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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:- December 2025
- February 2026
- March 2026
- November 2026
- December 2026
interior from$699$78pernightoceanview from$799$89pernightbalcony from$999$111pernightsuite from$2,689$299pernightInterior from $699($78pernight)4 rating out of 5 (143 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$1,549$221pernightoceanview from$2,019$288pernightbalcony from$2,689$384pernightsuite from$4,039$577pernightRewards & Bonus Offers:Interior from $1,549($221pernight)4.3 rating out of 5 (150 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:- January 2026
- February 2026
- March 2026
- April 2026
- October 2026
- November 2026
interior from$899$75pernightoceanview from$1,009$84pernightbalcony from$1,199$100pernightsuite from$3,476$290pernightInterior from $899($75pernight)4 rating out of 5 (143 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$4,051$579pernightbalcony fromNot Availablesuite from$6,751$964pernightOceanview from $4,051($579pernight)4.4 rating out of 5 (83 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$3,600$514pernightbalcony from$4,400$629pernightsuite from$4,800$686pernightRewards & Bonus Offers:Oceanview from $3,600($514pernight)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:- December 2025
- 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 (95 reviews) -
7 Night Fall for the Caribbean
Seven Seas Grandeur
Departing from: Miami, FloridaPorts of Call:- Roatan (Isla Roatan), Bay Islands, Honduras
- Harvest Caye, Belize
- Belize City, Belize
- Costa Maya (Mahahual), Mexico
Sailing Dates:- November 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from$5,249$750pernightWas $14,698 – Save up to 64%Suite from $5,249($750pernight)4.3 rating out of 5 (13 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 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:- January 2026
- February 2026
- March 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from$6,239$446pernightSuite from $6,239($446pernight)4.5 rating out of 5 (33 reviews) -
10 Night Caribbean
Silver Spirit
Departing from: Bridgetown, BarbadosPorts of Call:- Bequia, Grenadines
- Soufriere, St. Lucia
- Roseau, Dominica
- Deshaies, Guadeloupe
- Basseterre, St. Kitts
- Gustavia, St. Barts
- St. John, U.S.V.I.
- Ft. Lauderdale (Port Everglades), Florida
Sailing Dates:- February 2026
interior fromNot Availableoceanview fromNot Availablebalcony fromNot Availablesuite from$7,300$730pernightSuite from $7,300($730pernight)4.2 rating out of 5 (40 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$7,999$727pernightWas $21,398 – Save up to 63%Suite from $7,999($727pernight) -
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$6,884$492pernightSuite from $6,884($492pernight)4.5 rating out of 5 (33 reviews)
Departure Ports for Luxury Caribbean Cruises:
Luxury Caribbean Cruises
Search Luxury Caribbean Cruises by Cruise Line
- Oceania Cruises from $1,370
- Paul Gauguin Cruises from $2,990
- Regent Seven Seas Cruises from $4,399
- Seabourn from $3,009
- SeaDream Yacht Club from $1,999
- Silversea Cruises from $2,550
- Windstar Cruises from $514
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