Windstar Cruises

Star Pride

Cruise deals, monthly prices & deck plans

145upcoming sailings tracked
$3,516lowest fresh total for 2 adults
3–25 nightsavailable itinerary lengths
FIND YOUR SAILING

Star Pride prices by month

Explore deck plans ↓

Average price per person, per night for 2 adults sharing a ocean view cabin. Each sailing counts once. Only fresh, available USD quotes are included; this compares departure months, not a forecast. Budget, trip length and quick filters apply to the sailing list below, not the monthly averages.

Lowest average in this year: Dec 2026 · $552 per person/night across 4 sailings. Months with fewer than three sailings are not compared in this summary.

See average, median and lowest nightly prices
MonthSailingsAverageMedianLowest
2026-111$527$527$527
2026-124$552$548$527

2026 sailings & cruise deals

5 matching sailings · cabin totals for 2 adults · 2026

More filters & save a ship search →

Lowest tracked ocean view fareDec 6, 2026 · 7 nights

Windward Islands Surf & Sunsets

San Juan · CARIBBEAN

Ports of call
St. George's → Bequia → Mayreau → Les Saintes → Marigot, St. Martin

GemScore 75/100 · Ocean View
$7,832total for 2 adults

$3,916 per person · $559 per person/night

Down $840 from the previous recorded total

Ocean View · Checked Sep 23, 9:12 PM UTCSee prices & track this cruise →
Dec 6, 2026 · 14 nights

Star Collector: Lovely Leewards

San Juan · CARIBBEAN

Ports of call
St. George's → Bequia → Mayreau → Les Saintes → Marigot, St. Martin → San Juan → CRUZ BAY, ST. JOHN, Virgin Islands (U.S.) → Basseterre → Gustavia → Philipsburg, St. Maarten → Jost Van Dyke, Great Harbour → Virgin Gorda / Prickly Pear, British Virgin Islands

GemScore 72/100 · Ocean View
$15,028total for 2 adults

$7,514 per person · $537 per person/night

Down $1,540 from the previous recorded total

Ocean View · Checked Sep 23, 9:12 PM UTCSee prices & track this cruise →
Dec 13, 2026 · 14 nights

Star Collector: Lovely Leewards

San Juan · CARIBBEAN

Ports of call
St. George's → Bequia → Mayreau → Les Saintes → Marigot, St. Martin → San Juan → CRUZ BAY, ST. JOHN, Virgin Islands (U.S.) → Basseterre → Gustavia → Philipsburg, St. Maarten → Jost Van Dyke, Great Harbour → Virgin Gorda / Prickly Pear, British Virgin Islands

GemScore 70/100 · Ocean View
$14,748total for 2 adults

$7,374 per person · $527 per person/night

Down $1,120 from the previous recorded total

Ocean View · Checked Sep 23, 9:12 PM UTCSee prices & track this cruise →
Nov 29, 2026 · 14 nights

Star Collector: Lovely Leewards

San Juan · CARIBBEAN

Ports of call
St. George's → Bequia → Mayreau → Les Saintes → Marigot, St. Martin → San Juan → CRUZ BAY, ST. JOHN, Virgin Islands (U.S.) → Basseterre → Gustavia → Philipsburg, St. Maarten → Jost Van Dyke, Great Harbour → Virgin Gorda / Prickly Pear, British Virgin Islands

GemScore 68/100 · Ocean View
$14,748total for 2 adults

$7,374 per person · $527 per person/night

Down $980 from the previous recorded total

Ocean View · Checked Sep 23, 9:12 PM UTCSee prices & track this cruise →
Dec 20, 2026 · 7 nights

Windward Islands Surf & Sunsets

San Juan · CARIBBEAN

Ports of call
St. George's → Bequia → Mayreau → Les Saintes → Marigot, St. Martin

GemScore 56/100 · Ocean View
$8,182total for 2 adults

$4,091 per person · $584 per person/night

Down $490 from the previous recorded total

Ocean View · Checked Sep 23, 9:12 PM UTCSee prices & track this cruise →
What does “lowest tracked fare” mean?

The current cabin-class total is at or below the lowest total in our recorded history for that sailing and guest count, and a higher price was previously recorded. It is not a claim about every fare ever sold. Specific categories, guarantees, promotions and inclusions can change; check the sailing page before booking.

GET TO KNOW YOUR SHIP

About Star Pride

Star Pride sails with Windstar Cruises. Our current schedule includes 145 upcoming departures, including cruises from San Juan, Reykjavik, Colón. Compare dates above before choosing a cabin: different trip lengths and ports can make a big difference to the total.

EXPLORE THE SHIP

Star Pride deck plans

View official deck plans ↗

Planning your Star Pride cruise

What is the cheapest current cruise?

The lowest fresh cabin total currently captured for two adults is $3,516. Choose a cabin class above and sort by lowest cabin total. Confirm the category, taxes, extras and final price before booking.

Which month costs less?

Use the monthly chart to compare the same cabin class and guest count. The table includes the average, median and lowest nightly fare, plus the number of sailings. A month with one sailing is not enough evidence of a seasonal trend.

Can I track a cruise I already booked?

Yes. Open your sailing and choose “Already booked?” to save your cabin and booked price. A lower observed fare may be worth a call to your travel advisor, but repricing depends on the fare rules. View your tracked cruises or read the price-drop guide.

Are deck plans a list of cabins available to book?

No. A deck plan shows the ship layout. Live room availability and guarantee assignments are separate. Check that the plan’s dates cover your departure before choosing a stateroom.

BEFORE YOU SAIL

Dining and packing for Star Pride

Explore the restaurants, plan your evening clothes and print a packing list for the length of your trip.

More ways to explore