Windstar Cruises

Daily Itinerary

1. Day 1

   Lisbon

   Depart 18:00

   Portugal

   

   Lisbon, Portugal's enchanting capital, stands out for its rich history, stunning architecture, and vibrant culture. Must-try experiences include savoring local dishes like bacalhau à brás and pastéis de nata at Mercado da Ribeira. The best time to visit is during the spring or fall, when the weather is mild and the city is alive with festivals and events.

2. Day 2

   At Sea

   

3. Day 3

   Funchal

   Arrive 13:00Depart 23:00

   Portugal

   

   Funchal — Madeira's radiant capital, its name derived from the wild fennel that greeted Portuguese settlers in 1419 — cascades down volcanic hillsides to a deep-water harbour that has welcomed mariners and wanderers for six centuries. The Reid's Palace, opened in 1891, remains one of the Atlantic's most legendary hotels, its clifftop terraces commanding views that inspired Churchill, Shaw, and a century of distinguished guests. The city's floating flower market, levada walks through ancient laurisilva forest, and the exhilarating toboggan descent from Monte combine for days of effortless discovery. The subtropical climate makes Funchal appealing year-round, with spring particularly spectacular for wildflowers.

4. Day 4

   At Sea

   

5. Day 5

   At Sea

   

6. Day 6

   At Sea

   

7. Day 7

   At Sea

   

8. Day 8

   At Sea

   

9. Day 9

   At Sea

   

10. Day 10

    At Sea

    

11. Day 11

    At Sea

    

12. Day 12

    At Sea

    

13. Day 13

    At Sea

    

14. Day 14

    Bridgetown, Barbados

    Arrive 06:00Depart 18:00

    Barbados

    

    Bridgetown, Barbados's compact and convivial capital, carries three centuries of uninterrupted British colonial heritage — a UNESCO World Heritage Site of Georgian townhouses, coral-stone churches, and the Garrison Savannah, whose racecourse is the oldest in the Western Hemisphere — all infused with the irresistible rhythms of a proud Caribbean nation. The island's culinary scene has matured into one of the Caribbean's most sophisticated, with flying fish cutter sandwiches from roadside stalls competing for devotion with the elegant seafood preparations of the Platinum Coast's celebrated restaurants. Visit December through May for the driest season; the island's sheltered west coast offers superlative year-round sailing conditions.

15. Day 15

    Anse Mitan, Martinique

    Arrive 08:00Depart 18:00

    

16. Day 16

    Pigeon Island, St.Lucia

    Arrive 08:00

    Saint Lucia

    

    Pigeon Island is a 44-acre national landmark off Saint Lucia's northwest coast, where centuries of Franco-British colonial battles left dramatic fort ruins atop volcanic hills with panoramic Caribbean views. Must-dos include climbing Fort Rodney for vistas stretching to Martinique, swimming the calm Caribbean-side beach, and tasting green fig and saltfish at Creole restaurants in Rodney Bay. Visit January through April for the driest weather and clearest skies.

17. Day 17

    Pigeon Island, St.Lucia

    Depart 06:00

    Saint Lucia

    

    Pigeon Island is a 44-acre national landmark off Saint Lucia's northwest coast, where centuries of Franco-British colonial battles left dramatic fort ruins atop volcanic hills with panoramic Caribbean views. Must-dos include climbing Fort Rodney for vistas stretching to Martinique, swimming the calm Caribbean-side beach, and tasting green fig and saltfish at Creole restaurants in Rodney Bay. Visit January through April for the driest weather and clearest skies.

18. Day 17

    Castries, St. Lucia

    Saint Lucia

    

    Castries, the capital of St. Lucia, is a vibrant port steeped in history and culture, offering stunning architecture and a lively market atmosphere. Must-do experiences include savoring the national dish, green fig and saltfish, and exploring the picturesque Marigot Bay. The best time to visit is during the dry season from December to April, when the weather is perfect for exploring this Caribbean gem.

19. Day 17

    The Pitons

    Arrive 17:30Depart 18:30

    

20. Day 18

    Mayreau

    Arrive 08:00Depart 18:00

    Saint Vincent and the Grenadines

    

    Mayreau is the smallest inhabited island in the Grenadines, a car-free Caribbean gem with fewer than three hundred residents, the exquisite Salt Whistle Bay beach, and views across the pristine Tobago Cays Marine Park. Must-do experiences include snorkelling with sea turtles in the Tobago Cays, feasting on fresh grilled lobster, and watching sunset from the hilltop church. January through May's dry season offers the most reliable weather.

21. Day 19

    St. Georges, Grenada

    Arrive 08:00Depart 22:00

    Grenada

    

    St. George's, Grenada, is a vibrant port known for its rich history, stunning architecture, and fragrant markets brimming with local spices. Must-do experiences include savoring the local delicacies at the Market Square and exploring nearby Carriacou Island for its tranquil beaches. The best season to visit is from December to April, when the weather is pleasantly warm and dry.

22. Day 20

    Admiralty Bay , Antarctica

    Arrive 08:00Depart 17:00

    Saint Vincent and the Grenadines

    

    Admiralty Bay on King George Island is Antarctica's scientific gateway, where Polish, Brazilian, and Ecuadorian research stations share shoreline with gentoo and chinstrap penguin colonies beneath glaciated peaks. Visit December through January via Silversea or Emerald Yacht Cruises for zodiac landings at working research stations, penguin colony encounters, and the rare Antarctic experience where science and wilderness illuminate each other.

23. Day 21

    Bridgetown, Barbados

    Arrive 05:00

    Barbados

    

    Bridgetown, Barbados's compact and convivial capital, carries three centuries of uninterrupted British colonial heritage — a UNESCO World Heritage Site of Georgian townhouses, coral-stone churches, and the Garrison Savannah, whose racecourse is the oldest in the Western Hemisphere — all infused with the irresistible rhythms of a proud Caribbean nation. The island's culinary scene has matured into one of the Caribbean's most sophisticated, with flying fish cutter sandwiches from roadside stalls competing for devotion with the elegant seafood preparations of the Platinum Coast's celebrated restaurants. Visit December through May for the driest season; the island's sheltered west coast offers superlative year-round sailing conditions.

Cabin Categories

Balcony Suite

Suite

277 sq ftMax 2BS

Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.

Queen or Twin ConfigurationLounge AreaShowerToiletries ProvidedTVSafe+6

View Details ›

Balcony Suite 1

Suite

277 sq ftMax 2BS1

Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.

Queen or Twin ConfigurationShowerToiletries ProvidedRoom Service AvailableTVSafe+6

View Details ›

Star Balcony Suite

Suite

277 sq ftMax 2SBS

As soon as you walk through the door, you’re greeted with an open living area for a more welcoming entrance. Drift off to sleep by the window in your queen bed as you watch the same stars that sailors used to navigate the seas hundreds of years ago.

Queen or Twin ConfigurationShowerRoom Service AvailableTVSafeHair Dryer+7

View Details ›

Star Balcony Suite 1

Suite

277 sq ftMax 2SBS1

As soon as you walk through the door, you’re greeted with an open living area for a more welcoming entrance. Drift off to sleep by the window in your queen bed as you watch the same stars that sailors used to navigate the seas hundreds of years ago.

Queen or Twin ConfigurationShowerRoom Service AvailableTVSafeHair Dryer+7

View Details ›

Ocean View Suite

Suite

277 sq ftMax 2S

Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.

Queen or Twin ConfigurationLounge AreaShowerToiletries ProvidedTVWi-Fi (Additional Cost)+5

View Details ›

Ocean View Suite 1

Suite

277 sq ftMax 2S1

Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.

Queen or Twin ConfigurationShowerRoom Service AvailableTVSafeHair Dryer+7

View Details ›

Ocean View Suite 2

Suite

277 sq ftMax 2S2

Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.

Queen or Twin ConfigurationShowerRoom Service AvailableTVHair DryerTelephone+6

View Details ›

Ocean View Suite 3

Suite

277 sq ftMax 2S3

Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.

Queen or Twin ConfigurationShowerRoom Service AvailableTVHair DryerTelephone+7

View Details ›

Star Ocean View Suite 1

Suite

277 sq ftMax 2SS1

As soon as you walk through the door, you’re greeted with an open living area for a more welcoming entrance. Drift off to sleep by the window in your queen bed as you watch the same stars that sailors used to navigate the seas hundreds of years ago.

Queen or Twin ConfigurationShowerRoom Service AvailableTVSafeHair Dryer+7

View Details ›

Star Porthole Suite

Suite

277 sq ftMax 2SP

These rooms represent a nod to the sailing tradition of porthole windows. And while sailors might have had cramped quarters, your 277 square foot stateroom is wonderfully spacious and furnished with all the modern amenities and comforts of home.

Queen or Twin ConfigurationShowerRoom Service AvailableTVSafeHair Dryer+6

View Details ›

Broadmoor Suite/Sea Island Suite

Suite

400–530 sq ftMax 2CS

Relax in 400 to 530 spacious square feet. Your living area offers beautiful views from the forward-facing window and French doors onto your private veranda. Two spacious closets give you plenty of room to unpack.

Queen or Twin ConfigurationLounge AreaShowerBathToiletries ProvidedTV+6

View Details ›

Deluxe Suite

Suite

468 sq ftMax 2DS

Brand new Deluxe Suites welcome you with 468 square feet of casually elegant living space and an ocean viewing French balcony. All these suites feature 3rd berths, and a sleep-inducing queen bed easily converted to twins.

Queen or Twin ConfigurationShowerRoom Service AvailableTVSafeHair Dryer+6

View Details ›

Owner's Suite

Suite

575 sq ftMax 2OW

With 575 square feet, your Owner’s Suite offers separate living room and dining areas. A veranda, two flat-screen TVs and DVD players, and a full master bath and separate powder room indulge you in spacious comfort.

Queen or Twin ConfigurationLounge AreaShowerBathTVWi-Fi (Additional Cost)+7

View Details ›