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 60)
Star Collector: Caribbean Explorations
Star Collector: Caribbean Explorations
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Philipsburg, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Gustavia and Philipsburg
|
From £2,588pp
Plus substantial savings from Deluxe Cruises
7-Day Classic Caribbean Yacht Harbors
7-Day Classic Caribbean Yacht Harbors
| 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 £3,059pp
Plus substantial savings from Deluxe Cruises
14-Day Exotic Caribbean In Depth
14-Day Exotic Caribbean In Depth
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Castries, Montserrat, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke, Sint Maarten, Frenchman's Cay, South Friars Bay, Trois-Ilets, Port Elizabeth, Bequia, Saint George's and Bridgetown
|
From £5,694pp
Plus substantial savings from Deluxe Cruises
A Journey of Soft Sands, Azure Waters & Sun-drenched Shores
A Journey of Soft Sands, Azure Waters & Sun-drenched Shores
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Bridgetown |
| Itinerary |
Miami, Florida, Providenciales, Saint John's, Roseau, Port Elizabeth, Bequia and Bridgetown
|
From £3,340pp
Plus substantial savings from Deluxe Cruises
An Extended Journey from Sophisticated Harbours to Sun-Soaked Horizons
An Extended Journey from Sophisticated Harbours to Sun-Soaked Horizons
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Providenciales, Saint John's, Roseau, Port Elizabeth, Bequia, Bridgetown, Saint George, Castries, Martinique, Gustavia, Gustavia, Spanish Town, Virgin Gorda and Miami, Florida
|
From £6,375pp
Plus substantial savings from Deluxe Cruises
Eastern Caribbean
Eastern Caribbean
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Elizabeth |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
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
Caribbean
Caribbean
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Elizabeth |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, San Juan (Puerto Rico), Saint John's, Castries, Bridgetown, Sint Maarten, Tortola, Miami, Florida, Saint Thomas, Sint Maarten, Bridgetown, Bridgetown, Curaçao, Bonaire, Aruba and Miami, Florida
|
From Please Call
Plus substantial savings from Deluxe Cruises
Miami, Florida Roundtrip
Miami, Florida Roundtrip
| Cruise Line | The Ritz-Carlton Yacht Collection |
| Cruise Type | Ocean |
| Ship | Ilma |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Bimini Island, Nassau and Miami, Florida
|
From £4,100pp
Plus substantial savings from Deluxe Cruises
Miami to Bridgetown
Miami to Bridgetown
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Spirit |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Bridgetown |
| Itinerary |
Miami, Florida, San Juan (Puerto Rico), Saint John Island, Gustavia, Willemstad, Kralendijk, Saint George's, Port Elizabeth, Bequia and Bridgetown
|
From £3,360pp
Plus substantial savings from Deluxe Cruises
Grenadines & Windwards yachting
Grenadines & Windwards yachting
| 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 £6,585pp
Plus substantial savings from Deluxe Cruises
Quintessential Caribbean
Quintessential Caribbean
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Saint Thomas |
| Itinerary |
San Juan (Puerto Rico), Cruz Bay, Saint John, Nevis, Deshaies, Falmouth, Gustavia, Virgin Gorda and Saint Thomas
|
From £4,622pp
Plus substantial savings from Deluxe Cruises
Best of British Virgin Isles & St. Barths
Best of British Virgin Isles & St. Barths
| 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, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, Beef Island, Tortola, Gustavia, Gustavia, Charlestown, White Bay, Jost Van Dyke and San Juan (Puerto Rico)
|
From £3,664pp
Plus substantial savings from Deluxe Cruises