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 92)
Grenadines & Windwards yachting
Grenadines & Windwards yachting
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Bridgetown, Speightstown, Kingstown, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Union Island, Union Island, Union Island, Tobago Cays and Bridgetown
|
From £5,289pp
Plus substantial savings from Deluxe Cruises
A Journey Across Turquoise Seas and Timeless Streets
A Journey Across Turquoise Seas and Timeless Streets
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA IV |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Philipsburg, Terre-de-Haut, Road Bay, Ocean Cay, MSC Marine Reserve and Miami, Florida
|
From £2,920pp
Plus substantial savings from Deluxe Cruises
Caribbean Island Tapestry
Caribbean Island Tapestry
| 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, Philipsburg, Tortola and Miami, Florida
|
From £3,969pp
Plus substantial savings from Deluxe Cruises
San Juan to Cartagena
San Juan to Cartagena
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Serenity |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Cartagena |
| Itinerary |
San Juan (Puerto Rico), Saint John's, Pointe-à-Pitre, Castries, Saint George's, Kralendijk, Willemstad, Oranjestad and Cartagena
|
From £3,740pp
Plus substantial savings from Deluxe Cruises
Best of the Virgin Isles & St. Barths
Best of the Virgin Isles & St. Barths
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream I |
| Region | Caribbean |
| Departure Port | Charlotte Amalie |
| Destination Port | Charlotte Amalie |
| Itinerary |
Charlotte Amalie, Cruz Bay, Saint John, Sandy Ground, Gustavia, Gustavia, Marigot, White Bay, Jost Van Dyke, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda and Charlotte Amalie
|
From £3,226pp
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, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Gustavia, Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg
|
From £3,595pp
Plus substantial savings from Deluxe Cruises
Classic Caribbean
Classic Caribbean
| 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 and Philipsburg
|
From £2,275pp
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 £2,261pp
Plus substantial savings from Deluxe Cruises
Epic Caribbean Escape: Costa Rica to Barbados
Epic Caribbean Escape: Costa Rica to Barbados
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Azzurra |
| Region | Caribbean |
| Departure Port | Puerto Caldera |
| Destination Port | Bridgetown |
| Itinerary |
Puerto Caldera, Tortuga Island, Quepos (Puerto Quepos), Golfito, Cébaco Island, Playa del Muerto, Darién National Park, Pearl Islands, Panama City, San Blas Islands, Cartagena, Santa Marta, Oranjestad, Willemstad, Kralendijk, Mayreau Island, Port Elizabeth, Bequia, Bridgetown, Bridgetown, Speightstown, Kingstown, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Union Island, Union Island, Union Island, Tobago Cays and Bridgetown
|
From £20,646pp
Plus substantial savings from Deluxe Cruises
Miami to Miami
Miami to Miami
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Nova |
| 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, Saint John Island and Miami, Florida
|
From £4,640pp
Plus substantial savings from Deluxe Cruises
San Juan to Miami
San Juan to Miami
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Dawn |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Sopers Hole, Tortola, Gustavia, Roseau, Fort-de-France, Saint John's, Basseterre, Saint Kitts, Great Harbour, Jost Van Dyke and Miami, Florida
|
From £3,280pp
Plus substantial savings from Deluxe Cruises
The Caribbean For Connoisseurs
The Caribbean For Connoisseurs
| Cruise Line | Hapag-Lloyd Cruises |
| Cruise Type | Ocean |
| Ship | MS EUROPA 2 |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Willemstad |
| Itinerary |
Miami, Florida, Key West, Florida, Great Harbour, Jost Van Dyke, Gustavia, Saint John's, Fort-de-France, Marigot, Bridgetown, Mayreau Island, Kralendijk and Willemstad
|
From Please Call
Plus substantial savings from Deluxe Cruises