Windstar Cruises (8 offers included)

Every Thursday, get new, limited-time deals on amazing voyages - offer only valid for 7 days or until suites and staterooms sell out!
Beach Fun & Sun: A Remote Caribbean Getaway
St. Maarten to St. Maarten
from $1,499.00 (USD)
Per Person
+ $100.00 taxes/fees
Nights: 7
Ship: Star Breeze
Price Per Night:$214.14 (USD)
(based on double occupancy, for comparison only)
Itinerary: St. Maarten, Road Bay, Jost Van Dyke, Great Harbour, Soper's Hole, Virgin Gorda, Norman Island, Virgin Gorda, Gustavia, St. Maarten
Bask on remote beaches resplendent in natural beauty during this relaxing, unrushed, and uncrowded 7-day getaway to secluded Caribbean destinations Windstar specializes in. As one of the first guests to step aboard newly transformed all-suite Star Breeze with her spacious new pool deck and more outdoor dining options among many more updates, she’ll transport you to destinations only private yachts can visit.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$1,499.00
Cat: SP
Beach Fun & Sun: A Remote Caribbean Getaway
St. Maarten to St. Maarten
from $1,499.00 (USD)
Per Person
+ $130.00 taxes/fees
Nights: 7
Ship: Star Breeze
Price Per Night:$214.14 (USD)
(based on double occupancy, for comparison only)
Itinerary: St. Maarten, Road Bay, Jost Van Dyke, Great Harbour, Soper's Hole, Virgin Gorda, Norman Island, Virgin Gorda, Gustavia, St. Maarten
Bask on remote beaches resplendent in natural beauty during this relaxing, unrushed, and uncrowded 7-day getaway to secluded Caribbean destinations Windstar specializes in. As one of the first guests to step aboard newly transformed all-suite Star Breeze with her spacious new pool deck and more outdoor dining options among many more updates, she’ll transport you to destinations only private yachts can visit.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$1,499.00
Cat: S
Beach Fun & Sun: A Remote Caribbean Getaway
St. Maarten to St. Maarten
from $1,499.00 (USD)
Per Person
+ $106.00 taxes/fees
Nights: 7
Ship: Star Breeze
Price Per Night:$214.14 (USD)
(based on double occupancy, for comparison only)
Itinerary: St. Maarten, Road Bay, Jost Van Dyke, Great Harbour, Soper's Hole, Virgin Gorda, Norman Island, Virgin Gorda, Gustavia, St. Maarten
Bask on remote beaches resplendent in natural beauty during this relaxing, unrushed, and uncrowded 7-day getaway to secluded Caribbean destinations Windstar specializes in. As one of the first guests to step aboard newly transformed all-suite Star Breeze with her spacious new pool deck and more outdoor dining options among many more updates, she’ll transport you to destinations only private yachts can visit.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$1,499.00
Cat: S
Windward Islands Surf & Sunsets
San Juan to San Juan
from $1,899.00 (USD)
Per Person
+ $135.00 taxes/fees
Nights: 7
Ship: Star Pride
Price Per Night:$271.29 (USD)
(based on double occupancy, for comparison only)
Itinerary: San Juan, St. George's, Bequia, Pigeon Island, Les Saintes, St. Maarten, San Juan
Revel in seven days of surf, sand and sunsets during this leisurely cruise up and down the Caribbean’s Windward Islands. It’s a perfect vacation getaway for anyone craving a quick escape from life’s everyday obligations. Swim among sea turtles and glide above dazzling coral reefs with a highly skilled diving guide off the coast of Les Saintes’ volcanic shoreline.
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Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$1,899.00
Cat: SP
Blue Waters of the Leeward Islands
St. Maarten to St. Maarten
from $2,799.00 (USD)
Per Person
+ $150.00 taxes/fees
Nights: 10
Ship: Wind Surf
Price Per Night:$279.90 (USD)
(based on double occupancy, for comparison only)
Itinerary: St. Maarten, Falmouth Harbour, Anse Mitan, Bridgetown, Castries, Jost Van Dyke, Great Harbour, Soper's Hole, Jost Van Dyke, Great Harbour, Virgin Gorda, Gustavia...
Explore the Leeward Islands of the Caribbean from panoramic summit views to sunny seashores and beneath azure waves during this 10-day cruise. Swim with gentle Antiqua stingrays near Falmouth Harbour. Take in expansive views of Martinique from the summit of Fort de France and admire colorful flowers in the quiet shade of small port Anse Mitan’s botanical garden. Learn how to crush local cocoa nibs into liquefied chocolate during a delicious chocolatier class in Castries on St. Lucia.
Other Categories Starting At:
Inside
N/A
Outside
$2,799.00
Cat: B
Balcony
N/A
Suite
$5,299.00
Cat: OS
Blue Waters of the Leeward Islands
St. Maarten to St. Maarten
from $2,799.00 (USD)
Per Person
+ $150.00 taxes/fees
Nights: 10
Ship: Wind Surf
Price Per Night:$279.90 (USD)
(based on double occupancy, for comparison only)
Itinerary: St. Maarten, Falmouth Harbour, Anse Mitan, Bridgetown, Castries, Jost Van Dyke, Great Harbour, Soper's Hole, Jost Van Dyke, Great Harbour, Virgin Gorda, Gustavia...
Explore the Leeward Islands of the Caribbean from panoramic summit views to sunny seashores and beneath azure waves during this 10-day cruise. Swim with gentle Antiqua stingrays near Falmouth Harbour. Take in expansive views of Martinique from the summit of Fort de France and admire colorful flowers in the quiet shade of small port Anse Mitan’s botanical garden. Learn how to crush local cocoa nibs into liquefied chocolate during a delicious chocolatier class in Castries on St. Lucia.
Other Categories Starting At:
Inside
N/A
Outside
$2,799.00
Cat: B
Balcony
N/A
Suite
$5,299.00
Cat: OS
San Juan & the Virgin Islands
San Juan to San Juan
from $1,999.00 (USD)
Per Person
+ $189.00 taxes/fees
Nights: 7
Ship: Star Pride
Price Per Night:$285.57 (USD)
(based on double occupancy, for comparison only)
Itinerary: San Juan, St. Thomas, Gustavia, Little Bay, St. Maarten, Jost Van Dyke, Great Harbour, Virgin Gorda, San Juan
Begin and end your journey where Old World meets New, in historic San Juan, littered with more than 400 restored Spanish colonial buildings. As you continue on this bewitching Caribbean cruise through the Virgin Islands, no two days are alike. One day, you’re shopping chic French boutiques for the latest fashions from Paris. On another, snorkeling a secluded cove known only to lucky yachtsmen – like you. Skip more common and commercial ports in favor of less-visited destinations like Montserrat.
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Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$1,999.00
Cat: SP
Star Collector: Lovely Leewards
San Juan to San Juan
from $3,499.00 (USD)
Per Person
+ $324.00 taxes/fees
Nights: 14
Ship: Star Pride
Price Per Night:$249.93 (USD)
(based on double occupancy, for comparison only)
Itinerary: San Juan, St. Thomas, Gustavia, Little Bay, St. Maarten, Jost Van Dyke, Great Harbour, Virgin Gorda, San Juan, St. George's, Bequia...
Whether you’re passionate about swimming among rarely seen undersea wildlife or the intricate cultures and intertwined European histories of the Windward Islands, this 2-week cruise offers the best combinations of charm, island heritage and natural beauty. Shop unique designer apparel in St. Barts, where you’ll discover a fashionable confluence of high-end brands normally associated with places like Madison Avenue, but displayed in an ambiance that’s anything but intimidating.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$3,499.00
Cat: SP