The 2026 season highlights high-touch personalization, such as "Marina Days" where guests can kayak or paddleboard directly from the ship's stern. Onboard, the Caribbean experience is refined through regional farm-to-table dining, featuring fresh snapper and lobster, while shore excursions lean into private access - think guided hikes to Dominica’s thermal pools or helicopter tours over the turquoise reefs of the Bahamas.

Barbados

Caribbean Itineraries (Page 11)

11 Nights

Colombian & Southern Caribbean Coastlines

Departure Date
24 Nov 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Star
Region Caribbean
Departure Port Bridgetown
Destination Port Colón
Itinerary
Bridgetown, Port Elizabeth, Bequia, Saint George's, Kralendijk, Willemstad, Oranjestad, Cartagena, San Blas Islands and Colón

From £2,788pp

Plus substantial savings from Deluxe Cruises

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10 Nights

West Indies Explorer

Departure Date
25 Nov 26
Cruise Line Viking Ocean Cruises
Cruise Type Ocean
Ship Viking Sea
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), San Juan (Puerto Rico), Charlotte Amalie, Basseterre, Saint Kitts, Castries, Bridgetown, Roseau, Saint John's, Philipsburg, Frederiksted, Saint Croix and San Juan (Puerto Rico)

From £4,795pp

Plus substantial savings from Deluxe Cruises

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12 Nights

Antillean Island Sojourn

Departure Date
25 Nov 26
Cruise Line Oceania Cruises
Cruise Type Ocean
Ship Oceania Vista
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Charlotte Amalie, Philipsburg, Gustavia, Fort-de-France, Pointe-à-Pitre, Saint John's, Tortola and Miami, Florida

From £2,910pp

Plus substantial savings from Deluxe Cruises

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18 Nights

An Extended Journey of Historic Echoes & Ocean Breezes

Departure Date
25 Nov 26
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA I
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Willemstad, Oranjestad, Santa Marta, Cartagena, Georgetown, Grand Cayman, Miami, Florida, Cozumel, Costa Maya, Santo Tomás de Castilla, Belize City, Roatán Island and Miami, Florida

From £6,370pp

Plus substantial savings from Deluxe Cruises

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10 Nights

A Journey of Caribbean Charm & Spectacular Natural Beauty

Departure Date
25 Nov 26
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA I
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Willemstad, Oranjestad, Santa Marta, Cartagena, Georgetown, Grand Cayman and Miami, Florida

From £4,085pp

Plus substantial savings from Deluxe Cruises

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12 Nights

Eastern Caribbean

Departure Date
26 Nov 26
Cruise Line Cunard
Cruise Type Ocean
Ship Queen Elizabeth
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, San Juan (Puerto Rico), Saint John's, Castries, Bridgetown, Sint Maarten, Tortola and Miami, Florida

From £799pp

Plus substantial savings from Deluxe Cruises

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21 Nights

Caribbean

Departure Date
26 Nov 26
Cruise Line Cunard
Cruise Type Ocean
Ship Queen Elizabeth
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, San Juan (Puerto Rico), Saint John's, Castries, Bridgetown, Sint Maarten, Tortola, Miami, Florida, Grand Cayman, Montego Bay, Roatán Island, Costa Maya, Cozumel and Miami, Florida

From £1,549pp

Plus substantial savings from Deluxe Cruises

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8 Nights

Best of British Virgin Islands & St. Barths

Departure Date
27 Nov 26
Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream II
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Charlotte Amalie
Itinerary
San Juan (Puerto Rico), Cruz Bay, Saint John, Sandy Ground, Philipsburg, Gustavia, Gustavia, Charlestown, White Bay, Jost Van Dyke, Spanish Town, Virgin Gorda, Norman Island and Charlotte Amalie

From £3,999pp

Plus substantial savings from Deluxe Cruises

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5 Nights

San Juan to Cartagena

Departure Date
27 Nov 26
Cruise Line Crystal
Cruise Type Ocean
Ship Crystal Serenity
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Cartagena
Itinerary
San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, Oranjestad, Cartagena and Cartagena

From £2,400pp

Plus substantial savings from Deluxe Cruises

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3 Nights

San Juan (Puerto Rico) Roundtrip

Departure Date
27 Nov 26
Cruise Line The Ritz-Carlton Yacht Collection
Cruise Type Ocean
Ship Ilma
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Gustavia, Virgin Gorda and San Juan (Puerto Rico)

From £3,300pp

Plus substantial savings from Deluxe Cruises

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7 Nights

Jewels of the Windward Islands

Departure Date
27 Nov 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Legend
Region Caribbean
Departure Port Bridgetown
Destination Port Bridgetown
Itinerary
Bridgetown, Trois-Ilets, Rodney Bay, Rodney Bay, Castries, Mayreau Island, Saint George's, Port Elizabeth, Bequia and Bridgetown

From £1,531pp

Plus substantial savings from Deluxe Cruises

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15 Nights

Star Collector: Captivating Caribbean

Departure Date
27 Nov 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Legend
Region Caribbean
Departure Port Bridgetown
Destination Port Oranjestad
Itinerary
Bridgetown, Trois-Ilets, Rodney Bay, Rodney Bay, Castries, Mayreau Island, Saint George's, Port Elizabeth, Bequia, Bridgetown, Rodney Bay, Port Elizabeth, Bequia, Mayreau Island, Saint George's, Willemstad and Oranjestad

From £2,759pp

Plus substantial savings from Deluxe Cruises

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