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 69)
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Legend |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Terre-de-Haut, Marigot, San Juan (Puerto Rico), Philipsburg, Gustavia, Basseterre, Saint Kitts, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £3,545pp
Plus substantial savings from Deluxe Cruises
Windward Islands Surf & Sunsets
Windward Islands Surf & Sunsets
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Legend |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Terre-de-Haut, Marigot and San Juan (Puerto Rico)
|
From £2,194pp
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, Castries, Kralendijk, Willemstad, Oranjestad, Gustavia, Basseterre, Saint Kitts, Fort-de-France, Saint George's and Bridgetown
|
From £3,900pp
Plus substantial savings from Deluxe Cruises
Southampton To Miami
Southampton To Miami
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Anne |
| Region | Caribbean and East Coast US |
| Departure Port | Southampton |
| Destination Port | Miami, Florida |
| Itinerary |
Southampton, Ponta Delgada, Azores, Port Canaveral, Florida and Miami, Florida
|
From £1,199pp
Plus substantial savings from Deluxe Cruises
Caribbean
Caribbean
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Mary 2 |
| Region | Caribbean |
| Departure Port | Southampton |
| Destination Port | Southampton |
| Itinerary |
Southampton, Santa Cruz de Tenerife, Sint Maarten, Saint George's, Castries, Bridgetown, Bridgetown, Dominica, Bonaire, Curaçao, Saint Kitts, Tortola, Funchal, Madeira and Southampton
|
From £3,329pp
Plus substantial savings from Deluxe Cruises
Fort Lauderdale to Callao (Lima)
Fort Lauderdale to Callao (Lima)
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Symphony |
| Region | Caribbean |
| Departure Port | Fort Lauderdale, Florida |
| Destination Port | Callao |
| Itinerary |
Fort Lauderdale, Florida, Cozumel, Belize City, Santo Tomás de Castilla, Roatán Island, Puerto Limón, Cartagena, Fuerte Amador, Fuerte Amador, Manta, Guayaquil, Salaverry, Callao and Callao
|
From £6,310pp
Plus substantial savings from Deluxe Cruises
Fort Lauderdale to Papeete, Tahiti
Fort Lauderdale to Papeete, Tahiti
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Symphony |
| Region | Caribbean |
| Departure Port | Fort Lauderdale, Florida |
| Destination Port | Papeete, Tahiti |
| Itinerary |
Fort Lauderdale, Florida, Cozumel, Belize City, Santo Tomás de Castilla, Roatán Island, Puerto Limón, Cartagena, Fuerte Amador, Fuerte Amador, Manta, Guayaquil, Salaverry, Callao, Callao, Hangaroa, Easter Island, Hangaroa, Easter Island, Adamstown, Fakarava, Rangiroa, Huahine and Papeete, Tahiti
|
From £9,690pp
Plus substantial savings from Deluxe Cruises
Caribbean Island Hopping: Sint Maarten to Barbados
Caribbean Island Hopping: Sint Maarten to Barbados
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Bridgetown |
| Itinerary |
Philipsburg, Norman Island, Virgin Gorda, Gustavia, Charlestown, Saint John's, Îles des Saintes, Soufrière, Port Elizabeth, Bequia, Tobago Cays and Bridgetown
|
From £7,877pp
Plus substantial savings from Deluxe Cruises
Discover the Yachting Islands of the Caribbean
Discover the Yachting Islands of the Caribbean
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Kaia |
| Region | Caribbean |
| Departure Port | Saint John's |
| Destination Port | Saint John's |
| Itinerary |
Saint John's, Basseterre, Saint Kitts, Îles des Saintes, Deshaies, Gustavia, Virgin Gorda, Norman Island, San Juan (Puerto Rico), Vieques, Saint John Island, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Philipsburg, Gustavia, Gustavia, Little Bay, Saint John's and Saint John's
|
From £11,354pp
Plus substantial savings from Deluxe Cruises
Caribbean Yachting Discovery
Caribbean Yachting Discovery
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Kaia |
| Region | Caribbean |
| Departure Port | Saint John's |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Saint John's, Basseterre, Saint Kitts, Îles des Saintes, Deshaies, Gustavia, Virgin Gorda, Norman Island and San Juan (Puerto Rico)
|
From £5,627pp
Plus substantial savings from Deluxe Cruises
Best of British Virgin Isles & St. Barths
Best of British Virgin Isles & St. Barths
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream II |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Cruz Bay, Saint John, Gustavia, Gustavia, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, White Bay, Jost Van Dyke, Norman Island and San Juan (Puerto Rico)
|
From £3,226pp
Plus substantial savings from Deluxe Cruises
A Journey of Thrilling Island Adventures & Historical Wonders
A Journey of Thrilling Island Adventures & Historical Wonders
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA IV |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Miami, Florida, Cruz Bay, Saint John, Saint John's, Pointe-à-Pitre, Basseterre, Saint Kitts and San Juan (Puerto Rico)
|
From £2,725pp
Plus substantial savings from Deluxe Cruises