Filter Results
21 Cruises (21 Departures)
21 Cruises (21 Departures)
Departures
Duration
4 Days
18 Days
Start City
Ship Size
Ship Features
Operators
Price
$1,100pp
$21,240pp
Countries
Cruise
(1)
A Journey of Underwater Jewels & Captivating New Year's Eve Celebration
8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 26 December 2027
Visits: USA, Dominican Republic, Virgin Islands, Puerto Rico
Exclusive Savings
Suite
$8,060
From (Per Person)
A$8,060
Save 165
Per Person
Cruise
(1)
A Journey Into Timeless Marvels & Historical Tales of the West Indies
8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 12 December 2027
Visits: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Saint Martin, Puerto Rico
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
Cruise
(1)
A Journey from Dominican Rhythms & Tranquil Bahamian Bliss
8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 09 January 2028
Visits: USA, Dominican Republic, Virgin Islands, Saint Martin, Puerto Rico
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
Cruise
(1)
A Journey into Dominican Charm & Caribbean Splendour
8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 30 January 2028
Visits: USA, Dominican Republic, Virgin Islands, Anguilla, Puerto Rico
Exclusive Savings
Suite
$5,655
From (Per Person)
A$5,655
Save 115
Per Person
Cruise
(1)
Eastern Caribbean Cruise From Orlando To San Juan
4 Days (3 Nights) Orlando to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 12 November 2026
Visits: USA, Dominican Republic, Puerto Rico
Just Cruise Fare
Exclusive Savings
Inside
$1,159
Oceanview
$1,174
Balcony
$1,159
Suite
$1,203
From (Per Person)
A$1,159
Per Person
Cruise
A Journey Through Stunning Scenery & Charming Caribbean Culture
8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 29 January 2027
Visits: USA, Dominican Republic, Saint Martin, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$6,860
From (Per Person)
A$6,860
Save 140
Per Person
Cruise
An Extended Journey Through Wild Beauty and Tropical Festivities
16 Days (15 Nights) San Juan to San Juan
Cruise Line: 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
$16,582
From (Per Person)
A$16,582
Save 338
Per Person
Cruise
A Journey Of Tropical Festivities & Dazzling Island Beauty
9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 20 December 2026
Visits: USA, Jamaica, Dominican Republic, Virgin Islands, Saint Martin, Puerto Rico
Exclusive Savings
Suite
$8,154
From (Per Person)
A$8,154
Save 166
Per Person
Cruise
A Journey Of Sparkling Skies & Bright Beginnings
9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 27 December 2026
Visits: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$11,201
From (Per Person)
A$11,201
Save 229
Per Person
New ReleaseCruise
Fort Lauderdale to San Juan
8 Days (7 Nights) Fort Lauderdale to San Juan
Cruise Line: Crystal
Ship: Crystal Serenity
Departure: 22 December 2027
Visits: USA, Dominican Republic, Guadeloupe, Martinique, Saint Kitts and Nevis, Puerto Rico
Oceanview
$6,000
Balcony
$7,400
Suite
$7,630
From (Per Person)
A$6,000
Per Person
Cruise
An Extended Journey Through Ancient Marvels & Glittering Shores
17 Days (16 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 20 January 2027
Visits: USA, Jamaica, Guatemala, Honduras +6 more, Belize, Dominican Republic, Saint Martin, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Suite
$14,386
From (Per Person)
A$14,386
Save 294
Per Person
Cruise
An Extended Journey Into Island Delights, Hidden Coves & Chic Coastlines
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 01 November 2026
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy +4 more, Anguilla, USA, Turks and Caicos Islands, Dominican Republic
Exclusive Savings
Suite
$18,409
From (Per Person)
A$18,409
Save 376
Per Person
Cruise
Boston To San Juan Cruise
10 Days (9 Nights) Boston to San Juan
Cruise Line: Celebrity Cruises
Ship: Celebrity Summit
Departure: 20 October 2027
Visits: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Puerto Rico
Exclusive Savings
Inside
$1,661
Oceanview
$1,734
Balcony
$2,078
Suite
$6,287
From (Per Person)
A$1,661
Save 822
Per Person
Cruise
A Journey Through Beguiling Caribbean Coastlines & Lush Landscapes
8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 08 November 2026
Visits: USA, Turks and Caicos Islands, Dominican Republic, Virgin Islands, Saint Barthelemy, Puerto Rico
Exclusive Savings
Suite
$7,747
From (Per Person)
A$7,747
Save 158
Per Person
Cruise
An Extended Journey of Tropical Harmony & Natural Wonders
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 15 November 2026
Visits: Puerto Rico, Anguilla, Antigua and Barbuda, Virgin Islands +4 more, Dominican Republic, USA, Guadeloupe, Saint Martin
Exclusive Savings
Suite
$13,485
From (Per Person)
A$13,485
Save 275
Per Person
Cruise
An Extended Journey of Pearl-Blue Horizons & Maritime Grace
17 Days (16 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 19 February 2027
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands, Anguilla, Antigua and Barbuda, Guadeloupe
Exclusive Savings
Suite
$14,151
From (Per Person)
A$14,151
Save 289
Per Person
Cruise
An Extended Journey Of Caribbean Celebrations & Tropical Idylls
18 Days (17 Nights) San Juan to San Juan
Cruise Line: 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
$20,815
From (Per Person)
A$20,815
Save 425
Per Person
New ReleaseCruise
Fort Lauderdale to San Juan
5 Days (4 Nights) Fort Lauderdale to San Juan
Cruise Line: Crystal
Ship: Crystal Serenity
Departure: 23 November 2026
Visits: USA, Bahamas, Dominican Republic, Puerto Rico
Exclusive Savings
Oceanview
$3,040
Balcony
$3,440
Suite
$3,920
From (Per Person)
A$3,040
Save 660
Per Person
Cruise
An Extended Journey into Island Bliss & Lively Celebrations
16 Days (15 Nights) San Juan to San Juan
Cruise Line: 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
$19,492
From (Per Person)
A$19,492
Save 398
Per Person
New ReleaseCruise
New York to San Juan
10 Days (9 Nights) New York to San Juan
Cruise Line: Crystal
Ship: Crystal Symphony
Departure: 26 October 2026
Visits: USA, Bermuda, Dominican Republic, Puerto Rico
Exclusive Savings
Oceanview
$5,540
Balcony
$6,840
Suite
$7,445
From (Per Person)
A$5,540
Save 1,160
Per Person
Cruise
An Extended Journey of Island Energy & Ocean Tranquillity
17 Days (16 Nights) San Juan to San Juan
Cruise Line: 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
$18,826
From (Per Person)
A$18,826
Save 384
Per Person
Results: 21 results
No trips found. Try adjusting the search filters.
