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 4)

7 Nights

Windward Island Delights

Departure Date
11 Jan 25
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Spirit
Region Caribbean
Departure Port Bridgetown
Destination Port Bridgetown
Itinerary
Bridgetown, Basseterre, Saint Kitts, Terre-de-Haut, Roseau, Trois-Ilets, Pigeon Island and Bridgetown

From £3,019pp

Plus substantial savings from Deluxe Cruises

7 Nights

Windward Ways & Tobago Cays

Departure Date
11 Jan 25
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Pride
Region Caribbean
Departure Port Bridgetown
Destination Port Oranjestad
Itinerary
Bridgetown, Man O War Bay, Tobago, Mayreau Island, Soufrière, Willemstad, Kralendijk and Oranjestad

From £4,405pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Windward Islands & Spanish New World

Departure Date
11 Jan 25
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Pride
Region Caribbean
Departure Port Bridgetown
Destination Port Fuerte Amador
Itinerary
Bridgetown, Man O War Bay, Tobago, Mayreau Island, Soufrière, Willemstad, Kralendijk, Oranjestad, Cartagena, Cartagena, San Blas Islands, Bocas del Toro and Fuerte Amador

From £8,199pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Windward Islands & Spanish New World

Departure Date
11 Jan 25
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Pride
Region Caribbean
Departure Port Bridgetown
Destination Port Fuerte Amador
Itinerary
Bridgetown, Man O War Bay, Tobago, Mayreau Island, Soufrière, Willemstad, Kralendijk, Oranjestad, Cartagena, Cartagena, San Blas Islands, Bocas del Toro and Fuerte Amador

From £7,142pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Caribbean Explorations

Departure Date
11 Jan 25
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Surf
Region Caribbean
Departure Port Philipsburg
Destination Port Philipsburg
Itinerary
Philipsburg, Falmouth, Gustavia, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Road Bay, Philipsburg, Roseau, Pigeon Island, Terre-de-Haut, Gustavia, Basseterre, Saint Kitts and Philipsburg

From £4,648pp

Plus substantial savings from Deluxe Cruises

7 Nights

Beach Fun & Sun: A Remote Caribbean Getaway

Departure Date
11 Jan 25
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Surf
Region Caribbean
Departure Port Philipsburg
Destination Port Philipsburg
Itinerary
Philipsburg, Falmouth, Gustavia, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Road Bay and Philipsburg

From £2,135pp

Plus substantial savings from Deluxe Cruises

7 Nights

San Juan (Puerto Rico) Roundtrip

Departure Date
11 Jan 25
Cruise Line The Ritz-Carlton Yacht Collection
Cruise Type Ocean
Ship Ilma
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Saint George's, Soufrière, Saint John's, Basseterre, Saint Kitts, Virgin Gorda and San Juan (Puerto Rico)

From £5,800pp

Plus substantial savings from Deluxe Cruises

7 Nights

7-Day Yachtsman's Caribbean

Departure Date
11 Jan 25
Cruise Line Seabourn
Cruise Type Ocean
Ship Seabourn Ovation
Region Caribbean
Departure Port Sint Maarten
Destination Port Bridgetown
Itinerary
Sint Maarten, Frenchman's Cay, South Friars Bay, Fort-de-France, Port Elizabeth, Bequia, Saint George's and Bridgetown

From £3,530pp

Plus substantial savings from Deluxe Cruises

14 Nights

14-Day Caribbean Gems In Depth

Departure Date
11 Jan 25
Cruise Line Seabourn
Cruise Type Ocean
Ship Seabourn Ovation
Region Caribbean
Departure Port Sint Maarten
Destination Port Sint Maarten
Itinerary
Sint Maarten, Frenchman's Cay, South Friars Bay, Fort-de-France, Port Elizabeth, Bequia, Saint George's, Bridgetown, Castries, Pointe-à-Pitre, Antigua, Great Harbour, Jost Van Dyke, South Friars Bay and Sint Maarten

From £8,226pp

Plus substantial savings from Deluxe Cruises

7 Nights

Joy Of The Islands

Departure Date
13 Jan 25
Cruise Line Regent Seven Seas Cruises
Cruise Type Ocean
Ship Seven Seas Navigator
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Charlotte Amalie, Philipsburg, Roseau, Castries, Saint John's, Gustavia and San Juan (Puerto Rico)

From £5,519pp

Plus substantial savings from Deluxe Cruises

21 Nights

An Extended Journey to Southern Serenity and Caribbean Dreaming

Departure Date
14 Jan 25
Cruise Line Explora Journeys
Cruise Type Ocean
Ship Explora II
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, New Orleans, Louisiana, New Orleans, Louisiana, Cozumel, Progreso, Progreso, Ocean Cay, MSC Marine Reserve, Miami, Florida, Gustavia, Pointe-à-Pitre, Port Elizabeth, Bequia, Castries, Saint John's, Spanish Town, Virgin Gorda and Miami, Florida

From £9,030pp

Plus substantial savings from Deluxe Cruises

31 Nights

A Grand Journey from the Mississippi Delta to Mayan Kingdoms

Departure Date
14 Jan 25
Cruise Line Explora Journeys
Cruise Type Ocean
Ship Explora II
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, New Orleans, Louisiana, New Orleans, Louisiana, Cozumel, Progreso, Progreso, Ocean Cay, MSC Marine Reserve, Miami, Florida, Gustavia, Pointe-à-Pitre, Port Elizabeth, Bequia, Castries, Saint John's, Spanish Town, Virgin Gorda, Miami, Florida, Key West, Florida, Cayman Brac, Cozumel, Cozumel, Costa Maya, Progreso and Miami, Florida

From £11,490pp

Plus substantial savings from Deluxe Cruises