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Star Pride
Windstar Cruises
Star Pride October 2027 Itinerary
For more information, prices, and detailed day-by-day Star Pride itineraries in October 2027, 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) |
|---|---|---|---|---|
|
Oct 11, 2027
(Monday) |
11 Night Celtic Colors Southeast Canadian Explorations Cruise
From Montreal, Canada to Boston, Massachusetts Ports: Montreal, Cruising the St Lawrence River, Quebec City, Gaspe, Sydney, Halifax, Bar Harbor, Portland, Boston
Special Promotions
|
11 Nights
|
  Add to Favorites |
$7,576
Suite (double occupancy) Includes taxes & feesLearn More |
|
Oct 11, 2027
(Monday) |
21 Night Star Collector Fall Leaves and Caribbean Breezes Cruise
From Montreal, Canada to San Juan, Puerto Rico Ports: Montreal, Cruising the St Lawrence River, Quebec City, Gaspe, Sydney, Halifax, Bar Harbor, Portland, Boston, Hamilton, St George, Gustavia St. Barts, Prickly Pear British Virgin Islands, San Juan
Special Promotions
|
21 Nights
|
Add to Favorites |
$10,098
Suite (double occupancy) Includes taxes & feesLearn More |
|
Oct 22, 2027
(Friday) |
10 Night Bermuda Bliss Cruise
From Boston, Massachusetts to San Juan, Puerto Rico Ports: Boston, Hamilton, St George, Gustavia St. Barts, Prickly Pear British Virgin Islands, San Juan
Special Promotions
|
10 Nights
|
Add to Favorites |
$3,927
Suite (double occupancy) Includes taxes & feesLearn More |
|
Oct 22, 2027
(Friday) |
17 Night Star Collector Bermuda and Caribbean Island Explorer Cruise
From Boston, Massachusetts to San Juan, Puerto Rico Ports: Boston, Hamilton, St George, Gustavia St. Barts, Prickly Pear British Virgin Islands, San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan
Special Promotions
|
17 Nights
|
Add to Favorites |
$5,615
Suite (double occupancy) Includes taxes & feesLearn More |
|
Nov 1, 2027
(Monday) |
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 |
$2,443
Suite (double occupancy) Includes taxes & feesLearn More |
|
Nov 1, 2027
(Monday) |
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, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan
Special Promotions
|
14 Nights
|
Add to Favorites |
$4,224
Suite (double occupancy) Includes taxes & feesLearn More |
