Windstar 2024/2025
Save up to 75% on Windstar cruises
As a large-scale seller of Windstar 2024/2025, we are able to offer you unbeatable prices and unparalleled value. With cruise line volume buys plus our low everyday prices you can save up to 75% versus the brochure price! Once you have found the discounted Windstar cruise of your choice, please call our cruise consultants to book your vacation and save money with our first-rate personalized service! Book your Windstar cruise today with AffordableTours.com, your discounted cruise headquarters.
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Sail Date | Cruise Line | Ship | Destination | Departs | Length | Price | You Save | Discounts | |
---|---|---|---|---|---|---|---|---|---|
24 reviews ![]() | Dec 02, 2025 | Windstar | Wind Surf | Philipsburg | Philipsburg | 5 Nights | Gustavia | Jost Van Dyke, Great Harbour | Soper's Hole | St. Maarten | Virgin Gorda / Prickly Pear | $1,999 Shipboard Credit Per Person ($100) | Shipboard Credit Per Person ($100) |
2 reviews ![]() | Jan 02, 2025 | Windstar | Star Breeze | Papeete | Puerto Caldera | 14 Nights | Papeete | Puerto Caldera | $2,099 Up To $250 Onboard Credit | Suite! |
2 reviews ![]() | Feb 02, 2025 | Windstar | Star Breeze | Puerto Caldera | Papeete | 14 Nights | Papeete | Puerto Caldera | $2,099 Up To $250 Onboard Credit | |
10 reviews ![]() | Feb 15, 2025 | Windstar | Wind Star | Puerto Caldera | Puerto Caldera | 7 Nights | Bahia Herradura | Corinto | Playa Flamingo | Playas del Coco | Puerto Caldera | Quepos | San Juan del Sur | $2,199 Shipboard Credit Per Person ($100) | Shipboard Credit Per Person ($100) |
24 reviews ![]() | Dec 07, 2025 | Windstar | Wind Surf | Philipsburg | Philipsburg | 7 Nights | Basseterre | Charlestown | Gustavia | Les Saintes | Pigeon Island | Roseau | St. Maarten | $2,299 Shipboard Credit Per Person ($100) | Shipboard Credit Per Person ($100) |
24 reviews ![]() | Feb 28, 2026 | Windstar | Wind Surf | Philipsburg | Philipsburg | 7 Nights | Basseterre | Charlestown | Gustavia | Les Saintes | Pigeon Island | Roseau | St. Maarten | $2,299 Shipboard Credit Per Person ($100) | Shipboard Credit Per Person ($100) |
24 reviews ![]() | Mar 21, 2026 | Windstar | Wind Surf | Philipsburg | Philipsburg | 7 Nights | Basseterre | Charlestown | Gustavia | Les Saintes | Pigeon Island | Roseau | St. Maarten | $2,299 Up To $250 Onboard Credit | Onboard Credit! |
15 reviews ![]() | Nov 23, 2024 | Windstar | Star Pride | San Juan | San Juan | 7 Nights | Bequia | Les Saintes | Pigeon Island | San Juan | St. George's | St. Maarten | $2,399 Up To $250 Onboard Credit | |
15 reviews ![]() | Jan 18, 2025 | Windstar | Star Pride | Oranjestad | Balboa | 7 Nights | Balboa / Fuerte Amador | Bocas del Toro | Cartagena | Oranjestad | San Blas | Santa Marta | $2,399 Up To $250 Onboard Credit Welcome Reception Exclusive Amenity Distinctive Host | *Distinctive Voyage |
11 reviews ![]() | Feb 22, 2025 | Windstar | Wind Spirit | Bridgetown | Lisbon | 15 Nights | Bridgetown | Lisbon | $2,399 Shipboard Credit Per Person ($100) | Shipboard Credit Per Person ($100) |
10 reviews ![]() | Mar 26, 2025 | Windstar | Wind Star | Bridgetown | Lisbon | 15 Nights | Bridgetown | Lisbon | $2,399 Shipboard Credit Per Person ($100) | Shipboard Credit Per Person ($100) |
24 reviews ![]() | Dec 14, 2025 | Windstar | Wind Surf | Philipsburg | Philipsburg | 7 Nights | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Road Bay | Soper's Hole | St. Maarten | Virgin Gorda / Prickly Pear | $2,399 Shipboard Credit Per Person ($100) | Shipboard Credit Per Person ($100) |
11 reviews ![]() | Feb 28, 2026 | Windstar | Wind Spirit | Philipsburg | Bridgetown | 7 Nights | Basseterre | Bridgetown | Gustavia | Les Saintes | Little Bay | Pigeon Island | Roseau | St. Maarten | $2,399 Up To $250 Onboard Credit | |
24 reviews ![]() | Mar 07, 2026 | Windstar | Wind Surf | Philipsburg | Philipsburg | 7 Nights | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Road Bay | Soper's Hole | St. Maarten | Virgin Gorda / Prickly Pear | $2,399 Up To $250 Onboard Credit | Onboard Credit! |
24 reviews ![]() | Mar 14, 2026 | Windstar | Wind Surf | Philipsburg | Philipsburg | 7 Nights | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Road Bay | Soper's Hole | St. Maarten | Virgin Gorda / Prickly Pear | $2,399 Shipboard Credit Per Person ($100) | Shipboard Credit Per Person ($100) |
24 reviews ![]() | Mar 28, 2026 | Windstar | Wind Surf | Philipsburg | Philipsburg | 7 Nights | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Road Bay | Soper's Hole | St. Maarten | Virgin Gorda / Prickly Pear | $2,399 Up To $250 Onboard Credit | Onboard Credit! |
24 reviews ![]() | Jun 24, 2024 | Windstar | Wind Surf | Athens (Piraeus) | Venice | 9 Nights | Athens, Greece | Corfu | Dubrovnik | Hvar | Katakolon | Kotor | Monemvasia | Venice | Zadar | $2,499 Shipboard Credit Per Person ($100) | Shipboard Credit Per Person ($100) |
5 reviews ![]() | Nov 22, 2024 | Windstar | Star Legend | Venice | Rome | 8 Nights | Dubrovnik | Messina (Taormina) | Naples | Rome | Venice | Zadar | $2,499 Shipboard Credit Per Person ($100) | Shipboard Credit Per Person ($100) |
15 reviews ![]() | Mar 29, 2025 | Windstar | Star Pride | Bridgetown | Bridgetown | 7 Nights | Anse Mitan | Bequia | Bridgetown | Castries | Mayreau | Pigeon Island | St. George's | The Pitons | $2,499 Shipboard Credit Per Person ($100) | Shipboard Credit Per Person ($100) |
24 reviews ![]() | Mar 29, 2025 | Windstar | Wind Surf | Philipsburg | Lisbon | 14 Nights | Lisbon | Ponta Delgada | St. Maarten | $2,499 Shipboard Credit Per Person ($100) | Shipboard Credit Per Person ($100) |
Departure Ports
- Papeete, French Polynesia Cruises (188)
- Athens (Piraeus), Greece Cruises (136)
- Rome, Italy Cruises (71)
- Philipsburg, St. Maarten Cruises (63)
- Barcelona, Spain Cruises (58)
- Bridgetown, Barbados Cruises (47)
- Venice, Italy Cruises (46)
- Reykjavik, Iceland Cruises (30)
- San Juan, Puerto Rico Cruises (22)
- Lisbon, Portugal Cruises (22)
- Colon, Panama Cruises (18)
- Puerto Caldera, Costa Rica Cruises (16)
Destinations
- Tahiti Cruises (1302)
- Europe - All Cruises (409)
- Mediterranean Cruises (358)
- Europe - Western Cruises (191)
- Greek Isles Cruises (174)
- Caribbean - Southern Cruises (127)
- Caribbean - All Cruises (119)
- Black Sea Cruises (116)
- Asia Cruises (96)
- Caribbean - Western Cruises (74)
- Europe - Northern Cruises (65)
- Caribbean - Eastern Cruises (65)
Departure
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Lengths
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