123 reviews | Nov 23, 2025 | Norwegian | Epic | Caribbean | San Juan | San Juan | 7 Nights | Bridgetown, Barbados | Philipsburg St Maarten, Netherland Antilles | San Juan, PR | St Johns Antigua | St Lucia, Saint Lucia | St Thomas, VI | Tortola, British Virgin Islands | $809 Up To $75 Onboard Credit | | Onboard Credit! |
123 reviews | Nov 30, 2025 | Norwegian | Epic | Caribbean | San Juan | San Juan | 7 Nights | Bridgetown, Barbados | Philipsburg St Maarten, Netherland Antilles | San Juan, PR | St Johns Antigua | St Lucia, Saint Lucia | St Thomas, VI | Tortola, British Virgin Islands | $699 Up To $75 Onboard Credit | | |
123 reviews | Dec 07, 2025 | Norwegian | Epic | Caribbean | San Juan | San Juan | 7 Nights | Bridgetown, Barbados | Philipsburg St Maarten, Netherland Antilles | San Juan, PR | St Johns Antigua | St Lucia, Saint Lucia | St Thomas, VI | Tortola, British Virgin Islands | $699 Up To $75 Onboard Credit | | Onboard Credit! |
| Feb 24, 2026 | Silversea | Silver Ray | Caribbean | San Juan | Ft. Lauderdale | 14 Nights | Bequia, Grenadines | Grand Turk, Great Britain | Gustavia, Saint Barthélemy | Philipsburg, St. Maarten | St. Johns, Antigua | St. Thomas, Virgin Islands | $9,900 Up To $1000 Onboard Credit | | Suite! |
Need Help Planning A Cruise?
Our cruise experts can help you:
- Find the best discounts
- Hold a cabin for 24 hours for free
- Receive personalized recommendations
- Book handicap accessible cabins
|
113 reviews | Mar 29, 2026 | Viking | Sea | Caribbean | San Juan | Los Angeles (San Pedro) | 15 Nights | Cabo San Lucas, Mexico | Cartagena, Colombia | Colon, Panama | Los Angeles, California | Puntarenas (puerto Caldera), Costa Rica | San Juan, Puerto Rico | Willemstad, Curacao | $5,499 | | Balcony! |
| Dec 14, 2024 | Virgin Voyages | Resilient Lady | Caribbean | San Juan | San Juan | 7 Nights | Bridgetown, Barbados, Barbados | Castries, St. Lucia, Saint Lucia | Philipsburg, Sint Maarten (Dutch part) | Road Town, Tortola, BVI, Virgin Islands, British | San Juan, Puerto Rico | St. John's, Antigua, Antigua and Barbuda | $2,340 Up To $250 Onboard Credit | | Onboard Credit! |
| Jan 11, 2025 | Virgin Voyages | Resilient Lady | Caribbean | San Juan | San Juan | 10 Nights | Basseterre, St. Kitts & Nevis, Saint Kitts and Nevis | Bridgetown, Barbados, Barbados | Castries, St. Lucia, Saint Lucia | Fort-de-France, Martinique, Martinique | Kingstown, Saint Vincent and the Grenadines | Road Town, Tortola, BVI, Virgin Islands, British | San Juan, Puerto Rico | St. John's, Antigua, Antigua and Barbuda | $3,146 Up To $500 Onboard Credit | | |
| Jan 21, 2025 | Virgin Voyages | Resilient Lady | Caribbean | San Juan | San Juan | 11 Nights | Cartagena, Colombia | Castries, St. Lucia, Saint Lucia | Oranjestad, Aruba, Aruba | Philipsburg, Sint Maarten (Dutch part) | San Juan, Puerto Rico | St. John's, Antigua, Antigua and Barbuda | Willemstad, Curacao, Curaçao | $3,316 Up To $500 Onboard Credit | | Onboard Credit! |
| Feb 08, 2025 | Virgin Voyages | Resilient Lady | Caribbean | San Juan | San Juan | 7 Nights | Bridgetown, Barbados, Barbados | Castries, St. Lucia, Saint Lucia | Philipsburg, Sint Maarten (Dutch part) | Road Town, Tortola, BVI, Virgin Islands, British | San Juan, Puerto Rico | St. John's, Antigua, Antigua and Barbuda | $2,442 Up To $500 Onboard Credit | | |
| Mar 08, 2025 | Virgin Voyages | Resilient Lady | Caribbean | San Juan | San Juan | 7 Nights | Bridgetown, Barbados, Barbados | Castries, St. Lucia, Saint Lucia | Philipsburg, Sint Maarten (Dutch part) | Road Town, Tortola, BVI, Virgin Islands, British | San Juan, Puerto Rico | St. John's, Antigua, Antigua and Barbuda | $2,470 Up To $500 Onboard Credit | | Onboard Credit! |
| Mar 22, 2025 | Virgin Voyages | Resilient Lady | Caribbean | San Juan | San Juan | 10 Nights | Basseterre, St. Kitts & Nevis, Saint Kitts and Nevis | Bridgetown, Barbados, Barbados | Castries, St. Lucia, Saint Lucia | Fort-de-France, Martinique, Martinique | Kingstown, Saint Vincent and the Grenadines | Road Town, Tortola, BVI, Virgin Islands, British | San Juan, Puerto Rico | St. John's, Antigua, Antigua and Barbuda | $3,120 Up To $500 Onboard Credit | | Onboard Credit! |
| Apr 01, 2025 | Virgin Voyages | Resilient Lady | Caribbean | San Juan | San Juan | 11 Nights | Cartagena, Colombia | Oranjestad, Aruba, Aruba | Philipsburg, Sint Maarten (Dutch part) | Roseau, Dominica | San Juan, Puerto Rico | St. John's, Antigua, Antigua and Barbuda | Willemstad, Curacao, Curaçao | $3,406 Up To $500 Onboard Credit | | Onboard Credit! |
1 reviews | Nov 08, 2025 | Virgin Voyages | Valiant Lady | Caribbean | San Juan | San Juan | 7 Nights | Bridgetown, Barbados, Barbados | Castries, St. Lucia, Saint Lucia | Philipsburg, Sint Maarten (Dutch part) | Road Town, Tortola, BVI, Virgin Islands, British | San Juan, Puerto Rico | St. John's, Antigua, Antigua and Barbuda | $2,438 Up To $500 Onboard Credit | | |
1 reviews | Nov 22, 2025 | Virgin Voyages | Valiant Lady | Caribbean | San Juan | San Juan | 10 Nights | Basseterre, St. Kitts & Nevis, Saint Kitts and Nevis | Bridgetown, Barbados, Barbados | Castries, St. Lucia, Saint Lucia | Fort-de-France, Martinique, Martinique | Philipsburg, Sint Maarten (Dutch part) | Road Town, Tortola, BVI, Virgin Islands, British | San Juan, Puerto Rico | St. John's, Antigua, Antigua and Barbuda | $3,770 Up To $500 Onboard Credit | | Onboard Credit! |
1 reviews | Jan 31, 2026 | Virgin Voyages | Valiant Lady | Caribbean | San Juan | San Juan | 10 Nights | Basseterre, St. Kitts & Nevis, Saint Kitts and Nevis | Bridgetown, Barbados, Barbados | Castries, St. Lucia, Saint Lucia | Fort-de-France, Martinique, Martinique | Kingstown, Saint Vincent and the Grenadines | Philipsburg, Sint Maarten (Dutch part) | San Juan, Puerto Rico | St. John's, Antigua, Antigua and Barbuda | $3,608 Up To $500 Onboard Credit | | Onboard Credit! |
1 reviews | Mar 21, 2026 | Virgin Voyages | Valiant Lady | Caribbean | San Juan | San Juan | 7 Nights | Bridgetown, Barbados, Barbados | Castries, St. Lucia, Saint Lucia | Philipsburg, Sint Maarten (Dutch part) | Road Town, Tortola, BVI, Virgin Islands, British | San Juan, Puerto Rico | St. John's, Antigua, Antigua and Barbuda | $2,600 Up To $500 Onboard Credit | | |
15 reviews | 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) |
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! |
47 reviews | Nov 08, 2025 | Azamara | Quest | Caribbean - Eastern | San Juan | San Juan | 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 22, 2025 | Azamara | Quest | Caribbean - Eastern | San Juan | San Juan | 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! |