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 3)

21 Nights
Caribbean
Caribbean

Departure Date
16 Oct 25
Cruise Line | Cunard Line |
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, Amber Cove, Montego Bay, Belize City, Cozumel and Miami, Florida |
From £1,499pp
Plus substantial savings from Deluxe Cruises

10 Nights
West Indies Explorer
West Indies Explorer

Departure Date
19 Oct 25
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), Road Town, Tortola, Basseterre, Saint Kitts, Castries, Bridgetown, Roseau, Saint John's, Philipsburg, Charlotte Amalie and San Juan (Puerto Rico) |
From £4,740pp
Plus substantial savings from Deluxe Cruises

7 Nights
Mind, Body and Spirit Collection: Bermuda Bliss
Mind, Body and Spirit Collection: Bermuda Bliss

Departure Date
19 Oct 25
Cruise Line | Windstar Cruises |
Cruise Type | Ocean |
Ship | Star Pride |
Region | Caribbean |
Departure Port | New York, New York |
Destination Port | San Juan (Puerto Rico) |
Itinerary | New York, New York, Saint George, Saint George and San Juan (Puerto Rico) |
From £1,287pp
Plus substantial savings from Deluxe Cruises

7 Nights
Bermuda Bliss
Bermuda Bliss

Departure Date
19 Oct 25
Cruise Line | Windstar Cruises |
Cruise Type | Ocean |
Ship | Star Pride |
Region | Caribbean |
Departure Port | New York, New York |
Destination Port | San Juan |
Itinerary | New York, New York, Saint George, Saint George and San Juan |
From £1,970pp
Plus substantial savings from Deluxe Cruises

10 Nights
Classic Panama Canal Passage
Classic Panama Canal Passage

Departure Date
23 Oct 25
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, Puerto Limón, Colón, Fuerte Amador and Fuerte Amador |
From £3,790pp
Plus substantial savings from Deluxe Cruises

7 Nights
San Juan & the Virgin Islands
San Juan & the Virgin Islands

Departure Date
26 Oct 25
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 £1,424pp
Plus substantial savings from Deluxe Cruises

16 Nights
Island Inspiration
Island Inspiration

Departure Date
27 Oct 25
Cruise Line | Oceania Cruises |
Cruise Type | Ocean |
Ship | Insignia |
Region | Caribbean |
Departure Port | Boston, Massachusetts |
Destination Port | Miami, Florida |
Itinerary | Boston, Massachusetts, Newport, Rhode Island, Hamilton, Hamilton, Saint George, Gustavia, Saint John's, Castries, Bridgetown, Saint George's, Kralendijk, Oranjestad and Miami, Florida |
From £2,969pp
Plus substantial savings from Deluxe Cruises

41 Nights
Caribbean & Amazon Icons
Caribbean & Amazon Icons

Departure Date
27 Oct 25
Cruise Line | Oceania Cruises |
Cruise Type | Ocean |
Ship | Insignia |
Region | Caribbean |
Departure Port | Boston, Massachusetts |
Destination Port | Miami, Florida |
Itinerary | Boston, Massachusetts, Newport, Rhode Island, Hamilton, Hamilton, Saint George, Gustavia, Saint John's, Castries, Bridgetown, Saint George's, Kralendijk, Oranjestad, Miami, Florida, Saint John's, Castries, Saint George's, Scarborough, Santarém, Boca de Valeria, Manaus, Manaus, Parintins, Alter do Chão, Bridgetown, Roseau, Philipsburg, San Juan (Puerto Rico) and Miami, Florida |
From Please Call
Plus substantial savings from Deluxe Cruises

9 Nights
Western Caribbean
Western Caribbean

Departure Date
28 Oct 25
Cruise Line | Cunard Line |
Cruise Type | Ocean |
Ship | Queen Elizabeth |
Region | Caribbean |
Departure Port | Miami, Florida |
Destination Port | Miami, Florida |
Itinerary | Miami, Florida, Amber Cove, Montego Bay, Belize City, Cozumel and Miami, Florida |
From £549pp
Plus substantial savings from Deluxe Cruises

21 Nights
Caribbean
Caribbean

Departure Date
28 Oct 25
Cruise Line | Cunard Line |
Cruise Type | Ocean |
Ship | Queen Elizabeth |
Region | Caribbean |
Departure Port | Miami, Florida |
Destination Port | Miami, Florida |
Itinerary | Miami, Florida, Amber Cove, Montego Bay, Belize City, Cozumel, Miami, Florida, San Juan (Puerto Rico), Saint John's, Castries, Bridgetown, Sint Maarten, Tortola and Miami, Florida |
From £1,349pp
Plus substantial savings from Deluxe Cruises

10 Nights
West Indies Explorer
West Indies Explorer

Departure Date
29 Oct 25
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), Road Town, Tortola, Basseterre, Saint Kitts, Castries, Bridgetown, Roseau, Saint John's, Philipsburg, Charlotte Amalie and San Juan (Puerto Rico) |
From £4,740pp
Plus substantial savings from Deluxe Cruises

15 Nights
15-Night Eastern Caribbean Voyage
15-Night Eastern Caribbean Voyage

Departure Date
31 Oct 25
Cruise Line | Azamara |
Cruise Type | Ocean |
Ship | Azamara Quest |
Region | Caribbean |
Departure Port | Miami, Florida |
Destination Port | Bridgetown |
Itinerary | Miami, Florida, Charlotte Amalie, Road Town, Tortola, Basseterre, Saint Kitts, Philipsburg, Gustavia, San Juan (Puerto Rico), Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough and Bridgetown |
From £2,679pp
Plus substantial savings from Deluxe Cruises