Cruising Transformed

Choose to make your Windstar Cruises vacation all-inclusive with its new All-In Package


Windstar Cruises’ All-In Package is only $79 per guest, per day, when reserved at least 7 days prior to sailing, and the package includes unlimited alcoholic beverages, unlimited Wi-Fi for the length of the voyage, and all gratuities. It’s a great value and a convenient bundle offering you more of the carefree environment you seek onboard.


Windstar cultivates an intimate private yacht-like sailing experience with personal service, the freedom to create a customized vacation and the chance to connect to the world, with like-minded fellow travelers and make lasting memories. You can expect perfectly sized yachts, opportunities to get close to the world lifelong connections, anticipated wishes and impeccable taste.

Windstar Cruises Welcoming Culture

You’re going to need room in your Contacts for all the friends you are about to meet, both among guests and crew. Windstar is known for its warm welcoming atmosphere on board all its yachts.


* Based on availability for category B, per person, double occupancy. Price and availability subject to change.

Star Collector: Caribbean Explorations

From $3,999 USD* + $246 USD taxes
Sailing aboard Wind Surf
Departing Mar 5; 12; 19, 2022, 14 days
Roundtrip → Philipsburg, St. Maarten

Exclusive $200 per stateroom shipboard credit

Skip the usual Caribbean cruise stops and discover the small harbors, overlooked havens and most remote secrets among the Leeward Islands.


Philipsburg, St. Maarten; Charlestown, Nevis; Roseau, Dominica; Pigeon Island, St. Lucia; Les Saintes, Guadeloupe; Gustavia, St. Barthelemy; Basseterre, St. Kitts; Philipsburg, St. Maarten; Falmouth Harbour, Antigua; At Sea; Soper’s Hole, Tortola; Jost Van Dyke, Great Harbour (overnight); Virgin Gorda (overnight); Gustavia, St. Barthelemy; Philipsburg, St. Maarten

* Based on availability for category PS, per person, double occupancy. Price and availability subject to change.

Star Collector: Lovely Leewards

From $3,899 USD* + $324 USD taxes
Sailing aboard Star Legend
Departing Jan 15; Jan 29; Feb 19; Mar 5, 2022, 14 days
Roundtrip → Philipsburg, St. Maarten

Exclusive $200 per stateroom shipboard credit

This Caribbean getaway is the perfect duration for lovers of island life and those who want to spend time exploring the islands overlooked by other cruise lines.


Philipsburg, St. Maarten; Basseterre, St. Kitts; Gustavia, St. Barthelemy; Little Bay, Montserrat; Soper’s Hole, Tortola; Jost Van Dyke, Great Harbour; Virgin Gorda; Philipsburg, St. Maarten; At Sea; St. George’s, Grenada; Bequia; Pigeon Island, St. Lucia; Les Saintes, Guadeloupe; Falmouth Harbour, Antigua; Philipsburg, St. Maarten

* Based on availability for category B, per person, double occupancy. Price and availability subject to change.

Jewels of the Windward Islands

From $2,499 USD* + $220 USD taxes
Sailing aboard Wind Surf & Wind Star
Departing Jan 22; Mar 12, 2022, 7 days
Roundtrip → Bridgetown, Barbados

Exclusive $200 per stateroom shipboard credit

This is the Caribbean of days gone by…deep blue waters, quiet coves and tropical islands dotted with powdery beaches.


Bridgetown, Barbados; Pigeon Island, St. Lucia (overnight); Castries, St. Lucia; The Pitons (Sail by); Anse Mitan, Martinique; Mayreau, St. Vincent & the Grenadines; St. George’s, Grenada; Bequia, St. Vincent & the Grenadines; Bridgetown, Barbados

Terms & Conditions

The All-In Package includes unlimited alcoholic beverages, unlimited Wi-Fi, and all gratuities. Beverages include unlimited house and select brands of domestic and imported beer, 33 varieties of wine and sparkling wine by the glass, spirits, cordials, aperitifs and mini bar items. And as always, bottled water, sodas, specialty coffees, zero-proof cocktails and juices are included on Windstar Cruises. Additionally, save 30 percent on all bottles of wine with a retail value up to $100. Unlimited Wi-Fi is included for the length of the voyage, and pre-paid gratuities include all service charges for accommodations and beverages. Gratuities include the hotel service charge of $14.50 per day and the 15% beverage charge applied to alcoholic beverage purchases. The All-In Package is applied individually to those guests who select it; so, each guest can make his or her own decision.