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.

Caribbean Cruising
Caribbean Cruising

Caribbean Itineraries (Page 79)

17 Nights

Tropical Sparkle & Holiday Cheer

Cruise Line Regent Seven Seas Cruises
Cruise Type Ocean
Ship Seven Seas Splendor
Region Caribbean
Departure Port Galveston, Texas
Destination Port Galveston, Texas
Itinerary
Galveston, Texas, Montego Bay, Port Royal, Punta Cana, San Juan (Puerto Rico), Tortola, Saint John's, Gustavia, Santa Marta, Georgetown, Grand Cayman and Galveston, Texas

From £7,389pp

Plus substantial savings from Deluxe Cruises

Departure Date
11 Dec 26
7 Nights

Charlotte Amalie to San Juan (Puerto Rico)

Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream II
Region Caribbean
Departure Port Charlotte Amalie
Destination Port San Juan (Puerto Rico)
Itinerary
Charlotte Amalie, Philipsburg, Gustavia, Gustavia, Falmouth, Charlestown, Spanish Town, Virgin Gorda, Norman Island, White Bay, Jost Van Dyke and San Juan (Puerto Rico)

From £3,686pp

Plus substantial savings from Deluxe Cruises

Departure Date
12 Dec 26
7 Nights

San Juan (Puerto Rico) to Charlotte Amalie

Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream I
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port Charlotte Amalie
Itinerary
San Juan (Puerto Rico), Fajardo Bay, Cruz Bay, Saint John, Gustavia, Philipsburg, Gustavia, White Bay, Jost Van Dyke, Leverick Bay, Virgin Gorda, Spanish Town, Virgin Gorda and Charlotte Amalie

From £3,686pp

Plus substantial savings from Deluxe Cruises

Departure Date
12 Dec 26
7 Nights

Vibes of the Virgin Islands

Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Sakara
Region Caribbean
Departure Port Saint Thomas
Destination Port Saint Thomas
Itinerary
Saint Thomas, Saint John Island, Virgin Gorda, Norman Island, Norman Island, Sandy Ground, Philipsburg, Philipsburg, Gustavia, Gustavia and Saint Thomas

From £3,724pp

Plus substantial savings from Deluxe Cruises

Departure Date
13 Dec 26
7 Nights

Cruising the Leeward Islands

Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Azzurra
Region Caribbean
Departure Port Marigot
Destination Port Marigot
Itinerary
Marigot, Marigot, Anguilla, Virgin Gorda, Norman Island, Norman Island, Great Harbour, Jost Van Dyke, Anegada, Saba, Gustavia, Gustavia and Marigot

From £3,774pp

Plus substantial savings from Deluxe Cruises

Departure Date
13 Dec 26
21 Nights

Transatlantic Crossing and Caribbean Celebration

Cruise Line Cunard Line
Cruise Type Ocean
Ship Queen Mary 2
Region Caribbean
Departure Port Southampton
Destination Port New York, New York
Itinerary
Southampton, New York, New York, Amber Cove, Tortola, Dominica, Bridgetown, Castries, Saint Kitts and New York, New York

From £2,599pp

Plus substantial savings from Deluxe Cruises

Departure Date
13 Dec 26
29 Nights

Transatlantic Crossing and Caribbean Celebration

Cruise Line Cunard Line
Cruise Type Ocean
Ship Queen Mary 2
Region Caribbean
Departure Port Southampton
Destination Port Southampton
Itinerary
Southampton, New York, New York, Amber Cove, Tortola, Dominica, Bridgetown, Castries, Saint Kitts, New York, New York and Southampton

From £3,649pp

Plus substantial savings from Deluxe Cruises

Departure Date
13 Dec 26
8 Nights

Charlotte Amalie Roundtrip

Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream I
Region Caribbean
Departure Port Charlotte Amalie
Destination Port Charlotte Amalie
Itinerary
Charlotte Amalie, Cruz Bay, Saint John, Norman Island, Leverick Bay, Virgin Gorda, Prickly Pear Island, Spanish Town, Virgin Gorda, Beef Island, Tortola, Marigot, Sandy Ground, Gustavia, Gustavia and Charlotte Amalie

From £4,190pp

Plus substantial savings from Deluxe Cruises

Departure Date
19 Dec 26
8 Nights

San Juan (Puerto Rico) Roundtrip

Cruise Line SeaDream Yacht Club
Cruise Type Ocean
Ship SeaDream II
Region Caribbean
Departure Port San Juan (Puerto Rico)
Destination Port San Juan (Puerto Rico)
Itinerary
San Juan (Puerto Rico), Gustavia, Gustavia, Sandy Ground, Beef Island, Tortola, Spanish Town, Virgin Gorda, Leverick Bay, Virgin Gorda, Cane Garden Bay, Tortola, Norman Island, White Bay, Jost Van Dyke and San Juan (Puerto Rico)

From £4,190pp

Plus substantial savings from Deluxe Cruises

Departure Date
19 Dec 26
10 Nights

Lesser Antilles Journey

Cruise Line Regent Seven Seas Cruises
Cruise Type Ocean
Ship Seven Seas Grandeur
Region Caribbean
Departure Port Miami, Florida
Destination Port Miami, Florida
Itinerary
Miami, Florida, Charlotte Amalie, Saint John's, Roseau, Basseterre, Saint Kitts, Tortola and Miami, Florida

From £4,369pp

Plus substantial savings from Deluxe Cruises

Departure Date
19 Dec 26
7 Nights

Eastern Caribbean with St. Barths

Cruise Line Emerald Cruises
Cruise Type Ocean
Ship Emerald Azzurra
Region Caribbean
Departure Port Marigot
Destination Port Bridgetown
Itinerary
Marigot, Marigot, Prickly Pear Island, Gustavia, Charlestown, Falmouth, Îles des Saintes, Soufrière and Bridgetown

From £3,912pp

Plus substantial savings from Deluxe Cruises

Departure Date
20 Dec 26
14 Nights

Caribbean Celebration

Cruise Line Cunard Line
Cruise Type Ocean
Ship Queen Mary 2
Region Caribbean
Departure Port New York, New York
Destination Port New York, New York
Itinerary
New York, New York, Amber Cove, Tortola, Dominica, Bridgetown, Castries, Saint Kitts and New York, New York

From £1,999pp

Plus substantial savings from Deluxe Cruises

Departure Date
20 Dec 26