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2 Week Puerto Rico Cruises

Looking to discover the best of Puerto Rico on a 2 week cruise? Then choose from our range of unique cruise itineraries with four leading cruise lines that explore Puerto Rico. October and December are the most popular months to travel to Puerto Rico and we have 7 cruise departures available.
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7 Cruises (7 Cruise Departures)
14 Day MSC Grand Voyages with MSC Cruises
Cruise
 (1)

14 Days (13 Nights) Barcelona to Miami
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 31 October 2026
Visit: Spain, Portugal, Puerto Rico, USA
Inside
$741
Oceanview
$935
Balcony
$1,150
Suite
$6,329
From
US$741
Per Person
View Trip
14 Day West Indies to Spain with Viking Cruises
Cruise
 (5)

14 Days (13 Nights) San Juan to Barcelona
Cruise Line: Viking Cruises
Ship: Viking Sea
Departure: 06 March 2027
Visit: Puerto Rico, Saint Martin, Portugal, Spain
Viking $999 Air Deal
Inside
-
Oceanview
-
Balcony
$3,499
Suite
$5,999
From
US$3,499
Per Person
View Trip
14 Day West Indies to Spain with Viking Cruises
Cruise
 (5)

14 Days (13 Nights) Barcelona to San Juan
Cruise Line: Viking Cruises
Ship: Viking Sea
Departure: 23 October 2026
Visit: Spain, Portugal, Sint Maarten, Puerto Rico
Viking $999 Air Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,299
Suite
$5,999
From
US$3,299
Save 200
Per Person
View Trip
14 Day Transatlantic Cruise: Malaga, San Juan & Miami with Azamara Cruises
Cruise
 (5)

14 Days (13 Nights) Malaga to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 04 December 2026
Visit: Spain, Morocco, Puerto Rico, USA
Azamara Always Included
Inside
-
Oceanview
$1,789
Balcony
$2,927
Suite
$5,808
From
US$1,789
Per Person
View Trip
14 Day Spain & Morocco Transatlantic with Celebrity Cruises
Cruise

14 Days (13 Nights) San Juan to Barcelona
Cruise Line: Celebrity Cruises
Ship: Celebrity Constellation
Departure: 03 April 2027
Visit: Puerto Rico, Saint Martin, Morocco, Spain
Exclusive Savings
Inside
$851
Oceanview
$924
Balcony
$1,058
Suite
-
From
US$1,008
Save 364
Per Person
View Trip
14 Day Caribbean And Antilles with MSC Cruises
Cruise

14 Days (13 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC World America
Departure: 18 December 2027
Visit: USA, Bahamas, Mexico, Dominican Republic, Puerto Rico
Inside
$2,013
Oceanview
$2,332
Balcony
$2,571
Suite
$4,124
From
US$2,013
Per Person
View Trip
14 Day Caribbean And Antilles with MSC Cruises
Cruise

14 Days (13 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC World America
Departure: 11 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Bahamas, Mexico
Inside
$1,663
Oceanview
$2,022
Balcony
$2,202
Suite
$3,668
From
US$1,663
Per Person
View Trip
Results: 7 results

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Trip Lengths

10 Day 2 Week 7 Day

Departure Months

October December March April

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San Juan

Routes

San Juan to San Juan

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Puerto Rico to USA USA to Puerto Rico

Cruise Lines Exploring The Caribbean & Bahamas

Azamara Caribbean Cruises Celebrity Caribbean Cruises Cunard Caribbean Cruises Emerald Caribbean Cruises Explora Journeys Caribbean Cruises Holland America Caribbean Cruises MSC Caribbean Cruises NCL Caribbean Cruises Oceania Caribbean Cruises Ponant Caribbean Cruises Princess Caribbean Cruises Regent Seven Seas Caribbean Cruises Royal Caribbean Caribbean Cruises Scenic Caribbean Cruises Seabourn Caribbean Cruises Silversea Caribbean Cruises Viking Caribbean Cruises Virgin Voyages Caribbean Cruises

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