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 86)
Cruising the Leeward Islands
Cruising the Leeward Islands
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Basseterre, Saint Kitts, Anguilla, Virgin Gorda, Virgin Gorda, Gustavia, Gustavia and Philipsburg
|
From £5,388pp
Plus substantial savings from Deluxe Cruises
St. Barths & Caribbean Gems
St. Barths & Caribbean Gems
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream II |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Bridgetown, Le Marin, Terre-de-Haut, Charlestown, Gustavia, Gustavia, White Bay, Jost Van Dyke and San Juan (Puerto Rico)
|
From £3,445pp
Plus substantial savings from Deluxe Cruises
Maya Culture & Cuisine
Maya Culture & Cuisine
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Grandeur |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Progresso, Harvest Caye, Roatán Island, Ocho Rios, Georgetown, Grand Cayman and Miami, Florida
|
From £4,929pp
Plus substantial savings from Deluxe Cruises
A journey through the Caribbean's Rich History & Palm-Shaded Paradise
A journey through the Caribbean's Rich History & Palm-Shaded Paradise
| 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), Charlotte Amalie, Cayo Levantado, Puerto Plata, Key West, Florida, Ocean Cay, MSC Marine Reserve and Miami, Florida
|
From £2,920pp
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 I |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Sint Eustatius, Gustavia, Gustavia, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, Norman Island, Prickly Pear Island, Beef Island, Tortola, Sandy Ground and Philipsburg
|
From £2,788pp
Plus substantial savings from Deluxe Cruises
Maya Culture & Cuisine
Maya Culture & Cuisine
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Grandeur |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Key West, Florida, Progresso, Harvest Caye, Roatán Island, Georgetown, Grand Cayman, Miami, Florida and Miami, Florida
|
From £4,849pp
Plus substantial savings from Deluxe Cruises
A Journey across Oceanic Gems & the Unresistible Caribbean Charm
A Journey across Oceanic Gems & the Unresistible Caribbean Charm
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA II |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Miami, Florida, Puerto Plata, Isla Catalana, Charlotte Amalie, Saint John's, Cruz Bay, Saint John and San Juan (Puerto Rico)
|
From £2,725pp
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, Philipsburg, Roseau, Roseau, Mayreau Island, Mayreau Island, Terre-de-Haut, Terre-de-Haut, Basseterre, Saint Kitts, Basseterre, Saint Kitts, Gustavia, Gustavia, Philipsburg, Philipsburg, Road Bay, Road Bay, Sopers Hole, Tortola, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Gustavia, Philipsburg and Philipsburg
|
From £3,490pp
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, Philipsburg, Roseau, Roseau, Mayreau Island, Mayreau Island, Terre-de-Haut, Terre-de-Haut, Basseterre, Saint Kitts, Basseterre, Saint Kitts, Gustavia, Gustavia, Philipsburg and Philipsburg
|
From £2,209pp
Plus substantial savings from Deluxe Cruises
Eastern Caribbean
Eastern Caribbean
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Mary 2 |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | New York, New York |
| Itinerary |
New York, New York, Saint Kitts, Castries, Bridgetown, Dominica, Sint Maarten and New York, New York
|
From £1,439pp
Plus substantial savings from Deluxe Cruises
Transatlantic Crossing And Eastern Caribbean
Transatlantic Crossing And Eastern Caribbean
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Mary 2 |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | Southampton |
| Itinerary |
New York, New York, Saint Kitts, Castries, Bridgetown, Dominica, Sint Maarten, New York, New York and Southampton
|
From £1,399pp
Plus substantial savings from Deluxe Cruises
Sunshine In Pastels And Poetry
Sunshine In Pastels And Poetry
| Cruise Line | Hapag-Lloyd Cruises |
| Cruise Type | Ocean |
| Ship | MS EUROPA 2 |
| Region | Caribbean |
| Departure Port | Willemstad |
| Destination Port | Santa Cruz de Tenerife |
| Itinerary |
Willemstad, Oranjestad, Saint George's, Marigot, Mindelo, São Vicente Island, Mindelo, São Vicente Island, Porto Novo, Santo Antão Island, Santa Cruz de La Palma and Santa Cruz de Tenerife
|
From £6,486pp
Plus substantial savings from Deluxe Cruises