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 26)

14 Nights

Star Collector: Caribbean Explorations

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

From £3,997pp

Plus substantial savings from Deluxe Cruises

7 Nights

Classic Caribbean

Departure Date
09 Jan 27
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Surf
Region Caribbean
Departure Port Philipsburg
Destination Port Philipsburg
Itinerary
Philipsburg, Terre-de-Haut, Mayreau Island, Roseau, Basseterre, Saint Kitts, Gustavia and Philipsburg

From £2,355pp

Plus substantial savings from Deluxe Cruises

7 Nights

7-Day Classic Caribbean Yacht Harbors

Departure Date
09 Jan 27
Cruise Line Seabourn
Cruise Type Ocean
Ship Seabourn Ovation
Region Caribbean
Departure Port Bridgetown
Destination Port Sint Maarten
Itinerary
Bridgetown, Castries, Montserrat, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke and Sint Maarten

From £3,999pp

Plus substantial savings from Deluxe Cruises

14 Nights

14-Day Exotic Caribbean In Depth

Featured Cruise
Departure Date
09 Jan 27
Cruise Line Seabourn
Cruise Type Ocean
Ship Seabourn Ovation
Region Caribbean
Departure Port Bridgetown
Destination Port Bridgetown
Itinerary
Bridgetown, Castries, Montserrat, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke, Sint Maarten, Frenchman's Cay, South Friars Bay, Trois-Ilets, Port Elizabeth, Bequia, Saint George's and Bridgetown

From £7,599pp

Plus substantial savings from Deluxe Cruises

12 Nights

Southampton to Fort Lauderdale

Departure Date
10 Jan 27
Cruise Line Cunard
Cruise Type Ocean
Ship Queen Anne
Region Caribbean and East Coast US
Departure Port Southampton
Destination Port Fort Lauderdale, Florida
Itinerary
Southampton, Hamilton, Port Canaveral, Florida and Fort Lauderdale, Florida

From £664pp

Plus substantial savings from Deluxe Cruises

7 Nights

St. Barths & Caribbean Gems

Departure Date
10 Jan 27
Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream II
Region Caribbean
Departure Port Charlotte Amalie
Destination Port Charlotte Amalie
Itinerary
Charlotte Amalie, Cruz Bay, Saint John, Sandy Ground, Gustavia, Gustavia, Marigot, White Bay, Jost Van Dyke, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda and Charlotte Amalie

From £3,878pp

Plus substantial savings from Deluxe Cruises

10 Nights

Caribbean Zephyr

Departure Date
10 Jan 27
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, Pointe-à-Pitre, Saint John's, Basseterre, Saint Kitts, Tortola and Miami, Florida

From Please Call

Plus substantial savings from Deluxe Cruises

14 Nights

Panama Canal & Central America

Departure Date
10 Jan 27
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 £5,595pp

Plus substantial savings from Deluxe Cruises

10 Nights

San Juan to Bridgetown

Departure Date
10 Jan 27
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Shadow
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Bridgetown
Itinerary
San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, Gustavia, Saint John's, Little Bay, Îles des Saintes, Basseterre, Saint Kitts, Trois-Ilets, Castries, Saint George's and Bridgetown

From £3,800pp

Plus substantial savings from Deluxe Cruises

7 Nights

San Juan & the Virgin Islands

Departure Date
10 Jan 27
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Pride
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)

From £2,796pp

Plus substantial savings from Deluxe Cruises

34 Nights

Caribbean

Departure Date
11 Jan 27
Cruise Line Cunard
Cruise Type Ocean
Ship Queen Mary 2
Region Caribbean
Departure Port Southampton
Destination Port Southampton
Itinerary
Southampton, Funchal, Madeira, Saint Kitts, Bridgetown, Bridgetown, Castries, Saint George's, Dominica, English Harbour, Amber Cove, Sint Maarten, Santa Cruz de Tenerife and Southampton

From £3,352pp

Plus substantial savings from Deluxe Cruises

18 Nights

An Extended Journey of Coastal Marvels & Caribbean Dreams

Departure Date
11 Jan 27
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA I
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Puerto Plata, Cayo Levantado, San Juan (Puerto Rico), Charlotte Amalie, Spanish Town, Virgin Gorda, Miami, Florida, Ocho Rios, Santo Tomás de Castilla, Roatán Island, Belize City, Key West, Florida and Miami, Florida

From £6,440pp

Plus substantial savings from Deluxe Cruises