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Puerto Rico Cruises Starting In November 2026, 2027 and 2028

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55 Cruises (192 Cruise Departures)
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
$895
Balcony
$1,878
Suite
$2,623
From
US$885
Save 451
Per Person
View Trip
8 Day A Journey Across the Caribbean’s Colourful Heart with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 13 November 2027
Visit: Puerto Rico, Virgin Islands, Dominican Republic, USA, Bahamas
Inside
-
Oceanview
-
Balcony
-
Suite
$4,020
From
US$4,020
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
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$4,033
Balcony
-
Suite
$5,432
From
US$4,033
Save 1,812
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
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,432
From
US$5,432
Save 2,058
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
Memorial Day Sale
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,950
Suite
-
From
US$4,950
Save 6,048
Per Person
View Trip
16 Day Spain & Morocco Transatlantic with Celebrity Cruises
Cruise

16 Days (15 Nights) Rome to San Juan
Cruise Line: Celebrity Cruises
Ship: Celebrity Constellation
Departure: 02 November 2026
Visit: Italy, Spain, Morocco, Saint Martin, Puerto Rico
Exclusive Savings
Inside
$888
Oceanview
$1,171
Balcony
-
Suite
$7,587
From
US$913
Save 670
Per Person
View Trip
11 Day Caribbean Cruise From Jacksonville To Jacksonville with Norwegian Cruise Line
Cruise

11 Days (10 Nights) Jacksonville to Jacksonville
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Dawn
Departure: 29 November 2027
Visit: USA, Bahamas, Dominican Republic, Virgin Islands, Puerto Rico
Inside
$1,089
Oceanview
$1,289
Balcony
$1,739
Suite
$2,159
From
US$1,089
Per Person
View Trip
9 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Symphony of the Seas
Departures: Nov 2027 to Dec 2027
Visit: USA, Saint Kitts and Nevis, Puerto Rico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,084
Oceanview
$1,233
Balcony
$1,273
Suite
$2,509
From
US$1,084
Save 735
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
$748
Oceanview
$881
Balcony
$882
Suite
$3,793
From
US$748
Save 507
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
$13,899
Suite
$14,099
From
US$13,899
Save 13,899
Per Person
View Trip
8 Day Eastern Caribbean: San Juan & St. Thomas with Holland America
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ships: Eurodam, Nieuw Statendam
Departures: Nov 2026 to Mar 2027
Visit: USA, Turks and Caicos Islands, Puerto Rico, Virgin Islands, Bahamas
Fare Saver
Inside
$649
Oceanview
$699
Balcony
$949
Suite
$1,499
From
US$649
Per Person
View Trip
8 Day Eastern Caribbean With Puerto Rico & Celebration Key with Princess
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Star Princess
Departures: Oct 2027 to Feb 2028
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$764
Oceanview
$904
Balcony
$974
Suite
$1,349
From
US$764
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
$1,341
Oceanview
$3,517
Balcony
$1,563
Suite
$7,252
From
US$1,341
Save 711
Per Person
View Trip
8 Day Perfect Day Cococay & Caribbean Holid with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ships: Allure of the Seas, Independence of the Seas
Departures: Nov 2026 to Apr 2027
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$532
Oceanview
$674
Balcony
$845
Suite
$1,508
From
US$532
Save 526
Per Person
View Trip
9 Day Eastern Caribbean Cruise with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departure: 07 November 2026
Visit: USA, Saint Kitts and Nevis, Saint Martin, Puerto Rico, Turks and Caicos Islands
Exclusive Savings
Inside
$875
Oceanview
$1,557
Balcony
$1,766
Suite
$3,736
From
US$875
Save 506
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
$517
Oceanview
$544
Balcony
$1,214
Suite
$1,386
From
US$517
Save 468
Per Person
View Trip
15 Day Lisbon to San Juan with Silversea
Cruise

15 Days (14 Nights) Lisbon to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 27 November 2027
Visit: Portugal, Spain, Cape Verde, Saint Barthelemy, Puerto Rico
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,500
Balcony
$5,000
Suite
$8,400
From
US$4,500
Save 2,000
Per Person
View Trip
10 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departures: Nov 2027 to Jan 2028
Visit: USA, Dominican Republic, Puerto Rico, Aruba, Curacao
Bonus Onboard Credit
Exclusive Savings
Inside
$966
Oceanview
$1,086
Balcony
$1,384
Suite
$2,234
From
US$966
Save 508
Per Person
View Trip
21 Day Sailing Toward History with Regent Seven Seas
Cruise

21 Days (20 Nights) Rome to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 13 November 2028
Visit: Italy, Spain, Portugal, Puerto Rico, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$18,499
Suite
$20,099
From
US$18,499
Save 18,499
Per Person
View Trip
8 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Harmony of the Seas
Departures: Nov 2026 to Sep 2027
Visit: USA, Saint Martin, Puerto Rico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$759
Oceanview
$1,094
Balcony
$1,106
Suite
$2,205
From
US$759
Save 798
Per Person
View Trip
8 Day Eastern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departure: 21 November 2027
Visit: USA, Saint Martin, Puerto Rico, Dominican Republic
Bonus Onboard Credit
Exclusive Savings
Inside
$992
Oceanview
$1,102
Balcony
$1,374
Suite
$2,600
From
US$992
Save 511
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 2027 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Bonaire, Curacao, Aruba
Bonus Onboard Credit
Exclusive Savings
Inside
$723
Oceanview
$773
Balcony
$1,243
Suite
$1,458
From
US$723
Save 632
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: Jun 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Bahamas
Inside
$567
Oceanview
$763
Balcony
$897
Suite
$1,314
From
US$567
Per Person
View Trip
14 Day Lullaby Of The Atlantic with Regent Seven Seas
Cruise

14 Days (13 Nights) Lisbon to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 20 November 2028
Visit: Portugal, Puerto Rico, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,099
Suite
$11,449
From
US$10,099
Save 10,099
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
$4,500
Balcony
$5,400
Suite
$9,400
From
US$4,500
Save 2,000
Per Person
View Trip
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