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Featured 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:- March 2026
- November 2026
- December 2026
interior from$729$81pernightoceanview from$759$84pernightbalcony from$1,349$150pernightsuite from$2,759$307pernightInterior from $729($81pernight)4 rating out of 5 (148 reviews) -
7 Night Southern Caribbean: Antigua Grenada & Barbados
Azamara Journey
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 2026
- December 2026
interior from$1,459$208pernightoceanview from$1,869$267pernightbalcony from$2,439$348pernightsuite from$3,839$548pernightInterior from $1,459($208pernight)4.3 rating out of 5 (150 reviews) -
9 Night Tropical Harmony
Oceania Insignia
Departing from: Bridgetown, BarbadosPorts of Call:- Oranjestad, Aruba
- Montego Bay, Jamaica
- Costa Maya (Mahahual), Mexico
- Cozumel, Mexico
- Tampa, Florida
Sailing Dates:- February 2026
interior from$1,995$222pernightoceanview from$2,100$233pernightbalcony from$3,185$354pernightsuite fromCall for availabilityRewards & Bonus Offers:- Exclusive: Up to $2,000 Visa Prepaid Card
- Exclusive: $250 to Spend on Board
- Up to 40% Savings + Upgraded Your World Included
- Included Gratuities, Wi-Fi, Gourmet Dining, more
- Waived Single Supplement + $250 to Spend on Board
Interior from $1,995($222pernight)4.1 rating out of 5 (102 reviews)
Luxury Caribbean Cruises
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12 Night Eastern Caribbean
Queen Elizabeth - Revitalized Ship!
Departing from: Miami, FloridaPorts of Call:- San Juan, Puerto Rico
- St. Johns, Antigua
- Castries, St. Lucia
- Bridgetown, Barbados
- Philipsburg, St. Maarten
- Road Town, Tortola, B.V.I.
Sailing Dates:- February 2026
- March 2026
- April 2026
- October 2026
- November 2026
interior from$899$75pernightoceanview from$919$77pernightbalcony from$1,430$119pernightsuite from$3,299$275pernightInterior from $899($75pernight)4 rating out of 5 (148 reviews) -
7 Night Tropical Retreats
Oceania Allura - New Ship!
Departing from: Miami, FloridaPorts of Call:- Cozumel, Mexico
- Roatan (Isla Roatan), Bay Islands, Honduras
- Harvest Caye, Belize
- Costa Maya (Mahahual), Mexico
Sailing Dates:- December 2026
- January 2027
interior fromNot Availableoceanview from$2,799$400pernightbalcony fromCall for availabilitysuite from$4,399$628pernightOceanview from $2,799($400pernight)4.2 rating out of 5 (13 reviews) -
10 Night Classic Canal & Tropics
Oceania Insignia
Departing from: Panama City (Fuerte Amador), PanamaPorts of Call:- Panama Canal Full Transit
- Cartagena, Colombia
- Willemstad, Curacao
- Oranjestad, Aruba
- Montego Bay, Jamaica
- George Town, Grand Cayman
- Miami, Florida
Sailing Dates:- April 2026
interior fromCall for availabilityoceanview fromCall for availabilitybalcony from$4,160$416pernightsuite fromCall for availabilityRewards & Bonus Offers:- Exclusive: Up to $2,000 Visa Prepaid Card
- Exclusive: Up to $1,000 to Spend on Board
- Up to 40% Savings + Upgraded Your World Included
- Included Gratuities, Wi-Fi, Gourmet Dining, more
- Waived Single Supplement + $250 to Spend on Board
Balcony from $4,160($416pernight)4.1 rating out of 5 (102 reviews) -
13 Night Caribbean: San Juan Antigua & St. Lucia
Azamara Journey
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
- Castries, St. Lucia
- Roseau, Dominica
- Basseterre, St. Kitts
- Charlestown, Nevis
- Philipsburg, St. Maarten
Sailing Dates:- December 2026
interior from$3,019$232pernightoceanview from$3,289$253pernightbalcony from$4,289$330pernightsuite from$6,759$520pernightInterior from $3,019($232pernight)4.3 rating out of 5 (150 reviews) -
7 Night The Americas & Caribbean
Crystal Symphony - Recently Revitalized!
Departing from: San Juan, Puerto RicoPorts of Call:- Jost Van Dyke, B.V.I.
- St. Johns, Antigua
- Gustavia, St. Barts
- Charlotte Amalie, St. Thomas, U.S.V.I.
- Ft. Lauderdale (Port Everglades), Florida
Sailing Dates:- November 2026
interior fromNot Availableoceanview from$3,500$500pernightbalcony from$4,400$629pernightsuite from$4,800$686pernightOceanview from $3,500($500pernight)4.4 rating out of 5 (100 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:- February 2026
- November 2026
- December 2026
- January 2027
- February 2027
- November 2027
- December 2027
- January 2028
- February 2028
interior fromNot Availableoceanview fromNot Availablebalcony from$3,699$370pernightsuite from$5,999$600pernightBalcony from $3,699($370pernight)4.4 rating out of 5 (97 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:- March 2026
interior fromNot Availableoceanview from$3,851$550pernightbalcony fromNot Availablesuite from$6,751$964pernightOceanview from $3,851($550pernight)4.4 rating out of 5 (84 reviews) -
7 Night Classic Caribbean Yacht Harbors
Seabourn Ovation
Departing from: Bridgetown, BarbadosPorts of Call:- Castries, St. Lucia
- Montserrat, British Overseas Territory
- St. Johns, Antigua
- Carambola Beach, Friars Bay, St. Kitts
- Great Harbour, Jost Van Dyke, B.V.I.
- Philipsburg, St. Maarten
Sailing Dates:- March 2026
- December 2026
- January 2027
- February 2027
- March 2027
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from$4,079$583pernightSuite from $4,079($583pernight)4.5 rating out of 5 (34 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:- March 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from$6,096$871pernightSuite from $6,096($871pernight) -
14 Night Exotic Caribbean In Depth
Seabourn Ovation
Departing from: Bridgetown, BarbadosPorts of Call:- Castries, St. Lucia
- Montserrat, British Overseas Territory
- St. Johns, Antigua
- Carambola Beach, Friars Bay, St. Kitts
- Great Harbour, Jost Van Dyke, B.V.I.
- Philipsburg, St. Maarten
- Soper's Hole, Tortola, B.V.I.
- Carambola Beach, Friars Bay, St. Kitts
- Trois Ilets, Martinique
- Port Elizabeth, Bequia, Grenadines
- St. George's, Grenada
Sailing Dates:- December 2026
- January 2027
- February 2027
- March 2027
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from$7,394$528pernightSuite from $7,394($528pernight)4.5 rating out of 5 (34 reviews) -
14 Night Exotic Caribbean Isles
Seabourn Ovation
Departing from: Bridgetown, BarbadosPorts of Call:- Castries, St. Lucia
- Montserrat, British Overseas Territory
- St. Johns, Antigua
- Carambola Beach, Friars Bay, St. Kitts
- Great Harbour, Jost Van Dyke, B.V.I.
- Philipsburg, St. Maarten
- Soper's Hole, Tortola, B.V.I.
- Carambola Beach, Friars Bay, St. Kitts
- St. Pierre, Martinique
- Port Elizabeth, Bequia, Grenadines
- St. George's, Grenada
Sailing Dates:- February 2026
- March 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from$8,146$582pernightSuite from $8,146($582pernight)4.5 rating out of 5 (34 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$9,099$827pernightWas $23,598 – Save up to 61%Suite from $9,099($827pernight) -
16 Night White Sands & Southern Charm
Seven Seas Mariner
Departing from: Miami, FloridaPorts of Call:- Oranjestad, Aruba
- Willemstad, Curacao
- Kralendijk, Bonaire
- St. George's, Grenada
- Castries, St. Lucia
- Gustavia, St. Barts
- San Juan, Puerto Rico
- Charleston, South Carolina
- New York, New York
Sailing Dates:- June 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from$10,649$666pernightRewards & Bonus Offers:Was $27,698 – Save up to 62%Suite from $10,649($666pernight)4 rating out of 5 (103 reviews)
Departure Ports for Luxury Caribbean Cruises:
Luxury Caribbean Cruises
Search Luxury Caribbean Cruises by Cruise Line
- Oceania Cruises from $1,785
- Paul Gauguin Cruises from $3,190
- Regent Seven Seas Cruises from $4,399
- Seabourn from $3,824
- SeaDream Yacht Club from $1,999
- Silversea Cruises from $1,950
- Windstar Cruises from $1,014
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