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Featured Luxury Caribbean Cruises
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10 Night Caribbean Illumination
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 fromCall for availabilitybalcony from$3,680$368pernightsuite from$5,272$527pernightRewards & Bonus Offers:Balcony from $3,680($368pernight) -
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 (10 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:- 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 $17,398 – Save up to 66%Suite from $5,999($600pernight)3.9 rating out of 5 (102 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
- February 2027
- March 2027
interior from$891$99pernightoceanview from$991$110pernightbalcony from$1,091$121pernightsuite from$2,759$307pernightInterior from $891($99pernight)4 rating out of 5 (134 reviews) -
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:- October 2025
- November 2025
- December 2025
- January 2026
- February 2026
- March 2026
- April 2026
- October 2026
- November 2026
- January 2027
- March 2027
interior from$1,009$84pernightoceanview from$1,199$100pernightbalcony from$1,499$125pernightsuite from$3,599$300pernightInterior from $1,009($84pernight)4 rating out of 5 (134 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$2,219$317pernightoceanview from$2,769$396pernightbalcony from$3,829$547pernightsuite from$4,449$636pernightInterior from $2,219($317pernight)4.3 rating out of 5 (136 reviews) -
10 Night Yachting Treasures
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$2,400$240pernightoceanview from$2,520$252pernightbalcony from$2,920$292pernightsuite from$4,040$404pernightRewards & Bonus Offers:Interior from $2,400($240pernight)4.1 rating out of 5 (90 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 (82 reviews) -
7 Night Maya Magnificence
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$2,400$343pernightsuite from$3,280$469pernightRewards & Bonus Offers:Balcony from $2,400($343pernight) -
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
interior fromNot Availableoceanview fromNot Availablebalcony from$3,499$350pernightsuite from$5,999$600pernightBalcony from $3,499($350pernight)4.4 rating out of 5 (92 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$3,799$475pernightSuite from $3,799($475pernight)4.4 rating out of 5 (29 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$4,990$713pernightRewards & Bonus Offers:Suite from $4,990($713pernight) -
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$5,999$500pernightSuite from $5,999($500pernight)4.4 rating out of 5 (29 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$7,399$673pernightWas $20,798 – Save up to 64%Suite from $7,399($673pernight) -
10 Night Eastern Caribbean
Silver Ray - New Ship!
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) -
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$725pernightWas $21,398 – Save up to 59%Suite from $8,699($725pernight)4.3 rating out of 5 (10 reviews)
Departure Ports for Luxury Caribbean Cruises:
Luxury Caribbean Cruises
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- Oceania Cruises from $1,520
- Paul Gauguin Cruises from $2,990
- Regent Seven Seas Cruises from $4,599
- Seabourn from $3,144
- SeaDream Yacht Club from $2,999
- Silversea Cruises from $2,600
- Windstar Cruises from $474
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