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Round-trip Cruises from San Juan

Are you looking for a cruise starting and ending in San Juan? December is the most popular month to join a roundtrip cruise from San Juan and we have 317 departures available from ten of the world's leading cruise lines.
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168 Cruises (317 Departures)
168 Cruises (317 Departures)
Departures
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Duration
6 Days
25 Days
Ship Size
Ship Features
Operators
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Price
$800pp
$28,080pp
Countries
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16 Day An Extended Journey into Island Bliss & Lively Celebrations with Explora Journeys
Cruise

16 Days (15 Nights) San Juan to San Juan
Operator: Explora Journeys
Ship: Explora I
Departure: 20 December 2026
Visits: Puerto Rico, Saint Kitts and Nevis, Virgin Islands, Saint Barthelemy, Anguilla, USA, Dominican Republic
Exclusive Savings
Suite
$18,409
From (Per Person)
A$18,409
Save 376
Per Person
View Trip
8 Day Southern Caribbean Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Summit
Departure: 28 November 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia, Grenada
Exclusive Savings
Inside
$980
Oceanview
$1,019
Balcony
$1,293
Suite
$4,889
From (Per Person)
A$980
Save 731
Per Person
View Trip
12 Day San Juan to San Juan with Silversea
Cruise

12 Days (11 Nights) San Juan to San Juan
Operator: Silversea
Ship: Silver Dawn
Departure: 04 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis +5 more, Martinique, Grenada, Bonaire, Curacao, Aruba
Exclusive Savings
Oceanview
$6,615
Balcony
$7,595
Suite
$15,435
From (Per Person)
A$6,615
Save 1,885
Per Person
View Trip
8 Day Southern Caribbean Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Constellation
Departures: Dec 2026 to Mar 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Exclusive Savings
Inside
$944
Oceanview
$1,032
Balcony
$1,660
Suite
$7,664
From (Per Person)
A$944
Save 1,239
Per Person
View Trip
8 Day Southern Caribbean Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Constellation
Departure: 09 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Grenada
Exclusive Savings
Inside
$1,257
Oceanview
$1,357
Balcony
$1,669
Suite
-
From (Per Person)
A$1,257
Save 913
Per Person
View Trip
9 Day Southern Caribbean Holiday with Royal Caribbean
Cruise

9 Days (8 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 19 December 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica, Grenada, Barbados, Saint Martin
Exclusive Savings
Inside
$1,756
Oceanview
$1,886
Balcony
$3,077
Suite
$3,886
From (Per Person)
A$1,756
Save 956
Per Person
View Trip
8 Day San Juan to San Juan with Silversea
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Silversea
Ship: Silver Shadow
Departure: 26 February 2027
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Montserrat
Exclusive Savings
Oceanview
$7,644
Balcony
$9,163
Suite
$13,769
From (Per Person)
A$7,644
Save 156
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
Departure: 28 February 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique, Saint Vincent, Grenada
Exclusive Savings
Inside
$1,047
Oceanview
$1,148
Balcony
$3,246
Suite
$3,634
From (Per Person)
A$1,047
Save 644
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
Departure: 20 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Aruba, Curacao
Exclusive Savings
Inside
$1,246
Oceanview
$1,386
Balcony
$2,183
Suite
$2,826
From (Per Person)
A$1,246
Save 731
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
Departure: 23 January 2028
Visits: Puerto Rico, Saint Vincent, Grenada, Martinique, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$1,163
Oceanview
$1,201
Balcony
$2,183
Suite
$2,639
From (Per Person)
A$1,163
Save 708
Per Person
View Trip
11 Day San Juan to San Juan with Silversea
Cruise

11 Days (10 Nights) San Juan to San Juan
Operator: Silversea
Ship: Silver Dawn
Departure: 15 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis +5 more, Martinique, Grenada, Saint Vincent, Saint Lucia, Antigua and Barbuda
Exclusive Savings
Oceanview
$6,321
Balcony
$7,448
Suite
$14,749
From (Per Person)
A$6,321
Save 1,879
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 Jan 2028
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Martin, Dominica, Barbados
Exclusive Savings
Inside
$1,057
Oceanview
$1,129
Balcony
$1,786
Suite
$2,429
From (Per Person)
A$1,057
Save 674
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 Jan 2028
Visits: Puerto Rico, Barbados, Grenada, Saint Vincent, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$1,176
Oceanview
$1,213
Balcony
$2,152
Suite
$2,567
From (Per Person)
A$1,176
Save 766
Per Person
View Trip
17 Day An Extended Journey of Island Energy & Ocean Tranquillity with Explora Journeys
Cruise

17 Days (16 Nights) San Juan to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 13 January 2027
Visits: Puerto Rico, Saint Martin, Guadeloupe, Grenada +7 more, Saint Lucia, Dominican Republic, USA, Virgin Islands, Anguilla, Martinique, Saint Kitts and Nevis
Exclusive Savings
Suite
$20,854
From (Per Person)
A$20,854
Save 426
Per Person
View Trip
8 Day Southern Caribbean Holiday with Celebrity Cruises
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Summit
Departures: Nov 2027 to Dec 2027
Visits: Puerto Rico, Dominica, Barbados, Saint Lucia, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$957
Oceanview
$1,023
Balcony
$1,503
Suite
$3,700
From (Per Person)
A$957
Save 908
Per Person
View Trip
8 Day Southern Caribbean Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Constellation
Departures: Nov 2026 to Mar 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$851
Oceanview
$967
Balcony
$1,629
Suite
$5,559
From (Per Person)
A$851
Save 1,004
Per Person
View Trip
16 Day An Extended Journey Through Wild Beauty and Tropical Festivities with Explora Journeys
Cruise

16 Days (15 Nights) San Juan to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 13 December 2026
Visits: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Kitts and Nevis +6 more, Turks and Caicos Islands, USA, Jamaica, Dominican Republic, Virgin Islands, Saint Martin
Exclusive Savings
Suite
$18,816
From (Per Person)
A$18,816
Save 384
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
Departure: 05 December 2027
Visits: Puerto Rico, Barbados, Grenada, Dominica, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$1,046
Oceanview
$1,173
Balcony
$1,960
Suite
$2,449
From (Per Person)
A$1,046
Save 641
Per Person
View Trip
Results: 151-168 of 168

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