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.
Caribbean Itineraries (Page 59)
Classic Caribbean
Classic Caribbean
| 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
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
| 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-Day Yachtsman's Caribbean
7-Day Yachtsman's Caribbean
| 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-Day Caribbean Gems In Depth
14-Day Caribbean Gems In Depth
| 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
St. Barths & Caribbean Gems
St. Barths & Caribbean Gems
| 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
An Extended Journey from Ocean Calm to Vibrant Culture
An Extended Journey from Ocean Calm to Vibrant Culture
| 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
A Journey into Tropical Marvels & Enchanting Coastal Discovery
A Journey into Tropical Marvels & Enchanting Coastal Discovery
| 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
Bridgetown to Miami
Bridgetown to Miami
| 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
Roundtrip Fort Lauderdale
Roundtrip Fort Lauderdale
| 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
Western Caribbean
Western Caribbean
| 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
Caribbean
Caribbean
| 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
Miami to Miami
Miami to Miami
| 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