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.
Featured Cruises
Bridgetown to Cartagena
- 06 Dec 2025 - 14 Dec 2025
- 7 Nights Crystal Serenity
- 1 Nights in Barbados
- Fly Cruise
8 nights including flights from £3,949 per person for outside cabin
A Journey of Caribbean Sands & Rainforests
- 20 Nov 2025 - 28 Nov 2025
- 6 Nights Explora II
- 2 Nights in Barbados
- Fly Cruise
8 nights including flights from £3,602 per person for suite cabin
Bermudian Breeze
- 29 Jul 2025 - 05 Aug 2025
- 7 Nights Insignia
- 01 Nights in New York
- Fly Cruise
7 nights including flights from £2,680 per person for inside cabin
Charlotte Amalie to Marigot
- 30 Jan 2027 - 06 Feb 2027
- 7 Nights SeaDream II
- Fly Cruise
7 nights including flights from £3,899 per person for outside cabin
7-Night Southern Caribbean Voyage
- 21 Nov 2025 - 29 Nov 2025
- 7 Nights Azamara Quest
- 1 Nights in Puerto Rico
- Fly Cruise
8 nights including flights from £2,699 per person for inside cabin
Marigot to Bridgetown
- 15 Nov 2025 - 22 Nov 2025
- 7 Nights SeaDream II
- Fly Cruise
7 nights including flights from £4,189 per person for outside cabin
A Journey of Yucatan Treasures and Mayan Relics
- 27 Nov 2025 - 05 Dec 2025
- 7 Nights Explora II
- Fly Cruise
8 nights including flights from £4,100 per person for suite cabin
5-Night Bahamian Cruise from Port Canaveral
- 05 Sep 2025 - 10 Sep 2025
- 5 Nights Disney Magic
- Fly Cruise
5 nights including flights from £1,762 per person for inside cabin
Barefoot Break in the British Virgin Islands
- 30 Nov 2025 - 07 Dec 2025
- 5 Nights Wind Surf
- Fly Cruise
7 nights including flights from £2,946 per person for outside cabin
Bridgetown Roundtrip
- 20 Nov 2025 - 30 Nov 2025
- 7 Nights SeaDream II
- 3 Nights in Barbados
- Fly Cruise
10 nights including Virgin Atlantic flights from £4,359 per person for outside cabin
7-Day Eastern Caribbean: San Juan & St. Thomas
- 25 Oct 2025 - 01 Nov 2025
- 7 Nights Eurodam
- 1 Nights in Miami
- Fly Cruise
7 nights including flights from £1,817 per person for inside cabin
Let us help you
We’ve put together an incredible programme of luxury suppliers that can offer all types of experiences, from Tahiti to the Ganges. If you wanted to learn more – or ask about something that you can’t see on our website – just give our team of experts a call on 020 7749 5484 and they’ll create your perfect dream holiday.
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Ports of Call & Places to Explore

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.

Barbados
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.

Antigua
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.

Jamaica
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.
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 ABTOT 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.