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 14)

8 Nights

Windward Ways & Tobago Cays

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

From £1,712pp

Plus substantial savings from Deluxe Cruises

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16 Nights

Star Collector: Windward Islands & Spanish New World

Departure Date
04 Dec 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Legend
Region Caribbean
Departure Port Bridgetown
Destination Port Fuerte Amador
Itinerary
Bridgetown, Rodney Bay, Port Elizabeth, Bequia, Mayreau Island, Saint George's, Willemstad, Oranjestad, Cartagena, Cartagena, Bocas del Toro, San Blas Islands and Fuerte Amador

From £2,882pp

Plus substantial savings from Deluxe Cruises

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15 Nights

Caribbean Dream Route

Departure Date
05 Dec 26
Cruise Line Hapag-Lloyd Cruises
Cruise Type Ocean
Ship MS EUROPA
Region Caribbean
Departure Port New York, New York
Destination Port Miami, Florida
Itinerary
New York, New York, Gustavia, Portsmouth, Marigot, Kralendijk, Willemstad, Ocho Rios and Miami, Florida

From £4,088pp

Plus substantial savings from Deluxe Cruises

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7 Nights

British Islands Discovery

Departure Date
05 Dec 26
Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream I
Region Caribbean
Departure Port Saint John's
Destination Port San Juan (Puerto Rico)
Itinerary
Saint John's, Sint Eustatius, Gustavia, Gustavia, Charlestown, Sandy Ground, White Bay, Jost Van Dyke, Spanish Town, Virgin Gorda, Norman Island and San Juan (Puerto Rico)

From £3,664pp

Plus substantial savings from Deluxe Cruises

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7 Nights

St. Barths & Caribbean Gems

Departure Date
05 Dec 26
Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream II
Region Caribbean
Departure Port Charlotte Amalie
Destination Port Charlotte Amalie
Itinerary
Charlotte Amalie, Fajardo Bay, White Bay, Jost Van Dyke, Gustavia, Gustavia, Sandy Ground, Cruz Bay, Saint John and Charlotte Amalie

From £3,518pp

Plus substantial savings from Deluxe Cruises

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10 Nights

West Indies Explorer

Departure Date
05 Dec 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 £3,995pp

Plus substantial savings from Deluxe Cruises

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8 Nights

A Journey into Tropical Idylls & Mayan Mystery

Departure Date
05 Dec 26
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA I
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Cozumel, Costa Maya, Santo Tomás de Castilla, Belize City, Roatán Island and Miami, Florida

From £3,465pp

Plus substantial savings from Deluxe Cruises

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15 Nights

An Extended Journey of Cultural Treasures & Seaside Harmony

Departure Date
05 Dec 26
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA I
Region Caribbean
Departure Port Miami, Florida
Destination Port San Juan (Puerto Rico)
Itinerary
Miami, Florida, Cozumel, Costa Maya, Santo Tomás de Castilla, Belize City, Roatán Island, Miami, Florida, Cruz Bay, Saint John, Saint John's, Terre-de-Haut, Philipsburg and San Juan (Puerto Rico)

From £5,005pp

Plus substantial savings from Deluxe Cruises

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21 Nights

Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing

Departure Date
05 Dec 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Surf
Region Transatlantic and Caribbean
Departure Port Lisbon
Destination Port Philipsburg
Itinerary
Lisbon, Lisbon, Philipsburg, Philipsburg, Gustavia, Gustavia, Falmouth, Falmouth, Road Bay, Road Bay, Sopers Hole, Tortola, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Philipsburg and Philipsburg

From £2,692pp

Plus substantial savings from Deluxe Cruises

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7 Nights

Southern Caribbean Cruise: Antigua, Martinique & Grenada

Departure Date
05 Dec 26
Cruise Line Azamara
Cruise Type Ocean
Ship Azamara Journey
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 £1,389pp

Plus substantial savings from Deluxe Cruises

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13 Nights

Caribbean Cruise: San Juan, Antigua & St. Lucia

Departure Date
05 Dec 26
Cruise Line Azamara
Cruise Type Ocean
Ship Azamara Journey
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 and San Juan (Puerto Rico)

From £2,449pp

Plus substantial savings from Deluxe Cruises

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7 Nights

7-Day Yachtsman's Caribbean

Departure Date
05 Dec 26
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 £3,199pp

Plus substantial savings from Deluxe Cruises

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