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 64)

7 Nights

San Juan & the Virgin Islands

Departure Date
03 Jan 28
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Legend
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Gustavia, Basseterre, Saint Kitts, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)

From £2,218pp

Plus substantial savings from Deluxe Cruises

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13 Nights

Star Collector: Caribbean Explorations

Departure Date
03 Jan 28
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Surf
Region Caribbean
Departure Port Philipsburg
Destination Port Philipsburg
Itinerary
Philipsburg, Road Bay, Gustavia, Great Harbour, Jost Van Dyke, Sopers Hole, Tortola, Philipsburg, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Gustavia and Philipsburg

From £3,345pp

Plus substantial savings from Deluxe Cruises

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6 Nights

Beach Fun & Sun: A Remote Caribbean Getaway

Departure Date
03 Jan 28
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Surf
Region Caribbean
Departure Port Philipsburg
Destination Port Philipsburg
Itinerary
Philipsburg, Road Bay, Gustavia, Great Harbour, Jost Van Dyke, Sopers Hole, Tortola and Philipsburg

From £2,004pp

Plus substantial savings from Deluxe Cruises

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6 Nights

San Juan (Puerto Rico) Roundtrip

Departure Date
04 Jan 28
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), Culebra Bay, Marigot, Sandy Ground, Virgin Gorda, Saint John Island and San Juan (Puerto Rico)

From £6,500pp

Plus substantial savings from Deluxe Cruises

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11 Nights

San Juan to San Juan

Departure Date
04 Jan 28
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Dawn
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, Gustavia, Basseterre, Saint Kitts, Fort-de-France, Saint George's, Kralendijk, Willemstad, Oranjestad and San Juan (Puerto Rico)

From £3,700pp

Plus substantial savings from Deluxe Cruises

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7 Nights

Cruising the Leeward Islands

Departure Date
05 Jan 28
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Sakara
Region Caribbean
Departure Port Philipsburg
Destination Port Philipsburg
Itinerary
Philipsburg, Basseterre, Saint Kitts, Anguilla, Virgin Gorda, Virgin Gorda, Gustavia, Gustavia and Philipsburg

From £5,388pp

Plus substantial savings from Deluxe Cruises

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10 Nights

A Journey In Beauty

Departure Date
05 Jan 28
Cruise Line Regent Seven Seas Cruises
Cruise Type Ocean
Ship Seven Seas Grandeur
Region Caribbean
Departure Port Miami, Florida
Destination Port Bridgetown
Itinerary
Miami, Florida, Tortola, Gustavia, Philipsburg, Pointe-à-Pitre, Roseau, Fort-de-France, Castries and Bridgetown

From £4,929pp

Plus substantial savings from Deluxe Cruises

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10 Nights

Miami to Cartagena

Departure Date
05 Jan 28
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Shadow
Region Caribbean
Departure Port Miami, Florida
Destination Port Cartagena
Itinerary
Miami, Florida, Great Harbour, Jost Van Dyke, Gustavia, Willemstad, Kralendijk and Cartagena

From £4,600pp

Plus substantial savings from Deluxe Cruises

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25 Nights

Epic Caribbean Escape: Barbados to Costa Rica

Departure Date
06 Jan 28
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Azzurra
Region Caribbean
Departure Port Bridgetown
Destination Port Puerto Caldera
Itinerary
Bridgetown, Bridgetown, Speightstown, Kingstown, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Union Island, Union Island, Union Island, Tobago Cays, Bridgetown, Port Elizabeth, Bequia, Mayreau Island, Kralendijk, Willemstad, Oranjestad, Santa Marta, Cartagena, San Blas Islands, Panama City, Pearl Islands, Playa del Muerto, Darién National Park, Cébaco Island, Golfito, Quepos (Puerto Quepos), Tortuga Island and Puerto Caldera

From £20,795pp

Plus substantial savings from Deluxe Cruises

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7 Nights

Grenadines & Windwards yachting

Departure Date
06 Jan 28
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Azzurra
Region Caribbean
Departure Port Bridgetown
Destination Port Bridgetown
Itinerary
Bridgetown, Bridgetown, Speightstown, Kingstown, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Union Island, Union Island, Union Island, Tobago Cays and Bridgetown

From £5,288pp

Plus substantial savings from Deluxe Cruises

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12 Nights

Miami To Southampton

Departure Date
06 Jan 28
Cruise Line Cunard
Cruise Type Ocean
Ship Queen Elizabeth
Region Northern Europe and Caribbean
Departure Port Miami, Florida
Destination Port Southampton
Itinerary
Miami, Florida, Praia da Vitória, Ponta Delgada, Azores and Southampton

From £1,399pp

Plus substantial savings from Deluxe Cruises

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21 Nights

From the Caribbean to the Amazon

Departure Date
06 Jan 28
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), Bridgetown, Iles du Salut, Santarém, Parintins, Manaus, Manaus, Belem, Scarborough, Castries, Saint John's, Charlotte Amalie and San Juan (Puerto Rico)

From £9,390pp

Plus substantial savings from Deluxe Cruises

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