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 54)

14 Nights

14-Day Windward & Leeward Islands

Departure Date
04 Dec 27
Cruise Line Seabourn
Cruise Type Ocean
Ship Seabourn Quest
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Cruz Bay, Saint John, Gustavia, South Friars Bay, Fort-de-France, Roseau, Montserrat, Antigua, Road Bay, Great Harbour, Jost Van Dyke and Miami, Florida

From £5,498pp

Plus substantial savings from Deluxe Cruises

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9 Nights

A Journey of Palm-Shaded Elegance & Caribbean Cultural Fusion

Departure Date
04 Dec 27
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA IV
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Puerto Plata, San Juan (Puerto Rico), Cruz Bay, Saint John, Gustavia, Charlotte Amalie and Miami, Florida

From £3,790pp

Plus substantial savings from Deluxe Cruises

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7 Nights

7-Day Yachtsman's Caribbean

Departure Date
04 Dec 27
Cruise Line Seabourn
Cruise Type Ocean
Ship Seabourn Ovation
Region Caribbean
Departure Port Sint Maarten
Destination Port Bridgetown
Itinerary
Sint Maarten, Frenchman's Cay, South Friars Bay, Trois-Ilets, Port Elizabeth, Bequia, Saint George's and Bridgetown

From £3,298pp

Plus substantial savings from Deluxe Cruises

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7 Nights

The Glorious Grenadines

Departure Date
05 Dec 27
Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream I
Region Caribbean
Departure Port Bridgetown
Destination Port Bridgetown
Itinerary
Bridgetown, Le Marin, Rodney Bay, Soufrière, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Tobago Cays, Canouan Island, Mayreau Island and Bridgetown

From £3,029pp

Plus substantial savings from Deluxe Cruises

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7 Nights

Southern Caribbean Cruise: Puerto Rico, British Virgin Islands & Grenada

Departure Date
05 Dec 27
Cruise Line Azamara
Cruise Type Ocean
Ship Azamara Quest
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Bridgetown
Itinerary
San Juan (Puerto Rico), Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough and Bridgetown

From £1,349pp

Plus substantial savings from Deluxe Cruises

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14 Nights

Caribbean Combination Cruise: Antigua, Grenada & Saint Lucia

Departure Date
05 Dec 27
Cruise Line Azamara
Cruise Type Ocean
Ship Azamara Quest
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Bridgetown, Castries, Roseau, Basseterre, Saint Kitts, Charlestown, Philipsburg, Road Town, Tortola and San Juan (Puerto Rico)

From £2,679pp

Plus substantial savings from Deluxe Cruises

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3 Nights

San Juan (Puerto Rico) Roundtrip

Departure Date
05 Dec 27
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), Great Harbour, Jost Van Dyke, Gustavia and San Juan (Puerto Rico)

From £3,500pp

Plus substantial savings from Deluxe Cruises

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14 Nights

Star Collector: Caribbean Explorations

Departure Date
05 Dec 27
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Surf
Region Caribbean
Departure Port Philipsburg
Destination Port Philipsburg
Itinerary
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Philipsburg, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Gustavia and Philipsburg

From £3,833pp

Plus substantial savings from Deluxe Cruises

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7 Nights

Beach Fun & Sun: A Remote Caribbean Getaway

Departure Date
05 Dec 27
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Surf
Region Caribbean
Departure Port Philipsburg
Destination Port Philipsburg
Itinerary
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg

From £1,942pp

Plus substantial savings from Deluxe Cruises

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13 Nights

Caribbean Calm

Departure Date
06 Dec 27
Cruise Line Oceania Cruises
Cruise Type Ocean
Ship Oceania Sonata
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Oranjestad, Willemstad, Kralendijk, Saint George's, Bridgetown, Castries, Pointe-à-Pitre, Tortola and Miami, Florida

From £4,769pp

Plus substantial savings from Deluxe Cruises

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29 Nights

Holiday Harbors & Hollywood

Departure Date
06 Dec 27
Cruise Line Oceania Cruises
Cruise Type Ocean
Ship Oceania Sonata
Region Caribbean
Departure Port Miami, Florida
Destination Port Los Angeles, California
Itinerary
Miami, Florida, Oranjestad, Willemstad, Kralendijk, Saint George's, Bridgetown, Castries, Pointe-à-Pitre, Tortola, Miami, Florida, Georgetown, Grand Cayman, Cartagena, Puntarenas, Puerto Quetzal, Zihuatanejo, Manzanillo, Mexico, Ensenada and Los Angeles, California

From £10,199pp

Plus substantial savings from Deluxe Cruises

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14 Nights

Caribbean Vibes And Advent Joy

Departure Date
07 Dec 27
Cruise Line Hapag-Lloyd Cruises
Cruise Type Ocean
Ship MS EUROPA 2
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Bahamas, La Romana, San Juan (Puerto Rico), Gustavia, Saint John's, Roseau, Pointe-à-Pitre, Marigot, Great Harbour, Jost Van Dyke and Miami, Florida

From £7,207pp

Plus substantial savings from Deluxe Cruises

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