48 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/164__202406241533__.jpg.webp) | 14-night Eastern Caribbean Voyage | 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 | $2,260 Up To $350 Onboard Credit | | | View Itinerary | Get FREE Quote |
123 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/188.jpg.webp) | 7 Night Caribbean - Other Product | 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 | $981 Up To $100 Onboard Credit | | | View Itinerary | Get FREE Quote |
116 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Itineraires_Map/150512__202406281549__.jpg.webp) | 7 Night Caribbean | Nov 23, 2025 | Princess | Grand Princess | Caribbean - Eastern | San Juan | San Juan | 7 Nights | Bridgetown, Barbados | Dominica | Grenada | San Juan, Puerto Rico | St. Kitts | Tortola, B.V.I. | $688 Up To $150 Onboard Credit | | Onboard Credit! | View Itinerary | Get FREE Quote |
116 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Itineraires_Map/150514__202406281549__.jpg.webp) | 14 Night Caribbean | Nov 23, 2025 | Princess | Grand Princess | Caribbean - Eastern | San Juan | San Juan | 14 Nights | Bridgetown, Barbados | Fort-De-France, Martinique | Grenada | Philipsburg, St. Maarten | San Juan, Puerto Rico | St. Croix, Virgin Islands | St. Johns, Antigua | St. Kitts | St. Thomas, Virgin Islands | St. Vincent | $1,267 Up To $250 Onboard Credit | | Onboard Credit! | View Itinerary | Get FREE Quote |
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15 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/233.jpg.webp) | 14 night Star Collector Voyages (Lovely Leewards 14D SJU-SJU (Nov 23 2025)) | Nov 23, 2025 | Windstar | Star Pride | Caribbean | San Juan | San Juan | 14 Nights | Basseterre | Bequia | CRUZ BAY, ST. JOHN, Virgin Islands (U.S.) | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Marigot, St. Martin | Philipsburg, St. Maarten | Pigeon Island | San Juan | St. George's | $4,299 Up To $500 Onboard Credit | | | View Itinerary | Get FREE Quote |
115 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/246.jpg.webp) | West Indies Explorer | Nov 29, 2025 | Viking | Sea | Caribbean | San Juan | San Juan | 10 Nights | Antigua (st. John's), Antigua | Bridgetown, Barbados | Castries, St Lucia | Philipsburg | Roseau, Dominica | San Juan, Puerto Rico | St. Kitts (basseterre), St Kitts | St. Thomas (charlotte Amalie) | Tortola (road Town) | $3,399 | | Balcony! | View Itinerary | Get FREE Quote |
82 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/108.jpg.webp) | 7 Night Southern Caribbean Cruise | Nov 29, 2025 | Royal Caribbean | Jewel of the Seas | Caribbean - Southern | San Juan | San Juan | 7 Nights | Bridgetown - Barbados | Charlotte Amalie - St. Thomas | Philipsburg - St. Maarten | Roseau - Dominica | San Juan - Puerto Rico | St. Croix - U.s.v.i. | $769 Up To $150 Onboard Credit | | *** | View Itinerary | Get FREE Quote |
123 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/188.jpg.webp) | 7 Night Caribbean - Other Product | 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 | $851 Up To $100 Onboard Credit | | | View Itinerary | Get FREE Quote |
15 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/233.jpg.webp) | 7 night Caribbean (San Juan & the Virgin Islands 7D SJU-SJU (Nov 30 2025)) | Nov 30, 2025 | Windstar | Star Pride | Caribbean | San Juan | San Juan | 7 Nights | Basseterre | Gustavia | Jost Van Dyke, Great Harbour | San Juan | St. Maarten | Virgin Gorda / Prickly Pear | $2,699 Up To $300 Onboard Credit | | | View Itinerary | Get FREE Quote |
116 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Itineraires_Map/150513__202406281549__.jpg.webp) | 7 Night Caribbean | Nov 30, 2025 | Princess | Grand Princess | Caribbean - Eastern | San Juan | San Juan | 7 Nights | Bridgetown, Barbados | Philipsburg, St. Maarten | San Juan, Puerto Rico | St. Johns, Antigua | St. Lucia | St. Thomas, Virgin Islands | $578 Up To $100 Onboard Credit | | Onboard Credit! | View Itinerary | Get FREE Quote |
116 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Itineraires_Map/150515__202406281549__.jpg.webp) | 14 Night Caribbean | Nov 30, 2025 | Princess | Grand Princess | Caribbean - Southern | San Juan | San Juan | 14 Nights | Bridgetown, Barbados | Dominica | Fort-De-France, Martinique | Grenada | Philipsburg, St. Maarten | San Juan, Puerto Rico | St. Croix, Virgin Islands | St. Johns, Antigua | St. Lucia | St. Thomas, Virgin Islands | $1,127 Up To $200 Onboard Credit | | Onboard Credit! | View Itinerary | Get FREE Quote |
9 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/286__201704130803__.jpg.webp) | 20-day Southern Caribbean Discovery | Dec 02, 2025 | Seabourn | Ovation | Caribbean - Southern | San Juan | Bridgetown | 20 Nights | Antigua | Aruba | Bonaire, Netherlands Antilles | Bridgetown, Barbados | Curacao, Netherlands | Grenada | Port Elizabeth, Bequia | Roseau, Dominica | Saint Pierre et Miquelon, France | San Juan, Puerto Rico | Terre-de-Haut, Guadaloupe | Tortola, B.V.I. | $6,941 Up To $750 Onboard Credit | | Suite! | View Itinerary | Get FREE Quote |
1 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/334__202002050934__.jpg.webp) | 11 night Cartagena & Caribbean Faves | Dec 02, 2025 | Virgin Voyages | Valiant Lady | Caribbean - Southern | San Juan | San Juan | 11 Nights | Cartagena, Colombia | Fort-de-France, Martinique, Martinique | Oranjestad, Aruba, Aruba | Philipsburg, Sint Maarten (Dutch part) | San Juan, Puerto Rico | Willemstad, Curacao, Curaçao | $3,934 Up To $750 Onboard Credit | | Onboard Credit! | View Itinerary | Get FREE Quote |
82 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/108.jpg.webp) | 7 Night Southern Caribbean Cruise | Dec 06, 2025 | Royal Caribbean | Jewel of the Seas | Caribbean - Southern | San Juan | San Juan | 7 Nights | Bridgetown - Barbados | Charlotte Amalie - St. Thomas | Philipsburg - St. Maarten | Roseau - Dominica | San Juan - Puerto Rico | St. Croix - U.s.v.i. | $709 Up To $150 Onboard Credit | | *** | View Itinerary | Get FREE Quote |
48 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/164__202406241533__.jpg.webp) | 13-night Eastern Caribbean Voyage | Dec 06, 2025 | Azamara | Quest | Caribbean - Eastern | San Juan | San Juan | 13 Nights | BASSETERRE | BRIDGETOWN | CASTRIES | CHARLESTOWN | PHILIPSBURG | PORT ELIZABETH, BEQUIA | ROSEAU | SAN JUAN, PUERTO RICO | SCARBOROUGH, TOBAGO | ST. JOHN'S, ANTIGUA | ST. PIERRE | VIRGIN GORDA | $2,103 Up To $350 Onboard Credit | | | View Itinerary | Get FREE Quote |
123 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/188.jpg.webp) | 7 Night Caribbean - Other Product | 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 | $851 Up To $100 Onboard Credit | | | View Itinerary | Get FREE Quote |
15 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/233.jpg.webp) | 6 night Caribbean (The Spanish Main: Rise of the New World 6D SJU-ONX (Dec 7 2025)) | 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! | View Itinerary | Get FREE Quote |
116 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Itineraires_Map/150515__202406281549__.jpg.webp) | 14 Night Caribbean | Dec 07, 2025 | Princess | Grand Princess | Caribbean - Southern | San Juan | San Juan | 14 Nights | Bridgetown, Barbados | Dominica | Fort-De-France, Martinique | Grenada | Philipsburg, St. Maarten | San Juan, Puerto Rico | St. Croix, Virgin Islands | St. Johns, Antigua | St. Lucia | St. Thomas, Virgin Islands | $1,187 Up To $200 Onboard Credit | | | View Itinerary | Get FREE Quote |
115 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/246.jpg.webp) | West Indies Explorer | Dec 09, 2025 | Viking | Sea | Caribbean | San Juan | San Juan | 10 Nights | Antigua (st. John's), Antigua | Bridgetown, Barbados | Castries, St Lucia | Philipsburg | Roseau, Dominica | San Juan, Puerto Rico | St. Kitts (basseterre), St Kitts | St. Thomas (charlotte Amalie) | Tortola (road Town) | $3,299 | | Balcony! | View Itinerary | Get FREE Quote |
82 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/108.jpg.webp) | 7 Night Southern Caribbean Cruise | Dec 13, 2025 | Royal Caribbean | Jewel of the Seas | Caribbean - Southern | San Juan | San Juan | 7 Nights | Bridgetown - Barbados | Charlotte Amalie - St. Thomas | Philipsburg - St. Maarten | Roseau - Dominica | San Juan - Puerto Rico | St. Croix - U.s.v.i. | $688 Up To $150 Onboard Credit | | *** | View Itinerary | Get FREE Quote |