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. | $831 Up To $150 Onboard Credit | | *** | View Itinerary | Get FREE Quote |
123 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Itineraires_Map/76570__201802120955__.gif.webp) | 7 Night SOUTHERN CARIBBEAN - SAN JUAN | Dec 14, 2025 | Norwegian | Epic | Caribbean - Southern | San Juan | San Juan | 7 Nights | Bridgetown, Barbados | Philipsburg, St. Maarten | San Juan, Puerto Rico | St. Kitts | St. Lucia | St. Thomas, Virgin Islands | $1,327 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/150513__202406301547__.jpg.webp) | 7 Night Caribbean | Dec 14, 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 | $778 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/150517__202406301547__.jpg.webp) | 14 Night Caribbean | Dec 14, 2025 | Princess | Grand Princess | Caribbean - Southern | San Juan | San Juan | 14 Nights | Bridgetown, Barbados | Dominica | Grenada | Guadeloupe, Leeward Islands | Philipsburg, St. Maarten | San Juan, Puerto Rico | St. Croix, Virgin Islands | St. Johns, Antigua | St. Thomas, Virgin Islands | $1,557 Up To $250 Onboard Credit | | Onboard Credit! | View Itinerary | Get FREE Quote |
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
|
115 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/246.jpg.webp) | West Indies Explorer | Dec 19, 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) | $3,599 | | Balcony! | View Itinerary | Get FREE Quote |
48 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/164__202406241533__.jpg.webp) | 18-night Eastern Caribbean Voyage | Dec 19, 2025 | Azamara | Quest | Caribbean - Eastern | San Juan | Miami | 18 Nights | BASSETERRE | BEEF ISLAND, TORTOLA | BRIDGETOWN | CASTRIES | CHARLOTTE AMALIE, ST. THOMAS | MAYREAU, GRENADINES | MIAMI, FLORIDA | PHILIPSBURG | PORT ELIZABETH, BEQUIA | ROSEAU | SAN JUAN, PUERTO RICO | SCARBOROUGH, TOBAGO | ST. JOHN'S, ANTIGUA | ST. PIERRE | VIRGIN GORDA | $3,314 Up To $350 Onboard Credit | | Onboard Credit! | View Itinerary | Get FREE Quote |
1 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/334__202002050934__.jpg.webp) | 7 night Valiant Caribbean Holidays | Dec 20, 2025 | Virgin Voyages | Valiant Lady | Caribbean | San Juan | San Juan | 7 Nights | Miami, Florida, USA | Puerto Plata, Dominican Republic | San Juan, Puerto Rico | The Beach Club at Bimini, Bahamas | $3,184 Up To $500 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 Holiday | Dec 20, 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. | $1,079 Up To $150 Onboard Credit | | *** | View Itinerary | Get FREE Quote |
123 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Itineraires_Map/76570__201802120955__.gif.webp) | 7 Night SOUTHERN CARIBBEAN - SAN JUAN | Dec 21, 2025 | Norwegian | Epic | Caribbean - Southern | San Juan | San Juan | 7 Nights | Bridgetown, Barbados | Philipsburg, St. Maarten | San Juan, Puerto Rico | St. Kitts | St. Lucia | St. Thomas, Virgin Islands | $1,281 Up To $125 Onboard Credit | | | View Itinerary | Get FREE Quote |
116 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Itineraires_Map/150517__202406301547__.jpg.webp) | 14 Night Caribbean | Dec 21, 2025 | Princess | Grand Princess | Caribbean - Southern | San Juan | San Juan | 14 Nights | Bridgetown, Barbados | Dominica | Grenada | Guadeloupe, Leeward Islands | Philipsburg, St. Maarten | San Juan, Puerto Rico | St. Croix, Virgin Islands | St. Johns, Antigua | St. Thomas, Virgin Islands | $1,717 Up To $200 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 Holiday | Dec 27, 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. | $1,128 Up To $150 Onboard Credit | | Onboard Credit! | View Itinerary | Get FREE Quote |
1 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/334__202002050934__.jpg.webp) | 7 night Valiant New Years Ahoy! | Dec 27, 2025 | Virgin Voyages | Valiant Lady | Caribbean | San Juan | San Juan | 7 Nights | Basseterre, St. Kitts & Nevis, Saint Kitts and Nevis | Bridgetown, Barbados, Barbados | Castries, St. Lucia, Saint Lucia | Frederiksted, St. Croix | Philipsburg, Sint Maarten (Dutch part) | San Juan, Puerto Rico | $3,962 Up To $750 Onboard Credit | | Onboard Credit! | View Itinerary | Get FREE Quote |
123 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Itineraires_Map/76570__201802120955__.gif.webp) | 7 Night SOUTHERN CARIBBEAN - SAN JUAN | Dec 28, 2025 | Norwegian | Epic | Caribbean - Southern | San Juan | San Juan | 7 Nights | Bridgetown, Barbados | Philipsburg, St. Maarten | San Juan, Puerto Rico | St. Kitts | St. Lucia | St. Thomas, Virgin Islands | $1,550 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/150513__202406301547__.jpg.webp) | 7 Night Caribbean | Dec 28, 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 | $948 Up To $150 Onboard Credit | | | View Itinerary | Get FREE Quote |
116 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Itineraires_Map/150514__202406301547__.jpg.webp) | 14 Night Caribbean | Dec 28, 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 | $1,607 Up To $250 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 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) | $3,599 | | 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 | Jan 03, 2026 | 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. | $951 Up To $150 Onboard Credit | | *** | View Itinerary | Get FREE Quote |
1 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Ship/230x_/334__202002050934__.jpg.webp) | 7 night Aruban Sights & Antiguan Nights | Jan 03, 2026 | Virgin Voyages | Valiant Lady | Caribbean - Eastern | San Juan | San Juan | 7 Nights | Oranjestad, Aruba, Aruba | Philipsburg, Sint Maarten (Dutch part) | San Juan, Puerto Rico | Willemstad, Curacao, Curaçao | $2,712 Shipboard Credit Per Stateroom ($100) | | Shipboard Credit Per Stateroom ($100) | View Itinerary | Get FREE Quote |
123 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Itineraires_Map/76570__201802120955__.gif.webp) | 7 Night SOUTHERN CARIBBEAN - SAN JUAN | Jan 04, 2026 | Norwegian | Epic | Caribbean - Southern | San Juan | San Juan | 7 Nights | Bridgetown, Barbados | Philipsburg, St. Maarten | San Juan, Puerto Rico | St. Kitts | St. Lucia | St. Thomas, Virgin Islands | $950 Up To $100 Onboard Credit | | | View Itinerary | Get FREE Quote |
116 reviews ![Itinerary Map/Ship Image](https://img.affordabletours.com/AffordableCruisesWeb/Itineraires_Map/150515__202406301547__.jpg.webp) | 14 Night Caribbean | Jan 04, 2026 | 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 | $1,407 Up To $200 Onboard Credit | | Onboard Credit! | View Itinerary | Get FREE Quote |