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 34)
Cruising the Leeward Islands
Cruising the Leeward Islands
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Azzurra |
| Region | Caribbean |
| Departure Port | Marigot |
| Destination Port | Marigot |
| Itinerary |
Marigot, Marigot, Anguilla, Virgin Gorda, Norman Island, Norman Island, Great Harbour, Jost Van Dyke, Anegada, Saba, Gustavia, Gustavia and Marigot
|
From £5,270pp
Plus substantial savings from Deluxe Cruises
Quintessential Caribbean
Quintessential Caribbean
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Saint Thomas |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Saint Thomas, Cruz Bay, Saint John, Nevis, Deshaies, Falmouth, Gustavia, Virgin Gorda and San Juan (Puerto Rico)
|
From £4,622pp
Plus substantial savings from Deluxe Cruises
Leeward Islands Discovery
Leeward Islands Discovery
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream I |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Cruz Bay, Saint John, Sandy Ground, Gustavia, Gustavia, Norman Island, White Bay, Jost Van Dyke, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda and San Juan (Puerto Rico)
|
From £3,445pp
Plus substantial savings from Deluxe Cruises
San Juan to Bridgetown
San Juan to Bridgetown
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Bridgetown |
| Itinerary |
San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, Gustavia, Basseterre, Saint Kitts, Little Bay, Îles des Saintes, Roseau, Trois-Ilets, Castries, Saint George's and Bridgetown
|
From £4,100pp
Plus substantial savings from Deluxe Cruises
Miami to Bridgetown
Miami to Bridgetown
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Spirit |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Bridgetown |
| Itinerary |
Miami, Florida, San Juan (Puerto Rico), Saint John Island, Oranjestad, Willemstad, Kralendijk, Saint George's, Castries and Bridgetown
|
From £3,900pp
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 £1,686pp
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 £2,900pp
Plus substantial savings from Deluxe Cruises
7-Day Caribbean Gems
7-Day Caribbean Gems
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, South Friars Bay, Saint Pierre, Roseau, Terre-de-Haut, Rodney Bay and Bridgetown
|
From £3,899pp
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 | Marigot |
| Destination Port | Marigot |
| Itinerary |
Marigot, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, Prickly Pear Island, Norman Island, Sandy Ground, Gustavia, Gustavia, Charlestown and Marigot
|
From £4,175pp
Plus substantial savings from Deluxe Cruises
Miami, Florida to San Juan (Puerto Rico)
Miami, Florida to San Juan (Puerto Rico)
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Ilma |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Miami, Florida, Grand Turk Island, Puerto Plata, Samaná and San Juan (Puerto Rico)
|
From £5,100pp
Plus substantial savings from Deluxe Cruises
Miami to Bridgetown
Miami to Bridgetown
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Ray |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Bridgetown |
| Itinerary |
Miami, Florida, San Juan (Puerto Rico), Saint John Island, Basseterre, Saint Kitts, Gustavia, Saint John's, Deshaies, Roseau, Fort-de-France, Port Elizabeth, Bequia and Bridgetown
|
From £5,700pp
Plus substantial savings from Deluxe Cruises
Mystical Maya
Mystical Maya
| 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, Cozumel, Roatán Island, Harvest Caye, Costa Maya and Miami, Florida
|
From £3,919pp
Plus substantial savings from Deluxe Cruises