15 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/233.jpg.webp) | Nov 09, 2024 | Windstar | Star Pride | Caribbean | San Juan | San Juan | 14 Nights | Bequia | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Little Bay | Pigeon Island | San Juan | St. George's | St. Maarten | St. Thomas | Virgin Gorda / Prickly Pear | $4,749 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
11 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/120.jpg.webp) | Nov 13, 2024 | Windstar | Wind Spirit | Transatlantic | Lisbon | Bridgetown | 14 Nights | Bridgetown | Lisbon | $2,799 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Itineraires_Map/130338__202301191125__.jpg.webp) | Nov 16, 2024 | Windstar | Star Pride | Caribbean - Eastern | San Juan | San Juan | 14 Nights | Bequia | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Little Bay | Pigeon Island | San Juan | St. George's | St. Maarten | St. Thomas | Virgin Gorda | $4,199 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
2 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Itineraires_Map/128304__202212020854__.jpg.webp) | Nov 18, 2024 | Windstar | Star Breeze | Tahiti | Papeete | Papeete | 17 Nights | Bora Bora | Fakarava | Huahine | Moorea | Motu Mahaea (Tahaa) | Papeete | Raiatea | Rangiroa | $6,799 Up To $750 Onboard Credit | | Suite! |
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5 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/244.jpg.webp) | Nov 22, 2024 | Windstar | Star Legend | Europe | Venice | Barcelona | 15 Nights | Barcelona | Cannes | Dubrovnik | Genoa, Italy | Livorno | Marseille | Messina (Taormina) | Naples | Rome | Venice | Zadar | $4,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
5 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/244.jpg.webp) | Nov 22, 2024 | Windstar | Star Legend | Europe | Venice | Barcelona | 24 Nights | Barcelona | Cannes | Cartagena | Dubrovnik | Genoa, Italy | Gibraltar | Livorno | Málaga | Marseille | Messina (Taormina) | Naples | Palma de Mallorca | Rome | Valencia | Venice | Zadar | $7,299 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Itineraires_Map/130342__202301191124__.jpg.webp) | Nov 23, 2024 | Windstar | Star Pride | Caribbean - Eastern | San Juan | San Juan | 14 Nights | Bequia | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Little Bay | Pigeon Island | San Juan | St. George's | St. Maarten | St. Thomas | Virgin Gorda | $4,449 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
5 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/244.jpg.webp) | Nov 30, 2024 | Windstar | Star Legend | Europe | Rome | Barcelona | 16 Nights | Barcelona | Cannes | Cartagena | Genoa, Italy | Gibraltar | Livorno | Málaga | Marseille | Palma de Mallorca | Rome | Valencia | $4,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/233.jpg.webp) | Dec 07, 2024 | Windstar | Star Pride | Caribbean | San Juan | Oranjestad | 14 Nights | Bridgetown | Gustavia | Kralendijk | Little Bay | Man-O-War Bay | Mayreau | Oranjestad | Pigeon Island | Roseau | San Juan | Soufriere | St. George's | St. Thomas | Willemstad | $4,199 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
11 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/120.jpg.webp) | Dec 07, 2024 | Windstar | Wind Spirit | Caribbean | Bridgetown | Bridgetown | 14 Nights | Anse Mitan | Bequia | Bridgetown | Castries | Kingstown | Les Saintes | Little Bay | Mayreau | Pigeon Island | Roseau | St. George's | The Pitons | $4,799 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
5 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/244.jpg.webp) | Dec 07, 2024 | Windstar | Star Legend | Europe | Barcelona | Rome | 16 Nights | Barcelona | Cartagena | Genoa, Italy | Gibraltar | Livorno | Málaga | Marseille | Nice | Palma de Mallorca | Rome | Valencia | $4,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Itineraires_Map/130350__202301191121__.jpg.webp) | Dec 14, 2024 | Windstar | Star Pride | Caribbean - Southern | Bridgetown | Balboa | 14 Nights | Balboa / Fuerte Amador | Bocas del Toro | Bridgetown | Cartagena | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | San Blas | Santa Marta | Soufriere | Willemstad | $4,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
10 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Itineraires_Map/130352__202301191115__.jpg.webp) | Dec 14, 2024 | Windstar | Wind Star | Central America | Colon | Puerto Caldera | 14 Nights | Bahia Herradura | Balboa / Fuerte Amador | Colón | Corinto | Golfo Dulce | Isla Parida | Playa Flamingo | Playas del Coco | Puerto Caldera | Quepos | San Juan del Sur | $5,099 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
11 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/120.jpg.webp) | Dec 14, 2024 | Windstar | Wind Spirit | Caribbean | Bridgetown | Bridgetown | 14 Nights | Anse Mitan | Bequia | Bridgetown | Castries | Kingstown | Les Saintes | Little Bay | Mayreau | Pigeon Island | Roseau | St. George's | The Pitons | $4,999 Up To $750 Onboard Credit | | Onboard Credit! |
10 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Itineraires_Map/130356__202301191109__.jpg.webp) | Dec 21, 2024 | Windstar | Wind Star | Central America | Puerto Caldera | Colon | 14 Nights | Bahia Herradura | Balboa / Fuerte Amador | Colón | Corinto | Golfo Dulce | Isla Parida | Playa Flamingo | Playas del Coco | Puerto Caldera | Quepos | San Juan del Sur | $6,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Itineraires_Map/130358__202301191054__.jpg.webp) | Dec 21, 2024 | Windstar | Wind Surf | Caribbean - Eastern | Philipsburg | Philipsburg | 14 Nights | Basseterre | Charlestown | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Pigeon Island | Road Bay | Roseau | Soper's Hole | St. Maarten | Virgin Gorda | $5,199 Up To $750 Onboard Credit | | Onboard Credit! |
11 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/120.jpg.webp) | Dec 21, 2024 | Windstar | Wind Spirit | Caribbean | Bridgetown | Bridgetown | 14 Nights | Anse Mitan | Bequia | Bridgetown | Castries | Kingstown | Les Saintes | Little Bay | Mayreau | Pigeon Island | Roseau | St. George's | The Pitons | $5,399 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
5 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/244.jpg.webp) | Dec 23, 2024 | Windstar | Star Legend | Europe | Rome | Barcelona | 16 Nights | Barcelona | Cartagena | Genoa, Italy | Gibraltar | Livorno | Málaga | Marseille | Nice | Palma de Mallorca | Rome | Valencia | $5,499 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Itineraires_Map/130362__202301191120__.jpg.webp) | Dec 28, 2024 | Windstar | Star Pride | Caribbean - Southern | Balboa | Bridgetown | 14 Nights | Balboa / Fuerte Amador | Bocas del Toro | Bridgetown | Cartagena | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | San Blas | Santa Marta | Soufriere | Willemstad | $4,999 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Itineraires_Map/130365__202301191053__.jpg.webp) | Dec 28, 2024 | Windstar | Wind Surf | Caribbean - Eastern | Philipsburg | Philipsburg | 14 Nights | Basseterre | Charlestown | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Pigeon Island | Road Bay | Roseau | Soper's Hole | St. Maarten | Virgin Gorda | $5,199 Up To $750 Onboard Credit | | |