Windstar Cruises May 2026
Save up to 80% on Windstar cruises
As a large-scale seller of Windstar Cruises May 2026, 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 80% 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.
You get way more for way less. Really!
- Choose from 1000+ Windstar Cruises
- 4.9 stars on over 2500+ verified Reviews on Trustpilot; A+ BBB accredited rating since 2001
- Way Less Money - Low price guaranteed
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| Sail Date | Cruise Line | Ship | Destination | Departs | Length | Price | You Save | Discounts | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|
11 reviews  | 7 night Greece (Treasures of the Greek Isles (May 2 2026)) | May 02, 2026 | Windstar | Wind Star | Athens (Piraeus) | Athens (Piraeus) | 7 Nights | Athens, Greece | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini | $5,231 Shipboard Credit Per Person ($150) | Shipboard Credit Per Person ($150) | View Itinerary | Get FREE Quote |
5 reviews  | 8 night Greece (Aegean Sea Odyssey via the Corinth Canal (May 2 2026)) | May 02, 2026 | Windstar | Star Legend | Istanbul | Athens (Piraeus) | 8 Nights | Athens, Greece | Bodrum | Corinth Canal | Delphi | Istanbul | Kusadasi | Mykonos | Myrina | Santorini | $4,729 Up To $500 Onboard Credit | Suite! | View Itinerary | Get FREE Quote |
5 reviews | 16 night Star Collector Voyages (*NEW Aegean & Bosporus Escapades (May 2 2026)) | May 02, 2026 | Windstar | Star Legend | Istanbul | Barcelona | 16 Nights | Argostoli | Athens, Greece | Barcelona | Bodrum | Cagliari | Corfu | Corinth Canal | Delphi | Istanbul | Kusadasi | Mykonos | Myrina | Santorini | Trapani | $7,359 Up To $750 Onboard Credit | View Itinerary | Get FREE Quote | |
5 reviews | 24 night Star Collector Voyages (Grecian Gems & Spanish Charms (May 2 2026)) | May 02, 2026 | Windstar | Star Legend | Istanbul | Lisbon | 24 Nights | Argostoli | Athens, Greece | Barcelona | Bodrum | Cagliari | Cartagena | Corfu | Corinth Canal | Delphi | Istanbul | Kusadasi | Lisbon | Málaga | Mykonos | Myrina | Santorini | Seville | Tangier | Trapani | Valencia | $10,184 Up To $1000 Onboard Credit | Suite! | View Itinerary | Get FREE Quote |
25 reviews  | 9 night Italy (Classic Italy & The Dalmatian Coast (May 4 2026)) | May 04, 2026 | Windstar | Wind Surf | Rome | Venice | 9 Nights | Dubrovnik | Giardini Naxos | Kotor | Rome | Rovinj | Sorrento | Split | Venice | $4,347 Up To $500 Onboard Credit | View Itinerary | Get FREE Quote | |
11 reviews  | 10 night Cruise Tours (Delphi & Meteora: Grecian Treasures Cruise Tour (May 7 2026)) | May 04, 2026 | Windstar | Wind Spirit | Athens (Piraeus) | Athens (Piraeus) | 10 Nights | Athens, Greece | Delphi | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini | $7,131 Shipboard Credit Per Person ($150) | Shipboard Credit Per Person ($150) | View Itinerary | Get FREE Quote |
16 reviews  | 7 night Northern Europe (*NEW 7D AMS-LON (May 5 2026)) | May 05, 2026 | Windstar | Star Pride | Amsterdam | London | 7 Nights | Amsterdam | ANTWERP, Belgium | Harlingen | London | Rotterdam | $4,025 Shipboard Credit Per Person ($150) | Shipboard Credit Per Person ($150) | View Itinerary | Get FREE Quote |
11 reviews | 10 night Cruise Tours (Delphi & Meteora: Grecian Treasures Cruise Tour (May 9 2026)) | May 06, 2026 | Windstar | Wind Star | Athens (Piraeus) | Athens (Piraeus) | 10 Nights | Athens, Greece | Delphi | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini | $7,131 Up To $750 Onboard Credit | Onboard Credit! | View Itinerary | Get FREE Quote |
11 reviews | 7 night Greece (Treasures of the Greek Isles (May 7 2026)) | May 07, 2026 | Windstar | Wind Spirit | Athens (Piraeus) | Athens (Piraeus) | 7 Nights | Athens, Greece | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini | $5,231 Shipboard Credit Per Person ($150) | Shipboard Credit Per Person ($150) | View Itinerary | Get FREE Quote |
 | 8 night Alaska (Scenic Alaska (May 7 2026)) | May 07, 2026 | Windstar | Star Seeker | Vancouver | Juneau | 8 Nights | Haines | Juneau | Ketchikan | Sitka | Tracy Arm / Endicott Arm | Vancouver | Wrangell | $7,945 Shipboard Credit Per Person ($150) | Shipboard Credit Per Person ($150) | View Itinerary | Get FREE Quote |
| 12 night Cruise Tours (Alaskan Coastal Adventures & Denali Discovery Cruise Tour (May 7 2026)) | May 07, 2026 | Windstar | Star Seeker | Vancouver | Juneau | 12 Nights | Haines | Juneau | Ketchikan | Sitka | Tracy Arm / Endicott Arm | Vancouver | Wrangell | $11,845 Up To $1000 Onboard Credit | Suite! | View Itinerary | Get FREE Quote |
11 reviews | 7 night Greece (Treasures of the Greek Isles (May 9 2026)) | May 09, 2026 | Windstar | Wind Star | Athens (Piraeus) | Athens (Piraeus) | 7 Nights | Athens, Greece | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini | $5,231 Up To $750 Onboard Credit | Onboard Credit! | View Itinerary | Get FREE Quote |
3 reviews  | 13 night Tahiti (Tahiti & the Tuamotu Islands Air + Hotel Package from LAX (May 11 2026)) | May 09, 2026 | Windstar | Star Breeze | Papeete | Papeete | 13 Nights | Bora Bora | Fakarava | Huahine | Moorea | Papeete | Rangiroa | $7,415 Up To $750 Onboard Credit | Suite! | View Itinerary | Get FREE Quote |
5 reviews | 16 night Star Collector Voyages (Mediterranean Moments & Monuments (May 10 2026)) | May 10, 2026 | Windstar | Star Legend | Athens (Piraeus) | Lisbon | 16 Nights | Argostoli | Athens, Greece | Barcelona | Cagliari | Cartagena, Spain | Corfu | Corinth Canal | Delphi | Lisbon | Málaga | Seville | Tangier | Trapani | Valencia | $6,354 Up To $750 Onboard Credit | Suite! | View Itinerary | Get FREE Quote |
5 reviews | 24 night Star Collector Voyages (Greek Beaches, Italian Isles & Iberian Coastlines (May 10 2026)) | May 10, 2026 | Windstar | Star Legend | Athens (Piraeus) | Bordeaux | 24 Nights | Argostoli | Athens, Greece | Barcelona | Bilbao | Bordeaux | Cagliari | Cartagena, Spain | Corfu | Corinth Canal | Delphi | Gijon | Leixoes (Porto), Portugal | Lisbon | Málaga | Seville | Tangier | Trapani | Valencia | Vigo | $9,682 Up To $1000 Onboard Credit | Suite! | View Itinerary | Get FREE Quote |
5 reviews | 8 night Mediterranean (A Piece of Greece, A Slice of Sicily & the Corinth Canal (May 10 2026)) | May 10, 2026 | Windstar | Star Legend | Athens (Piraeus) | Barcelona | 8 Nights | Argostoli | Athens, Greece | Barcelona | Cagliari | Corfu | Corinth Canal | Delphi | Trapani | $4,419 Up To $500 Onboard Credit | View Itinerary | Get FREE Quote | |
3 reviews | 10 night Tahiti (Tahiti & the Tuamotu Islands (May 11 2026)) | May 11, 2026 | Windstar | Star Breeze | Papeete | Papeete | 10 Nights | Bora Bora | Fakarava | Huahine | Moorea | Papeete | Rangiroa | $5,015 Up To $750 Onboard Credit | Suite! | View Itinerary | Get FREE Quote |
3 reviews | 17 night Star Collector Voyages (Twice the Tahiti (May 11 2026)) | May 11, 2026 | Windstar | Star Breeze | Papeete | Papeete | 17 Nights | Bora Bora | Fakarava | Huahine | Moorea | Papeete | Raiatea | Rangiroa | $8,231 Up To $1000 Onboard Credit | Suite! | View Itinerary | Get FREE Quote |
11 reviews | 10 night Cruise Tours (Delphi & Meteora: Grecian Treasures Cruise Tour (May 14 2026)) | May 11, 2026 | Windstar | Wind Spirit | Athens (Piraeus) | Athens (Piraeus) | 10 Nights | Athens, Greece | Delphi | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini | $7,131 Up To $750 Onboard Credit | View Itinerary | Get FREE Quote | |
| 12 night Cruise Tours (Alaskan Coastal Adventures & Denali Discovery Cruise Tour (May 15 2026)) | May 11, 2026 | Windstar | Star Seeker | Fairbanks | Vancouver | 12 Nights | Denali | Fairbanks | Haines | Juneau | Ketchikan | Sitka | Talkeetna | Tracy Arm / Endicott Arm | Vancouver | Wrangell | $11,845 Up To $1000 Onboard Credit | Suite! | View Itinerary | Get FREE Quote |
Departure Ports
- Papeete, French Polynesia Cruises (284)
- Athens (Piraeus), Greece Cruises (185)
- Rome, Italy Cruises (90)
- Philipsburg, St. Maarten Cruises (54)
- Barcelona, Spain Cruises (53)
- San Juan, Puerto Rico Cruises (50)
- Venice, Italy Cruises (41)
- Lisbon, Portugal Cruises (38)
- Reykjavik, Iceland Cruises (32)
- Bridgetown, Barbados Cruises (25)
- Colon, Panama Cruises (25)
- Istanbul, Turkey Cruises (18)
Destinations
- Tahiti Cruises (1729)
- Europe - All Cruises (533)
- Mediterranean Cruises (457)
- Europe - Western Cruises (409)
- Greek Isles Cruises (225)
- Caribbean - All Cruises (179)
- Caribbean - Southern Cruises (134)
- Caribbean - Eastern Cruises (105)
- Caribbean - Western Cruises (92)
- Europe - Northern Cruises (83)
- Canada Cruises (83)
- Central America Cruises (66)
Departure
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How It Works
Vacationing has never been easier or cheaper with the help of a dedicated travel consultant from AffordableTours.com
1. Free Quote
Find your perfect trip on our website and simply request a free quote. Need to speak to a live person? Call us 7 days a week at 1-800-627-3753. No robots here!
2. Dedicated Travel Consultant
Your personal travel consultant will reach out and be your point of contact for your entire travel experience from start to finish. Did we mention you'll be working with an award winning team? Sweet!
3. Low Price Guaranteed
Because we're one of the largest sellers of travel, we're able to give you a discount on your vacation package. No one beats our prices!
4. Stress Free Travel
Knowing you got the great deal, all that's left is for you to pack your bags and enjoy your vacation!
