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Caribbean & Riviera Maya with Virgin Voyages

Caribbean & Riviera Maya with Virgin Voyages

Join Virgin Voyages on one of 60 cruises and enjoy sunset soirées from vibrant Miami to the pastel-hued streets of Key West to Riviera Maya's Cozumel, Playa del Carmen and Tulum this season. January is the most popular month to begin your cruise and Virgin Voyages have 152 cruises departing between January 2025 and October 2026.
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13 Days
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60 Cruises (152 Cruise Departures)
7 Day Costa Mayan Caves & Honduran Waves with Virgin Voyages
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ships: Resilient Lady, Scarlet Lady
Departures: Apr 2025 to Mar 2026
Countries Visited: USA, Mexico, Honduras
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,557
OCEANVIEW
$1,850
BALCONY
$1,363
SUITE
$4,545
From (per person) 1,363
View Trip
8 Day Cayman Isles & Jamaican Miles with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Jan 2026 to Mar 2026
Countries Visited: USA, Cayman Islands, Jamaica, Bahamas
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,588
OCEANVIEW
$1,930
BALCONY
$2,272
SUITE
$5,642
From (per person) 1,588
View Trip
11 Day Puerto Rican Daze & Caribbean Nights with Virgin Voyages
Cruise
 (5)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 22 March 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis (+4 more), Martinique, Saint Lucia, Barbados, Saint Vincent
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
-
OCEANVIEW
$2,850
BALCONY
$2,834
SUITE
$7,112
From (per person) 2,834
View Trip
8 Day San Juan Sunrises & Dominican Dreams with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Nov 2025 to Apr 2026
Countries Visited: USA, Puerto Rico, Dominican Republic, Bahamas
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,700
OCEANVIEW
$2,043
BALCONY
$2,384
SUITE
$5,470
From (per person) 1,700
View Trip
8 Day Resilient Valentine's Voyage with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 08 February 2025
Countries Visited: Puerto Rico, Virgin Islands, Barbados, Saint Lucia (+2 more), Antigua and Barbuda, Saint Martin
80% Off Second Sailor
INSIDE
$3,247
OCEANVIEW
-
BALCONY
-
SUITE
-
From (per person) 3,247
View Trip
8 Day San Juan Sunrises & Dominican Dreams with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Jan 2026 to Feb 2026
Countries Visited: USA, Dominican Republic, Puerto Rico, Bahamas
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,700
OCEANVIEW
$2,043
BALCONY
$2,384
SUITE
$5,584
From (per person) 1,700
View Trip
12 Day Colombia & Caribbean Islands with Virgin Voyages
Cruise
 (5)

12 Days (11 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 01 April 2025
Countries Visited: Puerto Rico, Colombia, Aruba, Curacao (+3 more), Dominica, Antigua and Barbuda, Saint Martin
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$2,418
OCEANVIEW
$2,848
BALCONY
$3,206
SUITE
$9,115
From (per person) 2,418
View Trip
8 Day San Juan, Samaná & Bimini with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Nov 2025 to Jan 2026
Countries Visited: USA, Puerto Rico, Dominican Republic, Bahamas
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,587
OCEANVIEW
$1,929
BALCONY
$2,271
SUITE
$5,185
From (per person) 1,587
View Trip
8 Day Cayman Coves & Jamaican Waterfalls with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ships: Brilliant Lady, Resilient Lady
Departures: Nov 2025 to Apr 2026
Countries Visited: USA, Jamaica, Cayman Islands, Bahamas
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,588
OCEANVIEW
$1,930
BALCONY
$2,272
SUITE
$5,413
From (per person) 1,588
View Trip
8 Day Cozumel, Grand Cayman & Bimini with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 03 January 2026
Countries Visited: USA, Cayman Islands, Mexico, Bahamas
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,588
OCEANVIEW
$1,929
BALCONY
$2,271
SUITE
$5,413
From (per person) 1,588
View Trip
8 Day San Juan, Barbados & Beyond with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 01 March 2025
Countries Visited: Puerto Rico, Saint Martin, Saint Lucia, Barbados (+2 more), Martinique, Saint Kitts and Nevis
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$2,395
OCEANVIEW
$2,964
BALCONY
$3,192
SUITE
-
From (per person) 2,395
View Trip
8 Day Saint (Isles) & Seas of the Caribbean with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ships: Resilient Lady, Valiant Lady
Departures: Mar 2025 to Mar 2026
Countries Visited: Puerto Rico, Virgin Islands, Barbados, Saint Lucia (+2 more), Antigua and Barbuda, Saint Martin
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,813
OCEANVIEW
$2,154
BALCONY
$2,496
SUITE
$6,095
From (per person) 1,813
View Trip
8 Day Resilient New Year's Ahoy! with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 27 December 2025
Countries Visited: USA, Jamaica, Cayman Islands, Bahamas
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$3,068
OCEANVIEW
$3,409
BALCONY
$3,751
SUITE
$8,090
From (per person) 3,068
View Trip
8 Day Resilient Caribbean Holidays with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 20 December 2025
Countries Visited: USA, Puerto Rico, Dominican Republic, Bahamas
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$2,271
OCEANVIEW
$2,612
BALCONY
$2,954
SUITE
$6,437
From (per person) 2,271
View Trip
9 Day Puerto Rican Nights & St. Croix Delights with Virgin Voyages
Cruise
 (5)

9 Days (8 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 20 March 2026
Countries Visited: USA, Dominican Republic, Puerto Rico, Virgin Islands (+1 more), Bahamas
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$2,074
OCEANVIEW
$2,465
BALCONY
$2,855
SUITE
$7,033
From (per person) 2,074
View Trip
10 Day Miami to San Juan with Virgin Voyages
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Brilliant Lady
Departures: Nov 2025 to Feb 2026
Countries Visited: USA, Turks and Caicos Islands, Antigua and Barbuda, Saint Kitts and Nevis (+1 more), Puerto Rico
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,893
OCEANVIEW
$2,332
BALCONY
$2,772
SUITE
$6,006
From (per person) 1,893
View Trip
8 Day Valiant New Year's Ahoy! with Virgin Voyages
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 27 December 2025
Countries Visited: Puerto Rico, Sint Maarten, Saint Kitts and Nevis, Saint Lucia (+2 more), Barbados, Virgin Islands
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$3,067
OCEANVIEW
$3,409
BALCONY
$3,750
SUITE
$9,401
From (per person) 3,067
View Trip
8 Day Grand Cayman, Costa Maya & More with Virgin Voyages
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 13 July 2025
Countries Visited: USA, Cayman Islands, Mexico, Bahamas
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$2,271
OCEANVIEW
$2,612
BALCONY
$2,954
SUITE
$7,349
From (per person) 2,271
View Trip
10 Day Brilliant New Year's Ahoy! with Virgin Voyages
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Brilliant Lady
Departure: 26 December 2025
Countries Visited: USA, Turks and Caicos Islands, Antigua and Barbuda, Saint Kitts and Nevis (+1 more), Puerto Rico
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$3,797
OCEANVIEW
$4,236
BALCONY
$4,675
SUITE
$10,106
From (per person) 3,797
View Trip
8 Day Sunny Miles of Tropical Isles with Virgin Voyages
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Nov 2025 to Feb 2026
Countries Visited: Puerto Rico, Sint Maarten, Barbados, Saint Lucia (+2 more), Martinique, Saint Kitts and Nevis
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,586
OCEANVIEW
$1,928
BALCONY
$2,269
SUITE
$5,696
From (per person) 1,586
View Trip
8 Day Puerto Plata, San Juan & Tortola with Virgin Voyages
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 19 April 2026
Countries Visited: USA, Dominican Republic, Puerto Rico, Virgin Islands
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,814
OCEANVIEW
$2,155
BALCONY
$2,497
SUITE
$5,753
From (per person) 1,814
View Trip
12 Day Cartagena, Aruba, Antigua & More with Virgin Voyages
Cruise

12 Days (11 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 10 February 2026
Countries Visited: Puerto Rico, Colombia, Curacao, Aruba (+1 more), Antigua and Barbuda
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$2,492
OCEANVIEW
$3,027
BALCONY
$3,565
SUITE
$8,772
From (per person) 2,492
View Trip
9 Day Brilliant Lady Miami MerMaiden with Virgin Voyages
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Brilliant Lady
Departure: 17 October 2025
Countries Visited: USA, Sint Maarten, Virgin Islands, Bahamas
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$2,594
OCEANVIEW
$2,984
BALCONY
$3,374
SUITE
$10,117
From (per person) 2,594
View Trip
8 Day Grand Turk, Puerto Plata & more with Virgin Voyages
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 20 July 2025
Countries Visited: USA, Dominican Republic, Turks and Caicos Islands, Bahamas
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$2,384
OCEANVIEW
$3,022
BALCONY
$3,250
SUITE
$7,349
From (per person) 2,384
View Trip
8 Day Aruban Sights & Antiguan Nights with Virgin Voyages
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 03 January 2026
Countries Visited: Puerto Rico, Aruba, Curacao, Antigua and Barbuda (+1 more), Sint Maarten
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,699
OCEANVIEW
$2,041
BALCONY
$2,382
SUITE
$5,867
From (per person) 1,699
View Trip
6 Day Riviera Maya with Virgin Voyages
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ships: Resilient Lady, Scarlet Lady, Valiant Lady
Departures: Feb 2025 to Oct 2026
Countries Visited: USA, Mexico, Bahamas
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,216
OCEANVIEW
$1,378
BALCONY
$1,142
SUITE
$3,819
From (per person) 1,142
View Trip
8 Day Quaint Castries to Elegant Antigua with Virgin Voyages
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 07 March 2026
Countries Visited: Puerto Rico, Saint Kitts and Nevis, Saint Lucia, Martinique (+2 more), Antigua and Barbuda, Virgin Islands
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,814
OCEANVIEW
$2,155
BALCONY
$2,497
SUITE
$6,038
From (per person) 1,814
View Trip
9 Day Scarlet Valentine's Voyage with Virgin Voyages
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 08 February 2025
Countries Visited: USA, Dominican Republic, Puerto Rico, Virgin Islands (+1 more), Bahamas
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
-
OCEANVIEW
-
BALCONY
$2,868
SUITE
-
From (per person) 2,868
View Trip
6 Day Riviera Maya: Halloween Edition with Virgin Voyages
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 19 October 2025
Countries Visited: USA, Mexico, Bahamas
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,216
OCEANVIEW
$1,379
BALCONY
$1,624
SUITE
$4,397
From (per person) 1,216
View Trip
6 Day Valiant Valentine's Voyage with Virgin Voyages
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 14 February 2025
Countries Visited: USA, Dominican Republic, Bahamas
Up To USD $300 Bar Tab
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$5,616
From (per person) 5,616
View Trip
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