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Departures
Duration
5 Days
17 Days
Trip Styles
Price
$900pp
$11,093pp
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46 Cruises (180 Cruise Departures)
Cruise
(5)
Costa Mayan Caves & Honduran Waves
7 Days (6 Nights) Miami to Miami
Cruise Line: Virgin Voyages
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
Cruise
(5)
Cayman Isles & Jamaican Miles
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
Cruise
(5)
San Juan Sunrises & Dominican Dreams
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
Cruise
(5)
San Juan Sunrises & Dominican Dreams
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
Cruise
(5)
San Juan, Samaná & Bimini
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
Cruise
(5)
Cayman Coves & Jamaican Waterfalls
8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
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
Cruise
(5)
Cozumel, Grand Cayman & Bimini
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
Cruise
(5)
Resilient New Year's Ahoy!
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
Cruise
(5)
Resilient Caribbean Holidays
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
Cruise
(5)
Puerto Rican Nights & St. Croix Delights
9 Days (8 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 20 March 2026
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
Cruise
Miami to San Juan
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
Cruise
Grand Cayman, Costa Maya & More
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
Cruise
Brilliant New Year's Ahoy!
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
Cruise
Puerto Plata, San Juan & Tortola
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
Cruise
Brilliant Lady Miami MerMaiden
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
Cruise
Grand Turk, Puerto Plata & more
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
Cruise
Riviera Maya
6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
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
Cruise
Scarlet Valentine's Voyage
9 Days (8 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 08 February 2025
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
-
OCEANVIEW
-
BALCONY
$2,868
SUITE
-
From (per person) 2,868
Cruise
Transatlantic to Spain & Morocco
15 Days (14 Nights) Miami to Barcelona
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 26 April 2026
Countries Visited: USA, Spain, Morocco
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$2,301
OCEANVIEW
$2,280
BALCONY
$2,737
SUITE
$16,683
From (per person) 2,280
Cruise
Riviera Maya: Halloween Edition
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
Cruise
Valiant Valentine's Voyage
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
Cruise
A Virgin Celebration Voyage (Miami)
6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 04 May 2025
Countries Visited: USA, Mexico, Bahamas
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,509
OCEANVIEW
$1,542
BALCONY
$1,785
SUITE
$5,129
From (per person) 1,509
Cruise
Fire & Sunset Sioreés
5 Days (4 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Feb 2025 to Oct 2026
Countries Visited: USA, Bahamas
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$972
OCEANVIEW
$1,104
BALCONY
$1,299
SUITE
$3,136
From (per person) 972
Cruise
One-way to SJ: DR, St. Maarten & BVI
7 Days (6 Nights) Miami to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 02 November 2025
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,711
OCEANVIEW
$1,751
BALCONY
$2,044
SUITE
$4,933
From (per person) 1,711
Cruise
Panama Canal & Pacific Wonders
17 Days (16 Nights) Miami to Los Angeles
Cruise Line: Virgin Voyages
Ship: Brilliant Lady
Departure: 21 March 2026
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$5,452
OCEANVIEW
$6,233
BALCONY
$7,013
SUITE
-
From (per person) 5,452
Cruise
Aruban Sunsets & Calm Cayman Days
12 Days (11 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Brilliant Lady
Departures: Dec 2025 to Mar 2026
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$2,174
OCEANVIEW
$2,282
BALCONY
$2,500
SUITE
$7,430
From (per person) 2,174
Cruise
Colorful Curaçao to the Charming Caymans
13 Days (12 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Brilliant Lady
Departure: 08 November 2025
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$2,521
OCEANVIEW
$3,107
BALCONY
$3,693
SUITE
$8,398
From (per person) 2,521
Cruise
Dominican Daze
6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Jan 2025 to Sep 2026
Countries Visited: USA, Dominican Republic, Bahamas
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,215
OCEANVIEW
$1,378
BALCONY
$1,623
SUITE
$3,825
From (per person) 1,215
Cruise
Scarlet New Year’s Ahoy!
6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 28 December 2025
Countries Visited: USA, Mexico, Bahamas
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$2,378
OCEANVIEW
$2,841
BALCONY
$3,198
SUITE
$6,512
From (per person) 2,378
Cruise
Scarlet Caribbean Holidays
5 Days (4 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 24 December 2025
Countries Visited: USA, Bahamas
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,234
OCEANVIEW
$1,364
BALCONY
$1,794
SUITE
$3,843
From (per person) 1,234
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