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Puerto Rico Cruises Starting In November 2026 and 2027

If you're looking at joining a cruise to Puerto Rico in November 2026 or 2027, we have 39 unique cruise itineraries and 156 departures available, operated by thirteen of the world's leading cruise lines departing in November.
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39 Cruises (156 Cruise Departures)
12 Day Mid Atlantic Crossing with Viking Cruises
New ReleaseCruise
 (5)

12 Days (11 Nights) Lisbon to San Juan
Cruise Line: Viking Cruises
Ships: Viking Sea, Viking Sky
Departures: Nov 2027 to Nov 2027
Visit: Portugal, Spain, Puerto Rico
Viking $999 Air Deal
Inside
-
Oceanview
-
Balcony
$3,299
Suite
$5,799
From
US$3,299
Per Person
View Trip
15 Day Spain & Morocco Transatlantic with Royal Caribbean
Cruise
 (1)

15 Days (14 Nights) Barcelona to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 13 November 2027
Visit: Spain, Morocco, Puerto Rico
Bonus Onboard Credit
Exclusive Savings
Inside
$885
Oceanview
$1,009
Balcony
$1,688
Suite
$2,293
From
US$885
Save 451
Per Person
View Trip
8 Day Caribbean escapade with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 30 November 2026
Visit: USA, Bahamas, Turks and Caicos Islands, Puerto Rico
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,649
From
US$5,649
Save 8,041
Per Person
View Trip
11 Day Caribbean Cruise From Philadelphia To Philadelphia with Norwegian Cruise Line
Cruise
 (1)

11 Days (10 Nights) Philadelphia to Philadelphia
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Pearl
Departures: Nov 2026 to Feb 2028
Visit: USA, Virgin Islands, Puerto Rico, Dominican Republic
Inside
$1,049
Oceanview
$1,269
Balcony
$1,769
Suite
$1,976
From
US$1,049
Per Person
View Trip
9 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 06 November 2027
Visit: USA, Bahamas, Dominican Republic, Puerto Rico
Inside
$788
Oceanview
$908
Balcony
$1,098
Suite
$1,938
From
US$788
Per Person
View Trip
8 Day Eastern Caribbean with St. Kitts with Princess
Cruise
 (6)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ships: Island Princess, Sky Princess
Departures: Oct 2027 to Feb 2028
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Princess Standard
Inside
$609
Oceanview
$769
Balcony
$794
Suite
$1,274
From
US$609
Per Person
View Trip
17 Day Maritime Magic To Miami with Regent Seven Seas
Cruise

17 Days (16 Nights) Barcelona to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 04 November 2027
Visit: Spain, Morocco, Puerto Rico, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,140
Suite
$14,630
From
US$14,140
Save 14,658
Per Person
View Trip
8 Day Caribbean Escapade with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 21 November 2026
Visit: Puerto Rico, Turks and Caicos Islands, Bahamas, USA
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,067
From
US$5,067
Save 7,423
Per Person
View Trip
8 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ships: Allure of the Seas, Independence of the Seas, Wonder of the Seas
Departures: Mar 2026 to Apr 2027
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$682
Oceanview
$782
Balcony
$1,035
Suite
$1,509
From
US$682
Save 704
Per Person
View Trip
16 Day Pathway To Sunshine with Oceania Cruises
Cruise

16 Days (15 Nights) Barcelona to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departure: 17 November 2026
Visit: Spain, Morocco, Puerto Rico, USA
Upgrade Your Experience
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,103
Suite
-
From
US$5,103
Save 5,895
Per Person
View Trip
13 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

13 Days (12 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 06 November 2027
Visit: USA, Bahamas, Dominican Republic, Puerto Rico
Inside
$1,353
Oceanview
$1,553
Balcony
$1,893
Suite
$3,543
From
US$1,353
Per Person
View Trip
8 Day Perfect Day Cococay & East Carib with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Harmony of the Seas
Departures: Nov 2026 to Apr 2027
Visit: USA, Saint Martin, Puerto Rico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$869
Oceanview
$1,070
Balcony
$1,082
Suite
$2,354
From
US$869
Save 661
Per Person
View Trip
8 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Harmony of the Seas
Departure: 21 November 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,205
Oceanview
$1,485
Balcony
$1,508
Suite
$6,298
From
US$1,205
Save 618
Per Person
View Trip
11 Day Southern Caribbean Islander with Princess
Cruise
 (4)

11 Days (10 Nights) New York to Fort Lauderdale
Cruise Line: Princess
Ship: Coral Princess
Departure: 26 November 2027
Visit: USA, Puerto Rico, Aruba, Curacao
Princess Standard
Inside
$1,339
Oceanview
$1,497
Balcony
$1,613
Suite
$2,099
From
US$1,339
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC World America
Departures: Mar 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings
Inside
$644
Oceanview
$894
Balcony
$894
Suite
$1,434
From
US$644
Save 52
Per Person
View Trip
8 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Allure of the Seas
Departure: 01 November 2026
Visit: USA, Bahamas, Puerto Rico, Saint Kitts and Nevis
Exclusive Savings
Inside
$813
Oceanview
$1,033
Balcony
$1,125
Suite
$2,860
From
US$813
Save 442
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: Oct 2026 to Feb 2027
Visit: USA, Saint Martin, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$694
Oceanview
-
Balcony
$899
Suite
$1,074
From
US$694
Per Person
View Trip
16 Day Canaries To The Caribbean with Oceania Cruises
Cruise
 (1)

16 Days (15 Nights) Lisbon to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 09 November 2026
Visit: Portugal, Spain, Puerto Rico, Bahamas, USA
Upgrade Your Experience
Your World Inclusions
Exclusive Savings
Inside
$3,088
Oceanview
$3,524
Balcony
$4,616
Suite
$6,231
From
US$3,088
Save 3,910
Per Person
View Trip
8 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 28 November 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Martin
Limited Time Offer
Inside
$763
Oceanview
$903
Balcony
$1,113
Suite
$3,983
From
US$763
Per Person
View Trip
11 Day Miami to Miami with Silversea
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 30 November 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,800
Balcony
$5,680
Suite
$8,860
From
US$4,800
Save 1,200
Per Person
View Trip
7 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (1)

7 Days (6 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 14 November 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Lucia, Saint Kitts and Nevis
Limited Time Offer
Inside
$954
Oceanview
$1,134
Balcony
$1,254
Suite
$3,414
From
US$954
Per Person
View Trip
8 Day Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Viva
Departures: Nov 2027 to Dec 2027
Visit: Puerto Rico, Aruba, Barbados, Saint Lucia, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,419
Oceanview
$1,619
Balcony
$1,817
Suite
$2,690
From
US$1,419
Save 52
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Vision of the Seas
Departures: Nov 2026 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$649
Oceanview
$698
Balcony
$1,244
Suite
$1,326
From
US$649
Save 460
Per Person
View Trip
8 Day Southern Caribbean with Curacao with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 14 November 2027
Visit: USA, Jamaica, Aruba, Curacao, Puerto Rico
Princess Standard
Inside
$754
Oceanview
$874
Balcony
$1,099
Suite
$1,674
From
US$754
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Inside
$1,209
Oceanview
$1,409
Balcony
$1,659
Suite
$2,487
From
US$1,209
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Mar 2028
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$674
Oceanview
$854
Balcony
$799
Suite
$1,264
From
US$674
Per Person
View Trip
23 Day Flamenco To Flamingos with Oceania Cruises
Cruise
 (1)

23 Days (22 Nights) Barcelona to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 02 November 2026
Visit: Spain, Portugal, Puerto Rico, Bahamas, USA
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
$5,973
Balcony
$8,398
Suite
$11,211
From
US$5,973
Save 6,225
Per Person
View Trip
8 Day Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Viva
Departure: 28 November 2027
Visit: Puerto Rico, Aruba, Curacao, Saint Martin, Saint Kitts and Nevis
Inside
$1,119
Oceanview
$1,319
Balcony
$1,569
Suite
$2,399
From
US$1,119
Per Person
View Trip
16 Day Fall Caribbean Passage with Oceania Cruises
Cruise
 (3)

16 Days (15 Nights) Barcelona to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Marina
Departure: 25 November 2026
Visit: Spain, Portugal, Puerto Rico, Dominican Republic, USA
Your World Inclusions
Upgrade Your Experience
Exclusive Savings
Inside
$3,622
Oceanview
$4,544
Balcony
$4,239
Suite
$5,476
From
US$3,622
Save 3,776
Per Person
View Trip
8 Day Eastern Caribbean From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Getaway
Departure: 16 November 2026
Visit: USA, Bahamas, Virgin Islands, Puerto Rico, Dominican Republic
Inside
$889
Oceanview
$1,009
Balcony
$1,319
Suite
$1,399
From
US$889
Per Person
View Trip
Results: 1-30 of 39

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