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 83)
Southern Caribbean Cruise: Grenada, Saint Lucia & Martinique
Southern Caribbean Cruise: Grenada, Saint Lucia & Martinique
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Quest |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Miami, Florida |
| Itinerary |
Bridgetown, Saint George's, Castries, Saint Pierre, Roseau, Philipsburg, Road Town, Tortola and Miami, Florida
|
From £2,129pp
Plus substantial savings from Deluxe Cruises
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
| 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), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Terre-de-Haut, Marigot, San Juan (Puerto Rico), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £3,545pp
Plus substantial savings from Deluxe Cruises
Windward Islands Surf & Sunsets
Windward Islands Surf & Sunsets
| 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), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Terre-de-Haut, Marigot and San Juan (Puerto Rico)
|
From £2,194pp
Plus substantial savings from Deluxe Cruises
Bon Bini Aruba
Bon Bini Aruba
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Prestige |
| Region | Caribbean |
| Departure Port | Panama City |
| Destination Port | Miami, Florida |
| Itinerary |
Panama City, Cartagena, Oranjestad, Willemstad, Saint George's, Roseau, Charlotte Amalie and Miami, Florida
|
From £6,619pp
Plus substantial savings from Deluxe Cruises
Azure To Iberia
Azure To Iberia
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Prestige |
| Region | Caribbean |
| Departure Port | Panama City |
| Destination Port | Lisbon |
| Itinerary |
Panama City, Cartagena, Oranjestad, Willemstad, Saint George's, Roseau, Charlotte Amalie, Miami, Florida, Kings Wharf, Kings Wharf, Ponta Delgada, Azores, Funchal, Madeira, Cádiz and Lisbon
|
From £12,779pp
Plus substantial savings from Deluxe Cruises
Miami to Miami
Miami to Miami
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Dawn |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, San Juan (Puerto Rico), Sopers Hole, Tortola, Basseterre, Saint Kitts, Saint John's, Gustavia, Great Harbour, Jost Van Dyke and Miami, Florida
|
From £3,400pp
Plus substantial savings from Deluxe Cruises
Picturesque Isles
Picturesque Isles
| 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, Puerto Plata, San Juan (Puerto Rico), Gustavia, Roseau, Saint John's, Tortola and Miami, Florida
|
From £6,299pp
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, Key West, Florida and Miami, Florida
|
From £4,400pp
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 £5,288pp
Plus substantial savings from Deluxe Cruises
Discover the Yachting Islands of the Caribbean
Discover the Yachting Islands of the Caribbean
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Kaia |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Vieques, Saint John Island, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Philipsburg, Gustavia, Gustavia, Little Bay, Saint John's, Saint John's, Basseterre, Saint Kitts, Îles des Saintes, Deshaies, Gustavia, Virgin Gorda, Norman Island and San Juan (Puerto Rico)
|
From £11,354pp
Plus substantial savings from Deluxe Cruises
Caribbean Yachting Hideaways
Caribbean Yachting Hideaways
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Kaia |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Saint John's |
| Itinerary |
San Juan (Puerto Rico), Vieques, Saint John Island, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Philipsburg, Gustavia, Gustavia, Little Bay, Saint John's and Saint John's
|
From £5,727pp
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 Sakara |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Philipsburg |
| Itinerary |
Bridgetown, Soufrière, Îles des Saintes, Saint John's, Charlestown, Gustavia, Virgin Gorda, Philipsburg, Basseterre, Saint Kitts, Anguilla, Virgin Gorda, Virgin Gorda, Gustavia, Gustavia and Philipsburg
|
From £10,724pp
Plus substantial savings from Deluxe Cruises