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Windstar Cruises 2026: Browse the cruise catalog

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The Best Destinations of the 2026 Catalog

 

The Caribbean is undoubtedly the star of Windstar’s 2026 program. Browse all the cruises in the 2026 offers catalog: there are cruises departing from Saint Maarten, San Juan (Puerto Rico), Nassau (Bahamas), and Colón (Panama), with different itineraries depending on the number of nights and the countries you wish to visit.

The 2026 Windstar cruise catalog is filled with options. You can browse the catalog below, sorting departures by price or month, or let our cruise experts advise you. This year, we recommend itineraries exploring the Iberian Peninsula: Portugal, Gibraltar, and Spain are unique countries that offer unexpected surprises when visited aboard small, exclusive ships like those in the Windstar fleet.

 

Don’t forget the cruises between Greece and Turkey, ideal for history and archaeology lovers, while for diving enthusiasts, the 2026 cruises in Polynesia are a must.

Choose your preferred Windstar cruises from the catalog and request a personalized quote: we have offers for honeymoons, groups, and early bookings.

193 cruises
Central America: Panama, Costa Rica, Haiti
Balboa Itinerary Central America
Suite from $2,862
price per person Taxes included
See the cruise Book Online Book Online
Star Legend | Dec 20, 2026
Duration: 8 nights
Departure from: Balboa Landing: Puntarenas
Itinerary:
1. Balboa,
2. navigation,
3. Isla Parida,
4. navigation,
5. Quepos,
6. Puntarenas,
7. Tortuga,
8. Playa Flamingo,
9. Puntarenas
Central America: Aruba, Colombia, Panama
Oranjestad Itinerary Central America
External from $2,933
price per person Taxes included
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Wind Surf | Feb 1, 2026
Duration: 8 nights
Departure from: Oranjestad Landing: Colon
Itinerary:
1. Oranjestad,
2. navigation,
3. Cartagena De Indias,
4. Cartagena De Indias,
5. San Blas Island,
6. navigation,
7. Bocas del Toro,
8. Colon,
9. Colon
South America: Panama, Colombia, Aruba
Colon Itinerary South America
Suite from $3,053
price per person Taxes included
See the cruise Book
Star Pride | Mar 9, 2026
Duration: 6 nights
Departure from: Colon Landing: Oranjestad
Itinerary:
1. Colon,
2. Bocas del Toro,
3. San Blas Island,
4. Cartagena De Indias,
5. Cartagena De Indias,
6. navigation,
7. Oranjestad
Ocean Cruises: Portugal, Barbados
Lisbon Itinerary Ocean Cruises
External from $3,060
price per person Taxes included
See the cruise Book Online Book Online
Wind Star | Nov 10, 2026
Duration: 14 nights
Departure from: Lisbon Landing: Bridgetown
Itinerary:
1. Lisbon,
2. navigation,
3. navigation,
4. navigation,
5. navigation,
6. navigation,
7. navigation,
8. navigation,
9. navigation,
10. navigation,
11. navigation,
12. navigation,
13. navigation,
14. navigation,
15. Bridgetown
Ocean Cruises: Portugal, Antigua and Barbuda, Sint Maarten
Lisbon Itinerary Ocean Cruises
External from $3,065
price per person Taxes included
See the cruise Book Online Book Online
Wind Surf | Dec 5, 2026
Duration: 14 nights
Departure from: Lisbon Landing: Philipsburg
Itinerary:
1. Lisbon,
2. navigation,
3. navigation,
4. navigation,
5. navigation,
6. navigation,
7. navigation,
8. navigation,
9. navigation,
10. navigation,
11. navigation,
12. navigation,
13. navigation,
14. Saint Johns,
15. Philipsburg
Caribbean: Antigua and Barbuda, Grenada, Saint Vincent and the Grenadines, Guadeloupe, Saint Martin
Saint Johns Itinerary Caribbean
Suite from $3,066
price per person Taxes included
See the cruise Book Online Book Online
Star Pride | Dec 6, 2026
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. navigation,
3. Saint George,
4. Bequia,
5. Mayreau,
6. Les Saintes,
7. Marigot,
8. Saint Johns
Caribbean: Antigua and Barbuda, Grenada, Saint Vincent and the Grenadines, Guadeloupe, Saint Martin
Saint Johns Itinerary Caribbean
Suite from $3,066
price per person Taxes included
See the cruise Book Online Book Online
Star Pride | Nov 8, 2026
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. navigation,
3. Saint George,
4. Bequia,
5. Mayreau,
6. Les Saintes,
7. Marigot,
8. Saint Johns
Caribbean: Antigua and Barbuda, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Sint Maarten, British Virgin Islands
Saint Johns Itinerary Caribbean
Suite from $3,105
price per person Taxes included
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Star Pride | Nov 29, 2026
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. St. John ,
3. Gustavia,
4. Basseterre,
5. Philipsburg,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Saint Johns
Caribbean: Antigua and Barbuda, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Sint Maarten, British Virgin Islands
Saint Johns Itinerary Caribbean
Suite from $3,105
price per person Taxes included
See the cruise Book Online Book Online
Star Pride | Dec 13, 2026
Duration: 7 nights
Departure from: Saint Johns Landing: Saint Johns
Itinerary:
1. Saint Johns,
2. St. John ,
3. Gustavia,
4. Basseterre,
5. Philipsburg,
6. Jost Van Dyke,
7. Virgin Gorda,
8. Saint Johns
Ocean Cruises: Sint Maarten, Portugal
Philipsburg Itinerary Ocean Cruises
External from $3,183
price per person Taxes included
See the cruise Book Online Book Online
Wind Surf | Apr 4, 2026
Duration: 14 nights
Departure from: Philipsburg Landing: Lisbon
Itinerary:
1. Philipsburg,
2. navigation,
3. navigation,
4. navigation,
5. navigation,
6. navigation,
7. navigation,
8. navigation,
9. navigation,
10. navigation,
11. Ponta Delgada,
12. navigation,
13. navigation,
14. navigation,
15. Lisbon
193 cruises