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 80)
Discover the Pearls of the Caribbean
Discover the Pearls of the Caribbean
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Bridgetown |
| Itinerary |
Philipsburg, Basseterre, Saint Kitts, Anguilla, Virgin Gorda, Virgin Gorda, Gustavia, Gustavia, Philipsburg, Virgin Gorda, Gustavia, Charlestown, Saint John's, Îles des Saintes, Soufrière and Bridgetown
|
From £10,675pp
Plus substantial savings from Deluxe Cruises
Cruising the Leeward Islands
Cruising the Leeward Islands
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Sakara |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Basseterre, Saint Kitts, Anguilla, Virgin Gorda, Virgin Gorda, Gustavia, Gustavia and Philipsburg
|
From £5,388pp
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 | Bridgetown |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Bridgetown, Le Marin, Terre-de-Haut, Charlestown, Gustavia, Gustavia, White Bay, Jost Van Dyke and San Juan (Puerto Rico)
|
From £3,575pp
Plus substantial savings from Deluxe Cruises
Maya Culture & Cuisine
Maya Culture & Cuisine
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Grandeur |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Progresso, Harvest Caye, Roatán Island, Ocho Rios, Georgetown, Grand Cayman and Miami, Florida
|
From £4,929pp
Plus substantial savings from Deluxe Cruises
A journey through the Caribbean's Rich History & Palm-Shaded Paradise
A journey through the Caribbean's Rich History & Palm-Shaded Paradise
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA IV |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Charlotte Amalie, Cayo Levantado, Puerto Plata, Key West, Florida, Ocean Cay, MSC Marine Reserve and Miami, Florida
|
From £2,920pp
Plus substantial savings from Deluxe Cruises
7-Day Yachtsman's Caribbean
7-Day Yachtsman's Caribbean
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Sint Maarten |
| Destination Port | Bridgetown |
| Itinerary |
Sint Maarten, Frenchman's Cay, South Friars Bay, Trois-Ilets, Port Elizabeth, Bequia, Saint George's and Bridgetown
|
From £3,599pp
Plus substantial savings from Deluxe Cruises
14-Day Caribbean Yacht Harbors In Depth
14-Day Caribbean Yacht Harbors In Depth
| Cruise Line | Seabourn |
| Cruise Type | Ocean |
| Ship | Seabourn Ovation |
| Region | Caribbean |
| Departure Port | Sint Maarten |
| Destination Port | Sint Maarten |
| Itinerary |
Sint Maarten, Frenchman's Cay, South Friars Bay, Trois-Ilets, Port Elizabeth, Bequia, Saint George's, Bridgetown, Rodney Bay, Montserrat, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke and Sint Maarten
|
From £6,599pp
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 | Philipsburg |
| Destination Port | Philipsburg |
| Itinerary |
Philipsburg, Sint Eustatius, Gustavia, Gustavia, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, Norman Island, Prickly Pear Island, Beef Island, Tortola, Sandy Ground and Philipsburg
|
From £2,893pp
Plus substantial savings from Deluxe Cruises
Maya Culture & Cuisine
Maya Culture & Cuisine
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Grandeur |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Key West, Florida, Progresso, Harvest Caye, Roatán Island, Georgetown, Grand Cayman, Miami, Florida and Miami, Florida
|
From £4,849pp
Plus substantial savings from Deluxe Cruises
A Journey across Oceanic Gems & the Unresistible Caribbean Charm
A Journey across Oceanic Gems & the Unresistible Caribbean Charm
| 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, Road Bay, Charlotte Amalie, Saint John's, Cruz Bay, Saint John and San Juan (Puerto Rico)
|
From £2,725pp
Plus substantial savings from Deluxe Cruises
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, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Gustavia, Philipsburg, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg
|
From £3,490pp
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, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Gustavia and Philipsburg
|
From £2,209pp
Plus substantial savings from Deluxe Cruises