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 59)

7 Nights

Classic Caribbean

Departure Date
06 Mar 27
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 £1,537pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Caribbean Explorations

Departure Date
06 Mar 27
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, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg

From £2,538pp

Plus substantial savings from Deluxe Cruises

7 Nights

7-Day Yachtsman's Caribbean

Departure Date
06 Mar 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 £3,059pp

Plus substantial savings from Deluxe Cruises

14 Nights

14-Day Caribbean Gems In Depth

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

From £5,524pp

Plus substantial savings from Deluxe Cruises

6 Nights

St. Barths & Caribbean Gems

Departure Date
07 Mar 27
Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream II
Region Caribbean
Departure Port Charlotte Amalie
Destination Port San Juan (Puerto Rico)
Itinerary
Charlotte Amalie, Spanish Town, Virgin Gorda, Norman Island, Prickly Pear Island, Marigot, Gustavia, Gustavia, Cruz Bay, Saint John and San Juan (Puerto Rico)

From £2,817pp

Plus substantial savings from Deluxe Cruises

14 Nights

An Extended Journey from Ocean Calm to Vibrant Culture

Departure Date
07 Mar 27
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA III
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Bridgetown
Itinerary
San Juan (Puerto Rico), Philipsburg, Gustavia, Gustavia, Basseterre, Saint Kitts, Grand Turk Island, Miami, Florida, Providenciales, Saint John's, Roseau, Port Elizabeth, Bequia and Bridgetown

From £6,120pp

Plus substantial savings from Deluxe Cruises

7 Nights

A Journey into Tropical Marvels & Enchanting Coastal Discovery

Departure Date
07 Mar 27
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA III
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Miami, Florida
Itinerary
San Juan (Puerto Rico), Philipsburg, Gustavia, Gustavia, Basseterre, Saint Kitts, Grand Turk Island and Miami, Florida

From £3,520pp

Plus substantial savings from Deluxe Cruises

12 Nights

Bridgetown to Miami

Departure Date
07 Mar 27
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Spirit
Region Caribbean
Departure Port Bridgetown
Destination Port Miami, Florida
Itinerary
Bridgetown, Port Elizabeth, Bequia, Saint George's, Willemstad, Oranjestad, Kralendijk, Spanish Town, Virgin Gorda, San Juan (Puerto Rico) and Miami, Florida

From £3,600pp

Plus substantial savings from Deluxe Cruises

11 Nights

Roundtrip Fort Lauderdale

Departure Date
08 Mar 27
Cruise Line Crystal
Cruise Type Ocean
Ship Crystal Symphony
Region Caribbean
Departure Port Fort Lauderdale, Florida
Destination Port Fort Lauderdale, Florida
Itinerary
Fort Lauderdale, Florida, San Juan (Puerto Rico), Saint John's, Gustavia, Roseau, Basseterre, Saint Kitts, Road Town, Tortola and Fort Lauderdale, Florida

From £3,020pp

Plus substantial savings from Deluxe Cruises

9 Nights

Western Caribbean

Departure Date
09 Mar 27
Cruise Line Cunard
Cruise Type Ocean
Ship Queen Elizabeth
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Grand Cayman, Montego Bay, Roatán Island, Costa Maya, Cozumel and Miami, Florida

From Please Call

Plus substantial savings from Deluxe Cruises

21 Nights

Caribbean

Departure Date
09 Mar 27
Cruise Line Cunard
Cruise Type Ocean
Ship Queen Elizabeth
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Grand Cayman, Montego Bay, Roatán Island, Costa Maya, Cozumel, Miami, Florida, San Juan (Puerto Rico), Saint John's, Castries, Bridgetown, Sint Maarten, Tortola and Miami, Florida

From Please Call

Plus substantial savings from Deluxe Cruises

11 Nights

Miami to Miami

Departure Date
10 Mar 27
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Ray
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, San Juan (Puerto Rico), Saint John Island, Gustavia, Basseterre, Saint Kitts, Deshaies, Road Town, Tortola and Miami, Florida

From £5,100pp

Plus substantial savings from Deluxe Cruises