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.
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| Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
|---|---|---|---|---|
| 14-night Star Collector – Caribbean Explorations Cruise Roundtrip St. Maarten (Philipsburg) | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 2/1/25 | Call For Pricing |
| 14-night Star Collector – Wild Wonders of the Central America Coasts via the Panama Canal Cruise Colon (Panama) to Puerto Caldera | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 2/8/25 | Call For Pricing |
| 7-night Costa Rica and Panama Canal Cruise Colon (Panama) to Puerto Caldera | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 2/8/25 | Call For Pricing |
| 14-night Star Collector – Caribbean Explorations Cruise Roundtrip St. Maarten (Philipsburg) | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 2/15/25 | From $5,719 |
| 18 night Star Collector – Song of the Canaries – A Transatlantic Crossing Bridgetown (Barbados) to Lisbon | Cruise Line Windstar Cruises | Cruise Ship Star Pride | Departs 4/5/25 | From $4,747 |
| 7-night Mediterranean Island Mosaic Cruise Barcelona to Rome (Civitavecchia) | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 4/20/25 | From $2,913 |
| 14-night Star Collector – Ancient to Avant-Garde Mediterranean Cruise Barcelona to Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 4/20/25 | From $5,755 |
| 10-night Souks and Sherries – Iberia and Morocco Cruise Lisbon to Barcelona | Cruise Line Windstar Cruises | Cruise Ship Star Pride | Departs 4/23/25 | From $6,243 |
| 7-night Enchanting Greece and the Amalfi Coast Cruise Rome (Civitavecchia) to Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 4/27/25 | From $3,521 |
| 12-night Comprehensive Spain Cruise Barcelona to Bordeaux | Cruise Line Windstar Cruises | Cruise Ship Star Pride | Departs 5/3/25 | From $4,026 |
| 15-night Star Collector – Italian Trio Cruise Venice to Barcelona | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 5/5/25 | From $8,190 |
| 7-night Treasures of the Greek Isles Cruise Roundtrip Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 5/11/25 | From $6,431 |
| 10-night Cuisines and Cultures of Spain, Portugal, and France Cruise Lisbon to Dublin (Dun Laoghaire) | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 5/23/25 | From $4,454 |
| 10-night Sicilian Splendors Cruise Roundtrip Rome (Civitavecchia) | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 5/27/25 | From $8,037 |
| 7-night Treasures of the Greek Isles Cruise Roundtrip Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Spirit | Departs 5/31/25 | From $5,631 |
| 7-night Treasures of the Greek Isles Cruise Roundtrip Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 6/8/25 | From $5,731 |
| 14-night Tahitian Treasures and Magnificent Marquesas Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 6/19/25 | From $7,718 |
| 7-night Treasures of the Greek Isles Cruise Roundtrip Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Spirit | Departs 6/21/25 | From $5,331 |
| 7-night Dreams of Tahiti Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 7/3/25 | From $4,315 |
| 10-night Norway's Famous Fjords Cruise Copenhagen to Edinburgh | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 7/10/25 | From $9,669 |
| 7-night Treasures of the Greek Isles Cruise Roundtrip Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 7/13/25 | From $5,031 |
| 7-night Around Iceland Cruise Roundtrip Reykjavik | Cruise Line Windstar Cruises | Cruise Ship Star Pride | Departs 7/21/25 | From $4,213 |
| 7-night Dreams of Tahiti Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 7/24/25 | From $4,315 |
| 8-night Spanish Symphony Cruise Lisbon to Barcelona | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 8/4/25 | From $3,861 |
| 7-night Around Iceland Cruise Roundtrip Reykjavik | Cruise Line Windstar Cruises | Cruise Ship Star Pride | Departs 8/4/25 | From $4,113 |
| 15-night Star Collector – Enchantment of the Western Mediterranean Cruise Lisbon to Rome (Civitavecchia) | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 8/4/25 | From $5,908 |
| 19-night Star Collector – Kilts, Celts, and Crêpes Cruise Edinburgh to Bordeaux | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 8/5/25 | From $9,037 |
| 7-night Treasures of the Greek Isles Cruise Roundtrip Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 8/10/25 | From $5,131 |
| 7-night Around Iceland Cruise Roundtrip Reykjavik | Cruise Line Windstar Cruises | Cruise Ship Star Pride | Departs 8/11/25 | From $4,613 |
| 10-night Adriatic Archipelagos and Greek Goddesses Cruise Venice to Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Spirit | Departs 8/13/25 | From $5,120 |
| 7-night Treasures of the Greek Isles Cruise Roundtrip Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 8/17/25 | From $5,131 |
| 17-night Star Collector – Stories of Italy, Croatia, and Greece Cruise Rome (Civitavecchia) to Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 8/19/25 | From $9,786 |
| 8-night Classic Italy and Dalmatian Coast Cruise Rome (Civitavecchia) to Venice | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 8/19/25 | From $8,247 |
| 7-night Treasures of the Greek Isles Cruise Roundtrip Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 8/24/25 | From $5,131 |
| 21-night Star Collector – North Atlantic Explorer Cruise Reykjavik to Montreal | Cruise Line Windstar Cruises | Cruise Ship Star Pride | Departs 8/25/25 | From $12,158 |
| 7-night Dreams of Tahiti Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 9/4/25 | From $3,815 |
| 16-night Star Collector – Aegean and Bosporus Escapades Cruise Barcelona to Istanbul | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 9/4/25 | From $9,649 |
| 9-night Adriatic Archipelagos and Greek Goddesses Cruise Athens (Piraeus) to Venice | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 9/5/25 | From $6,348 |
| 7-night Treasures of the Greek Isles Cruise Roundtrip Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Spirit | Departs 9/6/25 | From $5,531 |
| 8-night Classic Italy and Dalmatian Coast Cruise Venice to Rome (Civitavecchia) | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 9/14/25 | From $7,047 |
| 19-night Star Collector – Culture and Charms of Italy and Croatia Cruise Venice to Rome (Civitavecchia) | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 9/14/25 | Call For Pricing |
| 14-night Tahitian Treasures and Magnificent Marquesas Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 9/18/25 | From $7,718 |
| 8-night Aegean Sea Odyssey via the Corinth Canal Cruise Istanbul to Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Star Legend | Departs 9/20/25 | From $5,429 |
| 7-night Treasures of the Greek Isles Cruise Roundtrip Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 9/21/25 | From $5,631 |
| 18-night Star Collector – Culture and Charms of Italy and Croatia Cruise Rome (Civitavecchia) to Venice | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 9/22/25 | Call For Pricing |
| 7-night Treasures of the Greek Isles Cruise Roundtrip Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Spirit | Departs 9/27/25 | Call For Pricing |
| 7-night Treasures of the Greek Isles Cruise Roundtrip Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 9/28/25 | From $5,731 |
| 7-night Classic Italy and Dalmatian Coast Cruise Rome (Civitavecchia) to Venice | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 10/3/25 | From $8,146 |
| 7-night Treasures of the Greek Isles Cruise Roundtrip Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Spirit | Departs 10/4/25 | From $5,731 |
| 7-night Treasures of the Greek Isles Cruise Roundtrip Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 10/5/25 | From $5,831 |
| 12-night James Beard Foundation: Southeast Canadian Explorations Cruise Montreal to New York City | Cruise Line Windstar Cruises | Cruise Ship Star Pride | Departs 10/7/25 | From $7,577 |
| 7-night Dreams of Tahiti Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 10/9/25 | From $4,015 |
| 14-night Star Collector – Ancient to Avant-Garde Mediterranean Cruise Athens (Piraeus) to Barcelona | Cruise Line Windstar Cruises | Cruise Ship Wind Spirit | Departs 10/11/25 | From $5,055 |
| 7-night Treasures of the Greek Isles Cruise Roundtrip Athens (Piraeus) | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 10/12/25 | From $5,631 |
| 7-night Dreams of Tahiti Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 10/16/25 | From $4,115 |
| 7-night Mediterranean Island Mosaic Cruise Rome (Civitavecchia) to Barcelona | Cruise Line Windstar Cruises | Cruise Ship Wind Spirit | Departs 10/18/25 | From $3,133 |
| 17-night Star Collector – Romance of the Western Mediterranean Cruise Rome (Civitavecchia) to Lisbon | Cruise Line Windstar Cruises | Cruise Ship Wind Spirit | Departs 10/18/25 | From $6,698 |
| 14-night Star Collector – Ancient to Avant-Garde Mediterranean Cruise Athens (Piraeus) to Barcelona | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 10/19/25 | From $4,432 |
| 18-night Star Collector – Twice the Tahiti Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 10/23/25 | From $8,728 |
| 24-night Star Collector: Classic Crossing To Spain & More Cruise Barcelona to Bridgetown (Barbados) | Cruise Line Windstar Cruises | Cruise Ship Wind Spirit | Departs 10/25/25 | From $6,290 |
| 7-night Mediterranean Island Mosaic Cruise Rome (Civitavecchia) to Barcelona | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 10/26/25 | From $3,033 |
| 18-night Star Collector – Southern Spain and Canary Islands Cruise Barcelona to Santa Cruz de Tenerife | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 11/2/25 | From $6,106 |
| 14-night Ocean Crossings Lisbon to Barbados | Cruise Line Windstar Cruises | Cruise Ship Wind Spirit | Departs 11/4/25 | From $2,625 |
| 10-night Tahiti and the Tuamotu Islands Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 11/10/25 | From $5,515 |
| 8-night Colorful Canary Islands Cruise Lisbon to Santa Cruz de Tenerife | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 11/12/25 | From $3,541 |
| 19-night Star Collector: Hearty Ports & Rum Punches - A Trans-Atlantic Crossing Lisbon to St. Maarten | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 11/18/25 | From $3,680 |
| 11-night Columbian & Southern Caribbean Coastlines Barbados to Colon | Cruise Line Windstar Cruises | Cruise Ship Wind Spirit | Departs 11/18/25 | From $4,141 |
| 18-night Star Collector: Reefs & Rainforests: The Caribbean, Colombia, Panama & Costa Rica via the Panama Canal Barbados to Puerto Caldera | Cruise Line Windstar Cruises | Cruise Ship Wind Spirit | Departs 11/18/25 | From $7,911 |
| 7-night Dreams of Tahiti Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 11/20/25 | From $3,515 |
| 7-night Dreams of Tahiti Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 11/27/25 | From $3,215 |
| 7-night Costa Rica & Panama Canal Colon to Puerto Caldera | Cruise Line Windstar Cruises | Cruise Ship Wind Spirit | Departs 11/29/25 | From $6,969 |
| 10-night Canary Islands Idyll Cruise Roundtrip Santa Cruz de Tenerife | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 11/30/25 | From $3,719 |
| 7-night Dreams of Tahiti Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 12/4/25 | From $3,215 |
| 7-night Costa Rica & Panama Canal Puerto Caldera to Colon | Cruise Line Windstar Cruises | Cruise Ship Wind Spirit | Departs 12/6/25 | From $2,969 |
| 7-night Classic Caribbean Roundtrip St. Maarten | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 12/7/25 | From $2,351 |
| 14-night Star Collector: Caribbean Explorations Roundtrip St. Maarten | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 12/7/25 | From $3,819 |
| 7-night Dreams of Tahiti Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 12/11/25 | From $3,215 |
| 18-night Star Collector – Twice the Tahiti Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 12/11/25 | From $6,133 |
| 7-night Beach Fun & Sun: A Remote Caribbean Getaway Roundtrip St. Maarten | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 12/14/25 | From $2,467 |
| 14-night Star Collector: Caribbean Explorations Roundtrip St. Maarten | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 12/14/25 | From $4,119 |
| 11-night Tahiti and the Tuamotu Islands Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 12/18/25 | From $4,517 |
| 10-night Canary Island Idyll Roundtrip Santa Cruz de Tenerife | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 12/20/25 | From $3,819 |
| 7-night Classic Caribbean Roundtrip St. Maarten | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 12/21/25 | From $2,751 |
| 14-night Star Collector: Caribbean Explorations Roundtrip St. Maarten | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 12/21/25 | From $4,419 |
| 7-night Beach Fun & Sun: A Remote Caribbean Getaway Roundtrip St. Maarten | Cruise Line Windstar Cruises | Cruise Ship Wind Surf | Departs 12/28/25 | From $2,767 |
| 10-night Tahiti and the Tuamotu Islands Cruise Roundtrip Papeete | Cruise Line Windstar Cruises | Cruise Ship Star Breeze | Departs 12/29/25 | From $4,715 |
| 10-night Canary Island Idyll Roundtrip Santa Cruz de Tenerife | Cruise Line Windstar Cruises | Cruise Ship Wind Star | Departs 12/30/25 | From $3,819 |
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.