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 26)
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, Terre-de-Haut, Mayreau Island, Roseau, Basseterre, Saint Kitts, Gustavia, Philipsburg, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Falmouth and Philipsburg
|
From £3,997pp
Plus substantial savings from Deluxe Cruises
Classic Caribbean
Classic Caribbean
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Terre-de-Haut, Mayreau Island, Roseau, Basseterre, Saint Kitts, Gustavia and Philipsburg
|
From £2,355pp
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 £3,999pp
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 £7,599pp
Plus substantial savings from Deluxe Cruises
Southampton to Fort Lauderdale
Southampton to Fort Lauderdale
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Anne |
| Region | Caribbean and East Coast US |
| Departure Port | Southampton |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
Southampton, Hamilton, Port Canaveral, Florida and Fort Lauderdale, Florida
|
From £664pp
Plus substantial savings from Deluxe Cruises
St. Barths & Caribbean Gems
St. Barths & Caribbean Gems
| 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, Sandy Ground, Gustavia, Gustavia, Marigot, White Bay, Jost Van Dyke, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda and Charlotte Amalie
|
From £3,878pp
Plus substantial savings from Deluxe Cruises
Caribbean Zephyr
Caribbean Zephyr
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Prestige |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Philipsburg, Pointe-à-Pitre, Saint John's, Basseterre, Saint Kitts, Tortola and Miami, Florida
|
From Please Call
Plus substantial savings from Deluxe Cruises
Panama Canal & Central America
Panama Canal & Central America
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Viking Mars |
| Region | Caribbean |
| Departure Port | Fort Lauderdale, Florida |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
Fort Lauderdale, Florida, Montego Bay, Colón, Limon, Roatán Island, Belize City, Cozumel and Fort Lauderdale, Florida
|
From £5,595pp
Plus substantial savings from Deluxe Cruises
San Juan to Bridgetown
San Juan to Bridgetown
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Shadow |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Bridgetown |
| Itinerary |
San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, Gustavia, Saint John's, Little Bay, Îles des Saintes, Basseterre, Saint Kitts, Trois-Ilets, Castries, Saint George's and Bridgetown
|
From £3,800pp
Plus substantial savings from Deluxe Cruises
San Juan & the Virgin Islands
San Juan & the Virgin Islands
| 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), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £2,796pp
Plus substantial savings from Deluxe Cruises
Caribbean
Caribbean
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Mary 2 |
| Region | Caribbean |
| Departure Port | Southampton |
| Destination Port | Southampton |
| Itinerary |
Southampton, Funchal, Madeira, Saint Kitts, Bridgetown, Bridgetown, Castries, Saint George's, Dominica, English Harbour, Amber Cove, Sint Maarten, Santa Cruz de Tenerife and Southampton
|
From £3,352pp
Plus substantial savings from Deluxe Cruises
An Extended Journey of Coastal Marvels & Caribbean Dreams
An Extended Journey of Coastal Marvels & Caribbean Dreams
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA I |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Puerto Plata, Cayo Levantado, San Juan (Puerto Rico), Charlotte Amalie, Spanish Town, Virgin Gorda, Miami, Florida, Ocho Rios, Santo Tomás de Castilla, Roatán Island, Belize City, Key West, Florida and Miami, Florida
|
From £6,440pp
Plus substantial savings from Deluxe Cruises