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Departure calendar Windstar Cruises

Month by month discover all the Windstar Cruises cruises departing to numerous destinations around the world.

2025
2026
2027

January 2025 February 2025 March 2025 April 2025 May 2025 June 2025 July 2025 August 2025 September 2025 October 2025 November 2025 December 2025

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January 2027

Cruises Windstar Cruises

Luxury Cruises with Windstar Cruises

Imagine you are looking at the stars, with a ground noise, the sails against the wind and the waves skimming over the ship. This is the Windstar Cruises experience. The company offers a unique cruise experience combining the traditional art of sailing with the modern technology. The ships are pretty small so they can reach inaccessible places for others, but big enough to offer a range of treatment and a sophisticated entertaining, an extraordinary service and luxurious cabins as well as a casually elegant life on board. Check all our deals with Windstar Cruises.

Mediterranean: Italy, Croatia

from $2,353.99
price per person Taxes included

See the cruise Book

Star Legend | Jan 15, 2025

Duration: 8 nights

Departure from: Civitavecchia Landing: Venice

Itinerary:

1. Civitavecchia,

2. Naples,

3. Messina,

4. navigation,

5. Dubrovnik,

6. Dubrovnik,

7. Zadar,

8. Venice,

9. Venice

Italy, Croatia

from $2,927.09
price per person Taxes included

Star Legend | Jan 15, 2025

Duration: 8 nights

Departure from: Civitavecchia Landing: Venice

Itinerary:

1. Civitavecchia,

2. Naples,

3. Messina,

4. navigation,

5. Dubrovnik,

6. Dubrovnik,

7. Zadar,

8. Venice,

9. Venice

Caribbean: Sint Maarten, United States, Dominica, Sri Lanka, Guadeloupe, Saint Barthelemy, Saint Kitts and Nevis

from $2,431.46
price per person Taxes included

See the cruise Book

Wind Surf | Jan 18, 2025

Duration: 7 nights

Departure from: Philipsburg Landing: Philipsburg

Itinerary:

1. Philipsburg,

2. Charlestown,

3. Roseau,

4. Pigeon Island,

5. Les Saintes,

6. Gustavia,

7. Basseterre,

8. Philipsburg

Costa Rica, Panama

from $4,849.13
price per person Taxes included

Wind Star | Jan 18, 2025

Duration: 7 nights

Departure from: Puerto Caldera Landing: Colon

Itinerary:

1. Puerto Caldera,

2. Quepos,

3. navigation,

4. Isla Parida,

5. navigation,

6. Balboa,

7. navigation,

8. Colon

Central America: Costa Rica, Panama

from $5,061.39
price per person Taxes included

See the cruise Book

Wind Star | Jan 18, 2025

Duration: 7 nights

Departure from: Puerto Caldera Landing: Colon

Itinerary:

1. Puerto Caldera,

2. Quepos,

3. navigation,

4. Isla Parida,

5. navigation,

6. Balboa,

7. navigation,

8. Colon

Barbados, Sri Lanka, Saint Lucia, Saint Vincent and the Grenadines, Grenada

from $3,344.19
price per person Taxes included

Wind Spirit | Jan 18, 2025

Duration: 7 nights

Departure from: Bridgetown Landing: Bridgetown

Itinerary:

1. Bridgetown,

2. Pigeon Island,

3. Pigeon Island,

4. Castries,

5. Pitons,

6. Kingstown,

7. Mayreau,

8. Saint George,

9. Bequia,

10. Bridgetown

Caribbean: Barbados, Sri Lanka, Saint Lucia, Saint Vincent and the Grenadines, Grenada

from $3,344.19
price per person Taxes included

See the cruise Book

Wind Spirit | Jan 18, 2025

Duration: 7 nights

Departure from: Bridgetown Landing: Bridgetown

Itinerary:

1. Bridgetown,

2. Pigeon Island,

3. Pigeon Island,

4. Castries,

5. Pitons,

6. Kingstown,

7. Mayreau,

8. Saint George,

9. Bequia,

10. Bridgetown

Sint Maarten, United States, Dominica, Sri Lanka, Guadeloupe, Saint Barthelemy, Saint Kitts and Nevis

from $3,450.32
price per person Taxes included

Wind Surf | Jan 18, 2025

Duration: 7 nights

Departure from: Philipsburg Landing: Philipsburg

Itinerary:

1. Philipsburg,

2. Charlestown,

3. Roseau,

4. Pigeon Island,

5. Les Saintes,

6. Gustavia,

7. Basseterre,

8. Philipsburg

Aruba, Spain, Panama

from $3,359.05
price per person Taxes included

Star Pride | Jan 18, 2025

Duration: 7 nights

Departure from: Oranjestad Landing: Balboa

Itinerary:

1. Oranjestad,

2. navigation,

3. Cartagena ,

4. Cartagena ,

5. San Blas Island,

6. Bocas del Toro,

7. navigation,

8. Balboa

Central America: Aruba, Spain, Panama

from $3,730.50
price per person Taxes included

See the cruise Book

Star Pride | Jan 18, 2025

Duration: 7 nights

Departure from: Oranjestad Landing: Balboa

Itinerary:

1. Oranjestad,

2. navigation,

3. Cartagena ,

4. Cartagena ,

5. San Blas Island,

6. Bocas del Toro,

7. navigation,

8. Balboa

Caribbean: Sint Maarten, United States, Dominica, Sri Lanka, Guadeloupe, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Anguilla, Virgin Islands, British Virgin Islands

from $5,570.82
price per person Taxes included

See the cruise Book

Wind Surf | Jan 18, 2025

Duration: 14 nights

Departure from: Sint Maarten Landing: Sint Maarten

Itinerary:

1. Sint Maarten,

2. Charlestown,

3. Roseau,

4. Pigeon Island,

5. Les Saintes,

6. Gustavia,

7. Basseterre,

8. Sint Maarten,

9. Falmouth Harbour,

10. Baie Road,

11. Jost Van Dyke,

12. Jost Van Dyke,

13. Virgin Gorda,

14. Gustavia,

15. Sint Maarten

Italy, Croatia

from $2,927.09
price per person Taxes included

Star Legend | Jan 23, 2025

Duration: 8 nights

Departure from: Venice Landing: Civitavecchia

Itinerary:

1. Venice,

2. Venice,

3. Zadar,

4. Dubrovnik,

5. Dubrovnik,

6. navigation,

7. Messina,

8. Naples,

9. Civitavecchia

Mediterranean: Italy, Croatia

from $2,497.26
price per person Taxes included

2 reservations in 72 hours

See the cruise Book

Star Legend | Jan 23, 2025

Duration: 8 nights

Departure from: Venice Landing: Civitavecchia

Itinerary:

1. Venice,

2. Venice,

3. Zadar,

4. Dubrovnik,

5. Dubrovnik,

6. navigation,

7. Messina,

8. Naples,

9. Civitavecchia

Panama, Costa Rica

from $5,061.39
price per person Taxes included

Wind Star | Jan 25, 2025

Duration: 7 nights

Departure from: Colon Landing: Puerto Caldera

Itinerary:

1. Colon,

2. navigation,

3. Balboa,

4. Balboa,

5. navigation,

6. Isla Parida,

7. navigation,

8. Quepos,

9. Puerto Caldera

Mediterranean: Panama, Spain, Aruba

from $2,807.16
price per person Taxes included

See the cruise Book

Star Pride | Jan 25, 2025

Duration: 7 nights

Departure from: Balboa Landing: Oranjestad

Itinerary:

1. Balboa,

2. navigation,

3. Bocas del Toro,

4. San Blas Island,

5. Cartagena ,

6. Cartagena ,

7. navigation,

8. Oranjestad

Curiosities and suggestions

Curious about Windstar Cruises cruises? Discover the answers to your questions in the box below.

How to print web check-in in Windstar Cruises?

If you travel with Windstar Cruises, you do not have to print the web check-in.

How many ships does Windstar Cruises have?

The Windstar Cruises consists of 6 ships: 3 sailing ships and 3 yachts.

Who does Windstar Cruises belong to?

Windstar is an American company founded in 1984. Over the years it has been part of Carnival and Ambassador group, but since 2011 it is part of Xanterra Travel Collection that is based in Colorado (U.S.A.).

What is the largest Windstar Cruises ship?

The company's largest ship is Wind Surf with its 14,745 tonnes.

Private Yacht Atmosphere

Teak Decks dominated by white sails. Travelling on a luxurious Windstar cruise, you will feel just like your private yacht. Luxurious service, gourmet cuisine and stop-overs in the most exotic and unique ports in the world. The destination list include the Greek Islands, Italy, Europe or the Caribbeans’ warm water and Costa Rica. With less than 320 passengers on board, you will find soon the freedom of escaping to explore the world in your own way. You will fall in love with these ships and with its itineraries! In this company, more informal than the majority of the other cruise lines, the passengers can chat with the officers on the deck.