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 5)
7 Nights
Windward Ways & Tobago Cays
Windward Ways & Tobago Cays
Departure Date
15 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Pride |
| Region | Caribbean |
| Departure Port | Oranjestad |
| Destination Port | Bridgetown |
| Itinerary |
Oranjestad, Oranjestad, Kralendijk, Kralendijk, Kingstown, Kingstown, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Bridgetown and Bridgetown
|
From £1,663pp
Plus substantial savings from Deluxe Cruises
5 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
15 Mar 26
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Evrima |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Saint John Island, Gustavia, Marigot, Virgin Gorda and San Juan (Puerto Rico)
|
From £5,600pp
Plus substantial savings from Deluxe Cruises
11 Nights
Panama Canal & Southern Caribbean Cruise: Cartagena, Aruba & Curacao
Panama Canal & Southern Caribbean Cruise: Cartagena, Aruba & Curacao
Departure Date
15 Mar 26
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Quest |
| Region | Caribbean |
| Departure Port | Fuerte Amador |
| Destination Port | Miami, Florida |
| Itinerary |
Fuerte Amador, Cartagena, Santa Marta, Oranjestad, Willemstad, Kralendijk, Cabo Rojo and Miami, Florida
|
From £1,909pp
Plus substantial savings from Deluxe Cruises
7 Nights
Bridgetown to Bridgetown
Bridgetown to Bridgetown
Departure Date
16 Mar 26
| 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 Please Call
Plus substantial savings from Deluxe Cruises
10 Nights
Caribbean Melodies
Caribbean Melodies
Departure Date
17 Mar 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Nautica |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Georgetown, Grand Cayman, Falmouth, Punta Cana, Charlotte Amalie, Tortola and Miami, Florida
|
From £2,409pp
Plus substantial savings from Deluxe Cruises
7 Nights
Western Caribbean Escape
Western Caribbean Escape
Departure Date
18 Mar 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Insignia |
| Region | Caribbean |
| Departure Port | Tampa, Florida |
| Destination Port | Tampa, Florida |
| Itinerary |
Tampa, Florida, Cozumel, Belize City, Roatán Island, Costa Maya and Tampa, Florida
|
From Please Call
Plus substantial savings from Deluxe Cruises
15 Nights
An Extended Journey to ABC Island Heritage and Flavour
An Extended Journey to ABC Island Heritage and Flavour
Departure Date
18 Mar 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA II |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Miami, Florida, Charlotte Amalie, Terre-de-Haut, Bridgetown, Martinique, Basseterre, Saint Kitts, San Juan (Puerto Rico), Kralendijk, Willemstad, Oranjestad, Philipsburg and San Juan (Puerto Rico)
|
From £10,080pp
Plus substantial savings from Deluxe Cruises
8 Nights
A Journey from Miami to San Juan
A Journey from Miami to San Juan
Departure Date
18 Mar 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA II |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Miami, Florida, Charlotte Amalie, Terre-de-Haut, Bridgetown, Martinique, Basseterre, Saint Kitts and San Juan (Puerto Rico)
|
From £6,300pp
Plus substantial savings from Deluxe Cruises
10 Nights
West Indies Explorer
West Indies Explorer
Departure Date
19 Mar 26
| 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, Saint John's, Castries, Bridgetown, Roseau, Basseterre, Saint Kitts, Philipsburg, Frederiksted, Saint Croix and San Juan (Puerto Rico)
|
From £3,990pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan (Puerto Rico) to Fort Lauderdale, Florida
San Juan (Puerto Rico) to Fort Lauderdale, Florida
Departure Date
19 Mar 26
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Ilma |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
San Juan (Puerto Rico), Samaná, Puerto Plata, Grand Turk Island, Bimini Island and Fort Lauderdale, Florida
|
From £5,900pp
Plus substantial savings from Deluxe Cruises
8 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
20 Mar 26
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Evrima |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Canouan Island, Bridgetown, Grande Anse, Les Anses-d'Arlet, Terre-de-Haut, Saint John's, Virgin Gorda and San Juan (Puerto Rico)
|
From £7,200pp
Plus substantial savings from Deluxe Cruises
7 Nights
2026 President’s Mystery Cruise
2026 President’s Mystery Cruise
Departure Date
20 Mar 26
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Star Seeker |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Mystery Ports, Mystery Ports, Mystery Ports, Mystery Ports, Mystery Ports, Mystery Ports and San Juan (Puerto Rico)
|
From Please Call
Plus substantial savings from Deluxe Cruises