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Prices per person · incl. taxes & fees.
| View | Cruise line | Line / Ship | Built | Stars | Departs | Nights | Ports | Sea days | From | To | Destination | Inside from pp | Inside | Oceanview | Balcony | Suite |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Windstar Cruises | Windstar CruisesStar Pride | 1988 | 4 | Nov 8, 2026 | 14 | 11 | 2 | San Juan, Puerto Rico | San Juan, Puerto Rico | Caribbean |
from $6,032 $430 / night Inside unavailable · least expensive available |
— | $6,032 | $7,376 | $10,036 | |
| Windstar Cruises | Windstar CruisesStar Pride | 1988 | 4 | Nov 8, 2026 | 7 | 5 | 2 | San Juan, Puerto Rico | San Juan, Puerto Rico | Caribbean |
from $2,695 $385 / night Inside unavailable · least expensive available |
— | $2,695 | $4,060 | $6,125 | |
| Windstar Cruises | Windstar CruisesStar Pride | 1988 | 4 | Nov 15, 2026 | 14 | 11 | 2 | San Juan, Puerto Rico | San Juan, Puerto Rico | Caribbean |
from $5,528 $394 / night Inside unavailable · least expensive available |
— | $5,528 | $7,348 | $10,036 | |
| Windstar Cruises | Windstar CruisesStar Pride | 1988 | 4 | Nov 22, 2026 | 14 | 11 | 2 | San Juan, Puerto Rico | San Juan, Puerto Rico | Caribbean |
from $5,360 $382 / night Inside unavailable · least expensive available |
— | $5,360 | $8,076 | $10,456 | |
| Hapag-Lloyd Cruises | Hapag-Lloyd CruisesMS EUROPA | 1999 | 5 | Nov 25, 2026 | 42 | 18 | 22 | Lisbon | West Palm Beach, USA | Caribbean |
from $20,207 $481 / night Inside unavailable · least expensive available |
— | — | — | $20,207 | |
| Windstar Cruises | Windstar CruisesStar Pride | 1988 | 4 | Dec 6, 2026 | 14 | 11 | 2 | San Juan, Puerto Rico | San Juan, Puerto Rico | Caribbean |
from $6,172 $440 / night Inside unavailable · least expensive available |
— | $6,172 | $7,432 | $8,804 | |
| Windstar Cruises | Windstar CruisesStar Pride | 1988 | 4 | Dec 13, 2026 | 14 | 11 | 2 | San Juan, Puerto Rico | San Juan, Puerto Rico | Caribbean |
from $4,492 $320 / night Inside unavailable · least expensive available |
— | $4,492 | $7,264 | $9,252 | |
| Windstar Cruises | Windstar CruisesStar Pride | 1988 | 4 | Dec 20, 2026 | 14 | 11 | 2 | San Juan, Puerto Rico | San Juan, Puerto Rico | Caribbean |
from $5,612 $400 / night Inside unavailable · least expensive available |
— | $5,612 | $7,376 | $12,892 | |
| Windstar Cruises | Windstar CruisesStar Pride | 1988 | 4 | Dec 27, 2026 | 14 | 11 | 2 | San Juan, Puerto Rico | San Juan, Puerto Rico | Caribbean |
from $6,704 $478 / night Inside unavailable · least expensive available |
— | $6,704 | $7,824 | $11,940 | |
| Hapag-Lloyd Cruises | Hapag-Lloyd CruisesMS EUROPA | 1999 | 5 | Dec 20, 2026 | 17 | 11 | 5 | Miami, Florida | Miami, Florida | Caribbean |
from $8,527 $501 / night Inside unavailable · least expensive available |
— | — | — | $8,527 | |
| Windstar Cruises | Windstar CruisesStar Pride | 1988 | 4 | Jan 3, 2027 | 14 | 11 | 2 | San Juan, Puerto Rico | San Juan, Puerto Rico | Caribbean |
from $10,316 $736 / night Inside unavailable · least expensive available |
— | — | $10,316 | — | |
| Windstar Cruises | Windstar CruisesStar Pride | 1988 | 4 | Jan 3, 2027 | 7 | 5 | 2 | San Juan, Puerto Rico | San Juan, Puerto Rico | Caribbean |
from $3,745 $535 / night Inside unavailable · least expensive available |
— | $3,745 | $4,445 | $7,980 | |
| Explora Journeys | Explora JourneysEXPLORA II | 2024 | 5 | Nov 22, 2027 | 7 | 7 | 1 | Miami, Florida | San Juan, Puerto Rico | Caribbean |
from $4,020 $574 / night Inside unavailable · least expensive available |
— | — | — | $4,020 | |
| Explora Journeys | Explora JourneysEXPLORA IV | — | 5 | Nov 5, 2027 | 7 | 6 | 2 | San Juan, Puerto Rico | Miami, Florida | Central America |
from $4,020 $574 / night Inside unavailable · least expensive available |
— | — | — | $4,020 | |
| Explora Journeys | Explora JourneysEXPLORA IV | — | 5 | Nov 5, 2027 | 7 | 6 | 2 | San Juan, Puerto Rico | Miami, Florida | Caribbean |
from $4,020 $574 / night Inside unavailable · least expensive available |
— | — | — | $4,020 | |
| Explora Journeys | Explora JourneysEXPLORA IV | — | 5 | Nov 5, 2027 | 7 | 6 | 2 | San Juan, Puerto Rico | Miami, Florida | Central America |
from $5,415 $773 / night Inside unavailable · least expensive available |
— | — | — | $5,415 | |
| Hapag-Lloyd Cruises | Hapag-Lloyd CruisesMS EUROPA | 1999 | 5 | Nov 2, 2028 | 16 | 9 | 6 | New York | Miami, Florida | Caribbean |
from $8,361 $522 / night Inside unavailable · least expensive available |
— | — | — | $8,361 | |
| Explora Journeys | Explora JourneysEXPLORA II | 2024 | 5 | Jan 9, 2028 | 7 | 7 | 1 | Miami, Florida | San Juan, Puerto Rico | Caribbean |
from $4,020 $574 / night Inside unavailable · least expensive available |
— | — | — | $4,020 | |
| Windstar Cruises | Windstar CruisesStar Legend | 1991 | 4 | Jan 17, 2028 | 14 | 11 | 2 | San Juan, Puerto Rico | San Juan, Puerto Rico | Caribbean |
from $4,498 $321 / night Inside unavailable · least expensive available |
— | $4,498 | $6,878 | $10,210 | |
| Windstar Cruises | Windstar CruisesStar Legend | 1991 | 4 | Jan 24, 2028 | 14 | 11 | 2 | San Juan, Puerto Rico | San Juan, Puerto Rico | Caribbean |
from $4,498 $321 / night Inside unavailable · least expensive available |
— | $4,498 | $6,906 | $10,266 | |
| Windstar Cruises | Windstar CruisesStar Legend | 1991 | 4 | Jan 31, 2028 | 14 | 11 | 2 | San Juan, Puerto Rico | San Juan, Puerto Rico | Caribbean |
from $4,498 $321 / night Inside unavailable · least expensive available |
— | $4,498 | $6,682 | $10,042 | |
| Windstar Cruises | Windstar CruisesStar Legend | 1991 | 4 | Feb 14, 2028 | 14 | 11 | 2 | San Juan, Puerto Rico | San Juan, Puerto Rico | Caribbean |
from $4,498 $321 / night Inside unavailable · least expensive available |
— | $4,498 | $6,878 | $10,210 | |
| Windstar Cruises | Windstar CruisesStar Pride | 1988 | 4 | Mar 6, 2028 | 21 | 14 | 3 | Oranjestad, Aruba | San Juan, Puerto Rico | Caribbean |
from $7,093 $337 / night Inside unavailable · least expensive available |
— | $7,093 | $11,349 | $16,361 | |
| Windstar Cruises | Windstar CruisesStar Pride | 1988 | 4 | Mar 13, 2028 | 14 | 11 | 2 | San Juan, Puerto Rico | San Juan, Puerto Rico | Caribbean |
from $4,498 $321 / night Inside unavailable · least expensive available |
— | $4,498 | $7,046 | $10,378 | |
| Windstar Cruises | Windstar CruisesStar Pride | 1988 | 4 | Mar 20, 2028 | 14 | 11 | 2 | San Juan, Puerto Rico | San Juan, Puerto Rico | Caribbean |
from $4,498 $321 / night Inside unavailable · least expensive available |
— | $4,498 | $7,018 | $10,322 | |
| Windstar Cruises | Windstar CruisesStar Pride | 1988 | 4 | Mar 27, 2028 | 23 | 8 | 15 | San Juan, Puerto Rico | Amsterdam | Caribbean |
from $4,648 $202 / night Inside unavailable · least expensive available |
— | $4,648 | $6,960 | $10,020 | |
| Windstar Cruises | Windstar CruisesStar Legend | 1991 | 4 | Dec 20, 2027 | 14 | 11 | 2 | San Juan, Puerto Rico | San Juan, Puerto Rico | Caribbean |
from $4,492 $320 / night Inside unavailable · least expensive available |
— | $4,492 | $6,872 | $10,232 | |
| Windstar Cruises | Windstar CruisesStar Legend | 1991 | 4 | Dec 27, 2027 | 14 | 11 | 2 | San Juan, Puerto Rico | San Juan, Puerto Rico | Caribbean |
from $4,495 $321 / night Inside unavailable · least expensive available |
— | $4,495 | $6,903 | $10,235 | |
| Windstar Cruises | Windstar CruisesStar Pride | 1988 | 4 | Nov 1, 2027 | 14 | 11 | 2 | San Juan, Puerto Rico | San Juan, Puerto Rico | Caribbean |
from $4,492 $320 / night Inside unavailable · least expensive available |
— | $4,492 | $7,124 | $10,428 | |
| Windstar Cruises | Windstar CruisesStar Pride | 1988 | 4 | Nov 8, 2027 | 14 | 11 | 2 | San Juan, Puerto Rico | San Juan, Puerto Rico | Caribbean |
from $4,492 $320 / night Inside unavailable · least expensive available |
— | $4,492 | $6,900 | $10,204 | |
| Windstar Cruises | Windstar CruisesStar Pride | 1988 | 4 | Nov 15, 2027 | 14 | 11 | 2 | San Juan, Puerto Rico | San Juan, Puerto Rico | Caribbean |
from $4,492 $320 / night Inside unavailable · least expensive available |
— | $4,492 | $7,012 | $10,344 | |
| Windstar Cruises | Windstar CruisesStar Pride | 1988 | 4 | Nov 22, 2027 | 21 | 15 | 4 | San Juan, Puerto Rico | Caldera, Costa Rica | Central America |
from $6,779 $322 / night Inside unavailable · least expensive available |
— | $6,779 | $10,503 | $15,515 | |
| Windstar Cruises | Windstar CruisesStar Pride | 1988 | 4 | Nov 22, 2027 | 14 | 10 | 3 | San Juan, Puerto Rico | Colon, Panama | Caribbean |
from $4,547 $324 / night Inside unavailable · least expensive available |
— | $4,547 | $7,123 | $10,483 | |
| Windstar Cruises | Windstar CruisesStar Pride | 1988 | 4 | Mar 6, 2028 | 14 | 11 | 3 | Oranjestad, Aruba | San Juan, Puerto Rico | Caribbean |
from $4,830 $345 / night Inside unavailable · least expensive available |
— | $4,830 | $7,854 | $11,214 |
Prices are indicative, sourced from third-party data feeds, and not guaranteed — they may differ from the cruise line's current fare. Always confirm the final price directly with the cruise line or a travel agent before booking. How our pricing works
