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 12)

7 Nights

Philipsburg to Philipsburg

Departure Date
19 Feb 26
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Shadow
Region Caribbean
Departure Port Philipsburg
Destination Port Philipsburg
Itinerary
Philipsburg, Saint John's, Saint Thomas, Little Bay, Castries, Port Elizabeth, Bequia, Îles des Saintes and Philipsburg

From £3,400pp

Plus substantial savings from Deluxe Cruises

14 Nights

Philipsburg, St. Maarten to Bridgetown

Departure Date
19 Feb 26
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Shadow
Region Caribbean
Departure Port Philipsburg
Destination Port Bridgetown
Itinerary
Philipsburg, Saint John's, Saint Thomas, Little Bay, Castries, Port Elizabeth, Bequia, Îles des Saintes, Philipsburg, Philipsburg, Saint John Island, Gustavia, Roseau, Saint George's, Trois-Ilets, Kingstown and Bridgetown

From £6,700pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Lovely Leewards

Departure Date
20 Feb 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Seeker
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Basseterre, Saint Kitts, Philipsburg, Gustavia, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Philipsburg, Terre-de-Haut, Mayreau Island, Port Elizabeth, Bequia, Soufrière and San Juan (Puerto Rico)

From £4,714pp

Plus substantial savings from Deluxe Cruises

7 Nights

San Juan & the Virgin Islands

Departure Date
20 Feb 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Seeker
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Basseterre, Saint Kitts, Philipsburg, Gustavia, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)

From £4,796pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Lovely Leewards

Departure Date
20 Feb 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Seeker
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Basseterre, Saint Kitts, Philipsburg, Gustavia, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Philipsburg, Terre-de-Haut, Mayreau Island, Port Elizabeth, Bequia, Soufrière and San Juan (Puerto Rico)

From Please Call

Plus substantial savings from Deluxe Cruises

7 Nights

San Juan & the Virgin Islands

Departure Date
20 Feb 26
Cruise Line Windstar Cruises
Cruise Type Ocean
Ship Star Seeker
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Basseterre, Saint Kitts, Philipsburg, Gustavia, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)

From £2,813pp

Plus substantial savings from Deluxe Cruises

6 Nights

A Journey of Vibrant Landscapes & Island Calm

Departure Date
20 Feb 26
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA I
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Bridgetown
Itinerary
San Juan (Puerto Rico), Oranjestad, Willemstad, Kralendijk and Bridgetown

From £2,735pp

Plus substantial savings from Deluxe Cruises

17 Nights

An Extended Journey into Tropical Utopia, Coral Wonders & Blissful Beaches

Departure Date
20 Feb 26
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA I
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Miami, Florida
Itinerary
San Juan (Puerto Rico), Oranjestad, Willemstad, Kralendijk, Bridgetown, Terre-de-Haut, Philipsburg, Great Harbour, Jost Van Dyke, San Juan (Puerto Rico), Saint John's, Road Bay, Spanish Town, Virgin Gorda, Charlotte Amalie and Miami, Florida

From £5,600pp

Plus substantial savings from Deluxe Cruises

10 Nights

A Journey into Historic Charm & Tropical Bliss

Departure Date
20 Feb 26
Cruise Line Explora Journeys
Cruise Type Ocean
Ship EXPLORA I
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Oranjestad, Willemstad, Kralendijk, Bridgetown, Terre-de-Haut, Philipsburg, Great Harbour, Jost Van Dyke and San Juan (Puerto Rico)

From £4,270pp

Plus substantial savings from Deluxe Cruises

14 Nights

Discover the yachting islands of the Caribbean

Departure Date
21 Feb 26
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Azzurra
Region Caribbean
Departure Port Saint John's
Destination Port Saint John's
Itinerary

From Please Call

Plus substantial savings from Deluxe Cruises

7 Nights

Caribbean yachting discovery

Departure Date
21 Feb 26
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Azzurra
Region Caribbean
Departure Port Antigua
Destination Port San Juan (Puerto Rico)
Itinerary
Antigua, Barbuda, Îles des Saintes, Deshaies, Gustavia, Virgin Gorda, Norman Island and San Juan (Puerto Rico)

From Please Call

Plus substantial savings from Deluxe Cruises

21 Nights

Discover the hidden treasures of the Caribbean

Departure Date
21 Feb 26
Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Sakara
Region Caribbean
Departure Port Marigot
Destination Port Bridgetown
Itinerary
Marigot, Anguilla, Virgin Gorda, Norman Island, Great Harbour, Jost Van Dyke, Anegada, Saba, Gustavia, Marigot, Prickly Pear Island, Charlestown, Gustavia, Falmouth, Îles des Saintes, Soufrière, Bridgetown, Speightstown, Kingstown, Port Elizabeth, Bequia, Mayreau Island, Union Island, Tobago Cays and Bridgetown

From Please Call

Plus substantial savings from Deluxe Cruises