Filter Results
242 Cruises (411 Departures)
242 Cruises (411 Departures)
Departures
Duration
5 Days
25 Days
Countries Visited
End City
Ship Features
Operators
Price
$800pp
$78,570pp
Countries
New ReleaseCruise
Paradise Beaches from the U.S. Virgin Islands to the Bahamas
10 Days (9 Nights) San Juan to Miami
Operator: Emerald Cruises
Ships: Emerald Kaia
Departures: Feb 2028 to Feb 2029
Visits: Puerto Rico, Virgin Islands, Turks and Caicos Islands, Bahamas, USA
Exclusive Savings
Oceanview
$9,733
Balcony
$12,031
Suite
$19,260
From (Per Person)
A$9,733
Save 4,173
Per Person
New ReleaseCruise
San Juan to Fort Lauderdale
11 Days (10 Nights) San Juan to Fort Lauderdale
Operator: Crystal
Ship: Crystal Serenity
Departure: 29 December 2027
Visits: Puerto Rico, Saint Martin, Virgin Islands, Dominican Republic +4 more, Jamaica, Cayman Islands, Mexico, USA
Exclusive Savings
Oceanview
$7,757
Balcony
$9,424
Suite
$9,863
From (Per Person)
A$7,757
Save 943
Per Person
Cruise
San Juan to Miami, Fl
9 Days (8 Nights) San Juan to Miami
Operator: Silversea
Ship: Silver Dawn
Departure: 24 February 2028
Visits: Puerto Rico, Saint Kitts and Nevis, Saint Barthelemy, Guadeloupe, Antigua and Barbuda, Virgin Islands, USA
Exclusive Savings
Oceanview
$5,635
Balcony
$6,321
Suite
$12,495
From (Per Person)
A$5,635
Save 1,865
Per Person
Cruise
San Juan to San Juan
8 Days (7 Nights) San Juan to San Juan
Operator: Silversea
Ship: Silver Shadow
Departure: 03 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Montserrat, Saint Kitts and Nevis
Exclusive Savings
Oceanview
$7,154
Balcony
$7,448
Suite
$11,809
From (Per Person)
A$7,154
Save 1,896
Per Person
Cruise
An Extended Journey of Dazzling Skylines & Wildlife Exploration
17 Days (16 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora I
Departure: 04 January 2027
Visits: Puerto Rico, Saint Martin, Antigua and Barbuda, Montserrat, Virgin Islands, USA, Dominican Republic
Exclusive Savings
Suite
$13,651
From (Per Person)
A$13,651
Save 279
Per Person
Cruise
A Journey Through the Caribbean's Elegant Charm & Vibrant Soul
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora IV
Departure: 22 January 2028
Visits: Puerto Rico, Saint Barthelemy, Virgin Islands, Dominican Republic, Bahamas, USA
Exclusive Savings
Suite
$5,757
From (Per Person)
A$5,757
Save 118
Per Person
Cruise
An Extended Journey into Island Bliss & Lively Celebrations
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
Cruise
Southern Caribbean Holiday
8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 27 December 2026
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica, Saint Martin
Exclusive Savings
Inside
$1,983
Oceanview
$2,096
Balcony
$2,137
Suite
$4,108
From (Per Person)
A$1,983
Save 1,074
Per Person
Cruise
Southern Caribbean Holiday
8 Days (7 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Summit
Departure: 26 December 2027
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Lucia, Antigua and Barbuda, Saint Martin
Exclusive Savings
Inside
$1,682
Oceanview
$1,732
Balcony
$2,438
Suite
$4,564
From (Per Person)
A$2,814
Save 45
Per Person
Cruise
A Journey Through A Caribbean Tapestry Of Serenity & Splendour
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 29 November 2026
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Turks and Caicos Islands, USA
Exclusive Savings
Suite
$7,164
From (Per Person)
A$7,164
Save 146
Per Person
Cruise
An Extended Journey Of Caribbean Celebrations & Tropical Idylls
18 Days (17 Nights) San Juan to San Juan
Operator: Explora Journeys
Ship: Explora III
Departure: 28 December 2026
Visits: Puerto Rico, Antigua and Barbuda, Guadeloupe, Virgin Islands +4 more, Dominican Republic, USA, Saint Barthelemy, Saint Kitts and Nevis
Exclusive Savings
Suite
$21,094
From (Per Person)
A$21,094
Save 431
Per Person
New ReleaseCruise
West Indies Island Hopping
8 Days (7 Nights) San Juan to San Juan
Operator: Emerald Cruises
Ships: Emerald Kaia
Departures: Dec 2027 to Nov 2028
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy
Exclusive Savings
Oceanview
$7,318
Balcony
$9,265
Suite
$14,643
From (Per Person)
A$7,318
Save 3,128
Per Person
Cruise
San Juan to Lisbon
15 Days (14 Nights) San Juan to Lisbon
Operator: Silversea
Ship: Silver Shadow
Departure: 09 March 2027
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Spain, Portugal
Exclusive Savings
Oceanview
$5,537
Balcony
$6,517
Suite
$10,927
From (Per Person)
A$5,537
Save 113
Per Person
New ReleaseCruise
Beaches of the Virgin Islands
6 Days (5 Nights) San Juan to San Juan
Operator: Emerald Cruises
Ship: Emerald Kaia
Departures: Jan 2028 to Feb 2028
Visits: Puerto Rico, Virgin Islands
Exclusive Savings
Oceanview
$5,744
Balcony
$7,214
Suite
$11,012
From (Per Person)
A$5,744
Save 2,101
Per Person
Cruise
A Journey Of Amazon Exploration & Cultural Discovery
13 Days (12 Nights) San Juan to Manaus
Operator: Explora Journeys
Ship: Explora I
Departure: 05 February 2027
Visits: Puerto Rico, Saint Barthelemy, Martinique, Barbados, Trinidad and Tobago, Brazil
Exclusive Savings
Suite
$12,833
From (Per Person)
A$12,833
Save 262
Per Person
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Ship: Celebrity Summit
Departure: 14 November 2027
Visits: Puerto Rico, Saint Vincent, Barbados, Saint Lucia, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$940
Oceanview
$1,106
Balcony
$1,532
Suite
$4,760
From (Per Person)
A$1,610
Save 33
Per Person
Cruise
A Journey Into Tropical Marvels & Enchanting Coastal Discovery
8 Days (7 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 07 March 2027
Visits: Puerto Rico, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Turks and Caicos Islands, USA
Exclusive Savings
Suite
$8,820
From (Per Person)
A$8,820
Save 180
Per Person
Cruise
San Juan To Ft. Lauderdale
5 Days (4 Nights) San Juan to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Summit
Departure: 02 January 2028
Visits: Puerto Rico, Saint Martin, USA
Exclusive Savings
Inside
$716
Oceanview
$747
Balcony
$778
Suite
$2,723
From (Per Person)
A$822
Save 630
Per Person
New ReleaseCruise
San Juan to Fort Lauderdale
10 Days (9 Nights) San Juan to Fort Lauderdale
Operator: Crystal
Ship: Crystal Symphony
Departure: 10 December 2027
Visits: Puerto Rico, Saint Kitts and Nevis, Martinique, Dominica +4 more, Antigua and Barbuda, Saint Barthelemy, Virgin Islands, USA
Exclusive Savings
Oceanview
$5,112
Balcony
$6,691
Suite
$6,779
From (Per Person)
A$5,112
Save 1,588
Per Person
Cruise
A Journey of Caribbean Enchantment & Tranquil Shores
9 Days (8 Nights) San Juan to Miami
Operator: Explora Journeys
Ship: Explora III
Departure: 13 January 2027
Visits: Puerto Rico, Saint Martin, Guadeloupe, Grenada, Saint Lucia, Dominican Republic, USA
Exclusive Savings
Suite
$8,820
From (Per Person)
A$8,820
Save 180
Per Person
Cruise
Southern Caribbean Cruise
7 Days (6 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departure: 03 January 2028
Visits: Puerto Rico, Bonaire, Curacao, Aruba
Exclusive Savings
Inside
$1,116
Oceanview
$1,189
Balcony
$2,071
Suite
$2,295
From (Per Person)
A$1,116
Save 695
Per Person
Cruise
San Juan to San Juan
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
Cruise
Discover Island Rhythms & Coastal Dreams
15 Days (14 Nights) San Juan to Miami
Operator: Emerald Cruises
Ship: Emerald Kaia
Departure: 05 February 2028
Visits: Puerto Rico, Virgin Islands, Turks and Caicos Islands, Bahamas, USA
Exclusive Savings
Oceanview
$15,866
Balcony
$19,639
Suite
$30,272
From (Per Person)
A$15,866
Save 6,274
Per Person
Cruise
Southern Caribbean Cruise
8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Vision of the Seas
Departures: Jan 2028 to Mar 2028
Visits: Puerto Rico, Barbados, Grenada, Saint Lucia, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$1,165
Oceanview
$1,286
Balcony
$2,143
Suite
$2,670
From (Per Person)
A$1,165
Save 725
Per Person
Cruise
Southern Caribbean 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
$1,009
Oceanview
$1,130
Balcony
$2,256
Suite
$10,002
From (Per Person)
A$1,724
Save 36
Per Person
Cruise
Sun-kissed Symphony
21 Days (20 Nights) San Juan to Miami
Operator: Oceania
Ship: Oceania Allura
Departure: 19 February 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Saint Kitts and Nevis +9 more, Antigua and Barbuda, USA, Cayman Islands, Jamaica, Aruba, Curacao, Bonaire, Dominican Republic, Bahamas
Your World Inclusions
Exclusive Savings
Balcony
$15,828
Suite
-
From (Per Person)
A$15,828
Save 2,412
Per Person
Cruise
Caribbean Essence
9 Days (8 Nights) San Juan to Miami
Operator: Oceania
Ship: Oceania Allura
Departure: 19 February 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Saint Kitts and Nevis, Antigua and Barbuda, USA
Your World Inclusions
Exclusive Savings
Balcony
$3,692
Suite
$13,214
From (Per Person)
A$3,692
Save 4,598
Per Person
New ReleaseCruise
San Juan to Cartagena
11 Days (10 Nights) San Juan to Cartagena
Operator: Crystal
Ship: Crystal Serenity
Departure: 19 February 2028
Visits: Puerto Rico, Antigua and Barbuda, Guadeloupe, Saint Lucia +5 more, Grenada, Bonaire, Curacao, Aruba, Colombia
Exclusive Savings
Oceanview
$7,230
Balcony
$8,459
Suite
$8,810
From (Per Person)
A$7,230
Save 870
Per Person
Cruise
A Journey Across the Caribbean’s Colourful Heart
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
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
New ReleaseCruise
Splendours of the Caribbean
7 Days (6 Nights) San Juan to Saint Thomas
Operator: Emerald Cruises
Ship: Emerald Sakara
Departure: 07 December 2026
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy
Exclusive Savings
Oceanview
-
Balcony
$5,388
Suite
$14,630
From (Per Person)
A$5,388
Save 4,597
Per Person
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