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 72)
Sweetheart Sojourn
Sweetheart Sojourn
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Grandeur |
| Region | Caribbean |
| Departure Port | Bridgetown |
| Destination Port | Bridgetown |
| Itinerary |
Bridgetown, Saint George's, Oranjestad, Willemstad, Kralendijk, Basseterre, Saint Kitts, Saint John's, Roseau and Bridgetown
|
From £4,539pp
Plus substantial savings from Deluxe Cruises
Discover Island Rhythms & Coastal Dreams
Discover Island Rhythms & Coastal Dreams
| Cruise Line | Emerald Cruises |
| Cruise Type | Ocean |
| Ship | Emerald Kaia |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Vieques, Saint John Island, Great Harbour, Jost Van Dyke, Virgin Gorda, San Juan (Puerto Rico), Saint John Island, Ponce, Grand Turk Island, Gordon's Beach, Long Island, San Salvador Island, Nassau, Nassau and Miami, Florida
|
From £11,457pp
Plus substantial savings from Deluxe Cruises
Beaches of the Virgin Islands
Beaches of the Virgin Islands
| 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, Virgin Gorda and San Juan (Puerto Rico)
|
From £4,055pp
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 £10,675pp
Plus substantial savings from Deluxe Cruises
Epic Voyage: Sint Maarten to Barbados
Epic Voyage: Sint Maarten to Barbados
| 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, 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 £15,964pp
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
Best of the Virgin Isles & St. Barths
Best of the 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), Culebra Island, Esperanza, Vieques Island, Cruz Bay, Saint John, Sandy Ground, Gustavia, Gustavia, Leverick Bay, Virgin Gorda, Beef Island, Tortola, White Bay, Jost Van Dyke and San Juan (Puerto Rico)
|
From £3,249pp
Plus substantial savings from Deluxe Cruises
Cupid In The Caribbean
Cupid In The Caribbean
| 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, Key West, Florida, Cozumel, Santo Tomás de Castilla, Harvest Caye, Roatán Island, Falmouth, Georgetown, Grand Cayman and Miami, Florida
|
From £6,509pp
Plus substantial savings from Deluxe Cruises
A journey of Intimate Island Bliss & Caribbean Breeze
A journey of Intimate Island Bliss & Caribbean Breeze
| 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, Charlotte Amalie, Spanish Town, Virgin Gorda, Ocean Cay, MSC Marine Reserve and Miami, Florida
|
From £2,990pp
Plus substantial savings from Deluxe Cruises
San Juan to San Juan
San Juan to San Juan
| Cruise Line | Silversea |
| Cruise Type | Ocean |
| Ship | Silver Dawn |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Saint John Island, Gustavia, Saint John's, Fort-de-France, Basseterre, Saint Kitts, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £3,100pp
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 £3,598pp
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, Castries, Montserrat, Antigua, South Friars Bay, Great Harbour, Jost Van Dyke and Sint Maarten
|
From £6,798pp
Plus substantial savings from Deluxe Cruises