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Puerto Rico Cruises Starting In November 2027 and 2028

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58 Cruises (235 Departures)
58 Cruises (235 Departures)
Departures
Duration
4 Days
21 Days
Countries Visited
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Price
$500pp
$28,620pp
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21 Day Sailing Toward History with Regent Seven Seas
Cruise

21 Days (20 Nights) Rome to Miami
Operator: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 13 November 2028
Visits: Italy, Spain, Portugal, Puerto Rico, USA
Exclusive Savings
Balcony
$17,629
Suite
$19,621
From (Per Person)
A$17,629
Save 10,991
Per Person
View Trip
16 Day Lisbon to Fort Lauderdale with Crystal Cruises
New ReleaseCruise

16 Days (15 Nights) Lisbon to Fort Lauderdale
Operator: Crystal
Ship: Crystal Serenity
Departure: 08 November 2026
Visits: Portugal, Antigua and Barbuda, Virgin Islands, Puerto Rico, USA
Exclusive Savings
Oceanview
$11,319
Balcony
$12,562
Suite
$15,046
From (Per Person)
A$11,319
Save 481
Per Person
View Trip
14 Day Lisbon to San Juan with Silversea
Cruise

14 Days (13 Nights) Lisbon to San Juan
Operator: Silversea
Ship: Silver Shadow
Departure: 24 November 2028
Visits: Portugal, Saint Barthelemy, Virgin Islands, Puerto Rico
Exclusive Savings
Oceanview
$5,637
Balcony
$6,561
Suite
$8,631
From (Per Person)
A$5,637
Save 3,213
Per Person
View Trip
10 Day Roundtrip Fort Lauderdale with Crystal Cruises
New ReleaseCruise

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Crystal
Ship: Crystal Symphony
Departure: 24 November 2026
Visits: USA, Virgin Islands, Saint Martin, Puerto Rico, Dominican Republic
Exclusive Savings
Oceanview
$6,060
Balcony
$7,971
Suite
$8,353
From (Per Person)
A$6,060
Save 1,740
Per Person
View Trip
10 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

10 Days (9 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Independence of the Seas
Departures: Nov 2027 to Jan 2028
Visits: USA, Dominican Republic, Puerto Rico, Aruba, Curacao
Exclusive Savings
Inside
$1,514
Oceanview
$1,681
Balcony
$2,036
Suite
$3,404
From (Per Person)
A$1,514
Save 852
Per Person
View Trip
14 Day Lullaby Of The Atlantic with Regent Seven Seas
Cruise

14 Days (13 Nights) Lisbon to Miami
Operator: Regent Seven Seas
Ship: Seven Seas Grandeur
Departure: 20 November 2028
Visits: Portugal, Puerto Rico, USA
Exclusive Savings
Balcony
$9,212
Suite
$10,234
From (Per Person)
A$9,212
Save 7,948
Per Person
View Trip
6 Day A Journey Through Tropical Shores And Ocean Days with Explora Journeys
Cruise

6 Days (5 Nights) Saint John's to Miami
Operator: Explora Journeys
Ship: Explora I
Departure: 12 November 2026
Visits: Antigua and Barbuda, Anguilla, Puerto Rico, USA
Exclusive Savings
Suite
$4,042
From (Per Person)
A$4,042
Save 83
Per Person
View Trip
8 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ship: Harmony of the Seas
Departures: Nov 2026 to Apr 2028
Visits: USA, Saint Martin, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,141
Oceanview
$1,235
Balcony
$961
Suite
$3,209
From (Per Person)
A$961
Save 1,534
Per Person
View Trip
8 Day Perfect Day Cococay & Caribbean Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Ships: Allure of the Seas, Independence of the Seas
Departures: Nov 2026 to Apr 2027
Visits: USA, Bahamas, Puerto Rico, Virgin Islands
Exclusive Savings
Inside
$587
Oceanview
$1,249
Balcony
$1,272
Suite
$3,222
From (Per Person)
A$587
Save 1,187
Per Person
View Trip
9 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ship: Symphony of the Seas
Departures: Nov 2027 to Dec 2027
Visits: USA, Saint Kitts and Nevis, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,666
Oceanview
$1,879
Balcony
$1,917
Suite
$3,892
From (Per Person)
A$1,666
Save 1,239
Per Person
View Trip
8 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ship: Harmony of the Seas
Departure: 21 November 2026
Visits: USA, Bahamas, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,906
Oceanview
$2,108
Balcony
$1,960
Suite
$3,878
From (Per Person)
A$1,906
Save 1,034
Per Person
View Trip
11 Day Miami to Miami with Silversea
Cruise

11 Days (10 Nights) Miami to Miami
Operator: Silversea
Ship: Silver Shadow
Departure: 30 November 2026
Visits: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis
Exclusive Savings
Oceanview
$7,372
Balcony
$7,621
Suite
-
From (Per Person)
A$7,372
Save 1,478
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departures: Nov 2027 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Curacao, Aruba
Exclusive Savings
Inside
$1,151
Oceanview
$1,289
Balcony
$1,823
Suite
$2,362
From (Per Person)
A$1,151
Save 807
Per Person
View Trip
8 Day Eastern Caribbean With Puerto Rico & Celebration Key with Princess
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Princess
Ships: Star Princess, Sun Princess
Departures: Oct 2027 to Jan 2029
Visits: USA, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Sanctuary Collection
Exclusive Savings
Inside
$816
Oceanview
$994
Balcony
$1,133
Suite
$1,509
From (Per Person)
A$816
Per Person
View Trip
15 Day Lisbon to San Juan with Silversea
Cruise

15 Days (14 Nights) Lisbon to San Juan
Operator: Silversea
Ship: Silver Dawn
Departure: 27 November 2027
Visits: Portugal, Spain, Cape Verde, Saint Barthelemy, Puerto Rico
Exclusive Savings
Oceanview
$7,019
Balcony
$7,570
Suite
$12,274
From (Per Person)
A$7,019
Save 2,531
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
Operator: Explora Journeys
Ship: Explora IV
Departure: 13 November 2027
Visits: Puerto Rico, Virgin Islands, Dominican Republic, USA, Bahamas
Exclusive Savings
Suite
$6,277
From (Per Person)
A$6,277
Save 128
Per Person
View Trip
5 Day Fort Lauderdale to San Juan with Crystal Cruises
New ReleaseCruise

5 Days (4 Nights) Fort Lauderdale to San Juan
Operator: Crystal
Ship: Crystal Serenity
Departure: 23 November 2026
Visits: USA, Bahamas, Dominican Republic, Puerto Rico
Exclusive Savings
Oceanview
$3,553
Balcony
$4,031
Suite
$4,031
From (Per Person)
A$3,553
Save 147
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
Operator: Holland America
Ships: Eurodam, Nieuw Statendam, Rotterdam
Departures: Nov 2026 to Mar 2028
Visits: USA, Turks and Caicos Islands, Puerto Rico, Virgin Islands, Bahamas
Exclusive Savings
Inside
$923
Oceanview
$1,081
Balcony
$1,536
Suite
$2,536
From (Per Person)
A$923
Save 18
Per Person
View Trip
14 Day West Indies to Spain with Viking Cruises
Cruise

14 Days (13 Nights) Barcelona to San Juan
Operator: Viking
Ship: Viking Sky
Departure: 01 November 2028
Visits: Spain, Portugal, Sint Maarten, Puerto Rico
Exclusive Savings
Balcony
$7,835
Suite
$11,167
From (Per Person)
A$7,835
Save 160
Per Person
View Trip
10 Day Roundtrip Fort Lauderdale with Crystal Cruises
New ReleaseCruise

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Crystal
Ship: Crystal Symphony
Departure: 24 November 2026
Visits: USA, Virgin Islands, Saint Martin, Puerto Rico
Exclusive Savings
Oceanview
$6,060
Balcony
$7,971
Suite
$8,353
From (Per Person)
A$6,060
Save 1,740
Per Person
View Trip
16 Day Pathway To Sunshine with Oceania Cruises
Cruise

16 Days (15 Nights) Barcelona to Miami
Operator: Oceania
Ship: Oceania Allura
Departure: 17 November 2026
Visits: Spain, Morocco, Puerto Rico, USA
Your World Inclusions
Exclusive Savings
Balcony
$7,733
Suite
-
From (Per Person)
A$7,733
Save 2,187
Per Person
View Trip
8 Day Caribbean Escapade with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to Miami
Operator: Emerald Cruises
Ship: Emerald Sakara
Departure: 21 November 2026
Visits: Puerto Rico, Turks and Caicos Islands, Bahamas, USA
Exclusive Savings
Oceanview
$6,378
Balcony
$8,392
Suite
$12,459
From (Per Person)
A$6,378
Save 2,617
Per Person
View Trip
8 Day Eastern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Independence of the Seas
Departure: 21 November 2027
Visits: USA, Saint Martin, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,540
Oceanview
$1,692
Balcony
$2,050
Suite
$3,830
From (Per Person)
A$1,540
Save 839
Per Person
View Trip
17 Day Maritime Magic To Miami with Regent Seven Seas
Cruise

17 Days (16 Nights) Barcelona to Miami
Operator: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 04 November 2027
Visits: Spain, Morocco, Puerto Rico, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$15,610
Suite
$15,879
From (Per Person)
A$15,610
Save 8,490
Per Person
View Trip
6 Day San Juan to Cartagena with Crystal Cruises
New ReleaseCruise

6 Days (5 Nights) San Juan to Cartagena
Operator: Crystal
Ship: Crystal Serenity
Departure: 27 November 2026
Visits: Puerto Rico, Virgin Islands, Aruba, Colombia
Exclusive Savings
Oceanview
$4,322
Balcony
$4,991
Suite
$4,895
From (Per Person)
A$4,322
Save 178
Per Person
View Trip
15 Day West Indies to Iberia with Viking Cruises
Cruise

15 Days (14 Nights) Barcelona to San Juan
Operator: Viking
Ship: Viking Sea
Departures: Nov 2028 to Mar 2029
Visits: Spain, Morocco, Madeira, Sint Maarten, Puerto Rico
Exclusive Savings
Balcony
$8,227
Suite
$11,461
From (Per Person)
A$8,227
Save 168
Per Person
View Trip
15 Day Transatlantic Repositioning Cruise with Norwegian Cruise Line
Cruise

15 Days (14 Nights) Barcelona to Jacksonville
Operator: Norwegian Cruise Line
Ship: Norwegian Dawn
Departure: 05 November 2027
Visits: Spain, Morocco, Puerto Rico, USA
Just Cruise Fare
Exclusive Savings
Inside
$2,158
Oceanview
$2,336
Balcony
$3,548
Suite
$3,867
From (Per Person)
A$2,158
Per Person
View Trip
12 Day Mid Atlantic Crossing with Viking Cruises
New ReleaseCruise

12 Days (11 Nights) Lisbon to San Juan
Operator: Viking
Ships: Viking Sea, Viking Sky
Departures: Nov 2027
Visits: Portugal, Spain, Puerto Rico
Exclusive Savings
Balcony
$8,129
Suite
$11,559
From (Per Person)
A$8,129
Save 166
Per Person
View Trip
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Travel Styles

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Trip Lengths

10 Day 2 Week 7 Day

Departure Months

November December January February March April May June July August September October

Cities

San Juan

Routes

San Juan to Fort Lauderdale San Juan to Miami San Juan to San Juan

Country Routes

Dominican Republic to Puerto Rico Puerto Rico to USA Puerto Rico to Dominican Republic USA to Puerto Rico

Cruise Lines Exploring The Caribbean & Bahamas

Azamara Caribbean Cruises Celebrity Caribbean Cruises Crystal 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 P&O 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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