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 15)

14 Nights

San Juan to Fort Lauderdale

Departure Date
24 Feb 26
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Ray
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Fort Lauderdale, Florida
Itinerary
San Juan (Puerto Rico), Saint John Island, Gustavia, Saint John's, Port Elizabeth, Bequia, Soufrière, Bridgetown, Fort-de-France, Deshaies, Basseterre, Saint Kitts, Road Town, Tortola and Fort Lauderdale, Florida

From Please Call

Plus substantial savings from Deluxe Cruises

4 Nights

San Juan (Puerto Rico) Roundtrip

Departure Date
25 Feb 26
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), Gustavia, Marigot, Saint John Island and San Juan (Puerto Rico)

From £3,400pp

Plus substantial savings from Deluxe Cruises

11 Nights

Azure Antilles

Departure Date
26 Feb 26
Cruise Line Oceania Cruises
Cruise Type Ocean
Ship Oceania Allura
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, San Juan (Puerto Rico), San Juan (Puerto Rico), Basseterre, Saint Kitts, Gustavia, Philipsburg, Tortola and Miami, Florida

From £4,409pp

Plus substantial savings from Deluxe Cruises

12 Nights

Tropical Island Rhythms

Departure Date
26 Feb 26
Cruise Line Oceania Cruises
Cruise Type Ocean
Ship Oceania Nautica
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Oranjestad, Willemstad, Saint George's, Castries, Basseterre, Saint Kitts, San Juan (Puerto Rico), Grand Turk Island and Miami, Florida

From £2,739pp

Plus substantial savings from Deluxe Cruises

4 Nights

A Journey through Azure Waters & Island Marvels

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

From £1,835pp

Plus substantial savings from Deluxe Cruises

4 Nights

San Juan (Puerto Rico) Roundtrip

Departure Date
26 Feb 26
Cruise Line The Ritz-Carlton Yacht Collection
Cruise Type Ocean
Ship Evrima
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Virgin Gorda, Marigot, Saint John Island and San Juan (Puerto Rico)

From £3,800pp

Plus substantial savings from Deluxe Cruises

7 Nights

Philipsburg to Bridgetown

Departure Date
26 Feb 26
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Shadow
Region Caribbean
Departure Port Philipsburg
Destination Port Bridgetown
Itinerary
Philipsburg, Saint John Island, Gustavia, Roseau, Saint George's, Trois-Ilets, Kingstown and Bridgetown

From £2,800pp

Plus substantial savings from Deluxe Cruises

10 Nights

West Indies Explorer

Departure Date
27 Feb 26
Cruise Line Viking Ocean Cruises
Cruise Type Ocean
Ship Viking Sea
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), San Juan (Puerto Rico), Charlotte Amalie, Basseterre, Saint Kitts, Castries, Bridgetown, Roseau, Saint John's, Philipsburg, Frederiksted, Saint Croix and San Juan (Puerto Rico)

From £8,990pp

Plus substantial savings from Deluxe Cruises

11 Nights

Fort Lauderdale to Fort Lauderdale

Departure Date
27 Feb 26
Cruise Line Silversea
Cruise Type Ocean
Ship Silver Ray
Region Caribbean
Departure Port Fort Lauderdale, Florida
Destination Port Fort Lauderdale, Florida
Itinerary
Fort Lauderdale, Florida, Grand Turk Island, Saint Thomas, Basseterre, Saint Kitts, Saint John's, Philipsburg, San Juan (Puerto Rico) and Fort Lauderdale, Florida

From £6,900pp

Plus substantial savings from Deluxe Cruises

7 Nights

Windward Islands Surf & Sunsets

Departure Date
27 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), Philipsburg, Terre-de-Haut, Mayreau Island, Port Elizabeth, Bequia, Mayreau Island and San Juan (Puerto Rico)

From £2,792pp

Plus substantial savings from Deluxe Cruises

14 Nights

Star Collector: Lovely Leewards

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

From £11,950pp

Plus substantial savings from Deluxe Cruises

7 Nights

Windward Islands Surf & Sunsets

Departure Date
27 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), Philipsburg, Terre-de-Haut, Mayreau Island, Port Elizabeth, Bequia, Soufrière and San Juan (Puerto Rico)

From Please Call

Plus substantial savings from Deluxe Cruises