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 33)
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, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Falmouth, Philipsburg, Roseau, Mayreau Island, Terre-de-Haut, Basseterre, Saint Kitts, Gustavia and Philipsburg
|
From £2,900pp
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 £4,299pp
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 | Marigot |
| Itinerary |
Charlotte Amalie, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, Prickly Pear Island, Norman Island, Sandy Ground, Gustavia, Gustavia, Charlestown and Marigot
|
From £3,737pp
Plus substantial savings from Deluxe Cruises
Exotic Caribbean Escape
Exotic Caribbean Escape
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Marina |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Oranjestad, Willemstad, Kingstown, Castries, Basseterre, Saint Kitts, San Juan (Puerto Rico), Puerto Plata and Miami, Florida
|
From £2,565pp
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, Martinique, 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, Martinique, Bridgetown, Sint Maarten, Tortola, Miami, Florida, Grand Cayman, Montego Bay, Roatán Island, Costa Maya, Cozumel and Miami, Florida
|
From Please Call
Plus substantial savings from Deluxe Cruises
West Indies Explorer
West Indies Explorer
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Viking Sea |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), San Juan (Puerto Rico), Charlotte Amalie, Basseterre, Saint Kitts, Castries, Bridgetown, Roseau, Saint John's, Philipsburg, Frederiksted, Saint Croix and San Juan (Puerto Rico)
|
From £4,895pp
Plus substantial savings from Deluxe Cruises
Yachtsman's Harbors
Yachtsman's Harbors
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Allura |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Miami, Florida, Charlotte Amalie, Philipsburg, Saint John's, Gustavia and San Juan (Puerto Rico)
|
From £2,169pp
Plus substantial savings from Deluxe Cruises
An Extended Journey of Natural Allure & Captivating Culture
An Extended Journey of Natural Allure & Captivating Culture
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Philipsburg, Gustavia, Basseterre, Saint Kitts, Cruz Bay, Saint John, San Juan (Puerto Rico), Charlotte Amalie, Saint John's, Terre-de-Haut, Puerto Plata and Miami, Florida
|
From £6,525pp
Plus substantial savings from Deluxe Cruises
A Journey through Secluded Isles & Caribbean Havens
A Journey through Secluded Isles & Caribbean Havens
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Miami, Florida, Philipsburg, Gustavia, Basseterre, Saint Kitts, Cruz Bay, Saint John and San Juan (Puerto Rico)
|
From £3,880pp
Plus substantial savings from Deluxe Cruises
Discover the Pearls of the Caribbean
Discover the Pearls of the Caribbean
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Azzurra |
| Region | Caribbean |
| Departure Port | Marigot |
| Destination Port | Bridgetown |
| Itinerary |
Marigot, Marigot, Anguilla, Virgin Gorda, Norman Island, Norman Island, Great Harbour, Jost Van Dyke, Anegada, Saba, Gustavia, Gustavia, Marigot, Marigot, Prickly Pear Island, Gustavia, Charlestown, Falmouth, Îles des Saintes, Soufrière and Bridgetown
|
From £8,820pp
Plus substantial savings from Deluxe Cruises
Cruising the Leeward Islands
Cruising the Leeward Islands
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Azzurra |
| Region | Caribbean |
| Departure Port | Marigot |
| Destination Port | Marigot |
| Itinerary |
Marigot, Marigot, Anguilla, Virgin Gorda, Norman Island, Norman Island, Great Harbour, Jost Van Dyke, Anegada, Saba, Gustavia, Gustavia and Marigot
|
From £5,270pp
Plus substantial savings from Deluxe Cruises