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Few places in the world evoke paradise quite like the Caribbean. Home to more than 700 idyllic islands, reefs, and cays, it can be hard to pick which tropical island you’d like to visit. Do you want to dance to reggae in Jamaica, watch sunsets in Honduras, snorkel in the Cayman Islands, explore Mayan temples in Belize and Mexico, or experience a slice of authentic Guatemalan life?
What if you could do all of these on one holiday?
To shed more light on the benefits of cruising – particularly in the Caribbean – we’ve partnered with Regent Seven Seas Cruises, one of the world’s most luxurious cruise lines. Known for offering Unrivalled Space at Sea™, a Regent cruise is a once-in-a-lifetime experience. Not only will you see far more than you would if you travelled independently, but you’ll be able to relax more too.
On a Regent cruise, absolutely everything is included. Your suite is spacious and luxurious, the cuisine is diverse and delicious, and there’s a whole array of onboard activities to try. The offshore excursions are interesting and immersive, and, because Regent understands that we’re all different, you always have plenty of time to explore as you wish, too.
So, if you’d like to know more about cruising in the Caribbean – and what countries you can expect to visit and explore – we’ve got you covered. Here are five luxurious Caribbean cruises of a lifetime to whet your appetite. You can also enjoy up to 30% off* select Caribbean voyages with Regent Seven Seas Cruises if you book by 30 April 2024. So don’t delay and secure your suite aboard The World’s Most Luxurious Fleet™. Terms and conditions apply.
1. Heavenly Sunsets, Miami to Miami
If you’re dreaming of escaping the winter blues next year, this 10-night Heavenly Sunsets cruise departing early February 2025 is just the ticket. Beginning and ending in Miami, you can bask in the sun before cruising down the Florida Straits to the Mexican island of Cozumel. As one of the best places to dive in the world, you’ll definitely want to hit the water here! Dropping anchor in Belize City, you can enjoy an array of shore excursions, from touring Mayan temples to intrepid jungle walks.
Santo Tomás de Castilla is up next, and this vibrant port is a great place to get a taste of authentic Guatemalan culture. On the Hondoran island of Roatan, the tropical sunsets and pristine beaches will leave you breathless. Then, it’s on to Jamaica, where you can explore capital Kingston, visit the Bob Marley museum, and sip rum while dancing to reggae beats. The last stop is George Town in the Cayman Islands, where snorkelling among wrecks is an unmissable experience.
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Regent Seven Seas Cruises Caribbean & Panama Canal Luxury Cruise - Miami to Miami on Feb 03, 2025*
USA, Mexico, Cayman Islands & 4 more | 10 nights
2. Rhythms Under the Sun, Miami to Miami
If you’d like to get away in winter but only have a week, this Rhythms Under the Sun cruise may be for you. Starting and ending in Miami, you’ll have plenty of opportunities to learn about the local environment and culture as you cruise. The attractions around Honduras’ Roatan are remarkable, particularly the caves and caverns. On Belize’s Harvest Caye, you can explore this mangrove-covered island, kick back on the untouched beach, or enjoy exhilarating water sports on the lagoon.
If you’re interested in history, you’ll love stopping off at Costa Maya, from where you can visit lesser known Mayan ruins in the Yucatan, including Chacchoben and Kohunlich. Mexico’s largest inhabited island, Cozumel, is a dream for divers, and exploring the otherworldly beauty of Palancar coral reef is a once-in-a-lifetime experience. The final stop is Key West, where you can soak up the relaxed vibe and buzzing street life before your cruise concludes.
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Regent Seven Seas Cruises Caribbean & Panama Canal Luxury Cruise - Miami to Miami on Dec 11, 2024*
USA, Mexico, Honduras & 1 more | 7 nights
3. Turquoise Shores, Hidden Isles, San Juan to San Juan
If you’d rather visit Puerto Rico than Florida, why not think about this 10-night Turquoise Shores, Hidden Isles cruise, which begins and ends in the capital San Juan? The first stop is St. George’s, the capital of Grenada, where you can admire the colonial architecture, climb waterfalls, or just relax on the beach. After, you’ll drop anchor in Kingstown, the capital of St. Vincent and the Grenadines, where you can enjoy nature excursions, or visit the bustling markets.
On St. Barts, you can kick back on secluded palm-fringed coves, while on Antigua’s St. John, there’s plenty to keep history buffs interested. Pointe-à-Pitre is Guadeloupe’s largest city, and here you can hike volcanoes, visit rum distilleries, or swim in jungle waterfalls. Martinique’s capital Fort-de-France boasts fabulous French architecture, while the astounding natural scenery of your final destination – St. Kitts and Nevis capital Basseterre – offers countless opportunities for adventure.
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Regent Seven Seas Cruises Caribbean & Panama Canal Luxury Cruise - San Juan to San Juan on Jan 03, 2025*
Dominica, Grenada, Antigua and Barbuda & 6 more | 10 nights
Unrivalled Space at Sea with Regent Seven Seas Cruises®
At Regent Seven Seas Cruises, An Unrivalled Experience® goes beyond the intuitive, personalised service of a world-class team and having every luxurious amenity at your beck and call.
It goes beyond culinary experiences delivering epicurean perfection at sea and on land. It goes beyond immersive shore excursions — thousands of which are included — across 550-plus ports of call around the world, including Alaska, the Caribbean and the South Pacific.
It goes beyond each of these by including all of them and more, creating opportunities to live life to the fullest every day.
4. Glamorous Gustavia, Miami to Miami
On this 10-night Glamorous Gustavia cruise, you’ll cruise the Atlantic Ocean from Miami until you reach the Dominican Republic. At Puerto Plata, you can relax on the beach, or perhaps go shopping for jewellery. Puerto Rico is next, and in the capital San Juan you can learn all about this intriguing island’s history. You’ll drop anchor in Gustavia, St. Barts, where Riviera chic meets Caribbean cool, and there are all kinds of fabulous shore excursions to take advantage of.
Roseau, in Dominica, is next on the itinerary, and after you’ve explored the charming colonial town, you can make the most of the natural landscape – from sultry rainforests to bubbling hot springs. On Antigua’s St. John, you can visit historical sites like imposing forts and grand cathedrals, or enjoy the excellent restaurants and music bars. The cruise ends in scenic Tortola in the British Virgin Islands, where you can swim with dolphins, feast on local food, or go sea kayaking.
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Regent Seven Seas Cruises Caribbean & Panama Canal Luxury Cruise - Miami to Miami on Dec 13, 2024*
USA, Dominica, Antigua and Barbuda & 4 more | 10 nights
5. Eternal Sunshine, San Juan to San Juan
Also leaving from San Juan, Puerto Rico, is this week-long Eternal Sunshine cruise. The first stop off is Charlotte Amalie on St. Thomas, a tax-free Mecca that’s the perfect place to pick up some souvenirs – perhaps before refuelling with a delicious meal in Frenchtown. Then, you’ll visit the town of Frederiksted on St. Croix, U.S. Virgin Islands, before spending the day in Roseau, in Dominica. Here you can explore the rainforest, soak in hot pools, or simply enjoy strolling around town.
The staggering beauty of St. Lucia is known around the world, and for your next stop you’ll have ample time to explore; visit the famous Pitons, hike up to Fort Charlotte, or go snorkelling. On Antigua’s St. John you can learn about the island’s fascinating history, and sample the delicious local cuisine in authentic restaurants. Finally, you can unwind in Gustavia, St. Barts, one of the Caribbean’s true gems, where you can relax on soft white sand, take a catamaran tour, or simply float on astonishingly blue seas.
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Regent Seven Seas Cruises Caribbean & Panama Canal Luxury Cruise - San Juan to San Juan on Jan 13, 2025*
Dominica, Antigua and Barbuda, Puerto Rico & 4 more | 7 nights
Final thoughts…
If you’ve always dreamed of a cruise, the Caribbean is the perfect destination for it. Not only will you be able to see far more islands and countries than you otherwise would, but the views as you cruise – of sugar-white beaches, jungle-swathed mountains, and colourful colonial towns – will take your breath away.
With Regent Seven Seas Cruises, every luxury amenity is included in the fare – from comfortable suites and delicious meals to faultless service. On board, the only thing you might have to think about is which restaurant you want to eat at, or whether you’ll spend the afternoon in the spa or sunbathing. If you’re worried about queues or crowds, you can put those thoughts from your mind, as one of the many benefits of cruising with Regent Seven Seas Cruises is the promise of Unrivalled Space at Sea™.
Offshore, you can take advantage of an incredibly wide range of included & unlimited shore excursions – whether you’re after a lazy beach holiday or an action-packed adventure, there’s something for everyone. Sample traditional food, go jungle trekking, swim beneath waterfalls, or dive deep into the culture of each destination by connecting with local communities.
Whichever destination you’d like to explore, with a Regent cruise, the world really is your oyster. To browse a range of Regent Seven Seas Cruises luxury voyages, head over to their website.
Or if you’d like to read more about Regent Seven Seas Cruises, you can order a free brochure.
Have you been on a cruise before? Would you like to explore the Caribbean from the water – and if so, which of these cruises is most tempting? We’d love to hear about your travel experiences, so please leave us a comment below!
Selene Nelson is an author, freelance journalist, and lifestyle writer for Rest Less. After graduating from the University of Sussex with a degree in English Literature, Selene began contributing to many major newspapers and websites, and has written for the BBC, The Sunday Times, The Independent, Town & Country, and HuffPost. Her specialist subjects include food, travel, and health, though she enjoys writing about a wide range of topics (e.g. her two books are about veganism and psychopathy, respectively!). She enjoys cooking (particularly pasta and Asian noodle soups), reading, travelling, hiking, attempting to keep fit, and watching animal videos on YouTube.
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