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
9 Nights
Western Caribbean
Western Caribbean
Departure Date
03 Mar 26
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Elizabeth |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Grand Turk Island, Montego Bay, Belize City, Cozumel and Miami, Florida
|
From £649pp
Plus substantial savings from Deluxe Cruises
21 Nights
Caribbean
Caribbean
Departure Date
03 Mar 26
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Elizabeth |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Grand Turk Island, Montego Bay, Belize City, Cozumel, Miami, Florida, San Juan (Puerto Rico), Saint John's, Castries, Bridgetown, Sint Maarten, Tortola and Miami, Florida
|
From Please Call
Plus substantial savings from Deluxe Cruises
15 Nights
Leeward Isles Serenade
Leeward Isles Serenade
Departure Date
03 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, San Juan (Puerto Rico), Charlotte Amalie, Philipsburg, Saint John's, Roseau, Basseterre, Saint Kitts, Frederiksted, Saint Croix, Tortola and Tampa, Florida
|
From £3,679pp
Plus substantial savings from Deluxe Cruises
15 Nights
An Extended Journey through Spectacular Nature and Historic Wonders
An Extended Journey through Spectacular Nature and Historic Wonders
Departure Date
03 Mar 26
| 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), Saint George, Port Elizabeth, Bequia, Bridgetown, Martinique, Gustavia, Basseterre, Saint Kitts, San Juan (Puerto Rico), Road Bay, Saint John's, Philipsburg, Spanish Town, Virgin Gorda and Miami, Florida
|
From £14,445pp
Plus substantial savings from Deluxe Cruises
8 Nights
A Journey from San Juan to San Juan
A Journey from San Juan to San Juan
Departure Date
03 Mar 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA II |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Saint George, Port Elizabeth, Bequia, Bridgetown, Martinique, Gustavia, Basseterre, Saint Kitts and San Juan (Puerto Rico)
|
From £3,780pp
Plus substantial savings from Deluxe Cruises
8 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
06 Mar 26
| 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), Port Elizabeth, Bequia, Saint George's, Soufrière, Portsmouth, Falmouth, Virgin Gorda and San Juan (Puerto Rico)
|
From £6,800pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan & the Virgin Islands
San Juan & the Virgin Islands
Departure Date
06 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), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £4,277pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
Departure Date
06 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), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Marigot, Terre-de-Haut, Mayreau Island, Port Elizabeth, Bequia, Pigeon Island and San Juan (Puerto Rico)
|
From £11,215pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan & the Virgin Islands
San Juan & the Virgin Islands
Departure Date
06 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), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From Please Call
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
Departure Date
06 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), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Marigot, Terre-de-Haut, Mayreau Island, Port Elizabeth, Bequia, Pigeon Island and San Juan (Puerto Rico)
|
From Please Call
Plus substantial savings from Deluxe Cruises
14 Nights
Discover the yachting islands of the Caribbean
Discover the yachting islands of the Caribbean
Departure Date
07 Mar 26
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Azzurra |
| Region | Caribbean |
| Departure Port | Saint John's |
| Destination Port | Saint John's |
| Itinerary |
From £7,314pp
Plus substantial savings from Deluxe Cruises
7 Nights
Caribbean Yachting Discovery
Caribbean Yachting Discovery
Departure Date
07 Mar 26
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Azzurra |
| Region | Caribbean |
| Departure Port | Antigua |
| Destination Port | Saint Thomas |
| Itinerary |
Antigua, Gustavia, Îles des Saintes, Deshaies, Barbuda, Virgin Gorda, Norman Island and Saint Thomas
|
From £12,824pp
Plus substantial savings from Deluxe Cruises