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 68)

10 Nights

Bahamian Breeze

Departure Date
07 Jan 28
Cruise Line Regent Seven Seas Cruises
Cruise Type Ocean
Ship Seven Seas Prestige
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Philipsburg, Basseterre, Saint Kitts, Saint John's, Gustavia, Tortola and Miami, Florida

From £5,619pp

Plus substantial savings from Deluxe Cruises

14 Nights

Discover the Yachting Islands of the Caribbean

Departure Date
08 Jan 28
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Kaia
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Vieques, Saint John Island, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Philipsburg, Gustavia, Gustavia, Little Bay, Saint John's, Saint John's, Basseterre, Saint Kitts, Îles des Saintes, Deshaies, Gustavia, Virgin Gorda, Norman Island and San Juan (Puerto Rico)

From £11,354pp

Plus substantial savings from Deluxe Cruises

7 Nights

Caribbean Yachting Hideaways

Departure Date
08 Jan 28
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Kaia
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Saint John's
Itinerary
San Juan (Puerto Rico), Vieques, Saint John Island, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Philipsburg, Gustavia, Gustavia, Little Bay, Saint John's and Saint John's

From £5,727pp

Plus substantial savings from Deluxe Cruises

7 Nights

Best of the Virgin Isles & St. Barths

Departure Date
08 Jan 28
Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream II
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Culebra Island, Esperanza, Vieques Island, Cruz Bay, Saint John, Sint Eustatius, Gustavia, Gustavia, White Bay, Jost Van Dyke, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda and San Juan (Puerto Rico)

From £3,226pp

Plus substantial savings from Deluxe Cruises

10 Nights

West Indies Explorer

Departure Date
08 Jan 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 £4,290pp

Plus substantial savings from Deluxe Cruises

10 Nights

Roundtrip Fort Lauderdale

Departure Date
08 Jan 28
Cruise Line Crystal
Cruise Type Ocean
Ship Crystal Serenity
Region Caribbean
Departure Port Fort Lauderdale, Florida
Destination Port Fort Lauderdale, Florida
Itinerary
Fort Lauderdale, Florida, Cartagena, Colón, Puerto Limón, Roatán Island, Cozumel and Fort Lauderdale, Florida

From £3,740pp

Plus substantial savings from Deluxe Cruises

7 Nights

7-Day Yacht Harbors Of The Abc Islands

Departure Date
08 Jan 28
Cruise Line Seabourn
Cruise Type Ocean
Ship Seabourn Ovation
Region Caribbean
Departure Port Bridgetown
Destination Port Bridgetown
Itinerary
Bridgetown, Rodney Bay, Curaçao, Aruba, Bonaire and Bridgetown

From Please Call

Plus substantial savings from Deluxe Cruises

7 Nights

St. Barths & Caribbean Gems

Departure Date
09 Jan 28
Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream I
Region Caribbean
Departure Port Charlotte Amalie
Destination Port Charlotte Amalie
Itinerary
Charlotte Amalie, Norman Island, Prickly Pear Island, Beef Island, Tortola, Gustavia, Gustavia, Sandy Ground, Cruz Bay, Saint John and Charlotte Amalie

From £3,226pp

Plus substantial savings from Deluxe Cruises

7 Nights

A Journey from Dominican Rhythms & Tranquil Bahamian Bliss

Departure Date
09 Jan 28
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA II
Region Caribbean
Departure Port Miami, Florida
Destination Port San Juan (Puerto Rico)
Itinerary
Miami, Florida, Puerto Plata, Isla Catalana, Charlotte Amalie, Marigot, Cruz Bay, Saint John and San Juan (Puerto Rico)

From £2,725pp

Plus substantial savings from Deluxe Cruises

11 Nights

Miami to Miami

Departure Date
09 Jan 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, Gustavia, Basseterre, Saint Kitts, Saint John's, Saint John Island and Miami, Florida

From £4,800pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Caribbean Explorations

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

From £3,490pp

Plus substantial savings from Deluxe Cruises

7 Nights

Classic Caribbean

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

From £2,209pp

Plus substantial savings from Deluxe Cruises