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 11)

21 Nights

Star Collector: A Lesser Antilles Odyssey

Departure Date
04 Jan 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Surf
Region Caribbean
Departure Port Philipsburg
Destination Port Bridgetown
Itinerary
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Philipsburg, Basseterre, Saint Kitts, Gustavia, Terre-de-Haut, Roseau, Mayreau Island, Bridgetown, Trois-Ilets, Castries, Pigeon Island, Pigeon Island, Port Elizabeth, Bequia, Mayreau Island, Saint George's and Bridgetown

From £7,401pp

Plus substantial savings from Deluxe Cruises

28 Nights

Star Collector: The Best of the Windward & Leeward Isles

Departure Date
04 Jan 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Surf
Region Caribbean
Departure Port Philipsburg
Destination Port Oranjestad
Itinerary
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Philipsburg, Basseterre, Saint Kitts, Gustavia, Terre-de-Haut, Roseau, Mayreau Island, Bridgetown, Trois-Ilets, Castries, Pigeon Island, Pigeon Island, Port Elizabeth, Bequia, Mayreau Island, Saint George's, Bridgetown, Port Elizabeth, Bequia, Mayreau Island, Soufrière, Kralendijk, Willemstad and Oranjestad

From £9,994pp

Plus substantial savings from Deluxe Cruises

55 Nights

Star Collector: Grand Caribbean Adventure

Departure Date
04 Jan 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Surf
Region Caribbean
Departure Port Philipsburg
Destination Port Philipsburg
Itinerary
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Philipsburg, Basseterre, Saint Kitts, Gustavia, Terre-de-Haut, Roseau, Mayreau Island, Bridgetown, Trois-Ilets, Castries, Pigeon Island, Pigeon Island, Port Elizabeth, Bequia, Mayreau Island, Saint George's, Bridgetown, Port Elizabeth, Bequia, Mayreau Island, Soufrière, Kralendijk, Willemstad, Oranjestad, Cartagena, Cartagena, Bocas del Toro, Colón, Bocas del Toro, San Andrés Island, Roatán Island, Belize City, Costa Maya, Cozumel, Grand Cayman, Cayman Brac, Ocho Rios, Santo Domingo, La Romana, Great Harbour, Jost Van Dyke and Philipsburg

From £16,675pp

Plus substantial savings from Deluxe Cruises

7 Nights

Beach Fun & Sun: A Remote Caribbean Getaway

Departure Date
04 Jan 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Surf
Region Caribbean
Departure Port Philipsburg
Destination Port Philipsburg
Itinerary
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia and Philipsburg

From £2,730pp

Plus substantial savings from Deluxe Cruises

7 Nights

Beach Fun & Sun: A Remote Caribbean Getaway

Departure Date
04 Jan 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Surf
Region Caribbean
Departure Port Philipsburg
Destination Port Philipsburg
Itinerary

From £2,120pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Leeward & Windward Caribbean Havens

Departure Date
04 Jan 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Surf
Region Caribbean
Departure Port Philipsburg
Destination Port Bridgetown
Itinerary
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Philipsburg, Basseterre, Saint Kitts, Gustavia, Terre-de-Haut, Mayreau Island, Kingstown and Bridgetown

From £3,371pp

Plus substantial savings from Deluxe Cruises

21 Nights

Star Collector: A Lesser Antilles Odyssey

Departure Date
04 Jan 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Surf
Region Caribbean
Departure Port Philipsburg
Destination Port Bridgetown
Itinerary
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Philipsburg, Basseterre, Saint Kitts, Gustavia, Terre-de-Haut, Mayreau Island, Kingstown, Bridgetown, Trois-Ilets, Castries, Pigeon Island, Pigeon Island, Port Elizabeth, Bequia, Mayreau Island, Saint George's and Bridgetown

From £5,177pp

Plus substantial savings from Deluxe Cruises

28 Nights

Star Collector: The Best of the Windward & Leeward Isles

Departure Date
04 Jan 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Surf
Region Caribbean
Departure Port Philipsburg
Destination Port Oranjestad
Itinerary
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Philipsburg, Basseterre, Saint Kitts, Gustavia, Terre-de-Haut, Mayreau Island, Kingstown, Bridgetown, Trois-Ilets, Castries, Pigeon Island, Pigeon Island, Port Elizabeth, Bequia, Mayreau Island, Saint George's, Bridgetown, Man O War Bay, Tobago, Mayreau Island, Soufrière, Kralendijk, Willemstad and Oranjestad

From £6,905pp

Plus substantial savings from Deluxe Cruises

55 Nights

Star Collector: Grand Caribbean Adventure

Departure Date
04 Jan 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Wind Surf
Region Caribbean
Departure Port Philipsburg
Destination Port Philipsburg
Itinerary
Philipsburg, Falmouth, Road Bay, Sopers Hole, Tortola, Great Harbour, Jost Van Dyke, Great Harbour, Jost Van Dyke, Gustavia, Philipsburg, Basseterre, Saint Kitts, Gustavia, Terre-de-Haut, Mayreau Island, Kingstown, Bridgetown, Trois-Ilets, Castries, Pigeon Island, Pigeon Island, Port Elizabeth, Bequia, Mayreau Island, Saint George's, Bridgetown, Man O War Bay, Tobago, Mayreau Island, Soufrière, Kralendijk, Willemstad, Oranjestad, Santa Marta, Cartagena, Bocas del Toro, Colón, Colón, Bocas del Toro, San Andrés Island, Roatán Island, Belize City, Costa Maya, Cozumel, Grand Cayman, Cayman Brac, Ocho Rios, Santo Domingo, La Romana, Great Harbour, Jost Van Dyke and Philipsburg

From £14,751pp

Plus substantial savings from Deluxe Cruises

12 Nights

Azure Caribbean

Departure Date
05 Jan 26
Cruise Line Oceania Cruises
Cruise Type Ocean
Ship Oceania Nautica
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Willemstad, Oranjestad, Kralendijk, Castries, Pointe-à-Pitre, Great Harbour, Jost Van Dyke and Miami, Florida

From £2,669pp

Plus substantial savings from Deluxe Cruises

20 Nights

An Extended Journey from Panama's Gateway to Caribbean Paradise

Departure Date
05 Jan 26
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA II
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, San Andrés Island, Colón, Bocas del Toro, Puerto Limón, Georgetown, Grand Cayman, Miami, Florida, Charlotte Amalie, Pointe-à-Pitre, Castries, Little Bay, Cruz Bay, Saint John and Miami, Florida

From £14,025pp

Plus substantial savings from Deluxe Cruises

10 Nights

A Journey to the Land Bridge Connecting the Americas

Departure Date
05 Jan 26
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA II
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, San Andrés Island, Colón, Bocas del Toro, Puerto Limón, Georgetown, Grand Cayman and Miami, Florida

From £4,250pp

Plus substantial savings from Deluxe Cruises