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 35)
11 Nights
Bridgetown to San Juan
Bridgetown to San Juan
Departure Date
16 Feb 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Bridgetown, Port Elizabeth, Bequia, Saint George's, Castries, Trois-Ilets, Roseau, Îles des Saintes, Little Bay, Basseterre, Saint Kitts, Gustavia, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £5,000pp
Plus substantial savings from Deluxe Cruises
10 Nights
Bridgetown to San Juan
Bridgetown to San Juan
Departure Date
16 Feb 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Bridgetown, Port Elizabeth, Bequia, Saint George's, Castries, Trois-Ilets, Roseau, Îles des Saintes, Basseterre, Saint Kitts, Gustavia, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £4,200pp
Plus substantial savings from Deluxe Cruises
9 Nights
San Juan to Fort Lauderdale
San Juan to Fort Lauderdale
Departure Date
17 Feb 27
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Symphony |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
San Juan (Puerto Rico), Punta Cana, Santo Domingo, Santo Domingo, Port Antonio, Montego Bay, Georgetown, Grand Cayman and Fort Lauderdale, Florida
|
From £2,849pp
Plus substantial savings from Deluxe Cruises
10 Nights
Bridgetown to Bridgetown
Bridgetown to Bridgetown
Departure Date
18 Feb 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Spirit |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Port Elizabeth, Bequia, Saint George's, Kralendijk, Willemstad, Basseterre, Saint Kitts, Fort-de-France, Castries and Bridgetown
|
From £4,400pp
Plus substantial savings from Deluxe Cruises
9 Nights
A Journey through Caribbean Delights & Wildlife Wonders
A Journey through Caribbean Delights & Wildlife Wonders
Departure Date
19 Feb 27
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Puerto Plata, Cayo Levantado, San Juan (Puerto Rico), Spanish Town, Virgin Gorda, Road Bay and Miami, Florida
|
From £4,685pp
Plus substantial savings from Deluxe Cruises
16 Nights
An Extended Journey of Pearl-Blue Horizons & Maritime Grace
An Extended Journey of Pearl-Blue Horizons & Maritime Grace
Departure Date
19 Feb 27
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Miami, Florida, Puerto Plata, Cayo Levantado, San Juan (Puerto Rico), Spanish Town, Virgin Gorda, Road Bay, Miami, Florida, Cruz Bay, Saint John, Saint John's, Terre-de-Haut, Charlotte Amalie and San Juan (Puerto Rico)
|
From £6,860pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
19 Feb 27
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Ilma |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Canouan Island, Soufrière, Saint John's, Gustavia, Virgin Gorda and San Juan (Puerto Rico)
|
From £6,600pp
Plus substantial savings from Deluxe Cruises
8 Nights
Caribbean Essence
Caribbean Essence
Departure Date
19 Feb 27
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Allura |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Gustavia, Philipsburg, Basseterre, Saint Kitts, Saint John's, Tortola and Miami, Florida
|
From £2,414pp
Plus substantial savings from Deluxe Cruises
20 Nights
Sju To Mia
Sju To Mia
Departure Date
19 Feb 27
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Allura |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Gustavia, Philipsburg, Basseterre, Saint Kitts, Saint John's, Tortola, Miami, Florida, Georgetown, Grand Cayman, Falmouth, Oranjestad, Willemstad, Kralendijk, Cabo Rojo, Nassau and Miami, Florida
|
From £6,639pp
Plus substantial savings from Deluxe Cruises
7 Nights
Grenadines & Windwards yachting
Grenadines & Windwards yachting
Departure Date
20 Feb 27
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Azzurra |
| 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 £4,809pp
Plus substantial savings from Deluxe Cruises
7 Nights
Vibes of the Virgin Islands
Vibes of the Virgin Islands
Departure Date
20 Feb 27
| 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 £4,622pp
Plus substantial savings from Deluxe Cruises
7 Nights
Best of British Virgin Isles & St. Barths
Best of British Virgin Isles & St. Barths
Departure Date
20 Feb 27
| 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), Norman Island, White Bay, Jost Van Dyke, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, Sandy Ground, Gustavia, Gustavia, Cruz Bay, Saint John and San Juan (Puerto Rico)
|
From £4,105pp
Plus substantial savings from Deluxe Cruises