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 79)
7 Nights
A Journey through Beguiling Tropical Elegance to Vibrant Island Delights
A Journey through Beguiling Tropical Elegance to Vibrant Island Delights
Departure Date
27 Feb 28
| 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), Gustavia, Saint John's, Basseterre, Saint Kitts, Ocean Cay, MSC Marine Reserve and Miami, Florida
|
From £2,920pp
Plus substantial savings from Deluxe Cruises
7 Nights
Tropical Retreats
Tropical Retreats
Departure Date
27 Feb 28
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Marina |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Costa Maya, Belize City, Roatán Island, Cozumel and Miami, Florida
|
From £1,529pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
27 Feb 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Philipsburg, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Gustavia and Philipsburg
|
From £3,490pp
Plus substantial savings from Deluxe Cruises
7 Nights
Beach Fun & Sun: A Remote Caribbean Getaway
Beach Fun & Sun: A Remote Caribbean Getaway
Departure Date
27 Feb 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg
|
From £2,149pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Panama, Aruba & the British Virgin Islands
Star Collector: Panama, Aruba & the British Virgin Islands
Departure Date
28 Feb 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | Fuerte Amador |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Fuerte Amador, Bocas del Toro, San Blas Islands, Cartagena, Cartagena, Oranjestad, Willemstad, Kralendijk, Gustavia, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £3,494pp
Plus substantial savings from Deluxe Cruises
10 Nights
Cartagena to Fort Lauderdale
Cartagena to Fort Lauderdale
Departure Date
29 Feb 28
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Serenity |
| Region | Caribbean |
| Departure Port | Cartagena |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
Cartagena, Cartagena, Colón, Puerto Limón, Roatán Island, Santo Tomás de Castilla, Belize City, Cozumel and Fort Lauderdale, Florida
|
From £3,740pp
Plus substantial savings from Deluxe Cruises
11 Nights
Bridgetown to Bridgetown
Bridgetown to Bridgetown
Departure Date
29 Feb 28
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Spirit |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Port Elizabeth, Bequia, Saint George's, Willemstad, Oranjestad, Gustavia, Saint John's, Fort-de-France, Castries and Bridgetown
|
From £3,600pp
Plus substantial savings from Deluxe Cruises
10 Nights
Tropical Coves
Tropical Coves
Departure Date
01 Mar 28
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Sonata |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Puerto Plata, San Juan (Puerto Rico), Charlotte Amalie, Basseterre, Saint Kitts, Saint John's, Tortola and Miami, Florida
|
From £3,589pp
Plus substantial savings from Deluxe Cruises
17 Nights
Tropical Triumph
Tropical Triumph
Departure Date
01 Mar 28
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Sonata |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Puerto Plata, San Juan (Puerto Rico), Charlotte Amalie, Basseterre, Saint Kitts, Saint John's, Tortola, Miami, Florida, Cozumel, Roatán Island, Harvest Caye, Costa Maya and Miami, Florida
|
From £5,839pp
Plus substantial savings from Deluxe Cruises
12 Nights
Flavors Of Cartagena
Flavors Of Cartagena
Departure Date
02 Mar 28
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Prestige |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Panama City |
| Itinerary |
Miami, Florida, Key West, Florida, Georgetown, Grand Cayman, Falmouth, Cabo Rojo, Cartagena, Puerto Limón and Panama City
|
From £6,769pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
02 Mar 28
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Ilma |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Saint John Island, Virgin Gorda, Gustavia, Portsmouth, Canouan Island and San Juan (Puerto Rico)
|
From £7,700pp
Plus substantial savings from Deluxe Cruises
11 Nights
Miami to Miami
Miami to Miami
Departure Date
03 Mar 28
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Dawn |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, San Juan (Puerto Rico), Sopers Hole, Tortola, Gustavia, Saint John's, Basseterre, Saint Kitts, Great Harbour, Jost Van Dyke and Miami, Florida
|
From £3,400pp
Plus substantial savings from Deluxe Cruises