The Caribbean, a tropical paradise comprised of over 7,000 islands and islets, is celebrated for its rich cultural heritage, where a harmonious blend of African, European, and Indigenous influences has given rise to a unique tapestry of traditions, languages, and cuisines. From the reggae beats of Jamaica to the carnival extravaganzas of Trinidad and Tobago, each island carries its distinct character, yet all share a common thread of warm hospitality and laid-back charm. The crystalline waters that lap against pristine beaches host abundant marine life, making the Caribbean a haven for snorkelers and divers alike. Beyond the sun-soaked shores, the lush tropical rainforests, cascading waterfalls, and historic colonial architecture add depth to the region's allure, inviting travellers to explore a world where nature, history, and the rhythm of life converge in a symphony of sensory delights.
Caribbean Itineraries (Page 42)
11 Nights
Masterpieces at Sea: Gems of the Leeward Islands
Masterpieces at Sea: Gems of the Leeward Islands
Departure Date
28 Oct 26
| 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), Gustavia, Basseterre, Saint Kitts, Falmouth, Terre-de-Haut, Pigeon Island, Saint George's, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)
|
From £2,142pp
Plus substantial savings from Deluxe Cruises
9 Nights
Bermuda, Sint Maarten & British Virgin Islands Cruise: Hamilton, Philipsburg & Road Town
Bermuda, Sint Maarten & British Virgin Islands Cruise: Hamilton, Philipsburg & Road Town
Departure Date
29 Oct 26
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Journey |
| 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 and San Juan (Puerto Rico)
|
From £1,269pp
Plus substantial savings from Deluxe Cruises
16 Nights
Caribbean Cruise: New York, Bermuda & Barbados
Caribbean Cruise: New York, Bermuda & Barbados
Departure Date
29 Oct 26
| Cruise Line | Azamara |
| Cruise Type | Ocean |
| Ship | Azamara Journey |
| 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), Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough and Bridgetown
|
From £2,279pp
Plus substantial savings from Deluxe Cruises
16 Nights
Epic Atlantic Escapade
Epic Atlantic Escapade
Departure Date
30 Oct 26
| Cruise Line | Regent Seven Seas Cruises |
| Cruise Type | Ocean |
| Ship | Seven Seas Splendor |
| Region | Caribbean |
| Departure Port | Montréal, Québec |
| Destination Port | Miami, Florida |
| Itinerary |
Montréal, Québec, Quebec City, Québec, Saguenay, Québec, Sydney, Nova Scotia, Halifax, Nova Scotia, Philipsburg, Saint John's, Basseterre, Saint Kitts, Tortola, San Juan (Puerto Rico) and Miami, Florida
|
From £8,819pp
Plus substantial savings from Deluxe Cruises
32 Nights
Rivieras To The Caribbean
Rivieras To The Caribbean
Departure Date
31 Oct 26
| Cruise Line | Oceania Cruises |
| Cruise Type | Ocean |
| Ship | Oceania Allura |
| Region | Caribbean |
| Departure Port | Tarragona |
| Destination Port | Miami, Florida |
| Itinerary |
Tarragona, Palamós, Sète, Marseille, Savona, La Spezia, Portoferraio, Civitavecchia, Naples, Messina, Valletta, Trapani, Sicily, La Goulette, Cagliari, Cartagena, Valencia, Barcelona, Málaga, Agadir, Arrecife, Lanzarote, San Juan (Puerto Rico) and Miami, Florida
|
From £9,589pp
Plus substantial savings from Deluxe Cruises
12 Nights
Azores
Azores
Departure Date
01 Nov 26
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Anne |
| Region | Western Europe and Caribbean |
| Departure Port | Southampton |
| Destination Port | Southampton |
| Itinerary |
Southampton, Ponta Delgada, Azores, Ponta Delgada, Azores, Funchal, Madeira, Lisbon, Vigo and Southampton
|
From £1,179pp
Plus substantial savings from Deluxe Cruises
7 Nights
A Journey into Caribbean Exploration & Island Delights
A Journey into Caribbean Exploration & Island Delights
Departure Date
01 Nov 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Miami, Florida |
| Itinerary |
San Juan (Puerto Rico), Tortola, Basseterre, Saint Kitts, Gustavia, Gustavia, Road Bay and Miami, Florida
|
From £3,225pp
Plus substantial savings from Deluxe Cruises
14 Nights
An Extended Journey into Island Delights, Hidden Coves & Chic Coastlines
An Extended Journey into Island Delights, Hidden Coves & Chic Coastlines
Departure Date
01 Nov 26
| Cruise Line | Explora Journeys |
| Cruise Type | Ocean |
| Ship | EXPLORA III |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | San Juan (Puerto Rico) |
| Itinerary |
San Juan (Puerto Rico), Tortola, Basseterre, Saint Kitts, Gustavia, Gustavia, Road Bay, Miami, Florida, Providenciales, Puerto Plata, La Romana, Great Harbour, Jost Van Dyke, Gustavia and San Juan (Puerto Rico)
|
From £5,590pp
Plus substantial savings from Deluxe Cruises
10 Nights
Classic Panama Canal Passage
Classic Panama Canal Passage
Departure Date
03 Nov 26
| Cruise Line | Viking Ocean Cruises |
| Cruise Type | Ocean |
| Ship | Viking Mars |
| Region | Caribbean |
| Departure Port | Fort Lauderdale, Florida |
| Destination Port | Fuerte Amador |
| Itinerary |
Fort Lauderdale, Florida, Cozumel, Belize City, Roatán Island, Limon, Colón and Fuerte Amador
|
From £4,295pp
Plus substantial savings from Deluxe Cruises
7 Nights
San Juan to Fort Lauderdale
San Juan to Fort Lauderdale
Departure Date
04 Nov 26
| Cruise Line | Crystal |
| Cruise Type | Ocean |
| Ship | Crystal Symphony |
| Region | Caribbean |
| Departure Port | San Juan (Puerto Rico) |
| Destination Port | Fort Lauderdale, Florida |
| Itinerary |
San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, Saint John's, Gustavia, Saint Thomas and Fort Lauderdale, Florida
|
From £2,920pp
Plus substantial savings from Deluxe Cruises
12 Nights
Eastern Caribbean
Eastern Caribbean
Departure Date
05 Nov 26
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Elizabeth |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, San Juan (Puerto Rico), Saint John's, Castries, Bridgetown, Sint Maarten, Tortola and Miami, Florida
|
From £879pp
Plus substantial savings from Deluxe Cruises
21 Nights
Caribbean
Caribbean
Departure Date
05 Nov 26
| Cruise Line | Cunard |
| Cruise Type | Ocean |
| Ship | Queen Elizabeth |
| Region | Caribbean |
| Departure Port | Miami, Florida |
| Destination Port | Miami, Florida |
| Itinerary |
Miami, Florida, San Juan (Puerto Rico), Saint John's, Castries, Bridgetown, Sint Maarten, Tortola, Miami, Florida, Grand Cayman, Montego Bay, Roatán Island, Costa Maya, Cozumel and Miami, Florida
|
From £1,399pp
Plus substantial savings from Deluxe Cruises