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
Barbados & Caribbean Gems
Barbados & Caribbean Gems
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream II |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Rodney Bay, South Friars Bay, Philipsburg, Gustavia, Gustavia, Terre-de-Haut, Terre-de-Haut, Mayreau Island, Tobago Cays, Port Elizabeth, Bequia, Port Elizabeth, Bequia and Bridgetown
|
From £5,746pp
Plus substantial savings from Deluxe Cruises
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
| 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), Virgin Gorda, Gustavia and San Juan (Puerto Rico)
|
From £3,200pp
Plus substantial savings from Deluxe Cruises
In the Wake of the Spanish Armadas
In the Wake of the Spanish Armadas
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Oranjestad |
| Destination Port | Colón |
| Itinerary |
Oranjestad, Cartagena, Cartagena, San Blas Islands, Bocas del Toro, Colón and Colón
|
From £1,879pp
Plus substantial savings from Deluxe Cruises
In the Wake of the Spanish Armadas
In the Wake of the Spanish Armadas
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Oranjestad |
| Destination Port | Colón |
| Itinerary |
From £2,715pp
Plus substantial savings from Deluxe Cruises
Aruba to Bridgetown
Aruba to Bridgetown
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Evrima |
| Region | Caribbean |
| Departure Port | Aruba |
| Destination Port | Bridgetown |
| Itinerary |
Aruba, Willemstad, Kralendijk, Saint George's, Canouan Island, Soufrière and Bridgetown
|
From £6,300pp
Plus substantial savings from Deluxe Cruises
An Extended Journey into the Caribbean’s Most Desirable Shores
An Extended Journey into the Caribbean’s Most Desirable Shores
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA I |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Miami, Florida |
| Itinerary |
Bridgetown, Martinique, Basseterre, Saint Kitts, San Juan (Puerto Rico), Tortola, Saint John's, Gustavia, Road Bay and Miami, Florida
|
From £7,900pp
Plus substantial savings from Deluxe Cruises
Bridgetown to Bridgetown
Bridgetown to Bridgetown
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Spirit |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Port Elizabeth, Bequia, Fort-de-France, Gustavia, Roseau, Saint George's, Castries and Bridgetown
|
From Please Call
Plus substantial savings from Deluxe Cruises
Bridgetown to Fort Lauderdale
Bridgetown to Fort Lauderdale
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Spirit |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
Bridgetown, Port Elizabeth, Bequia, Castries, Roseau, Deshaies, Basseterre, Saint Kitts, Spanish Town, Virgin Gorda, Saint John Island and Fort Lauderdale, Florida
|
From £4,320pp
Plus substantial savings from Deluxe Cruises
Cartagena to Bridgetown
Cartagena to Bridgetown
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | Cartagena |
| Destination Port | Bridgetown |
| Itinerary |
Cartagena, Santa Marta, Oranjestad, Oranjestad, Kralendijk, Willemstad, Castries, Port Elizabeth, Bequia and Bridgetown
|
From £4,400pp
Plus substantial savings from Deluxe Cruises
Cartagena to Philipsburg, St. Maarten
Cartagena to Philipsburg, St. Maarten
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | Cartagena |
| Destination Port | Philipsburg |
| Itinerary |
Cartagena, Santa Marta, Oranjestad, Oranjestad, Kralendijk, Willemstad, Castries, Port Elizabeth, Bequia, Bridgetown, Bridgetown, Trois-Ilets, Kingstown, Roseau, Gustavia, Saint John Island, Saint John's and Philipsburg
|
From £5,500pp
Plus substantial savings from Deluxe Cruises
An Extended Journey through Vivacious Charm and Boundless Enchantment
An Extended Journey through Vivacious Charm and Boundless Enchantment
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA II |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Charlotte Amalie, Pointe-à-Pitre, Castries, Little Bay, Cruz Bay, Saint John, Miami, Florida, Key West, Florida, New Orleans, Louisiana, New Orleans, Louisiana, Progreso, Progreso, Cozumel and Miami, Florida
|
From £13,490pp
Plus substantial savings from Deluxe Cruises
A Journey of Miami Magnetism and Lesser Antilles Allure
A Journey of Miami Magnetism and Lesser Antilles Allure
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA II |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Charlotte Amalie, Pointe-à-Pitre, Castries, Little Bay, Cruz Bay, Saint John and Miami, Florida
|
From £4,510pp
Plus substantial savings from Deluxe Cruises