Windstar Cruises (9 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!
San Juan & the Virgin Islands
San Juan to San Juan
from $1,899.00 (USD)
Per Person
+ $194.00 taxes/fees
Nights: 7
Ship: Star Pride
Price Per Night:$271.29 (USD)
(based on double occupancy, for comparison only)
Itinerary: San Juan, St. 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: S
San Juan & the Virgin Islands
San Juan to San Juan
from $2,099.00 (USD)
Per Person
+ $194.00 taxes/fees
Nights: 7
Ship: Star Pride
Price Per Night:$299.86 (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
$2,199.00
Cat: S1
Caribbean Pleasures
St. Maarten to St. Maarten
from $2,599.00 (USD)
Per Person
+ $156.00 taxes/fees
Nights: 11
Ship: Wind Surf
Price Per Night:$236.27 (USD)
(based on double occupancy, for comparison only)
Itinerary: St. Maarten, Charlestown, Roseau, St. George's, Bequia, Mayreau, Bridgetown, Pigeon Island, Les Saintes, Basseterre...
Set a course for warm island adventures packed with inland excursions and underwater explorations during this 11-day cruise that conveniently begins and concludes in Philipsburg, St. Maarten. Jump in an open-air 4x4 and ride to Ti Tou Gorge on Dominica, one of the few volcanic crater lakes in the Caribbean. Snorkel or SCUBA dive among schools of reef fish and sea turtles off the coast of Bequia.
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Inside
N/A
Outside
$2,599.00
Cat: B
Balcony
N/A
Suite
N/A
Caribbean Pleasures
St. Maarten to St. Maarten
from $2,599.00 (USD)
Per Person
+ $156.00 taxes/fees
Nights: 11
Ship: Wind Surf
Price Per Night:$236.27 (USD)
(based on double occupancy, for comparison only)
Itinerary: St. Maarten, Charlestown, Roseau, St. George's, Bequia, Mayreau, Bridgetown, Pigeon Island, Les Saintes, Basseterre...
Set a course for warm island adventures packed with inland excursions and underwater explorations during this 11-day cruise that conveniently begins and concludes in Philipsburg, St. Maarten. Jump in an open-air 4x4 and ride to Ti Tou Gorge on Dominica, one of the few volcanic crater lakes in the Caribbean. Snorkel or SCUBA dive among schools of reef fish and sea turtles off the coast of Bequia.
Other Categories Starting At:
Inside
N/A
Outside
$2,599.00
Cat: B
Balcony
N/A
Suite
N/A
Central America Revealed
Miami to Balboa / Fuerte Amador
from $2,299.00 (USD)
Per Person
+ $509.00 taxes/fees
Nights: 11
Ship: Star Legend
Price Per Night:$209.00 (USD)
(based on double occupancy, for comparison only)
Itinerary: Miami, Key West, Cozumel, Belize City, Roatan, Isla De Providencia, Puerto Limón/Moin, Bocas del Toro, Panama Canal, Balboa / Fuerte Amador...
Combine Caribbean fun with Central American culture on this remarkable 10-day cruise that stretches from Florida to the landmarks and lesser-known small ports along the coastlines of Mexico, Belize, Honduras, Columbia, Costa Rica, and Panama. It’s a balanced blend of exciting activities and cultural experiences offering enlightening insights.
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Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$2,299.00
Cat: SP
Gems of the Leeward Islands
San Juan to San Juan
from $2,399.00 (USD)
Per Person
+ $298.00 taxes/fees
Nights: 11
Ship: Star Pride
Price Per Night:$218.09 (USD)
(based on double occupancy, for comparison only)
Itinerary: San Juan, St. Thomas, Gustavia, Basseterre, Falmouth Harbour, Les Saintes, Pigeon Island, St. George's, Jost Van Dyke, Great Harbour, Virgin Gorda...
By departing from magical San Juan instead of from Florida, your Caribbean cruise vacation begins earlier, on day one. And with 10 days instead of the usual 7, you have time to take the full measure of this most iconic parts of the Caribbean. Everywhere you look is another cover shot image. Dazzling white sand turns the shallows mesmerizing shades of peacock and mermaid, weathered fortresses point cannons at long-vanished schooners, natural pools warm gently under the mid-day sun.
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Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$2,599.00
Cat: S1
Dreams of Tahiti
Papeete to Papeete
from $3,299.00 (USD)
Per Person
+ $115.00 taxes/fees
Nights: 7
Ship: Wind Spirit
Price Per Night:$471.29 (USD)
(based on double occupancy, for comparison only)
Itinerary: Papeete, Moorea, Raiatea, Motu Mahaea (Tahaa), Bora Bora, Huahine, Papeete
A graceful yacht is the perfect way to experience the true wonder of Tahiti. We’ll let the trade winds fill our sails as we visit one legendary island after another, with plenty of casual time to swim and snorkel in crystal-clear lagoons, meander through lush rainforests, and experience the fascinating Polynesian culture from tikis to tiare flowers.
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Inside
N/A
Outside
$3,299.00
Cat: B
Balcony
N/A
Suite
N/A
Dreams of Tahiti
Papeete to Papeete
from $3,299.00 (USD)
Per Person
+ $115.00 taxes/fees
Nights: 7
Ship: Wind Spirit
Price Per Night:$471.29 (USD)
(based on double occupancy, for comparison only)
Itinerary: Papeete, Moorea, Raiatea, Motu Mahaea (Tahaa), Bora Bora, Huahine, Papeete
A graceful yacht is the perfect way to experience the true wonder of Tahiti. We’ll let the trade winds fill our sails as we visit one legendary island after another, with plenty of casual time to swim and snorkel in crystal-clear lagoons, meander through lush rainforests, and experience the fascinating Polynesian culture from tikis to tiare flowers.
Other Categories Starting At:
Inside
N/A
Outside
$3,299.00
Cat: B
Balcony
N/A
Suite
N/A
Wildlife & Wines of New Zealand
Lyttlelton (Christchurch) to Auckland
from $2,999.00 (USD)
Per Person
+ $619.00 taxes/fees
Nights: 11
Ship: Star Breeze
Price Per Night:$272.64 (USD)
(based on double occupancy, for comparison only)
Itinerary: Lyttlelton (Christchurch), Dunedin (Port Chalmers), Cruising Doubtful Sound, Cruising Dusky Sound, Oban, Picton, Wellington, Napier, Gisborne, Tauranga...
From subtropical Northland to the snowcapped fjords of the South Island, this exceptional ten-day cruise along New Zealand’s scenic island coasts contrasts contemagreedporary Kiwi culture with authentic Maori traditions. Stroll vineyard grounds and sample crisp Chardonnay and fruity Cabernet Franc in the cellars of a Hawke’s Bay Winery in New Zealand’s oldest and most acclaimed wine growing region.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$3,199.00
Cat: S1