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 37)
7 Nights
San Juan (Puerto Rico) Roundtrip
San Juan (Puerto Rico) Roundtrip
Departure Date
26 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), Port Elizabeth, Bequia, Canouan Island, Soufrière, Saint John's, Gustavia and San Juan (Puerto Rico)
|
From £6,600pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan to San Juan
San Juan to San Juan
Departure Date
26 Feb 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Saint John Island, Gustavia, Basseterre, Saint Kitts, Saint John's, Little Bay, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £3,100pp
Plus substantial savings from Deluxe Cruises
12 Nights
Bridgetown to Miami
Bridgetown to Miami
Departure Date
26 Feb 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Ray |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Miami, Florida |
| Itinerary |
Bridgetown, Port Elizabeth, Bequia, Saint George's, Fort-de-France, Deshaies, Soufrière, Basseterre, Saint Kitts, Philipsburg, Gustavia, Anguilla and Miami, Florida
|
From £5,900pp
Plus substantial savings from Deluxe Cruises
7 Nights
Eastern Caribbean with St. Barths
Eastern Caribbean with St. Barths
Departure Date
27 Feb 27
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Azzurra |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Marigot |
| Itinerary |
Bridgetown, Soufrière, Îles des Saintes, Falmouth, Charlestown, Gustavia, Prickly Pear Island, Marigot and Marigot
|
From £4,622pp
Plus substantial savings from Deluxe Cruises
7 Nights
Vibes of the Virgin Islands
Vibes of the Virgin Islands
Departure Date
27 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 the Secluded Caribbean
Best of the Secluded Caribbean
Departure Date
27 Feb 27
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream I |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Bridgetown |
| Itinerary |
San Juan (Puerto Rico), Cruz Bay, Saint John, Marigot, Gustavia, Gustavia, Terre-de-Haut, Rodney Bay, Mayreau Island and Bridgetown
|
From £4,332pp
Plus substantial savings from Deluxe Cruises
8 Nights
St. Barths & Caribbean Gems
St. Barths & Caribbean Gems
Departure Date
27 Feb 27
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream II |
| Region | Caribbean |
| Departure Port | Charlotte Amalie |
| Destination Port | Charlotte Amalie |
| Itinerary |
Charlotte Amalie, Cruz Bay, Saint John, Marigot, Sandy Ground, Gustavia, Gustavia, Norman Island, White Bay, Jost Van Dyke, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda and Charlotte Amalie
|
From £4,378pp
Plus substantial savings from Deluxe Cruises
12 Nights
Radiant Island Retreats
Radiant Island Retreats
Departure Date
27 Feb 27
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Allura |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Georgetown, Grand Cayman, Falmouth, Oranjestad, Willemstad, Kralendijk, Cabo Rojo, Nassau and Miami, Florida
|
From £3,469pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan to San Juan
San Juan to San Juan
Departure Date
27 Feb 27
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Saint John Island, Gustavia, Saint John's, Little Bay, Basseterre, Saint Kitts, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £4,200pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
Departure Date
27 Feb 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Road Bay, Falmouth, Philipsburg, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Gustavia and Philipsburg
|
From £3,997pp
Plus substantial savings from Deluxe Cruises
7 Nights
Beach Fun & Sun: A Remote Caribbean Getaway
Beach Fun & Sun: A Remote Caribbean Getaway
Departure Date
27 Feb 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Road Bay, Falmouth and Philipsburg
|
From £2,438pp
Plus substantial savings from Deluxe Cruises
7 Nights
7-Day Classic Caribbean Yacht Harbors
7-Day Classic Caribbean Yacht Harbors
Departure Date
27 Feb 27
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Sint Maarten |
| Itinerary |
Bridgetown, Castries, Montserrat, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke and Sint Maarten
|
From £3,699pp
Plus substantial savings from Deluxe Cruises