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 89)
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
Best of British Virgin Isles & St. Barths
Best of British Virgin Isles & St. Barths
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream II |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Cruz Bay, Saint John, Gustavia, Gustavia, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, White Bay, Jost Van Dyke, Norman Island and San Juan (Puerto Rico)
|
From £3,007pp
Plus substantial savings from Deluxe Cruises
Exuberant Bermuda & Azores
Exuberant Bermuda & Azores
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Voyager |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Barcelona |
| Itinerary |
Miami, Florida, Kings Wharf, Horta, Azores, Cádiz, Valencia and Barcelona
|
From £5,009pp
Plus substantial savings from Deluxe Cruises
A journey through Historical Gems & Idyllic Coastlines
A journey through Historical Gems & Idyllic Coastlines
| 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), Cruz Bay, Saint John, Pointe-à-Pitre, Marigot, Ocean Cay, MSC Marine Reserve and Miami, Florida
|
From £2,725pp
Plus substantial savings from Deluxe Cruises
St. Barths & Caribbean Gems
St. Barths & Caribbean Gems
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream I |
| Region | Caribbean |
| Departure Port | Charlotte Amalie |
| Destination Port | Charlotte Amalie |
| Itinerary |
Charlotte Amalie, Cruz Bay, Saint John, 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 £3,007pp
Plus substantial savings from Deluxe Cruises
Calypsco Currents
Calypsco Currents
| 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, Cayo Levantado, San Juan (Puerto Rico), Gustavia, Roseau, Pointe-à-Pitre, Basseterre, Saint Kitts, Tortola and Miami, Florida
|
From £5,849pp
Plus substantial savings from Deluxe Cruises
Roundtrip Fort Lauderdale
Roundtrip Fort Lauderdale
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Serenity |
| Region | Caribbean |
| Departure Port | Fort Lauderdale, Florida |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
Fort Lauderdale, Florida, Cozumel, Belize City, Santo Tomás de Castilla, Roatán Island and Fort Lauderdale, Florida
|
From £2,560pp
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), San Juan (Puerto Rico), Basseterre, Saint Kitts, Basseterre, Saint Kitts, Gustavia, Gustavia, Philipsburg, Philipsburg, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), San Juan (Puerto Rico), Saint George's, Saint George's, Port Elizabeth, Bequia, Port Elizabeth, Bequia, Mayreau Island, Mayreau Island, Terre-de-Haut, Terre-de-Haut, Marigot, Marigot, San Juan (Puerto Rico) and San Juan (Puerto Rico)
|
From £3,545pp
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), San Juan (Puerto Rico), Basseterre, Saint Kitts, Basseterre, Saint Kitts, Gustavia, Gustavia, Philipsburg, Philipsburg, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico) and San Juan (Puerto Rico)
|
From £2,218pp
Plus substantial savings from Deluxe Cruises
Bridgetown to Miami
Bridgetown to Miami
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Ray |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Miami, Florida |
| Itinerary |
Bridgetown, Port Elizabeth, Bequia, Castries, Fort-de-France, Roseau, Saint John's, Basseterre, Saint Kitts, Gustavia, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico) and Miami, Florida
|
From £4,080pp
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 | 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 £10,533pp
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 | Saint John's |
| Destination Port | Saint John's |
| Itinerary |
Saint John's, Basseterre, Saint Kitts, Îles des Saintes, Deshaies, Gustavia, Virgin Gorda, Norman Island, 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 £11,211pp
Plus substantial savings from Deluxe Cruises