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Departures
Duration
7 Days
128 Days
Start & End Cities
Ship Size
Cruise Lines
Price
$1,600pp
$162,180pp
Countries
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444 Cruises (615 Cruise Departures)
New ReleaseCruise
(3)
Caribbean Yachting Hideaways
8 Days (7 Nights) San Juan to Saint John's
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departures: Dec 2025 to Feb 2026
Countries Visited: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy (+2 more), Montserrat, Antigua and Barbuda
Super Earlybird
INSIDE
-
OCEANVIEW
$6,440
BALCONY
-
SUITE
$8,192
Cruise
(1)
Canal & Caribbean Discovery
11 Days (10 Nights) Panama City to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Nautica
Departure: 27 January 2026
Exclusive Deal
INSIDE
$4,450
OCEANVIEW
$4,883
BALCONY
$7,167
SUITE
$10,018
Cruise
(1)
Eastern Caribbean Voyage
19 Days (18 Nights) San Juan to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 19 December 2025
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, USA
INSIDE
$6,135
OCEANVIEW
$6,640
BALCONY
$7,323
SUITE
$10,551
From (per person) 6,135
Cruise
(11)
Eastern Caribbean
13 Days (12 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 25 February 2027
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Dominica (+3 more), Barbados, Saint Martin, Virgin Islands
Exclusive Deal
INSIDE
$2,874
OCEANVIEW
$3,666
BALCONY
$4,557
SUITE
$11,190
From (per person) 2,874
Cruise
(1)
Eastern Caribbean Cruise: St.lucia, Dominica & St.kitts
7 Days (6 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Departures: Dec 2025 to Dec 2026
Countries Visited: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+2 more), Saint Martin, Puerto Rico
INSIDE
$1,669
OCEANVIEW
$2,045
BALCONY
$2,650
SUITE
$3,610
From (per person) 1,669
Cruise
(11)
Western Caribbean
10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 19 January 2027
Exclusive Deal
INSIDE
$2,180
OCEANVIEW
$2,774
BALCONY
$3,368
SUITE
$8,318
From (per person) 2,180
Cruise
(1)
Eastern Caribbean: St. Kitts, Antigua & Martinique
12 Days (11 Nights) Miami to Bridgetown
Cruise Line: Azamara Cruises
Departures: Jan 2026 to Jan 2027
Countries Visited: USA, Virgin Islands, Saint Martin, Saint Kitts and Nevis (+5 more), Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Barbados
INSIDE
$2,860
OCEANVIEW
$3,573
BALCONY
$4,840
SUITE
$7,683
From (per person) 2,860
Cruise
(11)
Caribbean
22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 04 February 2027
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Martinique (+7 more), Barbados, Saint Martin, Virgin Islands, Cayman Islands, Jamaica, Honduras, Mexico
Exclusive Deal
INSIDE
$4,956
OCEANVIEW
$6,342
BALCONY
$7,728
SUITE
$18,915
From (per person) 4,956
New ReleaseCruise
(3)
Discover the Yachting Islands of the Caribbean
15 Days (14 Nights) Saint John's to Saint John's
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departures: Dec 2025 to Feb 2026
Countries Visited: Antigua and Barbuda, Guadeloupe, Saint Barthelemy, Virgin Islands (+3 more), Puerto Rico, Sint Maarten, Montserrat
Super Earlybird + Epic Voyage Bonus
INSIDE
-
OCEANVIEW
$10,899
BALCONY
-
SUITE
$13,612
Cruise
(1)
Eastern Caribbean Cruise: St. Lucia, Dominica & St. Kitts
8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 28 November 2026
Countries Visited: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+3 more), Saint Martin, Saint Barthelemy, Puerto Rico
INSIDE
$2,046
OCEANVIEW
$2,422
BALCONY
$3,224
SUITE
$5,293
From (per person) 2,046
Cruise
(11)
Caribbean
22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 08 January 2026
Countries Visited: USA, Virgin Islands, Antigua and Barbuda, Saint Lucia (+6 more), Barbados, Sint Maarten, Dominican Republic, Jamaica, Belize, Mexico
Exclusive Deal
INSIDE
$3,669
OCEANVIEW
$4,461
BALCONY
$5,847
SUITE
$13,470
From (per person) 3,669
Cruise
(11)
Caribbean
29 Days (28 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 28 January 2027
Countries Visited: USA, Bahamas, Dominican Republic, Turks and Caicos Islands (+10 more), Puerto Rico, Antigua and Barbuda, Martinique, Barbados, Saint Martin, Virgin Islands, Cayman Islands, Jamaica, Honduras, Mexico
Exclusive Deal
INSIDE
$5,929
OCEANVIEW
$7,236
BALCONY
$9,414
SUITE
$22,185
From (per person) 5,929
Cruise
(1)
Caribbean Cruise: San Juan, Antigua & Barbados
15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 21 November 2026
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+9 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Saint Barthelemy
INSIDE
$3,676
OCEANVIEW
$4,508
BALCONY
$6,003
SUITE
$9,913
From (per person) 3,676
Cruise
(1)
Caribbean Cruise: Barbados, St. Lucia & St. Kitts
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Departures: Nov 2025 to Nov 2026
Countries Visited: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+8 more), Saint Martin, Virgin Islands, Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago
INSIDE
$3,666
OCEANVIEW
$4,498
BALCONY
$5,173
SUITE
$6,737
From (per person) 3,666
Cruise
(1)
Southern Caribbean Cruise: Antigua, St. Barts & Martinique
11 Days (10 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 18 December 2026
Countries Visited: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+4 more), Martinique, Saint Vincent, Trinidad and Tobago, Barbados
INSIDE
$2,709
OCEANVIEW
$3,313
BALCONY
$4,462
SUITE
$7,333
From (per person) 2,709
New ReleaseCruise
(3)
Discover the Best of the Caribbean
17 Days (16 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 20 November 2026
Countries Visited: Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda (+5 more), Guadeloupe, Martinique, Saint Lucia, Saint Vincent, Barbados
Super Earlybird + Epic Voyage Bonus
INSIDE
-
OCEANVIEW
$11,290
BALCONY
-
SUITE
$15,091
Cruise
(1)
Caribbean Cruise: Barbados, St. Lucia & St. Maarten
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 28 November 2026
Countries Visited: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+9 more), Saint Martin, Saint Barthelemy, Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago
INSIDE
$3,676
OCEANVIEW
$4,508
BALCONY
$6,003
SUITE
$9,913
From (per person) 3,676
New ReleaseCruise
(3)
Caribbean Yachting Discovery
8 Days (7 Nights) Saint John's to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departures: Dec 2025 to Mar 2026
Countries Visited: Antigua and Barbuda, Guadeloupe, Saint Barthelemy, Virgin Islands (+1 more), Puerto Rico
Super Earlybird
INSIDE
-
OCEANVIEW
$6,044
BALCONY
-
SUITE
$7,796
Cruise
(11)
Caribbean
29 Days (28 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 07 January 2027
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+9 more), Barbados, Saint Martin, Virgin Islands, Bahamas, Curacao, Bonaire, Aruba, Dominican Republic, Turks and Caicos Islands
Exclusive Deal
INSIDE
$5,553
OCEANVIEW
$6,840
BALCONY
$9,117
SUITE
$28,224
From (per person) 5,553
Cruise
(1)
Eastern Caribbean Voyage
15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 13 December 2025
Countries Visited: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+7 more), Saint Martin, Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique, Saint Vincent, Trinidad and Tobago
INSIDE
$4,431
OCEANVIEW
$4,846
BALCONY
$5,638
SUITE
$8,173
From (per person) 4,431
Cruise
(1)
Caribbean Kaleidoscope
21 Days (20 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Nautica
Departure: 17 January 2026
Countries Visited: USA, Mexico, Belize, Guatemala (+8 more), Honduras, Costa Rica, Panama, Colombia, Bonaire, Curacao, Aruba, Jamaica
Exclusive Deal
INSIDE
$8,762
OCEANVIEW
$9,663
BALCONY
$14,325
SUITE
$19,889
Cruise
(1)
Eastern Caribbean Voyage
11 Days (10 Nights) Bridgetown to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 27 December 2025
Countries Visited: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+3 more), Saint Martin, Virgin Islands, USA
INSIDE
$4,285
OCEANVIEW
$4,622
BALCONY
$4,879
SUITE
$6,978
From (per person) 4,285
Cruise
(3)
Caribbean Wanderlust
11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 01 March 2025
Countries Visited: USA, Saint Barthelemy, Virgin Islands, Antigua and Barbuda (+1 more), Saint Kitts and Nevis
Exclusive DealSolo Offer
INSIDE
$4,980
OCEANVIEW
$5,514
BALCONY
-
SUITE
-
Cruise
(1)
Caribbean Cruise: Curacao, Aruba & St.lucia
9 Days (8 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 28 December 2026
Countries Visited: Barbados, Curacao, Aruba, Saint Lucia (+3 more), Saint Kitts and Nevis, Virgin Islands, Puerto Rico
INSIDE
$2,284
OCEANVIEW
$2,769
BALCONY
$3,689
SUITE
$5,986
From (per person) 2,284
Cruise
(1)
Eastern Caribbean Voyage
9 Days (8 Nights) Miami to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 31 October 2025
Countries Visited: USA, Virgin Islands, Saint Kitts and Nevis, Saint Martin (+2 more), Saint Barthelemy, Puerto Rico
INSIDE
$2,701
OCEANVIEW
$2,938
BALCONY
$3,918
SUITE
-
From (per person) 2,701
Cruise
(11)
Western Caribbean
10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Oct 2025 to Jan 2026
Exclusive Deal
INSIDE
$1,735
OCEANVIEW
$2,279
BALCONY
$2,824
SUITE
$6,784
From (per person) 1,735
Cruise
(11)
Caribbean Celebration
22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Nov 2025 to Nov 2026
Countries Visited: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+7 more), Barbados, Sint Maarten, Virgin Islands, Cayman Islands, Jamaica, Honduras, Mexico
Exclusive Deal
INSIDE
$3,570
OCEANVIEW
$4,263
BALCONY
$5,748
SUITE
$13,074
From (per person) 3,570
Cruise
(3)
Calypso Sands
13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 11 March 2025
Countries Visited: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda (+3 more), Guadeloupe, Barbados, Martinique
Exclusive Deal
INSIDE
$4,298
OCEANVIEW
$4,810
BALCONY
-
SUITE
-
Cruise
(1)
Caribbean Quest Voyage
12 Days (11 Nights) Panama City to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 15 March 2026
INSIDE
$5,476
OCEANVIEW
$6,902
BALCONY
$8,506
SUITE
$11,674
From (per person) 5,476
Cruise
(11)
Eastern Caribbean
8 Days (7 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 28 January 2027
Countries Visited: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Deal
INSIDE
$1,783
OCEANVIEW
$2,179
BALCONY
$2,674
SUITE
$6,436
From (per person) 1,783
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