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 65)
17 Nights
Bermuda & Eastern Caribbean Cruise: Sint Maarten, Antigua & Tobago
Bermuda & Eastern Caribbean Cruise: Sint Maarten, Antigua & Tobago
Departure Date
28 Oct 27
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Quest |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | Bridgetown |
| Itinerary |
New York, New York, Hamilton, Hamilton, Hamilton, Philipsburg, Road Town, Tortola, San Juan (Puerto Rico), Charlotte Amalie, Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough and Bridgetown
|
From £3,029pp
Plus substantial savings from Deluxe Cruises
24 Nights
Bermuda & Eastern Caribbean Cruise: Tortola, Barbados & Saint Kitts
Bermuda & Eastern Caribbean Cruise: Tortola, Barbados & Saint Kitts
Departure Date
28 Oct 27
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Quest |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
New York, New York, Hamilton, Hamilton, Hamilton, Philipsburg, Road Town, Tortola, San Juan (Puerto Rico), Charlotte Amalie, Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Bridgetown, Castries, Roseau, Basseterre, Saint Kitts, Charlestown, Philipsburg, Road Town, Tortola and San Juan (Puerto Rico)
|
From £4,379pp
Plus substantial savings from Deluxe Cruises
20 Nights
Spain And Eastern Caribbean
Spain And Eastern Caribbean
Departure Date
29 Oct 27
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Elizabeth |
| Region | Caribbean |
| Departure Port | Barcelona |
| Destination Port | Bridgetown |
| Itinerary |
Barcelona, Cádiz, Lanzarote, Santa Cruz de Tenerife, Miami, Florida, Saint Thomas, Saint Kitts, Saint George's and Bridgetown
|
From £1,889pp
Plus substantial savings from Deluxe Cruises
27 Nights
Spain And Eastern Caribbean
Spain And Eastern Caribbean
Departure Date
29 Oct 27
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Elizabeth |
| Region | Caribbean |
| Departure Port | Barcelona |
| Destination Port | Miami, Florida |
| Itinerary |
Barcelona, Cádiz, Lanzarote, Santa Cruz de Tenerife, Miami, Florida, Saint Thomas, Saint Kitts, Saint George's, Bridgetown, Castries, Sint Maarten, Tortola and Miami, Florida
|
From £2,849pp
Plus substantial savings from Deluxe Cruises
14 Nights
Star Collector: Lovely Leewards
Star Collector: Lovely Leewards
Departure Date
01 Nov 27
| 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), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Saint George's, Port Elizabeth, Bequia, Mayreau Island, Terre-de-Haut, Marigot and San Juan (Puerto Rico)
|
From £3,427pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan & the Virgin Islands
San Juan & the Virgin Islands
Departure Date
01 Nov 27
| 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), Basseterre, Saint Kitts, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £2,135pp
Plus substantial savings from Deluxe Cruises
16 Nights
Maritime Magic To Miami
Maritime Magic To Miami
Departure Date
04 Nov 27
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Prestige |
| Region | Caribbean |
| Departure Port | Barcelona |
| Destination Port | Miami, Florida |
| Itinerary |
Barcelona, Málaga, Cádiz, Casablanca, Agadir, Arrecife, Lanzarote, San Juan (Puerto Rico) and Miami, Florida
|
From £8,389pp
Plus substantial savings from Deluxe Cruises
14 Nights
Sun-Kissed Soiree
Sun-Kissed Soiree
Departure Date
04 Nov 27
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Grandeur |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | Miami, Florida |
| Itinerary |
New York, New York, Nassau, Cabo Rojo, Willemstad, Oranjestad, Falmouth, Georgetown, Grand Cayman and Miami, Florida
|
From £7,849pp
Plus substantial savings from Deluxe Cruises
8 Nights
A Journey through Majestic Island Paradises & Radiant Cultures
A Journey through Majestic Island Paradises & Radiant Cultures
Departure Date
05 Nov 27
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA IV |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
Miami, Florida, Providenciales, Gustavia, Pointe-à-Pitre, Basseterre, Saint Kitts, Cruz Bay, Saint John and San Juan (Puerto Rico)
|
From £3,345pp
Plus substantial savings from Deluxe Cruises
14 Nights
Panama Canal & Central America
Panama Canal & Central America
Departure Date
05 Nov 27
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Viking Mars |
| Region | Caribbean |
| Departure Port | Fort Lauderdale, Florida |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
Fort Lauderdale, Florida, Montego Bay, Colón, Limon, Roatán Island, Belize City, Cozumel and Fort Lauderdale, Florida
|
From £4,790pp
Plus substantial savings from Deluxe Cruises
23 Nights
Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing
Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing
Departure Date
05 Nov 27
| Cruise Line | Windstar Cruises |
| Cruise Type | Ocean |
| Ship | Wind Surf |
| Region | Transatlantic and Caribbean |
| Departure Port | Lisbon |
| Destination Port | Philipsburg |
| Itinerary |
Lisbon, Funchal, Madeira, Great Harbour, Jost Van Dyke, Philipsburg, Gustavia, Deshaies, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke and Philipsburg
|
From £3,504pp
Plus substantial savings from Deluxe Cruises
15 Nights
Broadway To The Abc Islands
Broadway To The Abc Islands
Departure Date
06 Nov 27
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Sirena |
| Region | Caribbean |
| Departure Port | New York, New York |
| Destination Port | Miami, Florida |
| Itinerary |
New York, New York, Tortola, Saint John's, Basseterre, Saint Kitts, Kralendijk, Willemstad, Oranjestad, Ocho Rios, Georgetown, Grand Cayman and Miami, Florida
|
From £3,199pp
Plus substantial savings from Deluxe Cruises