| 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 | $3,512 Up To $500 Onboard Credit | | |
58 reviews | Apr 13, 2025 | Royal Caribbean | Rhapsody of the Seas | Caribbean - Southern | San Juan | San Juan | 8 Nights | Basseterre - St Kitts & Nevis | Bridgetown - Barbados | Charlotte Amalie - St. Thomas | Philipsburg - St. Maarten | Roseau - Dominica | San Juan - Puerto Rico | St. Croix - U.s.v.i. | $886 Up To $150 Onboard Credit | | *** |
58 reviews | May 24, 2025 | Royal Caribbean | Rhapsody of the Seas | Caribbean - Southern | San Juan | San Juan | 8 Nights | Bridgetown - Barbados | Castries - St. Lucia | Charlotte Amalie - St. Thomas | Philipsburg - St. Maarten | Roseau - Dominica | San Juan - Puerto Rico | St. Croix - U.s.v.i. | $916 Up To $150 Onboard Credit | | *** |
113 reviews | Oct 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! |
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113 reviews | Oct 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! |
113 reviews | 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 | | |
9 reviews | Dec 02, 2025 | Seabourn | Ovation | Caribbean | San Juan | San Juan | 12 Nights | Antigua | Aruba | Bonaire, Netherlands Antilles | Curacao, Netherlands | Roseau, Dominica | San Juan, Puerto Rico | Tortola, B.V.I. | $5,508 Up To $750 Onboard Credit | | Suite! |
113 reviews | 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! |
9 reviews | Dec 14, 2025 | Seabourn | Ovation | Europe - Western | San Juan | Bridgetown | 8 Nights | Bridgetown, Barbados | Grenada | Port Elizabeth, Bequia | Saint Pierre et Miquelon, France | San Juan, Puerto Rico | Terre-de-Haut, Guadaloupe | $3,668 Up To $500 Onboard Credit | | Suite! |
113 reviews | 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! |
47 reviews | Dec 19, 2025 | Azamara | Quest | Caribbean - Southern | San Juan | Bridgetown | 8 Nights | BRIDGETOWN | CHARLOTTE AMALIE, ST. THOMAS | PORT ELIZABETH, BEQUIA | SAN JUAN, PUERTO RICO | SCARBOROUGH, TOBAGO | ST. JOHN'S, ANTIGUA | ST. PIERRE | VIRGIN GORDA | $1,520 Up To $250 Onboard Credit | | |
113 reviews | 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 | | |
113 reviews | Jan 08, 2026 | 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) | $3,799 | | |
113 reviews | Jan 18, 2026 | 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) | $3,799 | | |
113 reviews | Jan 28, 2026 | 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) | $3,799 | | |
81 reviews | Feb 01, 2026 | Royal Caribbean | Brilliance of The Seas | Caribbean - Southern | San Juan | San Juan | 10 Nights | Kingstown - St. Vincent | Kralendijk - Bonaire | Oranjestad - Aruba | San Juan - Puerto Rico | St. Croix - U.s.v.i. | St. George's - Grenada | Willemstad - Curacao | $1,126 Up To $200 Onboard Credit | | *** |
113 reviews | Feb 07, 2026 | 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) | $3,799 | | |
113 reviews | Feb 17, 2026 | 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) | $3,799 | | |
81 reviews | Feb 20, 2026 | Royal Caribbean | Brilliance of The Seas | Caribbean - Southern | San Juan | San Juan | 9 Nights | Basseterre - St Kitts & Nevis | Oranjestad - Aruba | San Juan - Puerto Rico | St. Croix - U.s.v.i. | St. George's - Grenada | Willemstad - Curacao | $1,016 Up To $150 Onboard Credit | | *** |
113 reviews | Feb 27, 2026 | 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) | $3,799 | | Balcony! |