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(29 offers included)
Southern Caribbean Cruise Roundtrip from San Juan, Puerto Rico
Departing on Jan 30, 2027 on the Radiance of the Seas
Nights: 7
Dates: Jan 30, 2027 through Feb 06, 2027
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, Philipsburg, St. Maarten, St. Croix, U.S.V.I., St. Johns, Antigua, Roseau, Dominica, Cruising, San Juan, Puerto Rico
from
$854.93
(USD)
Per Person
Inside
$854.93
Cat: ZI
$122.13/Night
Outside
$954.43
Cat: YO
$136.35/Night
Balcony
$1,292.43
Cat: XB
$184.63/Night
Departing on Feb 08, 2027 on the Celebrity Eclipse
Nights: 11
Dates: Feb 08, 2027 through Feb 19, 2027
Itinerary:
Fort Lauderdale, Florida, Basseterre, St Kitts & Nevis, Castries, St. Lucia, Bridgetown, Barbados, St. George's, Grenada, Roseau, Dominica, Philipsburg, St. Maarten, Fort Lauderdale, Florida
from
$1,669.61
(USD)
Per Person
Non-Refundable
Inside
$1,669.61
Cat: Z
$151.78/Night
Outside
$1,869.61
Cat: Y
$169.96/Night
Balcony
$2,069.61
Cat: X
$188.15/Night
Suite
$6,269.61
Cat: W
$569.96/Night
Southern Caribbean Cruise Roundtrip from San Juan, Puerto Rico
Departing on Feb 13, 2027 on the Radiance of the Seas
Nights: 7
Dates: Feb 13, 2027 through Feb 20, 2027
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., Basseterre, St Kitts & Nevis, St. Johns, Antigua, Roseau, Dominica, Cruising, San Juan, Puerto Rico
from
$845.32
(USD)
Per Person
Inside
$845.32
Cat: ZI
$120.76/Night
Outside
$944.82
Cat: YO
$134.97/Night
Balcony
$1,282.82
Cat: XB
$183.26/Night
Departing on Nov 14, 2026 on the Azamara Journey
Nights: 14
Dates: Nov 14, 2026 through Nov 28, 2026
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, Road Town, Tortola, San Juan, Puerto Rico, Virgin Gorda, St. John's, Antigua...
from
$2,549.00
(USD)
Per Person
Inside
$2,549.00
Cat: 12
$182.07/Night
Outside
$3,129.00
Cat: 08
$223.50/Night
Balcony
$4,169.00
Cat: V3
$297.79/Night
Suite
$6,889.00
Cat: N2
$492.07/Night
West Indies Explorer Roundtrip from San Juan
Departing on Dec 29, 2025 on the Viking Sea
Nights: 10
Dates: Dec 29, 2025 through Jan 08, 2026
Ship: Viking Sea
Itinerary:
San Juan, Tortola (Road Town), St. Kitts (Basseterre), Castries, Bridgetown, Roseau, Antigua (St. John’s), Philipsburg, St. Thomas (Charlotte Amalie), San Juan
Set sail on a roundtrip voyage from San Juan to explore the colorful Caribbean. Start deep in the heart of this tropical paradise and avoid the long sea days associated with most Caribbean cruises-allowing you to visit more ports and spend more time discovering rich island cultures. Immerse yourself in the British, French and Dutch cultures of the Lesser Antilles as you cruise azure waters from Tortola and St. Lucia to Dominica, St. Martin and St. Thomas.
from
$4,649.00
(USD)
Per Person
Balcony
$4,649.00
Cat: DV5
$464.90/Night
Suite
$7,999.00
Cat: PS3
$799.90/Night
Departing on Oct 18, 2025 on the Celebrity Reflection
Nights: 11
Dates: Oct 18, 2025 through Oct 29, 2025
Itinerary:
Fort Lauderdale, Florida, Philipsburg, St. Maarten, Fort- De- France, Martinique, Castries, St. Lucia, Bridgetown, Barbados, Roseau, Dominica, St. Johns, Antigua, Fort Lauderdale, Florida
from
$1,401.40
(USD)
Per Person
Non-Refundable
Inside
$1,401.40
Cat: I1
$127.40/Night
Outside
$1,523.40
Cat: O2
$138.49/Night
Balcony
$2,107.90
Cat: V3
$191.63/Night
Departing on Nov 18, 2025 on the Koningsdam
Nights: 21
Dates: Nov 18, 2025 through Dec 09, 2025
Ship: Koningsdam
Itinerary:
Fort Lauderdale, St Maarten, Antigua, St Lucia, Roseau, St Kitts, St Thomas, Half Moon Cay, Fort Lauderdale, Half Moon Cay...
from
$3,139.00
(USD)
Per Person
Inside
$3,139.00
Cat: N
$149.48/Night
Outside
$3,419.00
Cat: F
$162.81/Night
Balcony
$3,739.00
Cat: VH
$178.05/Night
Suite
$4,859.00
Cat: BC
$231.38/Night
Departing on Dec 22, 2026 on the Rotterdam
Nights: 11
Dates: Dec 22, 2026 through Jan 02, 2027
Ship: Rotterdam
Itinerary:
Fort Lauderdale, St Maarten, St Kitts, Roseau, St Lucia, Antigua, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale
from
$2,899.00
(USD)
Per Person
Inside
$2,899.00
Cat: N
$263.55/Night
Outside
$3,699.00
Cat: F
$336.27/Night
Balcony
$4,049.00
Cat: VH
$368.09/Night
Suite
$5,299.00
Cat: BC
$481.73/Night
Departing on Nov 10, 2026 on the Rotterdam
Nights: 21
Dates: Nov 10, 2026 through Dec 01, 2026
Ship: Rotterdam
Itinerary:
Fort Lauderdale, St Maarten, Antigua, Roseau, St Lucia, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale, Relaxaway Half Moon Cay...
from
$4,324.00
(USD)
Per Person
Inside
$4,324.00
Cat: N
$205.90/Night
Outside
$5,574.00
Cat: F
$265.43/Night
Balcony
$5,924.00
Cat: VH
$282.10/Night
Suite
$7,624.00
Cat: BC
$363.05/Night
Caribbean Celebration, 14 Nights (M701) Roundtrip from New York, New York
Departing on Dec 19, 2026 on the Queen Mary 2
Nights: 14
Dates: Dec 19, 2026 through Jan 02, 2027
Ship: Queen Mary 2
Itinerary:
New York, New York, Tortola, B.V.I., St. Maarten, Netherlands Antilles, Barbados, Barbados, St Lucia, Saint Lucia, Dominica, Dominica, St. Kitts, ST Kitts/Nevis, New York, New York
Enjoy sunny days in Barbados, Dominica, and Saint Lucia, among other tropical islands, on this Christmas voyage to the Caribbean. You’ll also celebrate New Year’s on board – the perfect start to 2024.
from
$3,099.00
(USD)
Per Person
+ $5,904.00 taxes/fees
Inside
$3,099.00
Cat: IF
$221.36/Night
Outside
$3,999.00
Cat: EF
$285.64/Night
Balcony
$4,019.00
Cat: DC
$287.07/Night
Suite
$9,899.00
Cat: P2
$707.07/Night
Departing on Dec 12, 2026 on the Celebrity Constellation
Nights: 7
Dates: Dec 12, 2026 through Dec 19, 2026
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., Basseterre, St Kitts & Nevis, Roseau, Dominica, Castries, St. Lucia, St. George's, Grenada, San Juan, Puerto Rico
from
$891.83
(USD)
Per Person
Non-Refundable
Inside
$891.83
Cat: Z
$127.40/Night
Outside
$917.33
Cat: Y
$131.05/Night
Balcony
$1,187.83
Cat: X
$169.69/Night
Suite
$2,596.83
Cat: S1
$370.98/Night
Southern Caribbean Cruise Roundtrip from San Juan, Puerto Rico
Departing on May 02, 2026 on the Radiance of the Seas
Nights: 7
Dates: May 02, 2026 through May 09, 2026
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., St. Johns, Antigua, Philipsburg, St. Maarten, Roseau, Dominica, Cruising, San Juan, Puerto Rico
from
$958.55
(USD)
Per Person
Inside
$958.55
Cat: ZI
$136.94/Night
Outside
$1,083.05
Cat: YO
$154.72/Night
Balcony
$1,334.05
Cat: XB
$190.58/Night
Southern Caribbean Holiday Roundtrip from San Juan, Puerto Rico
Departing on Dec 19, 2026 on the Radiance of the Seas
Nights: 7
Dates: Dec 19, 2026 through Dec 26, 2026
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., Philipsburg, St. Maarten, St. Johns, Antigua, Roseau, Dominica, Cruising, San Juan, Puerto Rico
from
$1,101.66
(USD)
Per Person
Inside
$1,101.66
Cat: ZI
$157.38/Night
Outside
$1,251.66
Cat: YO
$178.81/Night
Balcony
$1,558.66
Cat: XB
$222.67/Night
Caribbean, 34 Nights (M703) Roundtrip from London (Southampton), England
Departing on Jan 11, 2027 on the Queen Mary 2
Nights: 34
Dates: Jan 11, 2027 through Feb 14, 2027
Ship: Queen Mary 2
Itinerary:
London (Southampton), England, Madeira, Portugal, St. Kitts, ST Kitts/Nevis, Barbados, Barbados, St Lucia, Saint Lucia, Grenada, Grenada, Dominica, Dominica, English Harbour, Antigua, Amber Cove,Dominican Republic, St. Maarten, Netherlands Antilles...
Start 2027 in style on this 34-night Caribbean cruise. Sip rum overnight in Barbados, explore lush rainforest in St. Lucia, and banish your January blues with sun-filled days on white sand beaches.
from
$4,969.00
(USD)
Per Person
+ $5,635.00 taxes/fees
Inside
$4,969.00
Cat: IF
$146.15/Night
Outside
$7,569.00
Cat: EF
$222.62/Night
Balcony
$7,869.00
Cat: DF
$231.44/Night
Suite
$19,169.00
Cat: P2
$563.79/Night
Departing on Nov 08, 2025 on the Azamara Quest
Nights: 14
Dates: Nov 08, 2025 through Nov 22, 2025
Itinerary:
San Juan, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Tobago, Bridgetown, Castries, Roseau...
from
$3,299.00
(USD)
Per Person
Inside
$3,299.00
Cat: 12
$235.64/Night
Outside
$3,809.00
Cat: 08
$272.07/Night
Balcony
$5,249.00
Cat: P3
$374.93/Night
Suite
$6,249.00
Cat: N2
$446.36/Night
Departing on Nov 29, 2025 on the Azamara Quest
Nights: 7
Dates: Nov 29, 2025 through Dec 06, 2025
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, Road Town, Tortola, San Juan, Puerto Rico
from
$1,749.00
(USD)
Per Person
Inside
$1,749.00
Cat: 12
$249.86/Night
Outside
$1,919.00
Cat: 08
$274.14/Night
Balcony
$2,269.00
Cat: V3
$324.14/Night
Suite
$4,689.00
Cat: CO
$669.86/Night
Departing on Jan 04, 2026 on the Queen Victoria
Nights: 35
Dates: Jan 04, 2026 through Feb 08, 2026
Itinerary:
London (Southampton), England, Madeira, Portugal, Barbados, Barbados, St Lucia, Saint Lucia, Grenada, Grenada, St. Vincent, St. Vincent/Grenadines, Curacao, Antilles, Aruba, Aruba, Dominica, Dominica, Antigua...
This roundtrip Caribbean voyage from Southampton is the perfect way to escape the January blues. Enjoy an enviable start to 2026, soaking up the sun on some of the world’s best white-sand beaches.
from
$4,979.00
(USD)
Per Person
+ $214.00 taxes/fees
Inside
$4,979.00
Cat: IF
$142.26/Night
Outside
$6,079.00
Cat: FC
$173.69/Night
Balcony
$7,579.00
Cat: BF
$216.54/Night
Suite
$21,579.00
Cat: P2
$616.54/Night
Departing on Nov 17, 2026 on the MSC Seaview
Nights: 19
Dates: Nov 17, 2026 through Dec 06, 2026
Ship: MSC Seaview
Itinerary:
Marseille (Provence) France, Barcelona, Spain, Las Palmas De G.Canaria (Canary Is.) Spain, Philipsburg St. Maarten, Basseterre St Kitts & Nevis, Roseau Dominica, Bridgetown Barbados, Saint George Grenada, Kingstown St Vincent & The Grenadines, Fort De France Martinique...
from
$1,209.00
(USD)
Per Person
Inside
$1,269.00
Cat: IR1
$66.79/Night
Outside
$1,529.00
Cat: OR1
$80.47/Night
Balcony
$1,859.00
Cat: BR1
$97.84/Night
Suite
$3,169.00
Cat: SR1
$166.79/Night
Departing on Jan 11, 2027 on the Viking Libra
Nights: 19
Dates: Jan 11, 2027 through Jan 30, 2027
Ship: Viking Libra
Itinerary:
Barcelona, Murcia (Cartagena), Granada (Málaga), Scenic Sailing: Strait of Gibraltar, Vigo, Sail the Atlantic Ocean, Portsmouth, London (Tilbury), Sail the North Sea, Edinburgh (Rosyth)...
Trace the Iberian Peninsula during quiet season and revel in the relaxed atmosphere of Spain’s mild winter climate. Explore the legacy of Moorish culture at the magnificent Alhambra Palace, indulge in delectable cuisine and explore Roman history in Cartagena. Call at iconic London and travel through the pristine landscapes of Norway, marveling at snowcapped peaks and icy fjords as you search for the north’s mesmerizing phenomenon, the aurora borealis.
from
$7,298.00
(USD)
Per Person
Balcony
$7,298.00
Cat: V2
$384.11/Night
Suite
$13,198.00
Cat: PS3
$694.63/Night
Departing on Jan 23, 2027 on the Rotterdam
Nights: 21
Dates: Jan 23, 2027 through Feb 13, 2027
Ship: Rotterdam
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale, St Maarten, Antigua...
from
$4,484.00
(USD)
Per Person
Inside
$4,484.00
Cat: N
$213.52/Night
Outside
$5,684.00
Cat: F
$270.67/Night
Balcony
$5,984.00
Cat: VH
$284.95/Night
Suite
$7,884.00
Cat: BC
$375.43/Night
Departing on Jan 30, 2027 on the Celebrity Constellation
Nights: 7
Dates: Jan 30, 2027 through Feb 06, 2027
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., Basseterre, St Kitts & Nevis, Roseau, Dominica, Castries, St. Lucia, Bridgetown, Barbados, San Juan, Puerto Rico
from
$945.94
(USD)
Per Person
Non-Refundable
Inside
$945.94
Cat: Z
$135.13/Night
Outside
$995.94
Cat: Y
$142.28/Night
Balcony
$1,245.94
Cat: X
$177.99/Night
Suite
$2,635.94
Cat: S1
$376.56/Night
Departing on Jan 14, 2026 on the Koningsdam
Nights: 21
Dates: Jan 14, 2026 through Feb 04, 2026
Ship: Koningsdam
Itinerary:
Fort Lauderdale, Half Moon Cay, Falmouth, Grand Cayman, Belize City, Mahogany Bay, Cozumel, Fort Lauderdale, St Maarten, Antigua...
from
$3,759.00
(USD)
Per Person
Inside
$3,759.00
Cat: N
$179.00/Night
Outside
$4,249.00
Cat: F
$202.33/Night
Balcony
$4,879.00
Cat: VH
$232.33/Night
Suite
$6,499.00
Cat: BC
$309.48/Night
Departing on Feb 19, 2027 on the Celebrity Eclipse
Nights: 9
Dates: Feb 19, 2027 through Feb 28, 2027
Itinerary:
Fort Lauderdale, Florida, St. Johns, Antigua, Roseau, Dominica, Basseterre, St Kitts & Nevis, Charlotte Amalie, St. Thomas, Fort Lauderdale, Florida
from
$1,606.65
(USD)
Per Person
Non-Refundable
Inside
$1,606.65
Cat: Z
$178.52/Night
Outside
$1,656.65
Cat: Y
$184.07/Night
Balcony
$1,756.65
Cat: X
$195.18/Night
Suite
$4,656.65
Cat: W
$517.41/Night
Departing on Feb 14, 2027 on the Zuiderdam
Nights: 20
Dates: Feb 14, 2027 through Mar 06, 2027
Ship: Zuiderdam
Itinerary:
Miami, Relaxaway Half Moon Cay, San Juan, St Thomas, Tortola, St Maarten, Antigua, Scenic Cruising Soufriere Bay, St Lucia, Roseau...
from
$4,144.00
(USD)
Per Person
Inside
$4,144.00
Cat: N
$207.20/Night
Outside
$5,044.00
Cat: HH
$252.20/Night
Balcony
$5,894.00
Cat: VH
$294.70/Night
Suite
$8,744.00
Cat: SZ
$437.20/Night
Departing on Jan 24, 2026 on the Koningsdam
Nights: 21
Dates: Jan 24, 2026 through Feb 14, 2026
Ship: Koningsdam
Itinerary:
Fort Lauderdale, St Maarten, Antigua, Martinique, Roseau, St Kitts, St Thomas, Half Moon Cay, Fort Lauderdale, Half Moon Cay...
from
$3,894.00
(USD)
Per Person
Inside
$3,894.00
Cat: N
$185.43/Night
Outside
$4,384.00
Cat: F
$208.76/Night
Balcony
$5,064.00
Cat: VH
$241.14/Night
Suite
$6,684.00
Cat: BC
$318.29/Night
Departing on Dec 23, 2025 on the Zuiderdam
Nights: 32
Dates: Dec 23, 2025 through Jan 24, 2026
Ship: Zuiderdam
Itinerary:
Miami, St Maarten, Antigua, St Lucia, Roseau, St Kitts, St Thomas, Half Moon Cay, Miami, Half Moon Cay...
from
$6,144.00
(USD)
Per Person
Inside
$6,144.00
Cat: N
$192.00/Night
Outside
$7,054.00
Cat: HH
$220.44/Night
Balcony
$8,044.00
Cat: VH
$251.38/Night
Suite
$12,604.00
Cat: SZ
$393.88/Night
Departing on Dec 12, 2026 on the Azamara Journey
Nights: 6
Dates: Dec 12, 2026 through Dec 18, 2026
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, San Juan, Puerto Rico
from
$1,139.00
(USD)
Per Person
Inside
$1,139.00
Cat: 12
$189.83/Night
Outside
$1,409.00
Cat: 08
$234.83/Night
Balcony
$1,889.00
Cat: V3
$314.83/Night
Suite
$3,089.00
Cat: N2
$514.83/Night
Departing on Dec 24, 2026 on the Celebrity Ascent
Nights: 11
Dates: Dec 24, 2026 through Jan 04, 2027
Itinerary:
Fort Lauderdale, Florida, Philipsburg, St. Maarten, St. Johns, Antigua, Castries, St. Lucia, Bridgetown, Barbados, Roseau, Dominica, Basseterre, St Kitts & Nevis, Fort Lauderdale, Florida
from
$2,340.26
(USD)
Per Person
Non-Refundable
Inside
$2,665.26
Cat: I2
$242.30/Night
Outside
$2,920.26
Cat: O2
$265.48/Night
Balcony
$3,654.26
Cat: P2
$332.21/Night
Suite
$11,275.76
Cat: S1
$1,025.07/Night
West Indies Explorer Roundtrip from San Juan
Departing on Jan 05, 2027 on the Viking Sea
Nights: 10
Dates: Jan 05, 2027 through Jan 15, 2027
Ship: Viking Sea
Itinerary:
San Juan, Tortola (Road Town), St. Kitts (Basseterre), Castries, Bridgetown, Roseau, Antigua (St. John’s), Philipsburg, St. Thomas (Charlotte Amalie), San Juan
Set sail on a roundtrip voyage from San Juan to explore the colorful Caribbean. Start deep in the heart of this tropical paradise and avoid the long sea days associated with most Caribbean cruises-allowing you to visit more ports and spend more time discovering rich island cultures. Immerse yourself in the British, French and Dutch cultures of the Lesser Antilles as you cruise azure waters from Tortola and St. Lucia to Dominica, St. Martin and St. Thomas.
from
$3,799.00
(USD)
Per Person
Balcony
$3,799.00
Cat: V2
$379.90/Night
Suite
$6,499.00
Cat: PS3
$649.90/Night