1 (800) 543-1915
Home
My Account
My Cart
Star Pride
Windstar Cruises
Star Pride December 2026 Itinerary
For more information, prices, and detailed day-by-day Star Pride itineraries in December 2026, please click one of the scheduled Star Pride sailing dates below.
Sail Date |
Itinerary Name and Ports |
Duration |
Save to Favorites |
Priced From(per person) |
|---|---|---|---|---|
|
Dec 6, 2026
(Sunday) |
7 Night Windward Islands Surf and Sunsets Cruise
From San Juan, Puerto Rico to San Juan, Puerto Rico Ports: San Juan, St George's, Bequia, Mayreau, Deshaies, Marigot, San Juan
Special Promotions
|
7 Nights
|
  Add to Favorites |
$2,442
Suite (double occupancy) Includes taxes & feesLearn More |
|
Dec 6, 2026
(Sunday) |
14 Night Star Collector Lovely Leewards Cruise
From San Juan, Puerto Rico to San Juan, Puerto Rico Ports: San Juan, St George's, Bequia, Mayreau, Deshaies, Marigot, San Juan, Cruz Bay, Gustavia St. Barts, Basseterre, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan |
14 Nights
|
Add to Favorites |
$5,228
Suite (double occupancy) Includes taxes & feesLearn More |
|
Dec 13, 2026
(Sunday) |
7 Night San Juan and the Virgin Islands Cruise
From San Juan, Puerto Rico to San Juan, Puerto Rico Ports: San Juan, Cruz Bay, Gustavia St. Barts, Basseterre, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan
Special Promotions
|
7 Nights
|
Add to Favorites |
$3,276
Suite (double occupancy) Includes taxes & feesLearn More |
|
Dec 13, 2026
(Sunday) |
14 Night Star Collector Lovely Leewards Cruise
From San Juan, Puerto Rico to San Juan, Puerto Rico Ports: San Juan, Cruz Bay, Gustavia St. Barts, Basseterre, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan, St George's, Bequia, Mayreau, Deshaies, Marigot, San Juan |
14 Nights
|
Add to Favorites |
$6,698
Suite (double occupancy) Includes taxes & feesLearn More |
|
Dec 20, 2026
(Sunday) |
7 Night Windward Islands Surf and Sunsets Cruise
From San Juan, Puerto Rico to San Juan, Puerto Rico Ports: San Juan, St George's, Bequia, Mayreau, Deshaies, Marigot, San Juan
Special Promotions
|
7 Nights
|
Add to Favorites |
$3,702
Suite (double occupancy) Includes taxes & feesLearn More |
|
Dec 20, 2026
(Sunday) |
14 Night Star Collector Lovely Leewards Cruise
From San Juan, Puerto Rico to San Juan, Puerto Rico Ports: San Juan, St George's, Bequia, Mayreau, Deshaies, Marigot, San Juan, Cruz Bay, Gustavia St. Barts, Basseterre, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan |
14 Nights
|
Add to Favorites |
$7,398
Suite (double occupancy) Includes taxes & feesLearn More |
|
Dec 27, 2026
(Sunday) |
7 Night San Juan and the Virgin Islands Cruise
From San Juan, Puerto Rico to San Juan, Puerto Rico Ports: San Juan, Cruz Bay, Gustavia St. Barts, Basseterre, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan |
7 Nights
|
Add to Favorites |
$4,046
Suite (double occupancy) Includes taxes & feesLearn More |
|
Dec 27, 2026
(Sunday) |
14 Night Star Collector Lovely Leewards Cruise
From San Juan, Puerto Rico to San Juan, Puerto Rico Ports: San Juan, Cruz Bay, Gustavia St. Barts, Basseterre, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan, St George's, Bequia, Mayreau, Deshaies, Marigot, San Juan |
14 Nights
|
Add to Favorites |
$6,208
Suite (double occupancy) Includes taxes & feesLearn More |
