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 71)
14 Nights
Discover the Yachting Islands of the Caribbean
Discover the Yachting Islands of the Caribbean
Departure Date
27 Nov 27
| 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 £10,784pp
Plus substantial savings from Deluxe Cruises
7 Nights
Caribbean Yachting Discovery
Caribbean Yachting Discovery
Departure Date
27 Nov 27
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Kaia |
| Region | Caribbean |
| Departure Port | Saint John's |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Saint John's, Basseterre, Saint Kitts, Îles des Saintes, Deshaies, Gustavia, Virgin Gorda, Norman Island and San Juan (Puerto Rico)
|
From £5,342pp
Plus substantial savings from Deluxe Cruises
14 Nights
Discover the Pearls of the Caribbean
Discover the Pearls of the Caribbean
Departure Date
27 Nov 27
| 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 £10,106pp
Plus substantial savings from Deluxe Cruises
7 Nights
Cruising the Leeward Islands
Cruising the Leeward Islands
Departure Date
27 Nov 27
| 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 £4,617pp
Plus substantial savings from Deluxe Cruises
7 Nights
British & French Islands Explorer
British & French Islands Explorer
Departure Date
27 Nov 27
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream II |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Philipsburg, Terre-de-Haut, Deshaies, Gustavia, Gustavia, Spanish Town, Virgin Gorda, Norman Island, White Bay, Jost Van Dyke and San Juan (Puerto Rico)
|
From £2,496pp
Plus substantial savings from Deluxe Cruises
10 Nights
West Indies Explorer
West Indies Explorer
Departure Date
27 Nov 27
| 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 £3,990pp
Plus substantial savings from Deluxe Cruises
10 Nights
Reggae Rhythms
Reggae Rhythms
Departure Date
27 Nov 27
| 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, Cozumel, Santo Tomás de Castilla, Harvest Caye, Roatán Island, Falmouth, Georgetown, Grand Cayman and Miami, Florida
|
From £5,389pp
Plus substantial savings from Deluxe Cruises
7 Nights
A Journey through Shimmering Island History & Mesmerisingly Cultures
A Journey through Shimmering Island History & Mesmerisingly Cultures
Departure Date
27 Nov 27
| 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), Gustavia, Spanish Town, Virgin Gorda, Charlotte Amalie, Cayo Levantado, Ocean Cay, MSC Marine Reserve and Miami, Florida
|
From £2,920pp
Plus substantial savings from Deluxe Cruises
7 Nights
St. Barths & Caribbean Gems
St. Barths & Caribbean Gems
Departure Date
28 Nov 27
| Cruise Line | SeaDream Yacht Club |
| Cruise Type | Ocean |
| Ship | SeaDream I |
| Region | Caribbean |
| Departure Port | Philipsburg |
| Destination Port | Bridgetown |
| Itinerary |
Philipsburg, Saba, Gustavia, Gustavia, Deshaies, Terre-de-Haut, Rodney Bay, Soufrière, Mayreau Island and Bridgetown
|
From £3,007pp
Plus substantial savings from Deluxe Cruises
10 Nights
Island Rendezvous
Island Rendezvous
Departure Date
28 Nov 27
| 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), Charlotte Amalie, Philipsburg, Gustavia, Tortola and Miami, Florida
|
From £4,389pp
Plus substantial savings from Deluxe Cruises
12 Nights
Caribbean Carousel
Caribbean Carousel
Departure Date
28 Nov 27
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Sirena |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, Oranjestad, Willemstad, Kralendijk, Saint George's, Castries, Pointe-à-Pitre, Philipsburg and Miami, Florida
|
From £2,589pp
Plus substantial savings from Deluxe Cruises
7 Nights
Eastern Caribbean Cruise: Sint Maarten, Saint Kitts & Nevis
Eastern Caribbean Cruise: Sint Maarten, Saint Kitts & Nevis
Departure Date
28 Nov 27
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Quest |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Bridgetown, Castries, Roseau, Basseterre, Saint Kitts, Charlestown, Philipsburg, Charlotte Amalie and San Juan (Puerto Rico)
|
From £1,459pp
Plus substantial savings from Deluxe Cruises