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 42)

11 Nights

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

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

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

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

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

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

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

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

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

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

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

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