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 69)
Discover Eastern Caribbean & Grenadines
Discover Eastern Caribbean & Grenadines
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Philipsburg |
| Itinerary |
Bridgetown, Bridgetown, Speightstown, Kingstown, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Union Island, Union Island, Union Island, Tobago Cays, Bridgetown, Soufrière, Îles des Saintes, Saint John's, Charlestown, Gustavia, Virgin Gorda and Philipsburg
|
From £10,625pp
Plus substantial savings from Deluxe Cruises
Epic Voyage: Barbados to Sint Maarten
Epic Voyage: Barbados to Sint Maarten
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Philipsburg |
| Itinerary |
Bridgetown, Bridgetown, Speightstown, Kingstown, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Union Island, Union Island, Union Island, Tobago Cays, Bridgetown, Soufrière, Îles des Saintes, Saint John's, Charlestown, Gustavia, Virgin Gorda, Philipsburg, Basseterre, Saint Kitts, Anguilla, Virgin Gorda, Virgin Gorda, Gustavia, Gustavia and Philipsburg
|
From £16,012pp
Plus substantial savings from Deluxe Cruises
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
Best of the Virgin Isles & St. Barths
Best of the Virgin Isles & St. Barths
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream II |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Culebra Island, Esperanza, Vieques Island, Cruz Bay, Saint John, Sandy Ground, Gustavia, Gustavia, White Bay, Jost Van Dyke, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda and San Juan (Puerto Rico)
|
From £3,348pp
Plus substantial savings from Deluxe Cruises
Luxurious Island Life
Luxurious Island Life
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Sonata |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Philipsburg, Fort-de-France, Castries, Saint George's, Oranjestad and Miami, Florida
|
From £4,039pp
Plus substantial savings from Deluxe Cruises
A Journey through the Caribbean's Elegant Charm & Vibrant Soul
A Journey through the Caribbean's Elegant Charm & Vibrant Soul
| 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), Gustavia, Charlotte Amalie, Cayo Levantado, Puerto Plata, Ocean Cay, MSC Marine Reserve and Miami, Florida
|
From £2,725pp
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 £3,599pp
Plus substantial savings from Deluxe Cruises
Bridgetown to Bridgetown
Bridgetown to Bridgetown
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Spirit |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Port Elizabeth, Bequia, Fort-de-France, Gustavia, Roseau, Saint George's, Castries and Bridgetown
|
From £2,900pp
Plus substantial savings from Deluxe Cruises
Best of the Secluded Caribbean
Best of the Secluded Caribbean
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream I |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Rodney Bay, South Friars Bay, Saba, Gustavia, Gustavia, Terre-de-Haut, Terre-de-Haut, Mayreau Island, Tobago Cays, Port Elizabeth, Bequia, Port Elizabeth, Bequia and Bridgetown
|
From £5,378pp
Plus substantial savings from Deluxe Cruises
A Journey to Island Rhythms & Tranquil Bahamian Bliss
A Journey to Island Rhythms & Tranquil Bahamian Bliss
| 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, Ocean Cay, MSC Marine Reserve and Miami, Florida
|
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, 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 £3,490pp
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, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Gustavia and Philipsburg
|
From £2,209pp
Plus substantial savings from Deluxe Cruises