Cruises from San Juan
140 live cruises sail from San Juan — 7 to 14 nights, across 13 lines, through the Caribbean. A NestCruise advisor narrows them to the one that fits.
CaribbeanPrincess Cruises
14-Night Caribbean Cruise
Aboard Emerald Princess
San Juan → St Thomas Island USVI → Philipsburg St Maarten → St Johns Antigua +6 more
14 nights · 14 departures
Balanced · 10 ports
CaribbeanPrincess Cruises
14-Night Caribbean Cruise
Aboard Crown Princess
San Juan → St Thomas Island USVI → Philipsburg St Maarten → St Johns Antigua +5 more
14 nights · 12 departures
Balanced · 9 ports
CaribbeanCelebrity Cruises
7 Night Southern Caribbean Cruise
Aboard Celebrity Constellation
San Juan (Puerto Rico) → Tortola → Basseterre, Saint Kitts → Roseau +2 more
7 nights · 6 departures
Port-rich · 6 ports
CaribbeanEmerald Cruises
Caribbean Yachting Hideaways
Aboard Emerald Kaia
San Juan (Puerto Rico) → Vieques → Saint John Island → Great Harbour, Jost Van Dyke +4 more
7 nights · 6 departures
Port-rich · 8 ports
CaribbeanNorwegian Cruise Line
Caribbean: Barbados & St. Thomas
Aboard Norwegian Prima
San Juan (Puerto Rico) → Philipsburg → Castries → Bridgetown +3 more
7 nights · 6 departures
Port-rich · 7 ports
CaribbeanRoyal Caribbean International
7 Night Southern Caribbean Cruise
Aboard Rhapsody of the Seas
San Juan (Puerto Rico) → Tortola → Philipsburg → Saint John's +2 more
7 nights · 4 departures
Port-rich · 6 ports
CaribbeanVirgin Voyages
Southern Caribbean & Aruban Nights
Aboard Scarlet Lady
San Juan (Puerto Rico) → At Sea → Oranjestad → Willemstad +2 more
7 nights · 6 departures
Port-rich · 6 ports
CaribbeanVirgin Voyages
Southern Caribbean Cruise
Aboard Valiant Lady
San Juan (Puerto Rico) → Philipsburg → At Sea → Bridgetown +3 more
7 nights · 6 departures
Port-rich · 7 ports
CaribbeanRoyal Caribbean International
7 Night Southern Caribbean Cruise
Aboard Vision of the Seas
San Juan (Puerto Rico) → Charlotte Amalie → Saint John's → Philipsburg +2 more
7 nights · 6 departures
Port-rich · 6 ports
CaribbeanEmerald Cruises
Quintessential Caribbean
Aboard Emerald Sakara
San Juan (Puerto Rico) → Cruz Bay, Saint John → Nevis → Deshaies +4 more
7 nights · 5 departures
Port-rich · 8 ports
CaribbeanSilversea
San Juan to San Juan
Aboard Silver Shadow
San Juan (Puerto Rico) → Great Harbour, Jost Van Dyke → Little Bay → Castries +3 more
7 nights · 5 departures
Port-rich · 7 ports
CaribbeanCelebrity Cruises
7 Night Southern Caribbean Cruise
Aboard Celebrity Summit
San Juan (Puerto Rico) → Roseau → Bridgetown → Castries +2 more
7 nights · 4 departures
Port-rich · 6 ports
CaribbeanSilversea
San Juan to San Juan
Aboard Silver Dawn
San Juan (Puerto Rico) → Saint John Island → Basseterre, Saint Kitts → Castries +3 more
7 nights · 3 departures
Port-rich · 7 ports
CaribbeanCrystal
San Juan to Fort Lauderdale
Aboard Crystal Symphony
San Juan (Puerto Rico) → Great Harbour, Jost Van Dyke → Saint John's → Gustavia +3 more
7 nights · 2 departures
Port-rich · 7 ports
CaribbeanExplora Journeys
A Journey to Island Rhythms & Tranquil Bahamian Bliss
Aboard EXPLORA II
San Juan (Puerto Rico) → Tortola → Pointe-à-Pitre → Gustavia +3 more
7 nights · 2 departures
Port-rich · 7 ports
CaribbeanExplora Journeys
A journey through the Caribbean's Rich History & Palm-Shaded Paradise
Aboard EXPLORA IV
San Juan (Puerto Rico) → Charlotte Amalie → Cayo Levantado → Puerto Plata +4 more
7 nights · 2 departures
Port-rich · 8 ports
CaribbeanAzamara
Caribbean Combination Cruise: Antigua, Grenada & Saint Lucia
Aboard Azamara Quest
San Juan → Virgin Gorda → Saint John's → Saint Pierre +10 more
14 nights · 2 departures
Port-rich · 14 ports
CaribbeanDisney Cruise Line
4-Night Eastern Caribbean Cruise from San Juan to Port Canaveral
Aboard Disney Dream
San Juan (Puerto Rico) → At Sea → Disney Lookout Cay at Lighthouse Point → Castaway Cay +1 more
4 nights · 1 departure
Port-rich · 5 ports
CaribbeanCrystal
San Juan to Cartagena
Aboard Crystal Serenity
San Juan (Puerto Rico) → Great Harbour, Jost Van Dyke → At Sea → Oranjestad +1 more
5 nights · 1 departure
Port-rich · 5 ports
CaribbeanAzamara
Southern Caribbean Cruise: British Virgin Islands, Martinique & Grenada
Aboard Azamara Journey
San Juan → Virgin Gorda → Saint John's → Saint Pierre +4 more
7 nights · 1 departure
Port-rich · 8 ports
CaribbeanExplora Journeys
A Journey from Exciting Escapades to Idyllic Tranquillity
Aboard EXPLORA I
San Juan (Puerto Rico) → Saint John's → Road Bay → Spanish Town, Virgin Gorda +3 more
7 nights · 1 departure
Port-rich · 7 ports
CaribbeanExplora Journeys
A Journey through Balmy Shores & Stirring Scenery
Aboard EXPLORA III
San Juan (Puerto Rico) → Gustavia → Little Bay → Basseterre, Saint Kitts +3 more
7 nights · 1 departure
Port-rich · 7 ports
RepositioningRoyal Caribbean International
7 Night San Juan To Colon Cruise
Aboard Grandeur of the Seas
San Juan (Puerto Rico) → Charlotte Amalie → Philipsburg → Castries +2 more
7 nights · 1 departure
Port-rich · 6 ports
CaribbeanOceania Cruises
Caribbean Essence
Aboard Oceania Allura
San Juan (Puerto Rico) → Gustavia → Philipsburg → Basseterre, Saint Kitts +4 more
8 nights · 1 departure
Port-rich · 8 ports
CaribbeanSilversea
San Juan to Miami
Aboard Silver Nova
San Juan (Puerto Rico) → Saint John Island → Charlestown → Roseau +4 more
8 nights · 1 departure
Port-rich · 8 ports
CaribbeanSilversea
San Juan to Miami
Aboard Silver Ray
San Juan (Puerto Rico) → Saint John Island → Saint John's → Fort-de-France +4 more
8 nights · 1 departure
Port-rich · 8 ports
CaribbeanRegent Seven Seas Cruises
Caribbean Mystique
Aboard Seven Seas Prestige
San Juan (Puerto Rico) → Tortola → Basseterre, Saint Kitts → Saint John's +7 more
10 nights · 1 departure
Port-rich · 11 ports
CaribbeanPrincess Cruises
7-Night Caribbean Cruise
Aboard Emerald Princess
San Juan → St Thomas Island USVI → Philipsburg St Maarten → St Johns Antigua +2 more
7 nights · 7 departures
Port-rich · 6 ports
CaribbeanPrincess Cruises
7-Night Caribbean Cruise
Aboard Crown Princess
San Juan → St Thomas Island USVI → Philipsburg St Maarten → St Johns Antigua +2 more
7 nights · 6 departures
Port-rich · 6 ports
CaribbeanCelebrity Cruises
7 Night Southern Caribbean Cruise - Christmas
Aboard Celebrity Constellation
San Juan (Puerto Rico) → Charlotte Amalie → Philipsburg → Saint John's +2 more
7 nights · 2 departures
Port-rich · 6 ports
CaribbeanEmerald Cruises
Discover the Yachting Islands of the Caribbean
Aboard Emerald Kaia
San Juan (Puerto Rico) → Vieques → Saint John Island → Great Harbour, Jost Van Dyke +9 more
14 nights · 6 departures
Port-rich · 13 ports
CaribbeanNorwegian Cruise Line
Caribbean: St. Thomas & Tortola
Aboard Norwegian Prima
San Juan (Puerto Rico) → Road Town, Tortola → Basseterre, Saint Kitts → Bridgetown +3 more
7 nights · 6 departures
Port-rich · 7 ports
CaribbeanRoyal Caribbean International
7 Night Southern Caribbean Holiday
Aboard Rhapsody of the Seas
San Juan (Puerto Rico) → Charlotte Amalie → Saint Croix Island → Philipsburg +2 more
7 nights · 3 departures
Port-rich · 6 ports
CaribbeanVirgin Voyages
Southern Caribbean Cruise
Aboard Scarlet Lady
San Juan (Puerto Rico) → Tortola → At Sea → Bridgetown +3 more
7 nights · 6 departures
Port-rich · 7 ports
CaribbeanVirgin Voyages
Southern Caribbean & Aruban Nights
Aboard Valiant Lady
San Juan (Puerto Rico) → At Sea → Oranjestad → Willemstad +2 more
7 nights · 5 departures
Port-rich · 6 ports
CaribbeanRoyal Caribbean International
7 Night Southern Caribbean Holiday
Aboard Vision of the Seas
San Juan (Puerto Rico) → Tortola → Saint John's → Roseau +2 more
7 nights · 3 departures
Port-rich · 6 ports
CaribbeanEmerald Cruises
Splendours of the Caribbean
Aboard Emerald Sakara
San Juan (Puerto Rico) → Cruz Bay, Saint John → Nevis → Falmouth +3 more
6 nights · 2 departures
Port-rich · 7 ports
CaribbeanSilversea
San Juan to Bridgetown
Aboard Silver Shadow
San Juan (Puerto Rico) → Great Harbour, Jost Van Dyke → Gustavia → Saint John's +7 more
10 nights · 2 departures
Port-rich · 11 ports
CaribbeanCelebrity Cruises
4 Night San Juan To Ft. Lauderdale
Aboard Celebrity Summit
San Juan (Puerto Rico) → Philipsburg → Fort Lauderdale, Florida
4 nights · 1 departure
Balanced · 3 ports
CaribbeanSilversea
San Juan to San Juan
Aboard Silver Dawn
San Juan (Puerto Rico) → Great Harbour, Jost Van Dyke → Basseterre, Saint Kitts → Gustavia +6 more
10 nights · 3 departures
Port-rich · 10 ports
CaribbeanCrystal
San Juan to Fort Lauderdale
Aboard Crystal Symphony
San Juan (Puerto Rico) → Punta Cana → Santo Domingo → At Sea +4 more
9 nights · 2 departures
Port-rich · 8 ports
CaribbeanExplora Journeys
A Journey across Caribbean Culture & Volcanic Landscapes
Aboard EXPLORA II
San Juan (Puerto Rico) → At Sea → Port Elizabeth, Bequia → Castries +3 more
7 nights · 1 departure
Port-rich · 7 ports
CaribbeanExplora Journeys
A journey through Historical Gems & Idyllic Coastlines
Aboard EXPLORA IV
San Juan (Puerto Rico) → Cruz Bay, Saint John → Pointe-à-Pitre → Marigot +3 more
7 nights · 2 departures
Port-rich · 7 ports
CaribbeanAzamara
Southern Caribbean Cruise: Antigua, Martinique & Bequia
Aboard Azamara Quest
San Juan → Virgin Gorda → Saint John's → Saint Pierre +4 more
7 nights · 1 departure
Port-rich · 8 ports
CaribbeanDisney Cruise Line
7-Night Southern Caribbean Cruise from San Juan
Aboard Disney Dream
San Juan (Puerto Rico) → At Sea → Curaçao → Aruba +2 more
7 nights · 1 departure
Port-rich · 6 ports
CaribbeanCrystal
San Juan to Cartagena
Aboard Crystal Serenity
San Juan (Puerto Rico) → At Sea → Saint John's → Pointe-à-Pitre +6 more
10 nights · 1 departure
Port-rich · 10 ports
Frequently asked
- How many cruises from San Juan does NestCruise have?
- 140 live sailings, 7 to 14 nights. A NestCruise advisor narrows them to the one that fits.
- Which cruise lines sail from San Juan?
- Explora Journeys, Virgin Voyages, Azamara and Royal Caribbean International, among others.
- How long are cruises from San Juan?
- Most run 7 to 14 nights.
- How much do cruises from San Juan cost?
- NestCruise doesn't publish fares — it's a quote-only concierge. Share your dates and party size and an advisor prices your exact sailing at no cost.