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 81)

7 Nights

Classic Caribbean

Departure Date
06 Feb 28
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Surf
Region Caribbean
Departure Port Philipsburg
Destination Port Philipsburg
Itinerary
Philipsburg, Philipsburg, Roseau, Roseau, Mayreau Island, Mayreau Island, Terre-de-Haut, Terre-de-Haut, Basseterre, Saint Kitts, Basseterre, Saint Kitts, Gustavia, Gustavia, Philipsburg and Philipsburg

From £2,209pp

Plus substantial savings from Deluxe Cruises

10 Nights

West Indies Explorer

Departure Date
07 Feb 28
Cruise Line Viking Ocean Cruises
Cruise Type Ocean
Ship Viking Sky
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 £4,490pp

Plus substantial savings from Deluxe Cruises

10 Nights

Paradise At Sea

Departure Date
07 Feb 28
Cruise Line Oceania Cruises
Cruise Type Ocean
Ship Oceania Marina
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Nassau, San Juan (Puerto Rico), Basseterre, Saint Kitts, Saint John's, Philipsburg, Charlotte Amalie, Puerto Plata and Miami, Florida

From £2,359pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Lovely Leewards

Departure Date
07 Feb 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), San Juan (Puerto Rico), Saint George's, Saint George's, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Terre-de-Haut, Terre-de-Haut, Marigot, Marigot, San Juan (Puerto Rico), San Juan (Puerto Rico), Philipsburg, Philipsburg, Gustavia, Gustavia, Basseterre, Saint Kitts, Basseterre, Saint Kitts, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico) and San Juan (Puerto Rico)

From £3,545pp

Plus substantial savings from Deluxe Cruises

7 Nights

Windward Islands Surf & Sunsets

Departure Date
07 Feb 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), San Juan (Puerto Rico), Saint George's, Saint George's, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Terre-de-Haut, Terre-de-Haut, Marigot, Marigot, San Juan (Puerto Rico) and San Juan (Puerto Rico)

From £2,194pp

Plus substantial savings from Deluxe Cruises

15 Nights

From The Sunshine State To Mundo Maya

Departure Date
08 Feb 28
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, Miami, Florida, Key West, Florida, Costa Maya, San Miguel de Cozumel, Progreso, Galveston, Texas, New Orleans, Louisiana, New Orleans, Louisiana, Tampa, Florida and Miami, Florida

From £8,818pp

Plus substantial savings from Deluxe Cruises

14 Nights

Panama Canal & Central America

Departure Date
09 Feb 28
Cruise Line Viking Ocean Cruises
Cruise Type Ocean
Ship Viking Mars
Region Caribbean
Departure Port Fort Lauderdale, Florida
Destination Port Fort Lauderdale, Florida
Itinerary
Fort Lauderdale, Florida, Montego Bay, Colón, Limon, Roatán Island, Belize City, Cozumel and Fort Lauderdale, Florida

From £5,290pp

Plus substantial savings from Deluxe Cruises

9 Nights

Paradise beaches from the U.S. Virgin Islands to The Bahamas

Departure Date
10 Feb 28
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Kaia
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Miami, Florida
Itinerary
San Juan (Puerto Rico), Saint John Island, Ponce, Grand Turk Island, Gordon's Beach, Long Island, San Salvador Island, Nassau, Nassau and Miami, Florida

From £7,402pp

Plus substantial savings from Deluxe Cruises

11 Nights

Miami to Miami

Departure Date
11 Feb 28
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Nova
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, San Juan (Puerto Rico), Sopers Hole, Tortola, Basseterre, Saint Kitts, Saint John's, Gustavia, Saint John Island and Miami, Florida

From £4,640pp

Plus substantial savings from Deluxe Cruises

14 Nights

Discover Eastern Caribbean & Grenadines

Departure Date
12 Feb 28
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Sakara
Region Caribbean
Departure Port Philipsburg
Destination Port Bridgetown
Itinerary
Philipsburg, Virgin Gorda, Gustavia, Charlestown, Saint John's, Îles des Saintes, Soufrière, 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 £10,576pp

Plus substantial savings from Deluxe Cruises

7 Nights

Eastern Caribbean with St. Barths

Departure Date
12 Feb 28
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Sakara
Region Caribbean
Departure Port Philipsburg
Destination Port Bridgetown
Itinerary
Philipsburg, Virgin Gorda, Gustavia, Charlestown, Saint John's, Îles des Saintes, Soufrière and Bridgetown

From £5,288pp

Plus substantial savings from Deluxe Cruises

11 Nights

Leeward & Windward Islands Explorer

Departure Date
12 Feb 28
Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream II
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Bridgetown
Itinerary
San Juan (Puerto Rico), Cruz Bay, Saint John, Spanish Town, Virgin Gorda, Norman Island, Gustavia, Gustavia, South Friars Bay, Terre-de-Haut, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Tobago Cays, Mayreau Island and Bridgetown

From £4,861pp

Plus substantial savings from Deluxe Cruises