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 24)
7 Nights
Windward Islands Surf & Sunsets
Windward Islands Surf & Sunsets
Departure Date
03 Jan 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| 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, Deshaies, Marigot and San Juan (Puerto Rico)
|
From £2,774pp
Plus substantial savings from Deluxe Cruises
16 Nights
An Extended Journey of Dazzling Skylines & Wildlife Exploration
An Extended Journey of Dazzling Skylines & Wildlife Exploration
Departure Date
04 Jan 27
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA I |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Philipsburg, Saint John's, Little Bay, Tortola, Miami, Florida, Puerto Plata, Cayo Levantado, San Juan (Puerto Rico), Charlotte Amalie, Spanish Town, Virgin Gorda and Miami, Florida
|
From £6,230pp
Plus substantial savings from Deluxe Cruises
7 Nights
A Journey of Caribbean Delicacies & Idyllic Islands
A Journey of Caribbean Delicacies & Idyllic Islands
Departure Date
04 Jan 27
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA I |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Philipsburg, Saint John's, Little Bay, Tortola and Miami, Florida
|
From £3,185pp
Plus substantial savings from Deluxe Cruises
4 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
04 Jan 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), Sandy Ground, Gustavia, Saint John Island and San Juan (Puerto Rico)
|
From £4,100pp
Plus substantial savings from Deluxe Cruises
11 Nights
Bridgetown to Bridgetown
Bridgetown to Bridgetown
Departure Date
04 Jan 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Spirit |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Castries, Deshaies, Saint John's, Oranjestad, Willemstad, Kralendijk, Saint George's, Port Elizabeth, Bequia and Bridgetown
|
From £4,800pp
Plus substantial savings from Deluxe Cruises
10 Nights
West Indies Explorer
West Indies Explorer
Departure Date
05 Jan 27
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Viking Sea |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), San Juan (Puerto Rico), Charlotte Amalie, Philipsburg, Basseterre, Saint Kitts, Saint John's, Castries, Bridgetown, Roseau, Frederiksted, Saint Croix and San Juan (Puerto Rico)
|
From £4,695pp
Plus substantial savings from Deluxe Cruises
16 Nights
An Extended Journey through Enchanting Islands & Lush Landscapes
An Extended Journey through Enchanting Islands & Lush Landscapes
Departure Date
05 Jan 27
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Cruz Bay, Saint John, Gustavia, Saint John's, Tortola, Basseterre, Saint Kitts, San Juan (Puerto Rico), Philipsburg, Terre-de-Haut, Saint George, Castries, Puerto Plata and Miami, Florida
|
From £7,960pp
Plus substantial savings from Deluxe Cruises
8 Nights
A Journey of Tranquil Tropical Beauty & Rainforest Adventures
A Journey of Tranquil Tropical Beauty & Rainforest Adventures
Departure Date
05 Jan 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, Cruz Bay, Saint John, Gustavia, Saint John's, Tortola, Basseterre, Saint Kitts and San Juan (Puerto Rico)
|
From £4,440pp
Plus substantial savings from Deluxe Cruises
20 Nights
Panama Canal & Caribbean
Panama Canal & Caribbean
Departure Date
05 Jan 27
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Marina |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Cozumel, Costa Maya, Harvest Caye, Santo Tomás de Castilla, Roatán Island, Puerto Limón, Panama City, Panama City, Panama City, Cartagena, Santa Marta, Oranjestad, Willemstad, Falmouth, Georgetown, Grand Cayman and Miami, Florida
|
From £4,799pp
Plus substantial savings from Deluxe Cruises
9 Nights
Southern Caribbean Cruise: St.barts, Antigua & Tortola
Southern Caribbean Cruise: St.barts, Antigua & Tortola
Departure Date
05 Jan 27
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Journey |
| Region | Caribbean |
| Departure Port | San Juan |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan, Virgin Gorda, Gustavia, Philipsburg, Saint John's, Basse-Terre, Road Town, Tortola and Miami, Florida
|
From Please Call
Plus substantial savings from Deluxe Cruises
9 Nights
Southern Caribbean Cruise: St.barts, Antigua & Tortola
Southern Caribbean Cruise: St.barts, Antigua & Tortola
Departure Date
05 Jan 27
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Journey |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Virgin Gorda, Gustavia, Philipsburg, Saint John's, Basseterre, Saint Kitts, Road Town, Tortola and Miami, Florida
|
From £2,229pp
Plus substantial savings from Deluxe Cruises
11 Nights
Miami to Miami
Miami to Miami
Departure Date
05 Jan 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Ray |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, San Juan (Puerto Rico), Saint John Island, Basseterre, Saint Kitts, Deshaies, Saint John's, Road Town, Tortola and Miami, Florida
|
From £5,200pp
Plus substantial savings from Deluxe Cruises