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)
West Indies Explorer
West Indies Explorer
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Viking Sky |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), San Juan (Puerto Rico), Charlotte Amalie, Basseterre, Saint Kitts, Castries, Bridgetown, Roseau, Saint John's, Philipsburg, Frederiksted, Saint Croix and San Juan (Puerto Rico)
|
From £4,290pp
Plus substantial savings from Deluxe Cruises
Ultimate Island Holiday
Ultimate Island Holiday
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Voyager |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Tortola, Charlotte Amalie, Philipsburg, Gustavia, Basseterre, Saint Kitts, Saint John's, Roseau, Castries, Bridgetown, Saint George's, Oranjestad, Kralendijk, Willemstad, Cartagena, Colón, Puerto Limón, Falmouth, Georgetown, Grand Cayman and Miami, Florida
|
From £11,889pp
Plus substantial savings from Deluxe Cruises
Southern Caribbean Holiday Cruise: British Virgin Islands, Dominica & Grenada
Southern Caribbean Holiday Cruise: British Virgin Islands, Dominica & Grenada
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Quest |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Bridgetown |
| Itinerary |
San Juan (Puerto Rico), Virgin Gorda, Saint John's, Portsmouth, Port Elizabeth, Bequia, Saint George's, Scarborough and Bridgetown
|
From £1,689pp
Plus substantial savings from Deluxe Cruises
Eastern & Southern Caribbean Combination Cruise: Grenada, Barbados & Aruba
Eastern & Southern Caribbean Combination Cruise: Grenada, Barbados & Aruba
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Quest |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Virgin Gorda, Saint John's, Portsmouth, Port Elizabeth, Bequia, Saint George's, Scarborough, Bridgetown, Kralendijk, Willemstad, Oranjestad, Puerto Plata, Nassau and Miami, Florida
|
From £3,599pp
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, Grand Turk Island, Punta Cana, San Juan (Puerto Rico), Gustavia, Nassau and Fort Lauderdale, Florida
|
From £3,092pp
Plus substantial savings from Deluxe Cruises
A Journey of Tropical Spirits & the Colourful Beauty of the Antilles
A Journey of Tropical Spirits & the Colourful Beauty of the Antilles
| 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), Tortola, Pointe-à-Pitre, Gustavia, Cruz Bay, Saint John and Miami, Florida
|
From £3,520pp
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, Gustavia, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Philipsburg, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Gustavia and Philipsburg
|
From £3,780pp
Plus substantial savings from Deluxe Cruises
Beach Fun & Sun: A Remote Caribbean Getaway
Beach Fun & Sun: A Remote Caribbean Getaway
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Gustavia, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke and Philipsburg
|
From £2,366pp
Plus substantial savings from Deluxe Cruises
West Indies Island Hopping
West Indies Island Hopping
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Kaia |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Saint John's, Saint Thomas, Saint Thomas, Gustavia, Gustavia, Great Harbour, Jost Van Dyke, Norman Island and San Juan (Puerto Rico)
|
From £5,440pp
Plus substantial savings from Deluxe Cruises
Holiday In Panama
Holiday In Panama
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Splendor |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | San Francisco, California |
| Itinerary |
Miami, Florida, Ocho Rios, Cartagena, Puntarenas, Puerto Quetzal, Puerto Vallarta, Cabo San Lucas and San Francisco, California
|
From £8,279pp
Plus substantial savings from Deluxe Cruises
Tropical Retreats
Tropical Retreats
| 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 £1,599pp
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), Port Elizabeth, Bequia, Canouan Island, Soufrière, Portsmouth, Falmouth, Gustavia and San Juan (Puerto Rico)
|
From £9,700pp
Plus substantial savings from Deluxe Cruises