San Juan Cruises in 2027: Five Cruise Lines Compared for the Southern Caribbean
Five cruise lines tracked by CabinSaver sail 180 cruises from San Juan, Puerto Rico in 2027: Royal Caribbean (70 sailings), Princess Cruises (38), Norwegian Cruise Line (28), Celebrity Cruises (23) and Virgin Voyages (21). Almost all are 7-night Eastern and Southern Caribbean round trips, and only Royal Caribbean sails from San Juan between May and September. Interior fares for solo travelers typically ran approximately $159-367 per night at single occupancy across Celebrity, Royal Caribbean, Princess and Norwegian (as of October 2026, subject to change).
Table of Contents
- Quick Facts
- Which Cruise Lines Sail from San Juan in 2027?
- Which San Juan Cruise Line Is Cheapest in 2027?
- Which Islands Do San Juan Cruises Visit?
- When to Cruise from San Juan: 2027 Season by Month
- How to Choose a San Juan Cruise Line
- Planning Tips
- Related Guides
- Frequently Asked Questions
Quick Facts
| Fact | Details |
|---|---|
| Total Sailings | 180 tracked 2027 San Juan departures across five cruise lines |
| Cruise Lines | Royal Caribbean (70), Princess Cruises (38), Norwegian Cruise Line (28), Celebrity Cruises (23), Virgin Voyages (21) |
| Ships | 11 ships across the five lines |
| Port | San Juan, Puerto Rico |
| Durations | 5 to 17 nights; most sailings on every line are 7 nights |
| Season | All year on Royal Caribbean; roughly November to April on Princess, Norwegian, Celebrity and Virgin Voyages (busiest month: January, 36 departures) |
| Most-Visited Ports | St. Maarten, St. Thomas, Antigua, St. Lucia, Barbados, St. Kitts |
| Typical Solo Interior Fare | Approximately $159-367 per night at single occupancy across Celebrity, Royal Caribbean, Princess and Norwegian (subject to change, as of October 2026) |
How we source these figures: CabinSaver tracks published cruise fares daily. The figures on this page come from the most recent tracking window for each line as of October 10, 2026: 365 snapshots for Norwegian Cruise Line (since October 2025), 90 each for Royal Caribbean and Celebrity Cruises (since July 13, 2026) and 78 for Princess Cruises (since July 25, 2026). They cover 180 San Juan departures in 2027, priced for solo travelers at single occupancy (which includes the single supplement), and are subject to change. Virgin Voyages' tracked fares ended in July 2026, so no Virgin Voyages fares are shown. Verify current fares directly with your cruise line before booking.
Which Cruise Lines Sail from San Juan in 2027?
Five cruise lines tracked by CabinSaver sail from San Juan in 2027. Royal Caribbean is the largest and the only one there all year. The other four treat San Juan as a winter base.
| Cruise line | 2027 San Juan sailings | Ships | Main pattern | Months | Typical interior fare per night, solo (approx., as of October 2026, subject to change) |
|---|---|---|---|---|---|
| Royal Caribbean | 70 | 3 | 7-night Eastern and Southern Caribbean | All year | Approx. $168-231 |
| Princess Cruises | 38 | 2 | 7-night Southern Caribbean, 14-night combinations | November to March | Approx. $196-256 |
| Norwegian Cruise Line | 28 | 2 | 7-night Eastern and Southern Caribbean | November to April | Approx. $281-367 |
| Celebrity Cruises | 23 | 2 | 7-night Southern Caribbean | October to April | Approx. $159-202 |
| Virgin Voyages | 21 | 2 | 5- to 8-night Eastern and Southern Caribbean | November to April | Not shown (fares not current) |
Royal Caribbean from San Juan
Royal Caribbean sails 70 times from San Juan in 2027 on three ships, and 64 of them are 7-night sailings. Vision of the Seas and Rhapsody of the Seas cover the winter, and Grandeur of the Seas takes over from May to November with 31 sailings, the only summer departures from San Juan among the tracked lines. Royal Caribbean's San Juan itineraries lean on the islands closest to Puerto Rico: St. Croix appears on 58 of the 70 port lists, St. Maarten on 56, Antigua on 49 and St. Thomas on 46.
Princess Cruises from San Juan
Princess Cruises sails 38 times from San Juan in 2027: Crown Princess from January to March (25 sailings) and Emerald Princess in November and December (13). Seventeen are 14-night sailings that combine two weeks. Princess reaches further south than any other line from San Juan, with Barbados on 35 of its 38 port lists, Dominica on 27, St. Lucia on 25 and Grenada on 24.
Norwegian Cruise Line from San Juan
Norwegian Cruise Line sails 28 times from San Juan in 2027 on Norwegian Prima (21) and Norwegian Viva (7), all 7-night round trips except a 17-night transatlantic to Rome on April 4. St. Kitts, Tortola and St. Thomas each appear on 20 Norwegian port lists, and Aruba and Curacao on some winter sailings. Our Norwegian Cruise Line San Juan guide has the full calendar.
Celebrity Cruises and Virgin Voyages from San Juan
Celebrity Cruises sails 23 times from San Juan in 2027, on Celebrity Constellation from January to April and Celebrity Summit from late October to December, mostly to St. Lucia (21 sailings), Barbados (19) and St. Thomas (18). Virgin Voyages sails 21 times, 16 on Valiant Lady and 5 on Scarlet Lady, with St. Maarten on 14 and Antigua on 10. Virgin Voyages is adults only (18+).
Which San Juan Cruise Line Is Cheapest in 2027?
For solo travelers, Celebrity Cruises had the lowest typical interior range on 2027 San Juan sailings in CabinSaver's tracking, at approximately $159-202 per night at single occupancy (as of October 2026, subject to change).
| Cruise line | Priced 2027 sailings | Typical interior fare per night, solo (approx., as of October 2026, subject to change) | Lowest single observation |
|---|---|---|---|
| Celebrity Cruises | 23 | Approx. $159-202 | Approx. $128 |
| Royal Caribbean | 70 | Approx. $168-231 | Approx. $130 |
| Princess Cruises | 38 | Approx. $196-256 | Approx. $150 |
| Norwegian Cruise Line | 28 | Approx. $281-367 | Approx. $261 |
Based on CabinSaver's own fare tracking as of October 2026, Norwegian's San Juan sailings had the highest typical inside fare because they run on Norwegian Prima and Norwegian Viva, two of its newest ships. Norwegian also sells Studio staterooms for solo travelers on both ships, which can change the comparison for one guest; the Norwegian San Juan guide has Studio fares.
Which Islands Do San Juan Cruises Visit?
San Juan's location at the eastern end of the Greater Antilles is its main advantage: a 7-night trip can reach the Southern Caribbean and the Leeward and Windward Islands, which week-long cruises from Florida rarely include. The table counts 2027 sailings whose port list includes each island:
| Cruise line | St. Maarten | St. Thomas | Antigua | St. Kitts | St. Lucia | Barbados | Dominica | Grenada |
|---|---|---|---|---|---|---|---|---|
| Royal Caribbean (70) | 56 | 46 | 49 | 33 | 21 | 22 | 20 | 4 |
| Princess Cruises (38) | 30 | 32 | 24 | 18 | 25 | 35 | 27 | 24 |
| Norwegian Cruise Line (28) | 19 | 20 | 2 | 20 | 13 | 17 | 0 | 0 |
| Celebrity Cruises (23) | 6 | 18 | 15 | 8 | 21 | 19 | 13 | 4 |
| Virgin Voyages (21) | 14 | 2 | 10 | 7 | 9 | 8 | 5 | 0 |
Royal Caribbean is the only tracked line calling at St. Croix (58 sailings). Norwegian Cruise Line and Virgin Voyages add the ABC islands, with Aruba or Curacao on 13 Norwegian and 9 Virgin sailings. For the northern islands, see the Eastern Caribbean ports guide.
When to Cruise from San Juan: 2027 Season by Month
January is the busiest month at San Juan in 2027, with 36 departures across the five tracked lines. From May to September there are only 4 or 5 departures a month, all on Royal Caribbean.
| Month (2027) | Departures (five tracked lines) |
|---|---|
| January | 36 |
| February | 28 |
| March | 22 |
| April | 5 |
| May | 5 |
| June | 4 |
| July | 5 |
| August | 4 |
| September | 4 |
| October | 7 |
| November | 27 |
| December | 33 |
The winter season runs roughly from late October to early April, when all five lines sail. In summer, only Grandeur of the Seas sails weekly from San Juan. Atlantic hurricane season runs from June through November, so check your cruise line's itinerary-change policy for summer and fall sailings.
How to Choose a San Juan Cruise Line
Each line's 2027 San Juan program has a distinct shape, based on CabinSaver's itinerary tracking:
- Royal Caribbean is the only choice in summer and has the most dates, with St. Croix and St. Maarten on most sailings.
- Princess Cruises goes deepest into the Southern Caribbean, with Barbados, Dominica and Grenada on most sailings, and offers 14-night combinations.
- Norwegian Cruise Line sails its newest ships and Studio staterooms for solo travelers, and adds Aruba and Curacao.
- Celebrity Cruises had the lowest typical solo range, with St. Lucia and Barbados on most sailings.
- Virgin Voyages suits adults-only travelers wanting a winter week.
If you are comparing ports, Miami and Fort Lauderdale have far more departures, but their week-long trips rarely reach the islands south of Antigua.
Planning Tips
- Fly in a day early. Most passengers fly to San Juan, and a pre-cruise night in Old San Juan gives a buffer for flight delays. Verify embarkation times with your cruise line.
- Plan the short transfer. Luis Muñoz Marín International Airport is typically about 15-25 minutes from the cruise piers in Old San Juan by car, depending on traffic.
- Confirm your pier. San Juan has several cruise piers along Old San Juan and across the bay, and assignments can change. Verify yours with your cruise line.
- Check documentation. Puerto Rico is a U.S. territory, so U.S. citizens typically do not need a passport to fly there, but a valid passport book is typically recommended for cruises to foreign islands, and one-way sailings generally require one. Requirements vary by itinerary and citizenship, so always verify with your cruise line and official government sources before your trip.
- Watch specific sailings. Most lines have only 20 to 40 San Juan departures in 2027, so deal alerts on the dates you want are more useful than waiting for a general sale.
Data current as of October 2026, derived from CabinSaver's own cruise fare tracking. Always verify availability and details directly with the cruise line.
Related Guides
- 2027 Norwegian Cruise Line San Juan Cruises: Prima and Viva in the Deep Caribbean - Norwegian's full 2027 San Juan calendar.
- Aruba, Curaçao & Barbados: Norwegian's 2027 Southern Caribbean Ports of Call - 2027 Southern Caribbean cruises to Aruba, Curacao and Barbados: which Norwegian ships call, which ports they sail from, and...
- St. Thomas, Tortola, St. Maarten & San Juan: Norwegian's 2027 Eastern Caribbean Ports of Call - NCL's 2027 Eastern Caribbean ports of call: St.
- Miami Cruises in 2027: Seven Cruise Lines Compared by Ships, Private Islands and Fares - Compare 2027 cruises from Miami on Carnival, MSC, Royal Caribbean, Norwegian, Virgin Voyages, Celebrity and Princess: 1,292...
- 2027 Caribbean Cruise Preview: Ships, Ports, and Sailing Calendar - Plan a 2027 Norwegian Caribbean cruise: 355 sailings on 16 ships from 11 departure ports, Western vs Eastern vs Southern...
- Fort Lauderdale Cruises in 2027: Royal Caribbean, Princess, Celebrity and Cunard Compared - Compare 2027 cruises from Fort Lauderdale on Royal Caribbean, Princess, Celebrity and Cunard: 559 sailings, Bahamas and...
Frequently Asked Questions
Which cruise lines sail from San Juan in 2027?
Five cruise lines tracked by CabinSaver sail from San Juan, Puerto Rico in 2027: Royal Caribbean with 70 departures, Princess Cruises with 38, Norwegian Cruise Line with 28, Celebrity Cruises with 23 and Virgin Voyages with 21, for 180 tracked 2027 sailings as of October 2026. Royal Caribbean is the only one of these lines sailing from San Juan between May and September.
Which cruise line is cheapest from San Juan in 2027?
For solo travelers, Celebrity Cruises had the lowest typical interior range on 2027 San Juan sailings, approximately $159-202 per night at single occupancy, followed by Royal Caribbean ($168-231), Princess Cruises ($196-256) and Norwegian Cruise Line ($281-367), based on CabinSaver tracking as of October 2026 (subject to change). Virgin Voyages fares were not current, so Virgin is not included.
Can I cruise from San Juan in the summer of 2027?
Yes, on Royal Caribbean. Royal Caribbean is the only tracked line with San Juan departures from May to September 2027, mostly 7-night Eastern Caribbean round trips on Grandeur of the Seas to St. Croix, St. Maarten, Antigua and St. Thomas. Princess, Norwegian, Celebrity and Virgin Voyages sail from San Juan only between October and April, based on CabinSaver tracking as of October 2026.
Why cruise from San Juan instead of Florida?
San Juan sits at the eastern end of the Caribbean, so a 7-night cruise from San Juan can reach the Southern Caribbean islands, such as Barbados, St. Lucia, Dominica and Grenada, that week-long cruises from Florida rarely include. In 2027, Princess Cruises calls at Barbados on 35 of its 38 San Juan sailings and Celebrity Cruises at St. Lucia on 21 of 23, based on CabinSaver tracking as of October 2026.
Do I need a passport to cruise from San Juan?
Puerto Rico is a U.S. territory, so U.S. citizens typically do not need a passport to fly to San Juan, and closed-loop round trips may allow other accepted proof of citizenship. A valid passport book is still typically recommended for cruises that visit foreign islands, and one-way sailings generally require one. Requirements vary by itinerary and citizenship, so always verify with your cruise line and official government sources before your trip.