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 45)
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 £1,589pp
Plus substantial savings from Deluxe Cruises
7-Day Yachtsman's Caribbean
7-Day Yachtsman's Caribbean
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Sint Maarten |
| Destination Port | Bridgetown |
| Itinerary |
Sint Maarten, Frenchman's Cay, South Friars Bay, Trois-Ilets, Port Elizabeth, Bequia, Saint George's and Bridgetown
|
From £3,799pp
Plus substantial savings from Deluxe Cruises
19-Day Yachtsman's Caribbean & Atlantic Passage
19-Day Yachtsman's Caribbean & Atlantic Passage
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Sint Maarten |
| Destination Port | Lisbon |
| Itinerary |
Sint Maarten, Frenchman's Cay, South Friars Bay, Trois-Ilets, Port Elizabeth, Bequia, Saint George's, Bridgetown, Castries, Funchal, Madeira, Portimão and Lisbon
|
From £7,699pp
Plus substantial savings from Deluxe Cruises
Tropical Island Havens
Tropical Island Havens
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Allura |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Charlotte Amalie, Philipsburg, Gustavia, Basseterre, Saint Kitts, Tortola and Miami, Florida
|
From £3,042pp
Plus substantial savings from Deluxe Cruises
A Journey of Tranquil Harbours, Stunning Peaks & Caribbean Charm
A Journey of Tranquil Harbours, Stunning Peaks & Caribbean Charm
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Miami, Florida |
| Itinerary |
Bridgetown, Saint George, Castries, Martinique, Gustavia, Gustavia, Spanish Town, Virgin Gorda and Miami, Florida
|
From £3,685pp
Plus substantial savings from Deluxe Cruises
An Extended Journey of Endless Beauty & Historic Treasures
An Extended Journey of Endless Beauty & Historic Treasures
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Bridgetown, Saint George, Castries, Martinique, Gustavia, Gustavia, Spanish Town, Virgin Gorda, Miami, Florida, Cruz Bay, Saint John, Saint John's, Terre-de-Haut, Tortola and San Juan (Puerto Rico)
|
From £6,545pp
Plus substantial savings from Deluxe Cruises
Miami, Florida Roundtrip
Miami, Florida Roundtrip
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Ilma |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Bimini Island and Miami, Florida
|
From £3,300pp
Plus substantial savings from Deluxe Cruises
Miami, Florida Roundtrip
Miami, Florida Roundtrip
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Ilma |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Bimini Island and Miami, Florida
|
From £3,300pp
Plus substantial savings from Deluxe Cruises
Mayan Culture, Island Joy
Mayan Culture, Island Joy
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Mariner |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Nassau, Costa Maya, Harvest Caye, Roatán Island, Montego Bay, Georgetown, Grand Cayman and Miami, Florida
|
From £4,949pp
Plus substantial savings from Deluxe Cruises
Cultural Currents
Cultural Currents
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Mariner |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Nassau, Costa Maya, Harvest Caye, Roatán Island, Montego Bay, Georgetown, Grand Cayman, Miami, Florida, Nassau, San Juan (Puerto Rico), Charlotte Amalie, Saint John's, Gustavia, Tortola and Miami, Florida
|
From £9,409pp
Plus substantial savings from Deluxe Cruises
Eastern Caribbean with St. Barths
Eastern Caribbean with St. Barths
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Azzurra |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Marigot |
| Itinerary |
Bridgetown, Soufrière, Îles des Saintes, Falmouth, Charlestown, Gustavia, Prickly Pear Island, Marigot and Marigot
|
From £4,940pp
Plus substantial savings from Deluxe Cruises
Vibes of the Virgin Islands
Vibes of the Virgin Islands
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Saint Thomas |
| Destination Port | Saint Thomas |
| Itinerary |
Saint Thomas, Saint John Island, Virgin Gorda, Norman Island, Norman Island, Sandy Ground, Philipsburg, Philipsburg, Gustavia, Gustavia and Saint Thomas
|
From £4,771pp
Plus substantial savings from Deluxe Cruises