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Pick a Free Perk on Your Next Windstar Cruise

For a limited time only, get your choice of a FREE extra perk on your next sailing with Windstar Cruises!

EXPIRESFeb 29, 2024

Details & Inclusions

For a limited time only, get your choice of a FREE extra perk on your future sailing with Windstar Cruises!

Experience boutique cruising aboard Windstar's yachts and get pampered, personalized service. Windstar's ships are large enough to pamper, yet small enough to explore charming villages and remote islands.

Reserve your cruise now to choose a FREE extra perk:

  • Up to $1,000 Shipboard Credit
  • 1-Night Pre- or Post-Cruise Hotel Stay
  • Free All-Inclusive Upgrade for Premium Suite Guests

Choose your sailing below or call our experts at 1 (800) 439-7963 to start planning your Windstar cruise now!

Itineraries

7-night Dreams of Tahiti Cruise

Papeete -> Papeete

Cruise Line

Windstar Cruises

Cruise Ship

Star Breeze

Departs

Mar 7, 2024

Prices From

$2,919
Extra Amenities Included

21-night Star Collector – Kilts, Celts, and Crêpes Cruise

Bordeaux -> Edinburgh

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

May 20, 2024

Prices From

$6,499
Extra Amenities Included

10-night Delphi and Meteora – Grecian Treasures Cruise Tour

Athens -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

May 23, 2024

10-night Tahiti and the Tuamotu Islands Cruise

Papeete -> Papeete

Cruise Line

Windstar Cruises

Cruise Ship

Star Breeze

Departs

May 27, 2024

Prices From

$4,949

10-night Delphi and Meteora – Grecian Treasures Cruise/Land Package

Athens -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Jun 12, 2024
Extra Amenities Included

7-night Around Iceland Cruise

Reykjavik -> Reykjavik

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Jul 5, 2024

Prices From

$3,799
Extra Amenities Included

7-night Around Iceland Cruise

Reykjavik -> Reykjavik

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Aug 16, 2024

Prices From

$3,999

10-night Delphi and Meteora – Grecian Treasures Cruise/Land Package

Athens -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Sep 4, 2024
Extra Amenities Included

25-night Star Collector – Greenland Fjords, Canadian Maritimes Cruise

Reykjavik -> Boston

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Sep 6, 2024

Prices From

$8,399

7-night Treasures of the Greek Isles Cruise

Athens (Piraeus) -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

Sep 8, 2024

Prices From

$5,799

10-night Delphi and Meteora – Grecian Treasures Cruise/Land Package

Athens -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Sep 25, 2024

7-night Treasures of the Greek Isles Cruise

Athens (Piraeus) -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Oct 5, 2024

Prices From

$6,399

17-night Star Collector – Romance of the Western Mediterranean Cruise

Rome (Civitavecchia) -> Lisbon

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Oct 19, 2024

Prices From

$5,799
Extra Amenities Included

6-night San Juan and the Virgin Islands Cruise

San Juan -> San Juan

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Nov 3, 2024

Prices From

$2,199
Extra Amenities Included

14-night Star Collector – Windward Islands and Spanish New World Cruise

Bridgetown (Barbados) -> Fuerte Amador (Panama City)

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Dec 14, 2024
Extra Amenities Included

7-night Windward Islands Cruise

Bridgetown (Barbados) -> Bridgetown (Barbados)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

Dec 28, 2024

Prices From

$2,599
Extra Amenities Included

14-night Star Collector – Windward Treasures – An Antilles Odyssey Cruise

Bridgetown (Barbados) -> Bridgetown (Barbados)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

Dec 28, 2024

Prices From

$3,799
Extra Amenities Included

14-night Star Collector – Windward Islands and Spanish New World Cruise

Balboa -> Bridgetown (Barbados)

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Dec 28, 2024

Prices From

$4,299
Extra Amenities Included

16-night Star Collector – Sailing the South Pacific Cruise

Papeete -> Auckland

Cruise Line

Windstar Cruises

Cruise Ship

Star Breeze

Departs

Jan 2, 2025

Prices From

$8,599
Extra Amenities Included

7-night Windward Ways and Tobago Cays Cruise

Oranjestad, Aruba -> Bridgetown (Barbados)

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Jan 4, 2025

Prices From

$2,299
Extra Amenities Included

14-night Star Collector – Windward Treasures – An Antilles Odyssey Cruise

Bridgetown (Barbados) -> Bridgetown (Barbados)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

Jan 11, 2025

Prices From

$3,599
Extra Amenities Included

7-night Jewels of the Windward Islands Cruise

Bridgetown (Barbados) -> Bridgetown (Barbados)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

Jan 18, 2025

Prices From

$2,299
Extra Amenities Included

6-night Panama Canal, Cartagena, San Blas Islands, and More Cruise

Balboa -> Oranjestad, Aruba

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Jan 25, 2025

Prices From

$2,599

7-night Costa Rica and Panama Canal Cruise

Puerto Caldera -> Colon (Panama)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Feb 1, 2025
Extra Amenities Included

14-night Star Collector – Caribbean Explorations Cruise

St. Maarten (Philipsburg) -> St. Maarten (Philipsburg)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Surf

Departs

Feb 1, 2025

Prices From

$3,599
Extra Amenities Included

11-night Polynesia – Pearls of Paradise Cruise

Lautoka -> Papeete

Cruise Line

Windstar Cruises

Cruise Ship

Star Breeze

Departs

Feb 5, 2025

Prices From

$7,099
Extra Amenities Included

14-night Star Collector – Wild Wonders of the Central America Coasts via the Panama Canal Cruise

Colon (Panama) -> Puerto Caldera

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Feb 8, 2025

Prices From

$4,099

7-night Costa Rica and Panama Canal Cruise

Colon (Panama) -> Puerto Caldera

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Feb 8, 2025

Prices From

$2,999
Extra Amenities Included

14-night Star Collector – Caribbean Explorations Cruise

St. Maarten (Philipsburg) -> St. Maarten (Philipsburg)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Surf

Departs

Feb 15, 2025

Prices From

$3,599
Extra Amenities Included

7-night Windward Ways and Tobago Cays Cruise

Oranjestad, Aruba -> Bridgetown (Barbados)

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Feb 15, 2025
Extra Amenities Included

14-night Star Collector – Caribbean Explorations Cruise

St. Maarten (Philipsburg) -> St. Maarten (Philipsburg)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Surf

Departs

Mar 1, 2025
Extra Amenities Included

18 night Star Collector – Song of the Canaries – A Transatlantic Crossing

Bridgetown (Barbados) -> Lisbon

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Apr 5, 2025

Prices From

$4,699
Extra Amenities Included

7-night Mediterranean Island Mosaic Cruise

Barcelona -> Rome (Civitavecchia)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Apr 20, 2025

Prices From

$2,999
Extra Amenities Included

14-night Star Collector – Ancient to Avant-Garde Mediterranean Cruise

Barcelona -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Apr 20, 2025

Prices From

$4,799

10-night Souks and Sherries – Iberia and Morocco Cruise

Lisbon -> Barcelona

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Apr 23, 2025

Prices From

$4,799
Extra Amenities Included

7-night Enchanting Greece and the Amalfi Coast Cruise

Rome (Civitavecchia) -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Apr 27, 2025

Prices From

$2,999
Extra Amenities Included

12-night Comprehensive Spain Cruise

Barcelona -> Bordeaux

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

May 3, 2025

Prices From

$3,799

22-night Star Collector – Culinary Capitals of Spain and France Cruise

Barcelona -> Amsterdam

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

May 3, 2025
Extra Amenities Included

15-night Star Collector – Italian Trio Cruise

Venice -> Barcelona

Cruise Line

Windstar Cruises

Cruise Ship

Wind Surf

Departs

May 5, 2025

Prices From

$5,899

7-night Treasures of the Greek Isles Cruise

Athens (Piraeus) -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

May 11, 2025

Prices From

$5,199
Extra Amenities Included

10-night Impressionist France Cruise

Bordeaux -> Amsterdam

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

May 15, 2025
Extra Amenities Included

21-night Star Collector – Kilts, Celts, and Crêpes Cruise

Bordeaux -> Edinburgh

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

May 15, 2025
Extra Amenities Included

10-night Cuisines and Cultures of Spain, Portugal, and France Cruise

Lisbon -> Dublin (Dun Laoghaire)

Cruise Line

Windstar Cruises

Cruise Ship

Star Legend

Departs

May 23, 2025

Prices From

$4,199
Extra Amenities Included

10-night Sicilian Splendors Cruise

Rome (Civitavecchia) -> Rome (Civitavecchia)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Surf

Departs

May 27, 2025

Prices From

$4,549

7-night Treasures of the Greek Isles Cruise

Athens (Piraeus) -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

May 31, 2025

Prices From

$4,999
Extra Amenities Included

18-night Star Collector – Endless Days of the North Sea and Iceland Cruise

Edinburgh -> Reykjavik

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Jun 5, 2025

7-night Treasures of the Greek Isles Cruise

Athens (Piraeus) -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Jun 8, 2025

Prices From

$4,999
Extra Amenities Included

20-night Star Collector – Cultural Treasures of the North and Baltic Seas Cruise

Edinburgh -> Stockholm

Cruise Line

Windstar Cruises

Cruise Ship

Star Legend

Departs

Jun 10, 2025
Extra Amenities Included

7-night Around Iceland Cruise

Reykjavik -> Reykjavik

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Jun 16, 2025

14-night Tahitian Treasures and Magnificent Marquesas Cruise

Papeete -> Papeete

Cruise Line

Windstar Cruises

Cruise Ship

Star Breeze

Departs

Jun 19, 2025

Prices From

$6,599
Extra Amenities Included

7-night Treasures of the Greek Isles Cruise

Athens (Piraeus) -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

Jun 21, 2025

Prices From

$4,999
Extra Amenities Included

20-night Star Collector – Cultural Treasures of the North and Baltic Seas Cruise

Stockholm -> Edinburgh

Cruise Line

Windstar Cruises

Cruise Ship

Star Legend

Departs

Jun 30, 2025
Extra Amenities Included

7-night Dreams of Tahiti Cruise

Papeete -> Papeete

Cruise Line

Windstar Cruises

Cruise Ship

Star Breeze

Departs

Jul 3, 2025

Prices From

$2,899

10-night Norway's Famous Fjords Cruise

Copenhagen -> Edinburgh

Cruise Line

Windstar Cruises

Cruise Ship

Star Legend

Departs

Jul 10, 2025

Prices From

$6,999

7-night Treasures of the Greek Isles Cruise

Athens (Piraeus) -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Jul 13, 2025

Prices From

$4,799

7-night Around Iceland Cruise

Reykjavik -> Reykjavik

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Jul 21, 2025

Prices From

$3,199

7-night Dreams of Tahiti Cruise

Papeete -> Papeete

Cruise Line

Windstar Cruises

Cruise Ship

Star Breeze

Departs

Jul 24, 2025

Prices From

$2,899
Extra Amenities Included

8-night Spanish Symphony Cruise

Lisbon -> Barcelona

Cruise Line

Windstar Cruises

Cruise Ship

Wind Surf

Departs

Aug 4, 2025

Prices From

$3,499
Extra Amenities Included

7-night Around Iceland Cruise

Reykjavik -> Reykjavik

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Aug 4, 2025

Prices From

$2,999
Extra Amenities Included

15-night Star Collector – Enchantment of the Western Mediterranean Cruise

Lisbon -> Rome (Civitavecchia)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Surf

Departs

Aug 4, 2025

Prices From

$5,199
Extra Amenities Included

19-night Star Collector – Kilts, Celts, and Crêpes Cruise

Edinburgh -> Bordeaux

Cruise Line

Windstar Cruises

Cruise Ship

Star Legend

Departs

Aug 5, 2025

Prices From

$6,399
Extra Amenities Included

7-night Treasures of the Greek Isles Cruise

Athens (Piraeus) -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Aug 10, 2025

Prices From

$4,999
Extra Amenities Included

7-night Around Iceland Cruise

Reykjavik -> Reykjavik

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Aug 11, 2025

Prices From

$2,999
Extra Amenities Included

10-night Adriatic Archipelagos and Greek Goddesses Cruise

Venice -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

Aug 13, 2025

Prices From

$3,299

7-night Treasures of the Greek Isles Cruise

Athens (Piraeus) -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Aug 17, 2025

Prices From

$4,999

17-night Star Collector – Stories of Italy, Croatia, and Greece Cruise

Rome (Civitavecchia) -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Surf

Departs

Aug 19, 2025

Prices From

$5,999
Extra Amenities Included

8-night Classic Italy and Dalmatian Coast Cruise

Rome (Civitavecchia) -> Venice

Cruise Line

Windstar Cruises

Cruise Ship

Wind Surf

Departs

Aug 19, 2025

Prices From

$4,199

7-night Treasures of the Greek Isles Cruise

Athens (Piraeus) -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Aug 24, 2025

Prices From

$4,999
Extra Amenities Included

21-night Star Collector – North Atlantic Explorer Cruise

Reykjavik -> Montreal

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Aug 25, 2025

Prices From

$7,199

7-night Treasures of the Greek Isles Cruise

Athens (Piraeus) -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

Aug 30, 2025

7-night Dreams of Tahiti Cruise

Papeete -> Papeete

Cruise Line

Windstar Cruises

Cruise Ship

Star Breeze

Departs

Sep 4, 2025

Prices From

$2,899
Extra Amenities Included

16-night Star Collector – Aegean and Bosporus Escapades Cruise

Barcelona -> Istanbul

Cruise Line

Windstar Cruises

Cruise Ship

Star Legend

Departs

Sep 4, 2025

Prices From

$6,199
Extra Amenities Included

9-night Adriatic Archipelagos and Greek Goddesses Cruise

Athens (Piraeus) -> Venice

Cruise Line

Windstar Cruises

Cruise Ship

Wind Surf

Departs

Sep 5, 2025

Prices From

$3,999
Extra Amenities Included

7-night Treasures of the Greek Isles Cruise

Athens (Piraeus) -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

Sep 6, 2025

Prices From

$5,199
Extra Amenities Included

8-night Classic Italy and Dalmatian Coast Cruise

Venice -> Rome (Civitavecchia)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Surf

Departs

Sep 14, 2025

Prices From

$4,199

19-night Star Collector – Culture and Charms of Italy and Croatia Cruise

Venice -> Rome (Civitavecchia)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Surf

Departs

Sep 14, 2025

Prices From

$6,299
Extra Amenities Included

14-night Tahitian Treasures and Magnificent Marquesas Cruise

Papeete -> Papeete

Cruise Line

Windstar Cruises

Cruise Ship

Star Breeze

Departs

Sep 18, 2025

Prices From

$6,599
Extra Amenities Included

8-night Aegean Sea Odyssey via the Corinth Canal Cruise

Istanbul -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Star Legend

Departs

Sep 20, 2025

Prices From

$3,199

7-night Treasures of the Greek Isles Cruise

Athens (Piraeus) -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Sep 21, 2025

Prices From

$5,199

18-night Star Collector – Culture and Charms of Italy and Croatia Cruise

Rome (Civitavecchia) -> Venice

Cruise Line

Windstar Cruises

Cruise Ship

Wind Surf

Departs

Sep 22, 2025

Prices From

$6,099

7-night Treasures of the Greek Isles Cruise

Athens (Piraeus) -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

Sep 27, 2025

7-night Treasures of the Greek Isles Cruise

Athens (Piraeus) -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Sep 28, 2025

Prices From

$5,199

7-night Classic Italy and Dalmatian Coast Cruise

Rome (Civitavecchia) -> Venice

Cruise Line

Windstar Cruises

Cruise Ship

Wind Surf

Departs

Oct 3, 2025

Prices From

$3,999
Extra Amenities Included

7-night Treasures of the Greek Isles Cruise

Athens (Piraeus) -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

Oct 4, 2025

Prices From

$5,199

7-night Treasures of the Greek Isles Cruise

Athens (Piraeus) -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Oct 5, 2025

Prices From

$5,199
Extra Amenities Included

11-night Southeast Canadian Explorations Cruise

Montreal -> Boston

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Oct 7, 2025
Extra Amenities Included

7-night Dreams of Tahiti Cruise

Papeete -> Papeete

Cruise Line

Windstar Cruises

Cruise Ship

Star Breeze

Departs

Oct 9, 2025

Prices From

$2,699
Extra Amenities Included

14-night Star Collector – Ancient to Avant-Garde Mediterranean Cruise

Athens (Piraeus) -> Barcelona

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

Oct 11, 2025

Prices From

$4,799

7-night Treasures of the Greek Isles Cruise

Athens (Piraeus) -> Athens (Piraeus)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Oct 12, 2025

Prices From

$5,199
Extra Amenities Included

8-night Icons of the Ancient World – Greece and Israel Cruise

Athens (Piraeus) -> Haifa

Cruise Line

Windstar Cruises

Cruise Ship

Star Legend

Departs

Oct 14, 2025

Prices From

$5,199

7-night Dreams of Tahiti Cruise

Papeete -> Papeete

Cruise Line

Windstar Cruises

Cruise Ship

Star Breeze

Departs

Oct 16, 2025

Prices From

$2,699
Extra Amenities Included

7-night Mediterranean Island Mosaic Cruise

Rome (Civitavecchia) -> Barcelona

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

Oct 18, 2025

Prices From

$2,999
Extra Amenities Included

17-night Star Collector – Romance of the Western Mediterranean Cruise

Rome (Civitavecchia) -> Lisbon

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

Oct 18, 2025

Prices From

$5,199
Extra Amenities Included

14-night Star Collector – Ancient to Avant-Garde Mediterranean Cruise

Athens (Piraeus) -> Barcelona

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Oct 19, 2025

Prices From

$4,799

18-night Star Collector – Twice the Tahiti Cruise

Papeete -> Papeete

Cruise Line

Windstar Cruises

Cruise Ship

Star Breeze

Departs

Oct 23, 2025

Prices From

$5,699

24-night Star Collector: Classic Crossing To Spain & More Cruise

Barcelona -> Bridgetown (Barbados)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

Oct 25, 2025

Prices From

$4,799
Extra Amenities Included

7-night Mediterranean Island Mosaic Cruise

Rome (Civitavecchia) -> Barcelona

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Oct 26, 2025

Prices From

$2,999
Extra Amenities Included

12-night Red Sea Revelries via the Suez Canal Cruise

Athens (Piraeus) -> Jeddah

Cruise Line

Windstar Cruises

Cruise Ship

Star Legend

Departs

Oct 30, 2025

Prices From

$6,399
Extra Amenities Included

14-night Star Collector: Lovely Leewards

San Juan -> San Juan

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Nov 1, 2025

Prices From

$4,499
Extra Amenities Included

18-night Star Collector – Southern Spain and Canary Islands Cruise

Barcelona -> Santa Cruz de Tenerife

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Nov 2, 2025
Extra Amenities Included

14-night Ocean Crossings

Lisbon -> Bridgetown (Barbados)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

Nov 4, 2025

Prices From

$2,499

14-night Star Collector: Lovely Leewards

San Juan -> San Juan

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Nov 8, 2025

Prices From

$4,499

7-night Windward Islands Surf & Sunsets

San Juan -> San Juan

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Nov 8, 2025

Prices From

$2,899
Extra Amenities Included

10-night Tahiti and the Tuamotu Islands Cruise

Papeete -> Papeete

Cruise Line

Windstar Cruises

Cruise Ship

Star Breeze

Departs

Nov 10, 2025

Prices From

$4,299
Extra Amenities Included

17-night Star Collector – Persian Gulf and Arabian Seas Cruise

Jeddah -> Dubai

Cruise Line

Windstar Cruises

Cruise Ship

Star Legend

Departs

Nov 11, 2025

Prices From

$7,999
Extra Amenities Included

8-night Colorful Canary Islands Cruise

Lisbon -> Santa Cruz de Tenerife

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Nov 12, 2025

7-night San Juan & The Virgin Islands

San Juan -> San Juan

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Nov 15, 2025

Prices From

$2,799

19-night Star Collector: Hearty Ports & Rum Punches - A Trans-Atlantic Crossing

Lisbon -> St. Maarten (Philipsburg)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Surf

Departs

Nov 18, 2025

Prices From

$3,499
Extra Amenities Included

11-night Columbian & Southern Caribbean Coastlines

Bridgetown (Barbados) -> Colon (Panama)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

Nov 18, 2025

Prices From

$3,199
Extra Amenities Included

18-night Star Collector: Reefs & Rainforests: The Caribbean, Colombia, Panama & Costa Rica via the Panama Canal

Bridgetown (Barbados) -> Puerto Caldera

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

Nov 18, 2025

Prices From

$4,999
Extra Amenities Included

10-night Sparkling Sands and Cities of the Persian Gulf Cruise

Muscat -> Dubai

Cruise Line

Windstar Cruises

Cruise Ship

Star Legend

Departs

Nov 18, 2025

Prices From

$5,499
Extra Amenities Included

7-night Dreams of Tahiti Cruise

Papeete -> Papeete

Cruise Line

Windstar Cruises

Cruise Ship

Star Breeze

Departs

Nov 20, 2025

Prices From

$2,499
Extra Amenities Included

14-night Star Collector: Lovely Leewards

San Juan -> San Juan

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Nov 22, 2025

Prices From

$4,499
Extra Amenities Included

7-night Windward Islands Surf & Sunsets

San Juan -> San Juan

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Nov 22, 2025

Prices From

$2,899
Extra Amenities Included

7-night Dreams of Tahiti Cruise

Papeete -> Papeete

Cruise Line

Windstar Cruises

Cruise Ship

Star Breeze

Departs

Nov 27, 2025

Prices From

$2,499
Extra Amenities Included

7-night San Juan & The Virgin Islands

San Juan -> San Juan

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Nov 29, 2025

Prices From

$2,799

14-night Beaches & Bastions Of The British Virgin Islands And Spanish Caribbean Cruise

San Juan -> Colon (Panama)

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Nov 29, 2025

Prices From

$4,399

7-night Costa Rica & Panama Canal

Colon (Panama) -> Puerto Caldera

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

Nov 29, 2025

Prices From

$2,799
Extra Amenities Included

10-night Canary Islands Idyll Cruise

Santa Cruz de Tenerife -> Santa Cruz de Tenerife

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Nov 30, 2025
Extra Amenities Included

7-night Dreams of Tahiti Cruise

Papeete -> Papeete

Cruise Line

Windstar Cruises

Cruise Ship

Star Breeze

Departs

Dec 4, 2025

Prices From

$2,499
Extra Amenities Included

7-night The Spanish Main: Rise of the New World

San Juan -> Colon (Panama)

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Dec 6, 2025

Prices From

$2,799
Extra Amenities Included

10-night Sparkling Sands & Cities of the Persian Gulf

Muscat -> Dubai

Cruise Line

Windstar Cruises

Cruise Ship

Star Legend

Departs

Dec 6, 2025

Prices From

$5,099

7-night Costa Rica & Panama Canal

Puerto Caldera -> Colon (Panama)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

Dec 6, 2025

Prices From

$2,599
Extra Amenities Included

7-night Classic Caribbean

St. Maarten (Philipsburg) -> St. Maarten (Philipsburg)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Surf

Departs

Dec 7, 2025

Prices From

$2,299
Extra Amenities Included

14-night Star Collector: Caribbean Explorations

St. Maarten (Philipsburg) -> St. Maarten (Philipsburg)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Surf

Departs

Dec 7, 2025

Prices From

$3,699
Extra Amenities Included

7-night Dreams of Tahiti Cruise

Papeete -> Papeete

Cruise Line

Windstar Cruises

Cruise Ship

Star Breeze

Departs

Dec 11, 2025

Prices From

$2,499
Extra Amenities Included

18-night Star Collector – Twice the Tahiti Cruise

Papeete -> Papeete

Cruise Line

Windstar Cruises

Cruise Ship

Star Breeze

Departs

Dec 11, 2025

Prices From

$5,599
Extra Amenities Included

7-night Costa Rica & Panama Canal

Colon (Panama) -> Puerto Caldera

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

Dec 13, 2025

Prices From

$2,599
Extra Amenities Included

7-night Beach Fun & Sun: A Remote Caribbean Getaway

St. Maarten (Philipsburg) -> St. Maarten (Philipsburg)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Surf

Departs

Dec 14, 2025

Prices From

$2,399
Extra Amenities Included

14-night Star Collector: Caribbean Explorations

St. Maarten (Philipsburg) -> St. Maarten (Philipsburg)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Surf

Departs

Dec 14, 2025

Prices From

$3,999
Extra Amenities Included

11-night Tahiti and the Tuamotu Islands Cruise

Papeete -> Papeete

Cruise Line

Windstar Cruises

Cruise Ship

Star Breeze

Departs

Dec 18, 2025

Prices From

$4,499
Extra Amenities Included

10-night Canary Island Idyll

Santa Cruz de Tenerife -> Santa Cruz de Tenerife

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Dec 20, 2025
Extra Amenities Included

7-night Costa Rica and Panama Canal

Puntarenas -> Colon (Panama)

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Dec 20, 2025

Prices From

$2,999

7-night Classic Caribbean

St. Maarten (Philipsburg) -> St. Maarten (Philipsburg)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Surf

Departs

Dec 21, 2025

Prices From

$2,699

14-night Star Collector: Caribbean Explorations

St. Maarten (Philipsburg) -> St. Maarten (Philipsburg)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Surf

Departs

Dec 21, 2025

Prices From

$4,299
Extra Amenities Included

11-night Columbian & Southern Caribbean Coastlines

Colon (Panama) -> Bridgetown (Barbados)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

Dec 27, 2025

Prices From

$3,399
Extra Amenities Included

18-night Star Collector: Lesser Antilles & Colombian Hideaways

Colon (Panama) -> St. Maarten (Philipsburg)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Spirit

Departs

Dec 27, 2025

Prices From

$4,699
Extra Amenities Included

11-night Marvels of Ecuador, Peru and the Panama Canal Cruise

Colon (Panama) -> Lima

Cruise Line

Windstar Cruises

Cruise Ship

Star Pride

Departs

Dec 27, 2025

Prices From

$4,999
Extra Amenities Included

7-night Beach Fun & Sun: A Remote Caribbean Getaway

St. Maarten (Philipsburg) -> St. Maarten (Philipsburg)

Cruise Line

Windstar Cruises

Cruise Ship

Wind Surf

Departs

Dec 28, 2025

Prices From

$2,699
Extra Amenities Included

10-night Tahiti and the Tuamotu Islands Cruise

Papeete -> Papeete

Cruise Line

Windstar Cruises

Cruise Ship

Star Breeze

Departs

Dec 29, 2025

Prices From

$4,699
Extra Amenities Included

10-night Canary Island Idyll

Santa Cruz de Tenerife -> Santa Cruz de Tenerife

Cruise Line

Windstar Cruises

Cruise Ship

Wind Star

Departs

Dec 30, 2025

Terms & Conditions

New bookings only. Premium Suites include Owner's Suite, Classic Suite, and Deluxe Suite. Pre/Post night for Legendary Winter Mediterranean voyages will be onboard Star Legend and is not applicable for voyages that include Christmas or New Years. Terms and Conditions apply. Promotion is based on double occupancy. Single occupancy guests paying the single supplement will receive half the listed shipboard credit amount if they choose that perk. Third guests in a stateroom or suite are eligible for this promotion and receive shipboard credit at the per guest rate if that perk is chosen. All guests on one booking must pick the same Perk. Premium Suites are Owner’s Suite, Classic Suite, Deluxe Suite, and on Wind Surf: Bridge Suite, Officer’s Suite and STE. There is NO credit given to guests who decide not to take the perk. Perk must be locked in at 90 days prior to sailing. Bookings are non-transferable; no name changes can be made, nor can this offer be applied retroactively. Promotion does not apply to cancel/rebooks. Cancellation fees may apply. Fuel surcharges may be imposed or increased over time. Promotion is subject to availability, capacity controlled, and may be changed/withdrawn at any time without notice. Other restrictions may apply. Fares/rates are per person, based on double occupancy for select sail and travel dates; are capacity controlled and subject to availability at time booking and may be pulled without notice. We reserve the right to correct errors. Information and pricing is subject to change without notice. While we do our very best to ensure that information and pricing appearing in this website is complete and accurate, we cannot be responsible for incomplete and inaccurate representations, which may or may not be under our control. In the event of a pricing error, misrepresentation or omission, we reserve the right to adjust the pricing or make any other corrections. Contact Bon Voyage Travel for complete terms and conditions.