Caribbean Cruises

Feel the call of the Caribbean

Home to some of the most popular holiday destinations in the world, the Caribbean is overflowing with beauty and wonder, each of its islands a masterpiece in its own right. Cruising across the bright turquoise seas here is one of the best ways to see the diverse marvels that these islands have to offer, and our cruise itineraries will provide you with the chance to see several of the most beloved Caribbean hotspots in a single holiday.

Handcrafted Cruise Packages

Free Beverage Package on Cruise * selected dates
Windstar Cruises

Jewels of the Windward Islands

  • 03 Dec 2024 - 14 Dec 2024
  • 7 Nights Wind Spirit
  • 4 Nights in Barbados
  • Fly Cruise

11 nights including Virgin Atlantic flights from £3,234 per person

Celebrity Cruises

8 nights New Orleans & The Caribbean

  • 11 Dec 2024 - 20 Dec 2024
  • 8 Nights Celebrity Constellation
  • 1 Nights in Tampa
  • Fly Cruise

9 nights including Virgin Atlantic flights from £1,509 per person

Oceania Cruises

7 nights Tropical Retreats - Miami to Miami

  • 03 Dec 2024 - 11 Dec 2024
  • 7 Nights Sirena
  • 1 Nights in Miami
  • Fly Cruise

8 nights including Virgin Atlantic flights from £2,185 per person

Celebrity Cruises

9 nights Aruba, Curacao & Bonaire

  • 04 Dec 2024 - 14 Dec 2024
  • 9 Nights Celebrity Eclipse
  • 1 Nights in Miami
  • Fly Cruise

10 nights including Delta Air Lines flights from £1,584 per person

Disney Cruise Line

7 nights Eastern Caribbean Cruise from Port Canaveral

  • 23 Oct 2024 - 02 Nov 2024
  • 7 Nights Disney Fantasy
  • 3 Nights in International Drive
  • Fly Cruise

10 nights including flights from £2,917 per person

Scenic Luxury Cruises

Crossing the Equator: Barbados to Brazil

  • 03 Nov 2024 - 16 Nov 2024
  • 11 Nights Scenic Eclipse
  • 2 Nights in Barbados
  • Fly Cruise

13 nights including British Airways flights from £6,900 per person

The Ritz-Carlton Yacht Collection

Fort Lauderdale, Florida Roundtrip

  • 04 Dec 2024 - 11 Dec 2024
  • 5 Nights Ilma
  • 2 Nights in Miami
  • Fly Cruise

7 nights including Virgin Atlantic flights from £4,681 per person

$450 Ship Board Credit
Oceania Cruises

10 nights Steel Drum Serenade - Bridgetown to Miami

  • 28 Jan 2025 - 08 Feb 2025
  • 10 Nights Sirena
  • 1 Nights in Barbados
  • Fly Cruise

11 nights including Air Canada flights from £3,711 per person

Explora Journeys Cruises

7 nights A Journey of Calypso Rhythms & Coconut Breezes

  • 13 Feb 2025 - 21 Feb 2025
  • 7 Nights Explora II
  • 1 Nights in Miami
  • Fly Cruise

8 nights including Finnair flights from £3,769 per person

The Ritz-Carlton Yacht Collection

Bridgetown Roundtrip

  • 22 Jan 2025 - 02 Feb 2025
  • 8 Nights Ilma
  • 3 Nights in Barbados
  • Fly Cruise

11 nights including British Airways flights from £7,474 per person

SeaDream Yacht Club

Bridgetown to Marigot

  • 28 Nov 2024 - 07 Dec 2024
  • 7 Nights SeaDream I
  • 2 Nights in Barbados
  • Fly Cruise

9 nights including Virgin Atlantic flights from £4,533 per person

Exclusive $200 On Board Suite Credit
Crystal Cruises

Fort Lauderdale to Bridgetown

  • 08 Nov 2024 - 18 Nov 2024
  • 9 Nights Crystal Serenity
  • 1 Nights in Fort Lauderdale
  • Fly Cruise

10 nights including Virgin Atlantic flights from £4,540 per person

Helpful Tips to Know Before You Go

  • Plan excursions on land in advance. Some experiences and outings are extremely popular, and may not be available except via advance booking. If there are things you're especially excited to do, be sure to look them up ahead of time to see what needs booking.
  • Prepare for the climate. Depending on when you're cruising, the weather may be cooler or warmer, but if you're going in the hotter months, you'll want to come well-provisioned. Reef-safe suncream and cool clothing are must-haves. Nights can get chilly, so shawls or jackets are recommended.
  • Most places you go on your Caribbean cruise will accept US$. Be sure to bring cash for excursions and tipping.
  • Some of the best activities and excursions on your Caribbean cruise will involve the water. Make sure to pack appropriate swimwear for whatever you're excited to try.

Things to Do

  • Explore the underwater world. From snorkelling to scuba diving, the Caribbean is famous for its rich marine life and gorgeous undersea sights. All ports of call will have something incredible to discover, so check out a snorkelling tour or take advantage of local dive sites.
  • Take unforgettable day trips and excursions onto the water. From the islands you call at, smaller boats and vessels will be available with a wide range of local wonders to show you. Fishing trips, visits to local sanctuaries or sights, animal-spotting excursions... you name it, the Caribbean will provide it.
  • Discover inland attractions at every port. From the rich music and culture of Jamaica to the lively Barbadian atmosphere, each Caribbean island on your itinerary has something utterly unique to experience.
  • Visit iconic local sites. There are UNESCO World Heritage sites dotted everywhere across your itinerary, and when you make port near them, it would be a shame not to see them for yourself. Local museums, historic sites, monuments, gardens... no matter where your interests lie, you're sure to find something amazing. 
  • Sample local cuisine. Many Caribbean islands have iconic local culinary traditions, and those you'll be visiting are no exception. Taste world-famous Jamaican specialities like jerk chicken and ackee and saltfish, savour fresh seafood at every port, and discover all the rich flavours that the Caribbean has to offer.

Why Book With Kenwood Travel

The Caribbean is one of our favourite destinations, and we're very excited to help you explore it on a Caribbean cruise holiday. With over 45 years of experience in the art of escape, we're confident in our ability to provide you with itineraries that will show you the best of these magnificent islands, with ATOL and ABTA protection that ensures your holiday is as safe as can be. We'll be delighted to craft the perfect cruise to the Caribbean for you, so get in touch and prepare for the adventure of a lifetime.

Ports of Call & Places to Explore

Saint Lucia

Saint Lucia

This small Caribbean island is a popular port of call, providing some popular local sights all within easy visiting range of your ship. Embodying the spirit of adventure and inspiration, there's plenty to do here. Take a tour to the volcanic Pitons, a trip to Pigeon Island, explore the rainforest and see beautiful waterfalls, or check out the history and culture of the region.



With spectacular white-sand beaches, numerous attractions, and the famous Barbadian spirit, you'll treasure this stop on your itinerary. Its small size puts you in excellent stead to visit anything on the island that you desire, seeing landmarks like the Parliament Building, the beauty of Bridgetown's Garrison, and so much more.



A must-visit in any Caribbean itinerary, Antigua is an island replete with natural beauty and historical landmarks. Hit one of the famous beaches and enjoy the waves, or discover the many top attractions nearby; Nelson's Dockyard, Redcliff Quay, Devil's Bridge, and Betty's Hope Sugar Plantation are all incredible options to enrich your stop in Antigua.



Step straight off the ship into a world of sensory marvels, from the traditional steel pan music to the smells and tastes of the renowned regional delicacies. Spend some time partying with the locals, visit must-see local landmarks and sites, and enjoy your shore time in one of the most iconic islands in the world.

Destination map



Talk to our expert

Our dedicated team brings years of expertise to curating unforgettable cruise holidays, ensuring that every aspect of your voyage is nothing short of perfection.

Emma Sanger-Horwell
Emma Sanger-Horwell
Cruise Expert

At Kenwood Cruise, Emma and the Team take immense pride in delivering exceptional personalized service tailored to each of our valued customers. Our dedicated team of experts is committed to providing nothing short of excellence in customer care. No request is too challenging for us.

With a wealth of personal travel experiences and over 70 years of collective expertise spanning all 7 continents of the world, our experts possess the knowledge and insight to cater to your every need.

Enquire now...

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