1 reviews | Jan 07, 2025 | MSC | Virtuosa | Caribbean | Bridgetown | Bridgetown | 14 Nights | Basseterre, St Kitts & Nevis | Bridgetown, Barbados | Castries, Saint Lucia | Fort de France, Martinique | Kingstown ,Saint Vincent & Th | Philipsburg, St. Maarten | Pointe-a-Pitre, Guadeloupe | Road Town (Tortola), United States | Saint George, Grenada | St. John s, Antigua and Barbuda | $2,259 Up To $300 Onboard Credit | | Onboard Credit! |
47 reviews | Nov 15, 2025 | Azamara | Quest | Caribbean - Eastern | Bridgetown | Bridgetown | 14 Nights | BASSETERRE | BEEF ISLAND, TORTOLA | BRIDGETOWN | CASTRIES | CHARLESTOWN | PHILIPSBURG | PORT ELIZABETH, BEQUIA | ROSEAU | SAN JUAN, PUERTO RICO | SCARBOROUGH, TOBAGO | ST. JOHN'S, ANTIGUA | ST. PIERRE | VIRGIN GORDA | $2,319 Up To $350 Onboard Credit | | Onboard Credit! |
47 reviews | Nov 29, 2025 | Azamara | Quest | Caribbean - Eastern | Bridgetown | Bridgetown | 14 Nights | BASSETERRE | BEEF ISLAND, TORTOLA | BRIDGETOWN | CASTRIES | CHARLESTOWN | PHILIPSBURG | PORT ELIZABETH, BEQUIA | ROSEAU | SAN JUAN, PUERTO RICO | SCARBOROUGH, TOBAGO | ST. JOHN'S, ANTIGUA | ST. PIERRE | VIRGIN GORDA | $2,319 Up To $350 Onboard Credit | | Onboard Credit! |
47 reviews | Dec 13, 2025 | Azamara | Quest | Caribbean - Eastern | Bridgetown | Bridgetown | 14 Nights | BASSETERRE | BRIDGETOWN | CASTRIES | CHARLESTOWN | CHARLOTTE AMALIE, ST. THOMAS | PHILIPSBURG | PORT ELIZABETH, BEQUIA | ROSEAU | SAN JUAN, PUERTO RICO | SCARBOROUGH, TOBAGO | ST. JOHN'S, ANTIGUA | ST. PIERRE | VIRGIN GORDA | $2,319 Up To $350 Onboard Credit | | Onboard Credit! |
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37 reviews | Jan 22, 2025 | Oceania | Sirena | Caribbean | Bridgetown | Bridgetown | 7 Nights | Bridgetown | Castries | Fort-de-france | Gustavia | Kingstown | Roseau | St. George's | From: $7,598 $2,499You Save: $5,099 Up To $200 Onboard Credit | 67% | Onboard Credit! |
50 reviews | Feb 22, 2026 | Oceania | Insignia | Caribbean | Bridgetown | Tampa | 9 Nights | Bridgetown | Costa Maya | Cozumel | Montego Bay | Oranjestad | Tampa | From: $6,998 $2,499You Save: $4,499 Prepaid Gratuities | 64% | Prepaid Gratuities |
11 reviews | Dec 14, 2024 | Windstar | Wind Spirit | Caribbean | Bridgetown | Bridgetown | 7 Nights | Anse Mitan | Bridgetown | Les Saintes | Little Bay | Pigeon Island | Roseau | $2,499 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews | Mar 29, 2025 | Windstar | Star Pride | Caribbean | 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 | Jan 18, 2026 | Windstar | Wind Surf | Caribbean | Bridgetown | Bridgetown | 7 Nights | Anse Mitan | Bequia | Bridgetown | Castries | Mayreau | Pigeon Island | St. George's | $2,499 Up To $250 Onboard Credit | | Onboard Credit! |
11 reviews | Dec 07, 2024 | Windstar | Wind Spirit | Caribbean - Southern | Bridgetown | Bridgetown | 7 Nights | Bequia | Bridgetown | Castries | Kingstown | Mayreau | Pigeon Island | St. George's | The Pitons | $2,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews | Dec 14, 2024 | Windstar | Star Pride | Caribbean - Southern | Bridgetown | Oranjestad | 7 Nights | Bridgetown | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | Soufriere | Willemstad | $2,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
11 reviews | Jan 04, 2025 | Windstar | Wind Spirit | Caribbean - Southern | Bridgetown | Bridgetown | 7 Nights | Bequia | Bridgetown | Castries | Kingstown | Mayreau | Pigeon Island | St. George's | The Pitons | $2,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
11 reviews | Jan 25, 2025 | Windstar | Wind Spirit | Caribbean | Bridgetown | Bridgetown | 7 Nights | Anse Mitan | Bridgetown | Les Saintes | Little Bay | Pigeon Island | Roseau | $2,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
11 reviews | Mar 07, 2026 | Windstar | Wind Spirit | Caribbean | Bridgetown | Bridgetown | 7 Nights | Anse Mitan | Bridgetown | Les Saintes | Little Bay | Pigeon Island | Roseau | $2,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
11 reviews | Mar 14, 2026 | Windstar | Wind Spirit | Caribbean | Bridgetown | Bridgetown | 7 Nights | Bequia | Bridgetown | Castries | Kingstown | Mayreau | Pigeon Island | St. George's | The Pitons | $2,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
11 reviews | Mar 21, 2026 | Windstar | Wind Spirit | Caribbean | Bridgetown | Bridgetown | 7 Nights | Anse Mitan | Bridgetown | Les Saintes | Little Bay | Pigeon Island | Roseau | $2,599 Up To $300 Onboard Credit | | Onboard Credit! |
1 reviews | Feb 18, 2025 | MSC | Virtuosa | Caribbean | Bridgetown | Bridgetown | 14 Nights | Basseterre, St Kitts & Nevis | Bridgetown, Barbados | Castries, Saint Lucia | Fort de France, Martinique | Kingstown ,Saint Vincent & Th | Philipsburg, St. Maarten | Pointe-a-Pitre, Guadeloupe | Road Town (Tortola), United States | Saint George, Grenada | St. John s, Antigua and Barbuda | $2,609 Up To $500 Onboard Credit | | Onboard Credit! |
11 reviews | Jan 11, 2025 | Windstar | Wind Spirit | Caribbean | Bridgetown | Bridgetown | 7 Nights | Anse Mitan | Bridgetown | Les Saintes | Little Bay | Pigeon Island | Roseau | $2,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
11 reviews | Feb 15, 2025 | Windstar | Wind Spirit | Caribbean - Southern | Bridgetown | Bridgetown | 7 Nights | Bequia | Bridgetown | Castries | Kingstown | Mayreau | Pigeon Island | St. George's | The Pitons | $2,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Jan 25, 2026 | Windstar | Wind Surf | Caribbean | Bridgetown | Oranjestad | 7 Nights | Bridgetown | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | Soufriere | Willemstad | $2,699 Up To $300 Onboard Credit | | |