Star Seeker
Windstar Cruises
Star Seeker Sailing Dates and Sailing Calendar
For more information, prices, and detailed day-by-day Star Seeker itineraries, please click one of the Star Seeker sailing dates below.
Sail Date |
Itinerary Name and Ports |
Duration |
Save to Favorites |
Priced From(per person) |
|---|---|---|---|---|
|
Feb 6, 2026
(Friday) |
7 Night San Juan and the Virgin Islands Cruise
From San Juan, Puerto Rico to San Juan, Puerto Rico Ports: San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan
Special Promotions
|
7 Nights
|
  Add to Favorites |
Call
For Price Inside (double occupancy) Learn More |
|
Feb 6, 2026
(Friday) |
14 Night Star Collector Lovely Leewards Cruise
From San Juan, Puerto Rico to San Juan, Puerto Rico Ports: San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan, Bequia, Mayreau, Soufriere , Iles des Saintes, Marigot, San Juan
Special Promotions
|
14 Nights
|
Add to Favorites |
Call
For Price Inside (double occupancy) Learn More |
|
Feb 13, 2026
(Friday) |
7 Night Windward Islands Surf and Sunsets Cruise
From San Juan, Puerto Rico to San Juan, Puerto Rico Ports: San Juan, Bequia, Mayreau, Soufriere , Iles des Saintes, Marigot, San Juan
Special Promotions
|
7 Nights
|
Add to Favorites |
$5,927
Oceanview Stateroom (double occupancy) Includes taxes & feesLearn More |
|
Feb 13, 2026
(Friday) |
14 Night Star Collector Lovely Leewards Cruise
From San Juan, Puerto Rico to San Juan, Puerto Rico Ports: San Juan, Bequia, Mayreau, Soufriere , Iles des Saintes, Marigot, San Juan, Cruz Bay, Basseterre, Philipsburg (St. Maarten), Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan
Special Promotions
|
14 Nights
|
Add to Favorites |
Call
For Price Inside (double occupancy) Learn More |
|
Feb 20, 2026
(Friday) |
7 Night San Juan and the Virgin Islands Cruise
From San Juan, Puerto Rico to San Juan, Puerto Rico Ports: San Juan, Cruz Bay, Basseterre, Philipsburg (St. Maarten), Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan
Special Promotions
|
7 Nights
|
Add to Favorites |
Call
For Price Inside (double occupancy) Learn More |
|
Feb 20, 2026
(Friday) |
14 Night Star Collector Lovely Leewards Cruise
From San Juan, Puerto Rico to San Juan, Puerto Rico Ports: San Juan, Cruz Bay, Basseterre, Philipsburg (St. Maarten), Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan, Philipsburg (St. Maarten), Iles des Saintes, Mayreau, Bequia, Soufriere , San Juan
Special Promotions
|
14 Nights
|
Add to Favorites |
Call
For Price Inside (double occupancy) Learn More |
|
Feb 27, 2026
(Friday) |
7 Night Windward Islands Surf and Sunsets Cruise
From San Juan, Puerto Rico to San Juan, Puerto Rico Ports: San Juan, Philipsburg (St. Maarten), Iles des Saintes, Mayreau, Bequia, Soufriere , San Juan
Special Promotions
|
7 Nights
|
Add to Favorites |
Call
For Price Inside (double occupancy) Learn More |
|
Feb 27, 2026
(Friday) |
14 Night Star Collector Lovely Leewards Cruise
From San Juan, Puerto Rico to San Juan, Puerto Rico Ports: San Juan, Philipsburg (St. Maarten), Iles des Saintes, Mayreau, Bequia, Soufriere , San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan
Special Promotions
|
14 Nights
|
Add to Favorites |
Call
For Price Inside (double occupancy) Learn More |
|
Mar 6, 2026
(Friday) |
7 Night San Juan and the Virgin Islands Cruise
From San Juan, Puerto Rico to San Juan, Puerto Rico Ports: San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan
Special Promotions
|
7 Nights
|
Add to Favorites |
Call
For Price Inside (double occupancy) Learn More |
|
Mar 6, 2026
(Friday) |
14 Night Star Collector Lovely Leewards Cruise
From San Juan, Puerto Rico to San Juan, Puerto Rico Ports: San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan, Marigot, Iles des Saintes, Mayreau, Bequia, Pigeon Island, The Pitons, San Juan
Special Promotions
|
14 Nights
|
Add to Favorites |
Call
For Price Inside (double occupancy) Learn More |
|
Mar 13, 2026
(Friday) |
7 Night Windward Islands Surf and Sunsets Cruise
From San Juan, Puerto Rico to San Juan, Puerto Rico Ports: San Juan, Marigot, Iles des Saintes, Mayreau, Bequia, Pigeon Island, The Pitons, San Juan
Special Promotions
|
7 Nights
|
Add to Favorites |
$5,733
Oceanview Stateroom (double occupancy) Includes taxes & feesLearn More |
|
Mar 27, 2026
(Friday) |
10 Night Gems of the Leeward Islands Cruise
From San Juan, Puerto Rico to San Juan, Puerto Rico Ports: San Juan, Cruz Bay, St John's, Iles des Saintes, Pigeon Island, St George's, Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan
Special Promotions
|
10 Nights
|
Add to Favorites |
$6,757
Oceanview Stateroom (double occupancy) Includes taxes & feesLearn More |
|
Mar 27, 2026
(Friday) |
17 Night Star Collector Seeking the Antilles Cruise
From San Juan, Puerto Rico to Colon, Panama Ports: San Juan, Cruz Bay, St John's, Iles des Saintes, Pigeon Island, St George's, Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan, Catalina Island, Santo Domingo, Cartagena, San Blas Islands, Colon
Special Promotions
|
17 Nights
|
Add to Favorites |
$10,084
Oceanview Stateroom (double occupancy) Includes taxes & feesLearn More |
|
Mar 27, 2026
(Friday) |
24 Night Star Collector Historic Caribbean Legendary Islands Colombia and Panama Cruise
From San Juan, Puerto Rico to Puerto Caldera, Costa Rica Ports: San Juan, Cruz Bay, St John's, Iles des Saintes, Pigeon Island, St George's, Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan, Catalina Island, Santo Domingo, Cartagena, San Blas Islands, Colon, Cruising the Panama Canal, Fuerte Amador, Isla Parida, Puerto Jimenez,
Special Promotions
|
24 Nights
|
Add to Favorites |
Call
For Price Inside (double occupancy) Learn More |
|
Mar 27, 2026
(Friday) |
49 Night Star Collector Grand Caribbean and Americas Explorer Cruise
From San Juan, Puerto Rico to Juneau, Alaska Ports: San Juan, Cruz Bay, St John's, Iles des Saintes, Pigeon Island, St George's, Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan, Catalina Island, Santo Domingo, Cartagena, San Blas Islands, Colon, Cruising the Panama Canal, Fuerte Amador, Isla Parida, Puerto Jimenez,
Special Promotions
|
49 Nights
|
Add to Favorites |
Call
For Price Inside (double occupancy) Learn More |
|
Apr 6, 2026
(Monday) |
7 Night New World Caribbean Trio Cruise
From San Juan, Puerto Rico to Colon, Panama Ports: San Juan, Catalina Island, Santo Domingo, Cartagena, San Blas Islands, Colon
Special Promotions
|
7 Nights
|
Add to Favorites |
$3,765
Oceanview Stateroom (double occupancy) Includes taxes & feesLearn More |
|
Apr 6, 2026
(Monday) |
14 Night Star Collector Rainforest Refuges of Panama and Costa Rica via the Panama Canal Cruise
From San Juan, Puerto Rico to Puerto Caldera, Costa Rica Ports: San Juan, Catalina Island, Santo Domingo, Cartagena, San Blas Islands, Colon, Cruising the Panama Canal, Fuerte Amador, Isla Parida, Puerto Jimenez, Quepos, Puerto Caldera
Special Promotions
|
14 Nights
|
Add to Favorites |
Call
For Price Inside (double occupancy) Learn More |
|
Apr 6, 2026
(Monday) |
22 Night Star Collector Central American Explorations via the Panama Canal Cruise
From San Juan, Puerto Rico to Puerto Vallarta, Mexico Ports: San Juan, Catalina Island, Santo Domingo, Cartagena, San Blas Islands, Colon, Cruising the Panama Canal, Fuerte Amador, Isla Parida, Puerto Jimenez, Quepos, Puerto Caldera, Curu Reserve, Playas del Coco, Puerto Chiapas, Huatulco, Manzanillo, Puerto Vallarta
Special Promotions
|
22 Nights
|
Add to Favorites |
Call
For Price Inside (double occupancy) Learn More |
|
Apr 13, 2026
(Monday) |
7 Night Costa Rica and Panama Canal Cruise
From Colon, Panama to Puerto Caldera, Costa Rica Ports: Colon, Cruising the Panama Canal, Fuerte Amador, Isla Parida, Puerto Jimenez, Quepos, Puerto Caldera
Special Promotions
|
7 Nights
|
Add to Favorites |
$5,853
Oceanview Stateroom (double occupancy) Includes taxes & feesLearn More |
|
Apr 13, 2026
(Monday) |
15 Night Star Collector Panama Canal Costa Rica and Mexican Riviera Discovery Cruise
From Colon, Panama to Puerto Vallarta, Mexico Ports: Colon, Cruising the Panama Canal, Fuerte Amador, Isla Parida, Puerto Jimenez, Quepos, Puerto Caldera, Curu Reserve, Playas del Coco, Puerto Chiapas, Huatulco, Manzanillo, Puerto Vallarta
Special Promotions
|
15 Nights
|
Add to Favorites |
$9,578
Oceanview Stateroom (double occupancy) Includes taxes & feesLearn More |
