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.

Barbados

Caribbean Itineraries (Page 3)

21 Nights

Caribbean

Departure Date
16 Oct 25
Cruise LineCunard Line
Cruise TypeOcean
ShipQueen Elizabeth
RegionCaribbean
Departure PortMiami, Florida
Destination PortMiami, 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

Departure Date
19 Oct 25
Cruise LineViking Ocean Cruises
Cruise TypeOcean
ShipViking Sea
RegionCaribbean
Departure PortSan Juan (Puerto Rico)
Destination PortSan 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

Departure Date
19 Oct 25
Cruise LineWindstar Cruises
Cruise TypeOcean
ShipStar Pride
RegionCaribbean
Departure PortNew York, New York
Destination PortSan 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

Departure Date
19 Oct 25
Cruise LineWindstar Cruises
Cruise TypeOcean
ShipStar Pride
RegionCaribbean
Departure PortNew York, New York
Destination PortSan 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

Departure Date
23 Oct 25
Cruise LineViking Ocean Cruises
Cruise TypeOcean
ShipViking Mars
RegionCaribbean
Departure PortFort Lauderdale, Florida
Destination PortFuerte 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

Departure Date
26 Oct 25
Cruise LineWindstar Cruises
Cruise TypeOcean
ShipStar Pride
RegionCaribbean
Departure PortSan Juan (Puerto Rico)
Destination PortSan 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

Departure Date
27 Oct 25
Cruise LineOceania Cruises
Cruise TypeOcean
ShipInsignia
RegionCaribbean
Departure PortBoston, Massachusetts
Destination PortMiami, 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

Departure Date
27 Oct 25
Cruise LineOceania Cruises
Cruise TypeOcean
ShipInsignia
RegionCaribbean
Departure PortBoston, Massachusetts
Destination PortMiami, 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

Departure Date
28 Oct 25
Cruise LineCunard Line
Cruise TypeOcean
ShipQueen Elizabeth
RegionCaribbean
Departure PortMiami, Florida
Destination PortMiami, 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

Departure Date
28 Oct 25
Cruise LineCunard Line
Cruise TypeOcean
ShipQueen Elizabeth
RegionCaribbean
Departure PortMiami, Florida
Destination PortMiami, 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

Departure Date
29 Oct 25
Cruise LineViking Ocean Cruises
Cruise TypeOcean
ShipViking Sea
RegionCaribbean
Departure PortSan Juan (Puerto Rico)
Destination PortSan 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

Departure Date
31 Oct 25
Cruise LineAzamara
Cruise TypeOcean
ShipAzamara Quest
RegionCaribbean
Departure PortMiami, Florida
Destination PortBridgetown
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