The Caribbean: Luxury Holidays in the Caribbean 2025

It’s hard to sum up The Caribbean’s rich and diverse collection of 700 islands as a whole. Scene stealers Jamaica, Barbados and St Lucia rightly get a lot of the attention, but there’s also a whole host of less attention-grabbing islands that are worth a visit such as Guadeloupe and Grenada. Wherever you end up visiting, it’s hard to deny the restorative power of turquoise waters, white sands, luxury retreats and an island way of being that just seeps into your soul.  

Travellers may come for the Caribbean’s beaches and the weather, but they end up wanting to stay thanks to the people, the culture and the way of life. There really is no end to the activities, sights and experiences on offer in the Caribbean, but taking part in a carnival, going rum tasting, listening to live music, snorkelling the mirrored waters and taking in the huge array of historical ruins and monuments are just some of the many reasons you might be booking a return trip to this magical place before you’re even left.

Luxury Caribbean Holiday: Amanyara

When to go to The Caribbean:

Overall, the Caribbean has two main seasons. The wet season, which normally leads to higher humidity and more rainfall, takes place between May and November. So for that picture-perfect Caribbean weather, your best bet is to travel between December and April. At this time of year, there’s less rainfall and humidity and you’ve even got a good chance of a successful whale-watching trip. Visiting between June and November is a lot more budget-friendly thanks to it also being hurricane season, but in true Caribbean style, bad weather is shrugged off for Carnival celebrations from June to August — a chance to dance, eat, relax and enjoy a truly musical, enriching experience you won’t forget in a hurry. 

Luxury Holidays in the Caribbean: Amanera

What to do in The Caribbean:

Boasting a treasure trove of activities perfect for travellers with luxury in mind, the Caribbean is an ideal destination for those who love the great outdoors.  Embrace the rise of eco-friendly water sports by sailing across the crystal-clear waters or kayaking secluded bays. Or lose yourself in the natural splendour of the Caribbean’s landscapes by hiking through Dominica’s lush rainforests or indulging in wellness practices amidst Barbados’s serene botanical gardens.

For a taste of local life steeped in luxury, why not join a private rum tasting session in Jamaica or unwind at a spa on any one of the islands, where treatments are infused with native, natural elements. The rich tapestry of experiences extends to each of the islands’ vibrant cultures, and could include anything and everything from spirited dances at local festivals to serene evenings at upscale eateries offering fresh, local seafood.

Choosing the Caribbean island you want to visit is never easy, and we’d always recommend seeing as many as your time and budget allow. What better way to truly immerse yourself in Caribbean culture than swimming with turtles and soaking up the music in Barbados, gazing up at the Piton mountains in St Lucia, diving in Dominica or soaking in the vibrant colour and history of Cuba?

Luxury Holidays in the Caribbean: Secret Bay

Why You’ll Love The Caribbean:

What’s not to love? If the Caribbean doesn’t blow you away with its natural beauty, friendly people and (mostly) sunny weather, then the range of upscale boutique hotels and retreats will certainly steal your heart. Accommodation options in the Caribbean cater to every preference, ranging from sumptuous all-inclusive resorts in the Dominican Republic to bespoke boutique hotels that dot the beautiful shores of honeymooner’s favourite St. Lucia. For those dreaming of privacy and pampering, consider a luxury villa in St. Barths, where personal butlers and private chefs can elevate your stay into the realms of the extraordinary. 

It’s almost too obvious to point out, but breathtaking scenery at every turn is one of the Caribbean’s biggest selling points. But it’s not just azure waters and soft sand you’ve got to look forward to, with staggering mountain ranges, hidden lagoons, verdant jungles and sprawling areas of undiscovered natural beauty, just strolling, hiking or getting lost in your surroundings can easily become one of the biggest highlights of a Caribbean trip.

Luxury Holidays in the Caribbean: What to do?

Wellness in The Caribbean:

Wellness Hotels in The Caribbean.

The luxury wellness hotels that exist in the Caribbean are a cut above the rest; sanctuaries of rest and relaxation served with a side of serious luxury, they offer everything from yoga retreats with idyllic ocean views to detox programs designed to revitalise the spirit. Each of our Health Travel recommended hotels has been carefully selected by our team of experts to ensure that your journey to whatever peace and enlightenment you’re looking for is as breathtaking as the scenery around you. Explore our curated list of hotels in the Caribbean and book your perfect retreat through the links provided.

Explore BodyHoliday, St Lucia

Explore Secret Bay, Dominica

Wellness Retreats in The Caribbean.

The Caribbean’s best wellness retreats offer a chance to take part in bespoke, dedicated programmes that promise a tantalising blend of health, wellness, fitness, rest, relaxation and rejuvenation. Some of the activities on offer include engaging in meditation sessions overlooking the sea, participating in wellness workshops, and relaxing into the array of holistic spa treatments that use only the finest local ingredients. For more information on our exclusive retreats, and to start planning the perfect wellness programme for you, visit our dedicated section here.

The Caribbean really does offer more than just a holiday with our selection of hotels and retreats; it promises a luxurious escape, where each detail has been crafted meticulously to ensure every moment of your stay is as close to bliss as possible. 

Luxury Holidays in the Caribbean: COMO Parrot Cay

Fancy escaping to the Caribbean? Contact our wellness specialists on WhatsApp or our online enquiry form to start planning your next wellness adventure.