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Featured Luxury Caribbean Cruises
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10 Night Caribbean Illumination
Oceania Allura - New Ship!
Departing from: Miami, FloridaPorts of Call:- San Juan, Puerto Rico
- Basseterre, St. Kitts
- Castries, St. Lucia
- Roseau, Dominica
- Charlotte Amalie, St. Thomas, U.S.V.I.
Sailing Dates:- February 2026
- April 2026
interior fromNot Availableoceanview from$3,749$375pernightbalcony fromCall for availabilitysuite from$6,899$690pernightRewards & Bonus Offers:Oceanview from $3,749($375pernight)4.9 rating out of 5 (1 reviews) -
11 Night Eclectic Caribbean
Oceania Allura - New Ship!
Departing from: Miami, FloridaPorts of Call:- Nassau, Bahamas
- San Juan, Puerto Rico
- Basseterre, St. Kitts
- Bridgetown, Barbados
- Castries, St. Lucia
- St. Johns, Antigua
- Tortola, British Virgin Islands
Sailing Dates:- December 2025
interior fromNot Availableoceanview fromCall for availabilitybalcony from$4,999$454pernightsuite from$13,949$1,268pernightBalcony from $4,999($454pernight)4.9 rating out of 5 (1 reviews) -
7 Night Basking in the Breeze
Seven Seas Grandeur
Departing from: Miami, FloridaPorts of Call:- Costa Maya (Mahahual), Mexico
- Harvest Caye, Belize
- Roatan (Isla Roatan), Bay Islands, Honduras
- Cozumel, Mexico
Sailing Dates:- November 2025
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from$4,899$700pernightRewards & Bonus Offers:- Up to $1,000 to Spend on Board
- Up to $2,000 Visa Prepaid Card
- Unlimited Shore Excursions, Drinks, more
- Call for rates too low to show!
Was $13,798 – Save up to 64%Suite from $4,899($700pernight)4.3 rating out of 5 (11 reviews) -
10 Night Passage to Paradise
Seven Seas Mariner
Departing from: Miami, FloridaPorts of Call:- George Town, Grand Cayman
- Falmouth, Jamaica
- Belize City, Belize
- Costa Maya (Mahahual), Mexico
- Roatan (Isla Roatan), Bay Islands, Honduras
- Cozumel, Mexico
Sailing Dates:- December 2025
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from$5,999$600pernightRewards & Bonus Offers:Was $17,398 – Save up to 66%Suite from $5,999($600pernight)4 rating out of 5 (103 reviews)
Luxury Caribbean Cruises
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9 Night Western Caribbean
Queen Elizabeth - Revitalized Ship!
Departing from: Miami, FloridaPorts of Call:- George Town, Grand Cayman
- Montego Bay, Jamaica
- Roatan (Isla Roatan), Bay Islands, Honduras
- Costa Maya (Mahahual), Mexico
- Cozumel, Mexico
Sailing Dates:- November 2025
- December 2025
- February 2026
- March 2026
- November 2026
- December 2026
interior from$859$95pernightoceanview from$859$95pernightbalcony from$1,299$144pernightsuite from$1,899$211pernightOceanview from $859($95pernight)4 rating out of 5 (138 reviews) -
7 Night Southern Caribbean
Azamara Quest
Departing from: San Juan, Puerto RicoPorts of Call:- Virgin Gorda, B.V.I.
- St. Johns, Antigua
- St. Pierre, Martinique
- Port Elizabeth, Bequia, Grenadines
- St. George's, Grenada
- Scarborough, Tobago
- Bridgetown, Barbados
Sailing Dates:- November 2025
- December 2025
interior from$1,219$174pernightoceanview from$1,369$196pernightbalcony from$1,939$277pernightsuite from$5,109$730pernightInterior from $1,219($174pernight)4.3 rating out of 5 (141 reviews) -
7 Night Western Caribbean Escape
Oceania Insignia
Departing from: Tampa, FloridaPorts of Call:- Cozumel, Mexico
- Belize City, Belize
- Roatan (Isla Roatan), Bay Islands, Honduras
- Costa Maya (Mahahual), Mexico
Sailing Dates:- March 2026
interior from$1,580$226pernightoceanview from$1,755$251pernightbalcony from$2,420$346pernightsuite fromCall for availabilityInterior from $1,580($226pernight)4.1 rating out of 5 (93 reviews) -
10 Night Yachting Treasures
Oceania Insignia
Departing from: Miami, FloridaPorts of Call:- San Juan, Puerto Rico
- Basseterre, St. Kitts
- St. Johns, Antigua
- Philipsburg, St. Maarten
- Charlotte Amalie, St. Thomas, U.S.V.I.
Sailing Dates:- December 2025
interior from$2,849$285pernightoceanview from$3,149$315pernightbalcony fromCall for availabilitysuite fromCall for availabilityRewards & Bonus Offers:Interior from $2,849($285pernight)4.1 rating out of 5 (93 reviews) -
7 Night Maya Magnificence
Oceania Allura - New Ship!
Departing from: Miami, FloridaPorts of Call:- Costa Maya (Mahahual), Mexico
- Belize City, Belize
- Roatan (Isla Roatan), Bay Islands, Honduras
- Cozumel, Mexico
Sailing Dates:- November 2025
interior fromNot Availableoceanview fromCall for availabilitybalcony from$2,380$340pernightsuite from$9,499$1,357pernightRewards & Bonus Offers:- Up to $1,000 to Spend on Board
- Up to $2,000 Visa Prepaid Card
- Included Gratuities, Wi-Fi, Gourmet Dining, more
- Call for rates too low to show!
Balcony from $2,380($340pernight)4.9 rating out of 5 (1 reviews) -
7 Night Classic Caribbean
Wind Surf
Departing from: Philipsburg, St. MaartenPorts of Call:- Charlestown, Nevis
- Roseau, Dominica
- Pigeon Island, St. Lucia
- Iles Des Saintes, Guadeloupe
- Gustavia, St. Barts
- Basseterre, St. Kitts
Sailing Dates:- December 2025
- March 2026
interior fromNot Availableoceanview from$2,551$364pernightbalcony fromNot Availablesuite from$5,451$779pernightRewards & Bonus Offers:Oceanview from $2,551($364pernight)4.4 rating out of 5 (83 reviews) -
10 Night West Indies Explorer
Viking Sea
Departing from: San Juan, Puerto RicoPorts of Call:- Road Town, Tortola, B.V.I.
- Basseterre, St. Kitts
- Castries, St. Lucia
- Bridgetown, Barbados
- Roseau, Dominica
- St. Johns, Antigua
- Philipsburg, St. Maarten
- Charlotte Amalie, St. Thomas, U.S.V.I.
Sailing Dates:- December 2025
- January 2026
- February 2026
- March 2026
- November 2026
- December 2026
- January 2027
- February 2027
- November 2027
- December 2027
- January 2028
- February 2028
interior fromNot Availableoceanview fromNot Availablebalcony from$3,599$360pernightsuite from$5,999$600pernightBalcony from $3,599($360pernight)4.4 rating out of 5 (94 reviews) -
8 Night Yachtsmans Caribbean
Seabourn Ovation
Departing from: San Juan, Puerto RicoPorts of Call:- Soper's Hole, Tortola, B.V.I.
- Carambola Beach, Friars Bay, St. Kitts
- Terre-De-Haut, Iles Des Saintes, Guadeloupe
- St. Pierre, Martinique
- Port Elizabeth, Bequia, Grenadines
- St. George's, Grenada
- Bridgetown, Barbados
Sailing Dates:- December 2025
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from$3,199$400pernightSuite from $3,199($400pernight)4.5 rating out of 5 (32 reviews) -
12 Night Maya to Island Heritage
Oceania Allura - New Ship!
Departing from: Miami, FloridaPorts of Call:- Cozumel, Mexico
- Costa Maya (Mahahual), Mexico
- Belize City, Belize
- Santo Tomas De Castilla, Guatemala
- Roatan (Isla Roatan), Bay Islands, Honduras
- Montego Bay, Jamaica
- George Town, Grand Cayman
- Key West, Florida
Sailing Dates:- January 2026
interior fromNot Availableoceanview fromCall for availabilitybalcony from$5,025$419pernightsuite fromCall for availabilityRewards & Bonus Offers:Balcony from $5,025($419pernight)4.9 rating out of 5 (1 reviews) -
12 Night Mesoamerican Majesty
Oceania Allura - New Ship!
Departing from: Miami, FloridaPorts of Call:- Cozumel, Mexico
- Costa Maya (Mahahual), Mexico
- Roatan (Isla Roatan), Bay Islands, Honduras
- Santo Tomas De Castilla, Guatemala
- Belize City, Belize
- Montego Bay, Jamaica
- George Town, Grand Cayman
Sailing Dates:- January 2026
interior fromNot Availableoceanview from$4,170$348pernightbalcony fromCall for availabilitysuite from$7,680$640pernightRewards & Bonus Offers:Oceanview from $4,170($348pernight)4.9 rating out of 5 (1 reviews) -
7 Night San Juan & the Virgin Islands
Star Seeker - New Ship!
Departing from: San Juan, Puerto RicoPorts of Call:- Cruz Bay, St. John, U.S.V.I.
- Basseterre, St. Kitts
- Gustavia, St. Barts
- Philipsburg, St. Maarten
- Jost Van Dyke, B.V.I.
- Prickly Pear Island, B.V.I.
Sailing Dates:- January 2026
- February 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from$5,262$752pernightRewards & Bonus Offers:Suite from $5,262($752pernight) -
12 Night Treasures of Aruba Bonaire & Curacao
Seabourn Ovation
Departing from: San Juan, Puerto RicoPorts of Call:- Oranjestad, Aruba
- Willemstad, Curacao
- Kralendijk, Bonaire
- Trois Ilets, Martinique
- Roseau, Dominica
- Montserrat, British Overseas Territory
- Carambola Beach, Friars Bay, St. Kitts
- St. Johns, Antigua
- Road Town, Tortola, B.V.I.
Sailing Dates:- December 2025
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from$9,818$818pernightSuite from $9,818($818pernight)4.5 rating out of 5 (32 reviews) -
10 Night Eastern Caribbean
Silver Ray
Departing from: Ft. Lauderdale (Port Everglades), FloridaPorts of Call:- San Juan, Puerto Rico
- St. John, U.S.V.I.
- Gustavia, St. Barts
- Basseterre, St. Kitts
- Road Town, Tortola, B.V.I.
Sailing Dates:- December 2025
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from$7,400$740pernightSuite from $7,400($740pernight)4.4 rating out of 5 (4 reviews) -
11 Night Azure Elegance
Seven Seas Prestige - New Ship!
Departing from: Miami, FloridaPorts of Call:- Progreso (Merida), Mexico
- Santo Tomas De Castilla, Guatemala
- Harvest Caye, Belize
- Roatan (Isla Roatan), Bay Islands, Honduras
- Falmouth, Jamaica
- George Town, Grand Cayman
Sailing Dates:- December 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from$8,599$782pernightWas $22,598 – Save up to 62%Suite from $8,599($782pernight) -
12 Night Merriment & Joy in the Tropics
Seven Seas Grandeur
Departing from: Miami, FloridaPorts of Call:- Basseterre, St. Kitts
- St. Johns, Antigua
- Fort-De-France, Martinique
- Bridgetown, Barbados
- St. George's, Grenada
- Castries, St. Lucia
- Philipsburg, St. Maarten
Sailing Dates:- December 2025
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from$8,699$725pernightRewards & Bonus Offers:Was $21,398 – Save up to 59%Suite from $8,699($725pernight)4.3 rating out of 5 (11 reviews)
Departure Ports for Luxury Caribbean Cruises:
Luxury Caribbean Cruises
Search Luxury Caribbean Cruises by Cruise Line
- Oceania Cruises from $1,290
- Paul Gauguin Cruises from $2,990
- Regent Seven Seas Cruises from $4,399
- Seabourn from $3,199
- SeaDream Yacht Club from $2,999
- Silversea Cruises from $2,800
- Windstar Cruises from $474
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