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 78)
7 Nights
Best of the Virgin Isles & St. Barths
Best of the Virgin Isles & St. Barths
Departure Date
20 Feb 28
| 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
14 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
20 Feb 28
| 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
7 Nights
Classic Caribbean
Classic Caribbean
Departure Date
20 Feb 28
| 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
21 Nights
Star Collector: Costa Rica, Panama & Aruba
Star Collector: Costa Rica, Panama & Aruba
Departure Date
21 Feb 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | Puerto Caldera |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Puerto Caldera, Playa Flamingo, Punta Leona, Quepos (Puerto Quepos), Golfo Dulce, Isla Parida, Fuerte Amador, Bocas del Toro, San Blas Islands, Cartagena, Cartagena, Oranjestad, Willemstad, Kralendijk, Gustavia, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £4,843pp
Plus substantial savings from Deluxe Cruises
7 Nights
Windward Islands Surf & Sunsets
Windward Islands Surf & Sunsets
Departure Date
21 Feb 28
| 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 £2,194pp
Plus substantial savings from Deluxe Cruises
22 Nights
Star Collector: Caribbean Charms to Iberian Shores
Star Collector: Caribbean Charms to Iberian Shores
Departure Date
21 Feb 28
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Legend |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Lisbon |
| Itinerary |
San Juan (Puerto Rico), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Terre-de-Haut, Marigot, San Juan (Puerto Rico), Agadir, Casablanca and Lisbon
|
From £3,527pp
Plus substantial savings from Deluxe Cruises
25 Nights
Epic Caribbean Escape: Costa Rica to Barbados
Epic Caribbean Escape: Costa Rica to Barbados
Departure Date
22 Feb 28
| 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 Please Call
Plus substantial savings from Deluxe Cruises
10 Nights
San Juan to Miami
San Juan to Miami
Departure Date
22 Feb 28
| 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 £3,300pp
Plus substantial savings from Deluxe Cruises
11 Nights
Miami to Miami
Miami to Miami
Departure Date
22 Feb 28
| 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 £4,700pp
Plus substantial savings from Deluxe Cruises
13 Nights
The Caribbean For Connoisseurs
The Caribbean For Connoisseurs
Departure Date
23 Feb 28
| 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 £7,911pp
Plus substantial savings from Deluxe Cruises
10 Nights
Best of the Secluded Caribbean
Best of the Secluded Caribbean
Departure Date
23 Feb 28
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream II |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Rodney Bay, South Friars Bay, Saba, Gustavia, Gustavia, Terre-de-Haut, Terre-de-Haut, Tobago Cays, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island and Bridgetown
|
From £5,182pp
Plus substantial savings from Deluxe Cruises
9 Nights
Island Indulgence
Island Indulgence
Departure Date
24 Feb 28
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Grandeur |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Miami, Florida |
| Itinerary |
Bridgetown, Castries, Fort-de-France, Roseau, Pointe-à-Pitre, Gustavia, Philipsburg and Miami, Florida
|
From £4,539pp
Plus substantial savings from Deluxe Cruises