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 7)
14 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
21 Mar 26
| 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 £3,103pp
Plus substantial savings from Deluxe Cruises
27 Nights
27-Day Caribbean & Atlantic Passage
27-Day Caribbean & Atlantic Passage
Departure Date
21 Mar 26
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean and Transatlantic |
| Departure Port | Bridgetown |
| Destination Port | Lisbon |
| Itinerary |
Bridgetown, Castries, Montserrat, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke, Sint Maarten, Frenchman's Cay, South Friars Bay, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Bridgetown, Casablanca, Tangier, Portimão and Lisbon
|
From Please Call
Plus substantial savings from Deluxe Cruises
7 Nights
7-Day Classic Caribbean Yacht Harbors
7-Day Classic Caribbean Yacht Harbors
Departure Date
21 Mar 26
| 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 £3,229pp
Plus substantial savings from Deluxe Cruises
14 Nights
14-Day Exotic Caribbean Isles
14-Day Exotic Caribbean Isles
Departure Date
21 Mar 26
| 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, Saint Pierre, Port Elizabeth, Bequia, Saint George's and Bridgetown
|
From £5,864pp
Plus substantial savings from Deluxe Cruises
7 Nights
Windward & British Virgin Islands
Windward & British Virgin Islands
Departure Date
22 Mar 26
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream II |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Bridgetown, Le Marin, Terre-de-Haut, Charlestown, Sint Maarten, Gustavia, Gustavia, Prickly Pear Island and San Juan (Puerto Rico)
|
From £3,518pp
Plus substantial savings from Deluxe Cruises
9 Nights
Western Caribbean
Western Caribbean
Departure Date
24 Mar 26
| 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 £649pp
Plus substantial savings from Deluxe Cruises
21 Nights
Caribbean
Caribbean
Departure Date
24 Mar 26
| 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 £1,649pp
Plus substantial savings from Deluxe Cruises
14 Nights
An Extended Journey of Tropical Radiance and Sun-kissed Splendour
An Extended Journey of Tropical Radiance and Sun-kissed Splendour
Departure Date
26 Mar 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA II |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Kralendijk, Willemstad, Oranjestad, Philipsburg, San Juan (Puerto Rico), Saint John's, Gustavia, Gustavia, Puerto Plata, Key West, Florida and Miami, Florida
|
From £8,925pp
Plus substantial savings from Deluxe Cruises
7 Nights
"A Journey from San Juan to San Juan"
"A Journey from San Juan to San Juan"
Departure Date
26 Mar 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA II |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Kralendijk, Willemstad, Oranjestad, Philipsburg and San Juan (Puerto Rico)
|
From £3,330pp
Plus substantial savings from Deluxe Cruises
5 Nights
Fort Lauderdale, Florida Roundtrip
Fort Lauderdale, Florida Roundtrip
Departure Date
26 Mar 26
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Ilma |
| Region | Caribbean |
| Departure Port | Fort Lauderdale, Florida |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
Fort Lauderdale, Florida, Cockburn Town, San Salvador Island, Nassau, Bimini Island and Fort Lauderdale, Florida
|
From £4,500pp
Plus substantial savings from Deluxe Cruises
12 Nights
Bermuda Sunset & Southern Charm
Bermuda Sunset & Southern Charm
Departure Date
26 Mar 26
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Grandeur |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Nassau, Kings Wharf, Kings Wharf, Kings Wharf, Norfolk, Virginia, Charleston, South Carolina, Charleston, South Carolina, Port Canaveral, Florida and Miami, Florida
|
From £7,119pp
Plus substantial savings from Deluxe Cruises
49 Nights
Star Collector: Grand Caribbean & Americas Explorer
Star Collector: Grand Caribbean & Americas Explorer
Departure Date
27 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Seeker |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Juneau, Alaska |
| Itinerary |
San Juan (Puerto Rico), Terre-de-Haut, Pigeon Island, Saint George's, Gustavia, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Isla Catalana, Santo Domingo, Cartagena, Cartagena, San Blas Islands, Colón, Fuerte Amador, Fuerte Amador, Isla Parida, Golfo Dulce, Quepos (Puerto Quepos), Puerto Caldera, Curú Wildlife Refuge, Playas del Coco, Puerto Chiapas, Huatulco (Santa María Huatulco), Manzanillo, Puerto Vallarta, Seattle, Washington, Vancouver, British Columbia, Ketchikan, Alaska, Misty Fjords National Monument, Alaska, Wrangell, Alaska, Sitka, Alaska, Haines, Alaska and Juneau, Alaska
|
From £16,993pp
Plus substantial savings from Deluxe Cruises