24 reviews | Dec 02, 2025 | Windstar | Wind Surf | Caribbean | 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) |
15 reviews | Nov 03, 2024 | Windstar | Star Pride | Caribbean - Eastern | San Juan | San Juan | 6 Nights | Gustavia | Jost Van Dyke, Great Harbour | Little Bay | San Juan | St. Maarten | Virgin Gorda | $2,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews | Dec 07, 2025 | Windstar | Star Pride | Caribbean | San Juan | Colon | 6 Nights | Cartagena | Colón | San Blas | San Juan | Santo Domingo | $2,899 Up To $300 Onboard Credit | | Suite! |
10 reviews | May 25, 2024 | Windstar | Wind Star | Greek Isles | Athens (Piraeus) | Athens (Piraeus) | 7 Nights | Athens, Greece | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini | $3,799 Up To $500 Onboard Credit | | Onboard Credit! |
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11 reviews | May 26, 2024 | Windstar | Wind Spirit | Greek Isles | Athens (Piraeus) | Athens (Piraeus) | 7 Nights | Athens, Greece | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini | $4,799 Up To $500 Onboard Credit | | |
10 reviews | Jun 01, 2024 | Windstar | Wind Star | Greek Isles | Athens (Piraeus) | Athens (Piraeus) | 7 Nights | Athens, Greece | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini | $4,099 Up To $500 Onboard Credit | | Onboard Credit! |
11 reviews | Jun 02, 2024 | Windstar | Wind Spirit | Greek Isles | Athens (Piraeus) | Athens (Piraeus) | 7 Nights | Athens, Greece | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini | $4,799 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
2 reviews | Jun 06, 2024 | Windstar | Star Breeze | Tahiti | Papeete | Papeete | 7 Nights | Bora Bora | Huahine | Moorea | Motu Mahaea (Tahaa) | Papeete | Raiatea | $4,219 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
10 reviews | Jun 08, 2024 | Windstar | Wind Star | Greek Isles | Athens (Piraeus) | Athens (Piraeus) | 7 Nights | Athens, Greece | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini | $4,799 Up To $500 Onboard Credit | | |
11 reviews | Jun 09, 2024 | Windstar | Wind Spirit | Greek Isles | Athens (Piraeus) | Athens (Piraeus) | 7 Nights | Athens, Greece | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini | $5,499 Up To $750 Onboard Credit | | |
2 reviews | Jun 13, 2024 | Windstar | Star Breeze | Tahiti | Papeete | Papeete | 7 Nights | Bora Bora | Huahine | Moorea | Motu Mahaea (Tahaa) | Papeete | Raiatea | $3,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
10 reviews | Jun 15, 2024 | Windstar | Wind Star | Greek Isles | Athens (Piraeus) | Athens (Piraeus) | 7 Nights | Athens, Greece | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini | $3,599 Up To $500 Onboard Credit | | |
11 reviews | Jun 16, 2024 | Windstar | Wind Spirit | Greek Isles | Athens (Piraeus) | Athens (Piraeus) | 7 Nights | Athens, Greece | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini | $3,499 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
2 reviews | Jun 20, 2024 | Windstar | Star Breeze | Tahiti | Papeete | Papeete | 7 Nights | Bora Bora | Huahine | Moorea | Motu Mahaea (Tahaa) | Papeete | Raiatea | $3,999 Up To $500 Onboard Credit Welcome Reception Exclusive Amenity Distinctive Host | | *Distinctive Voyage |
15 reviews | Jun 21, 2024 | Windstar | Star Pride | Europe - Northern | Reykjavik | Reykjavik | 7 Nights | Akureyri | Grundarfjordur | Heimaey Island, | Isafjordur | Reykjavik | Seydisfjordur | Surtsey Island | $3,299 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
10 reviews | Jun 22, 2024 | Windstar | Wind Star | Greek Isles | Athens (Piraeus) | Athens (Piraeus) | 7 Nights | Athens, Greece | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini | $3,499 Up To $500 Onboard Credit | | Onboard Credit! |
11 reviews | Jun 23, 2024 | Windstar | Wind Spirit | Greek Isles | Athens (Piraeus) | Athens (Piraeus) | 7 Nights | Athens, Greece | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini | $3,599 Up To $500 Onboard Credit | | |
2 reviews | Jun 27, 2024 | Windstar | Star Breeze | Tahiti | Papeete | Papeete | 7 Nights | Bora Bora | Huahine | Moorea | Motu Mahaea (Tahaa) | Papeete | Raiatea | $3,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews | Jun 28, 2024 | Windstar | Star Pride | Europe - Northern | Reykjavik | Reykjavik | 7 Nights | Akureyri | Grundarfjordur | Heimaey Island, | Isafjordur | Reykjavik | Seydisfjordur | Surtsey Island | $2,899 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
10 reviews | Jun 29, 2024 | Windstar | Wind Star | Greek Isles | Athens (Piraeus) | Athens (Piraeus) | 7 Nights | Athens, Greece | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini | $5,499 Up To $750 Onboard Credit | | Onboard Credit! |