San Juan cruises

Find the perfect San Juan cruise for your next trip!

Prices include all applicable taxes and port fees

848 San Juan cruises

Prices include all applicable taxes and port fees

8 Night Caribbean - Southern Cruise

Crown Princess
Crown Princess Recommended Cruise
Departing from:Fort Lauderdale (Port Everglades), Florida
Ports of call:Port of Oranjestad, Aruba, Caribbean•Curacao, Caribbean•Antigua, Antigua & Barbuda•St. Thomas, U.S. Virgin Islands•San Juan, Puerto Rico
Sailing dates:December 19, 2026
Interior from $689/ pp
View Itinerary

7 Day Eastern Caribbean

Carnival Celebration
Carnival Celebration Recommended Cruise
Departing from:Miami, Florida
Ports of call:Celebration Key, Bahamas•San Juan, Puerto Rico•St. Thomas, U.S. Virgin Islands
Sailing dates:June 2027•July 2027•August 2027•December 2027•February 2028
Interior from $613/ pp
View Itinerary

7 Night Caribbean - Eastern Cruise

MSC Seaside
MSC Seaside Recommended Cruise
Departing from:Miami, Florida
Ports of call:Ocean Cay, Bahamas•San Juan, Puerto Rico•Puerto Plata, Dominican Republic
Sailing dates:December 21, 2026
Interior from $639/ pp
View Itinerary

Southern Caribbean New Year's Cruise

Valiant Lady
Valiant Lady Recommended Cruise
Departing from:San Juan, Puerto Rico
Ports of call:St. Maarten, Netherlands Antilles•Fort-de-France, Martinique•Bridgetown, Barbados•Castries, St. Lucia•St. John's, Antigua
Sailing dates:December 26, 2026

Bonus Offers:

  • Save $741 per person with this offer
  • Up to 35% off
Interior from $2,274 $1,533
View Itinerary

10 Night Caribbean-Philadelphia

Norwegian Pearl
Norwegian Pearl Top Deal Recommended Cruise
Departing from:Philadelphia, Pennsylvania
Ports of call:San Juan, Puerto Rico•Tortola, B.V.I.•St. Thomas, U.S. Virgin Islands
Sailing dates:January 3, 2027

Bonus Offers:

  • Save $339 per person with this offer
  • Up to 50% off
Interior from $968 $629
View Itinerary

10 Night Caribbean - Eastern Cruise

Enchanted Princess
Enchanted Princess Recommended Cruise
Departing from:Fort Lauderdale (Port Everglades), Florida
Ports of call:Relaxaway, Half Moon Cay•Amber Cove, Dominican Republic•San Juan, Puerto Rico•St. Maarten, Netherlands Antilles•Antigua, Antigua & Barbuda•Port of Basseterre, St. Kitts, St. Kitts and Nevis
Sailing dates:December 17, 2026•March 7, 2027
Interior from $1,049/ pp
View Itinerary

7 Night Eastern Caribbean Cruise

Independence of the Seas
Independence of the Seas Great Deal Recommended Cruise
Departing from:Miami, Florida
Ports of call:Nassau, Bahamas•San Juan, Puerto Rico•Charlotte Amalie, St. Thomas, U.S. Virgin Islands
Sailing dates:January 24, 2027

Bonus Offers:

  • Save $187 per person with this offer
  • 60% off 2nd guest
  • Kids Sail Free!
Interior from $836 $649
View Itinerary

7 Night Caribbean - Western Cruise

Coral Princess
Coral Princess Recommended Cruise
Departing from:Fort Lauderdale (Port Everglades), Florida
Ports of call:Relaxaway, Half Moon Cay•San Juan, Puerto Rico•St. Maarten, Netherlands Antilles
Sailing dates:December 19, 2026
Interior from $629/ pp
View Itinerary

7 Night Southern Caribbean Holiday

Vision of the Seas
Vision of the Seas Recommended Cruise
Departing from:San Juan, Puerto Rico
Ports of call:Charlotte Amalie, St. Thomas, U.S. Virgin Islands•St. Croix, U.S. Virgin Islands•St. John's, Antigua•Roseau, Dominica•Philipsburg, St. Maarten
Sailing dates:December 27, 2026

Bonus Offers:

  • Save $510 per person with this offer
  • 60% off 2nd guest
Interior from $1,832 $1,322
View Itinerary

7 Night Southern Caribbean Cruise

Vision of the Seas
Vision of the Seas Great Deal Recommended Cruise
Departing from:San Juan, Puerto Rico
Ports of call:Charlotte Amalie, St. Thomas, U.S. Virgin Islands•St. John's, Antigua•Roseau, Dominica•St. Croix, U.S. Virgin Islands•Port of Basseterre, St. Kitts, St. Kitts and Nevis
Sailing dates:January 3, 2027

Bonus Offers:

  • Save $191 per person with this offer
  • 60% off 2nd guest
Interior from $779 $588
View Itinerary

Showing Results 10 of 848

About San Juan cruises

Cruises to or from San Juan sail mostly to the Caribbean and the Bahamas. Princess, Royal Caribbean, MSC Cruises, and Explora Journeys offer these itineraries. Trips include 7- to 14-night itineraries with stops at Port of Basseterre, Miami, and Philipsburg.

Sailings to or from San Juan run from October 2026 to March 2029, most often in December. Choose from interior, oceanview, balcony, and suite cabins. You can sail on MSC World America. Browse the sailings above to find a departure date and itinerary that suit your plans.

Frequently asked questions

Which ports do San Juan cruises visit?

San Juan itineraries include stops at Port of Basseterre, Philipsburg, and Puerto Plata. 467 sailings stop at Port of Basseterre.

Which cruise lines sail to or from San Juan?

Princess, Royal Caribbean, MSC Cruises, and Explora Journeys all sail to or from San Juan.

Where do San Juan cruises leave from?

You can sail from San Juan, Miami, Fort Lauderdale (Port Everglades), and Port Canaveral. Departures are most frequent from San Juan.

Which ships sail to or from San Juan most often?

Ships sailing most often include MSC World America.

What kinds of cabins are available?

You can choose interior, oceanview, balcony, and suite cabins.

How many cruises and ships are sailing to or from San Juan?

There are currently 1,413 sailings on 105 ships. Departures run from October 2026 to March 2029.

What are the shortest and longest San Juan cruises?

The shortest trip is 3 nights, and the longest is 129 nights. Most trips last 7 to 14 nights.

How long are San Juan cruises?

Trips include 7- to 14-night itineraries.