08:00 · dep depart 17:00

Falmouth's historic port was purpose-built for mega-ships and sits in a town known for its well-preserved Georgian colonial architecture. Popular excursions include Dunn's River Falls, bamboo rafting on the Martha Brae River, and Montego Bay beaches.

Day 8

Mar 6

St. Maarten (Philipsburg)

arr arrive 06:00 · dep depart 19:00

St. Maarten cruise port is one of the busiest in the Caribbean, with ships docking at the A.C.

Day 9

Mar 7

Charlestown Nevis, Nevis Island

arr arrive 08:00 · dep depart 17:00

Day 10

Mar 8

Roseau, Dominica

arr arrive 08:00 · dep depart 16:00

Day 11

Mar 9

Mayreau Island, Grenadines

arr arrive 08:00 · dep depart 17:00

Day 12

Mar 10

Terra de Haut, Guadeloupe

arr arrive 12:00 · dep depart 18:00

Day 13

Mar 11

Basseterre St Kitts, Port Zante

arr arrive 08:00 · dep depart 22:00

Basseterre cruise port in St. Kitts uses the Port Zante terminal, a purpose-built cruise facility in the heart of Basseterre, the capital of St. Kitts and Nevis. Port Zante includes two dedicated cruise piers capable of berthing the largest modern ships plus a marina, restaurants, shops, and the Amina Craft Market.

Day 14

Mar 12

Gustavia St Barths, Saint-Barthelemy Island France

arr arrive 08:00 · dep depart 22:00

Day 15

Mar 13

Disembark

St. Maarten (Philipsburg)

arr arrive 06:00

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