Windstar Cruises

Star Legend

Cruise deals, monthly prices & deck plans

170upcoming sailings tracked
$2,200lowest fresh total for 2 adults
3–23 nightsavailable itinerary lengths
FIND YOUR SAILING

Star Legend 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 · $391 per person/night across 6 sailings. Months with fewer than three sailings are not compared in this summary.

See average, median and lowest nightly prices
MonthSailingsAverageMedianLowest
2026-101$541$541$541
2026-112$375$375$364
2026-126$391$385$368

2026 sailings & cruise deals

9 matching sailings · cabin totals for 2 adults · 2026

More filters & save a ship search →

Lowest tracked ocean view fareDec 28, 2026 · 8 nights

Costa Rica & Panama Canal

Colón · LATIN

Ports of call
Panama Canal → Balboa / Fuerte Amador → Balboa / Fuerte Amador → Isla Parida → Golfo Dulce → Quepos

GemScore 84/100 · Ocean View
$6,876total for 2 adults

$3,438 per person · $430 per person/night

Down $800 from the previous recorded total

Ocean View · Checked Sep 23, 9:12 PM UTCSee prices & track this cruise →
Dec 20, 2026 · 8 nights

Naturally Costa Rica

Balboa / Fuerte Amador · LATIN

Ports of call
Isla Parida → Golfo Dulce → Quepos → Punta Leona, Costa Rica → Curú, Costa Rica → Playa Flamingo

GemScore 56/100 · Ocean View
$5,884total for 2 adults

$2,942 per person · $368 per person/night

Ocean View · Checked Sep 23, 9:12 PM UTCSee prices & track this cruise →
Nov 27, 2026 · 7 nights

Jewels of the Windward Islands

Bridgetown · CARIBBEAN

Ports of call
Anse Mitan → Rodney Bay → Rodney Bay → Castries → The Pitons → Mayreau

GemScore 54/100 · Ocean View
$5,398total for 2 adults

$2,699 per person · $386 per person/night

Down $210 from the previous recorded total

Ocean View · Checked Sep 23, 7:18 PM UTCSee prices & track this cruise →
Nov 27, 2026 · 15 nights

Star Collector: Captivating Caribbean

Bridgetown · CARIBBEAN

Ports of call
Anse Mitan → Rodney Bay → Rodney Bay → Castries → The Pitons → Mayreau → St. George's → Bequia → Bridgetown → Rodney Bay → The Pitons → Scarborough, Tobago → Bequia → Mayreau

GemScore 52/100 · Ocean View
$10,918total for 2 adults

$5,459 per person · $364 per person/night

Down $150 from the previous recorded total

Ocean View · Checked Sep 23, 9:12 PM UTCSee prices & track this cruise →
Dec 4, 2026 · 8 nights

Windward Ways & Tobago Cays

Bridgetown · CARIBBEAN

Ports of call
Rodney Bay → The Pitons → Scarborough, Tobago → Bequia → Mayreau → St. George's

GemScore 50/100 · Ocean View
$6,120total for 2 adults

$3,060 per person · $383 per person/night

Ocean View · Checked Sep 23, 9:12 PM UTCSee prices & track this cruise →
Dec 12, 2026 · 16 nights

Star Collector: Latin America Explorer

Oranjestad · LATIN

Ports of call
Cartagena → Cartagena → Bocas del Toro → San Blas → Panama Canal → Balboa / Fuerte Amador → Isla Parida → Golfo Dulce → Quepos → Punta Leona, Costa Rica → Curú, Costa Rica → Playa Flamingo

GemScore 32/100 · Ocean View
$12,376total for 2 adults

$6,188 per person · $387 per person/night

Ocean View · Checked Sep 23, 9:12 PM UTCSee prices & track this cruise →
Dec 4, 2026 · 16 nights

Star Collector: Windward Islands & Spanish New World

Bridgetown · CARIBBEAN

Ports of call
Rodney Bay → The Pitons → Scarborough, Tobago → Bequia → Mayreau → St. George's → Willemstad → Oranjestad → Cartagena → Cartagena → Bocas del Toro → San Blas

GemScore 30/100 · Ocean View
$11,964total for 2 adults

$5,982 per person · $374 per person/night

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 Legend

Star Legend sails with Windstar Cruises. Our current schedule includes 170 upcoming departures, including cruises from Athens, Greece, Rome, San Juan. Compare dates above before choosing a cabin: different trip lengths and ports can make a big difference to the total.

EXPLORE THE SHIP

Star Legend deck plans

View official deck plans ↗

Planning your Star Legend cruise

What is the cheapest current cruise?

The lowest fresh cabin total currently captured for two adults is $2,200. 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 Legend

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

More ways to explore