Cruise Planners® Exclusive: $300 shipboard credit per couple on select sailings
Offer valid from Thursday, November 2nd 2023 to Thursday, December 31st 2026
Details
11 Night Canada - New England Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsFri, Oct 9th 2026
ReturnsTue, Oct 20th 2026
Nights11
Departing PortMontreal
Ports of CallMontreal, Cruise the St. Lawrence River, Quebec City (2 Days), Gaspe, Cap-aux-Meules, Sydney, Halifax, Portland,Victoria, Rockland, Boston
All Suite Ship
Starting 07/06/2021, this all-suite ship will complete renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infin… 
Inside Cabin
Call for pricing
Outside
From $5,170 pp*
$470.00/night
Balcony
From $8,910 pp*
$810.00/night
Suite
Call for pricing
* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.
25 Night Trans-Atlantic Cruise
Cruise LineWindstar Cruises
ShipWind Star
DepartsTue, Nov 10th 2026
ReturnsSat, Dec 5th 2026
Nights25
Departing PortLisbon
Ports of CallLisbon, Bridgetown, Admiralty Bay, Bequia, St. George's, Kralendijk, Bonaire, Willemstad, Oranjestad, Cartagena, Panama Canal Daylight Transit, Panama, Colon
Wind Star features wide open, teak decks—quite unusual for small ships. Guests will find hidden nooks for private moments giving them a feeling of being on their own private veranda. All staterooms have ocean views, queen beds, flat-screen TV with DVD p…
Inside Cabin
Call for pricing
Outside
From $10,924 pp*
$436.96/night
Balcony
Call for pricing
Suite
Call for pricing
* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.
14 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Nov 15th 2026
ReturnsSun, Nov 29th 2026
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. John Island, Basseterre, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Pointe a Pitre, Marigot Bay, San Juan
All Suite Ship
Starting 07/06/2021, this all-suite ship will complete renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infin…
Inside Cabin
Call for pricing
Outside
From $4,984 pp*
$356.00/night
Balcony
From $6,636 pp*
$474.00/night
Suite
From $12,012 pp*
$858.00/night
* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.
14 Night Caribbean - Extended Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Dec 6th 2026
ReturnsSun, Dec 20th 2026
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Deshaies, Marigot Bay, San Juan, St. John Island, Gustavia, Basseterre, Philipsburg, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan
All Suite Ship
Starting 07/06/2021, this all-suite ship will complete renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infin…
Inside Cabin
Call for pricing
Outside
From $6,272 pp*
$448.00/night
Balcony
From $7,364 pp*
$526.00/night
Suite
From $8,904 pp*
$636.00/night
* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.
14 Night Caribbean - Extended Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Dec 13th 2026
ReturnsSun, Dec 27th 2026
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. John Island, Gustavia, Basseterre, Philipsburg, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Deshaies, Marigot Bay, San Juan
All Suite Ship
Starting 07/06/2021, this all-suite ship will complete renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infin…
Inside Cabin
Call for pricing
Outside
From $6,720 pp*
$480.00/night
Balcony
From $7,784 pp*
$556.00/night
Suite
From $8,932 pp*
$638.00/night
* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.
19 Night Trans-Atlantic Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsFri, Oct 9th 2026
ReturnsWed, Oct 28th 2026
Nights19
Departing PortMontreal
Ports of CallMontreal, Cruise the St. Lawrence River, Quebec City (2 Days), Gaspe, Cap-aux-Meules, Sydney, Halifax, Portland,Victoria, Rockland, Boston, Hamilton (2 Days), St. Georges (2 Days), San Juan
All Suite Ship
Starting 07/06/2021, this all-suite ship will complete renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infin…
Inside Cabin
Call for pricing
Outside
From $8,284 pp*
$436.00/night
Balcony
From $12,120 pp*
$637.89/night
Suite
Call for pricing
* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.
14 Night Caribbean - Extended Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Nov 8th 2026
ReturnsSun, Nov 22nd 2026
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Pointe a Pitre, Marigot Bay, San Juan, St. John Island, Basseterre, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan
All Suite Ship
Starting 07/06/2021, this all-suite ship will complete renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infin…
Inside Cabin
Call for pricing
Outside
Call for pricing
Balcony
From $7,364 pp*
$526.00/night
Suite
From $11,032 pp*
$788.00/night
* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.
7 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Nov 15th 2026
ReturnsSun, Nov 22nd 2026
Nights7
Departing PortSan Juan
Ports of CallSan Juan, St. John Island, Basseterre, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan
All Suite Ship
Starting 07/06/2021, this all-suite ship will complete renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infin…
Inside Cabin
Call for pricing
Outside
From $3,780 pp*
$540.00/night
Balcony
From $5,215 pp*
$745.00/night
Suite
From $6,650 pp*
$950.00/night
* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.
7 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Nov 22nd 2026
ReturnsSun, Nov 29th 2026
Nights7
Departing PortSan Juan
Ports of CallSan Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Pointe a Pitre, Marigot Bay, San Juan
All Suite Ship
Starting 07/06/2021, this all-suite ship will complete renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infin…
Inside Cabin
Call for pricing
Outside
From $2,660 pp*
$380.00/night
Balcony
From $3,500 pp*
$500.00/night
Suite
From $4,655 pp*
$665.00/night
* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.
14 Night Caribbean - Extended Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Nov 29th 2026
ReturnsSun, Dec 13th 2026
Nights14
Departing PortSan Juan
Ports of CallSan Juan, St. John Island, Gustavia, Basseterre, Philipsburg, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Deshaies, Marigot Bay, San Juan
All Suite Ship
Starting 07/06/2021, this all-suite ship will complete renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infin…
Inside Cabin
Call for pricing
Outside
From $5,964 pp*
$426.00/night
Balcony
From $7,336 pp*
$524.00/night
Suite
From $8,792 pp*
$628.00/night
* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.
7 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Nov 29th 2026
ReturnsSun, Dec 6th 2026
Nights7
Departing PortSan Juan
Ports of CallSan Juan, St. John Island, Gustavia, Basseterre, Philipsburg, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan
All Suite Ship
Starting 07/06/2021, this all-suite ship will complete renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infin…
Inside Cabin
Call for pricing
Outside
From $2,695 pp*
$385.00/night
Balcony
From $4,025 pp*
$575.00/night
Suite
From $4,865 pp*
$695.00/night
* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.
7 Night Caribbean - Southern Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Dec 6th 2026
ReturnsSun, Dec 13th 2026
Nights7
Departing PortSan Juan
Ports of CallSan Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Deshaies, Marigot Bay, San Juan
All Suite Ship
Starting 07/06/2021, this all-suite ship will complete renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infin…
Inside Cabin
Call for pricing
Outside
From $3,920 pp*
$560.00/night
Balcony
From $4,410 pp*
$630.00/night
Suite
From $4,900 pp*
$700.00/night
* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.
7 Night Panama Canal Cruise
Cruise LineWindstar Cruises
ShipWind Star
DepartsSat, Dec 12th 2026
ReturnsSat, Dec 19th 2026
Nights7
Departing PortPuerto Caldera
Ports of CallPuerto Caldera, Puerto Quepos, Puerto Jimenez, Costa Rica, Isla Parida, Panama, Fuerte Amador, Panama Canal Daylight Transit, Panama, Colon
Wind Star features wide open, teak decks—quite unusual for small ships. Guests will find hidden nooks for private moments giving them a feeling of being on their own private veranda. All staterooms have ocean views, queen beds, flat-screen TV with DVD p…
Inside Cabin
Call for pricing
Outside
From $3,290 pp*
$470.00/night
Balcony
Call for pricing
Suite
Call for pricing
* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.
7 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Dec 13th 2026
ReturnsSun, Dec 20th 2026
Nights7
Departing PortSan Juan
Ports of CallSan Juan, St. John Island, Gustavia, Basseterre, Philipsburg, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan
All Suite Ship
Starting 07/06/2021, this all-suite ship will complete renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infin…
Inside Cabin
Call for pricing
Outside
From $3,500 pp*
$500.00/night
Balcony
From $4,340 pp*
$620.00/night
Suite
From $5,005 pp*
$715.00/night
* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.
7 Night Panama Canal Cruise
Cruise LineWindstar Cruises
ShipWind Star
DepartsSat, Dec 19th 2026
ReturnsSat, Dec 26th 2026
Nights7
Departing PortColon
Ports of CallColon, Panama Canal Daylight Transit, Panama, Fuerte Amador (2 Days), Isla Parida, Panama, Puerto Jimenez, Costa Rica, Puerto Quepos, Puerto Caldera
Wind Star features wide open, teak decks—quite unusual for small ships. Guests will find hidden nooks for private moments giving them a feeling of being on their own private veranda. All staterooms have ocean views, queen beds, flat-screen TV with DVD p…
Inside Cabin
Call for pricing
Outside
From $5,600 pp*
$800.00/night
Balcony
Call for pricing
Suite
Call for pricing
* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.
7 Night Caribbean - Southern Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsSun, Dec 20th 2026
ReturnsSun, Dec 27th 2026
Nights7
Departing PortSan Juan
Ports of CallSan Juan, St. George's, Admiralty Bay, Bequia, Mayreau, Deshaies, Marigot Bay, San Juan
All Suite Ship
Starting 07/06/2021, this all-suite ship will complete renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infin…
Inside Cabin
Call for pricing
Outside
From $3,990 pp*
$570.00/night
Balcony
From $5,040 pp*
$720.00/night
Suite
From $5,530 pp*
$790.00/night
* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.
7 Night Panama Canal Cruise
Cruise LineWindstar Cruises
ShipWind Star
DepartsSat, Dec 26th 2026
ReturnsSat, Jan 2nd 2027
Nights7
Departing PortPuerto Caldera
Ports of CallPuerto Caldera, Puerto Quepos, Puerto Jimenez, Costa Rica, Isla Parida, Panama, Fuerte Amador, Panama Canal Daylight Transit, Panama, Colon
Wind Star features wide open, teak decks—quite unusual for small ships. Guests will find hidden nooks for private moments giving them a feeling of being on their own private veranda. All staterooms have ocean views, queen beds, flat-screen TV with DVD p…
Inside Cabin
Call for pricing
Outside
From $4,060 pp*
$580.00/night
Balcony
Call for pricing
Suite
Call for pricing
* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.
14 Night Trans-Atlantic Cruise
Cruise LineWindstar Cruises
ShipWind Star
DepartsTue, Nov 10th 2026
ReturnsTue, Nov 24th 2026
Nights14
Departing PortLisbon
Ports of CallLisbon, Bridgetown
Wind Star features wide open, teak decks—quite unusual for small ships. Guests will find hidden nooks for private moments giving them a feeling of being on their own private veranda. All staterooms have ocean views, queen beds, flat-screen TV with DVD p…
Inside Cabin
Call for pricing
Outside
From $3,570 pp*
$255.00/night
Balcony
Call for pricing
Suite
Call for pricing
* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.
11 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsWed, Oct 28th 2026
ReturnsSun, Nov 8th 2026
Nights11
Departing PortSan Juan
Ports of CallSan Juan, Gustavia, Basseterre, Falmouth, Terre-de-Haut, Pigeon Island, Saint George's, Great Harbour, Jost Van Dyke BVI, San Juan
All Suite Ship
Starting 07/06/2021, this all-suite ship will complete renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infin…
Inside Cabin
Call for pricing
Outside
Call for pricing
Balcony
Call for pricing
Suite
Call for pricing
11 Night Caribbean Cruise
Cruise LineWindstar Cruises
ShipStar Pride
DepartsWed, Oct 28th 2026
ReturnsSun, Nov 8th 2026
Nights11
Departing PortSan Juan
Ports of CallSan Juan, St. John Island, Gustavia, Basseterre, Falmouth, Pointe a Pitre, Rodney Bay, St. George's, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan
All Suite Ship
Starting 07/06/2021, this all-suite ship will complete renovation as part of the $250 Million Star Plus Initiative to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infin…
Inside Cabin
Call for pricing
Outside
From $5,555 pp*
$505.00/night
Balcony
From $7,810 pp*
$710.00/night
Suite
From $9,735 pp*
$885.00/night
* Includes all applicable taxes & fees and are subject to change
Some rates are not combinable with all promotions. Certain restrictions may apply. For full offer details, please contact your Cruise Planners Travel Advisor.
Terms and Conditions:
Single occupancy bookings receive half the listed shipboard credit.
