Caribbean Holidays

Holidays to the Caribbean deliver eight islands of white sand, warm rum and the kind of all-inclusive resorts that make you forget what day it is by lunchtime because in heaven what does "tuesday" even mean?

Caribbean holidays 2026 highlights

• Postcard beaches on every island - Powder-white sand, water you can see your toes through, and over 3,000 miles of Caribbean coastline to choose from. Cheap Caribbean holidays start with the beach.

• All-inclusive done properly - Caribbean resorts genuinely nail all-inclusive: multiple restaurants, unlimited drinks, watersports and evening entertainment all covered. All-inclusive Caribbean holidays are hard to beat for value on a long-haul trip.

• Family holidays sorted - Waterparks, kids' clubs, dolphin encounters, jungle adventures. Caribbean family holidays give the little ones enough to talk about for years.

• Cheap package deals - Flight-and-hotel Caribbean package holidays with low deposits, flexible payments and ATOL package protection. The Caribbean is more affordable than you think, especially outside peak season.

• Winter sun guaranteed - While the rest of us are layering up in February, the Caribbean sits at 27-29 degrees. The dry season runs December to April, peak-demand for good reason.

• Proper foodie destination - Jerk chicken in Jamaica, fresh seafood everywhere, rum distilleries in Barbados, and rice and peas in every kitchen. A cuisine that stays with you long after the flight home.

Fun Facts About the Caribbean 🎉

• Weather - Expect 25-30 degrees year-round. The dry season runs December to April with the best beach weather. Hurricane season officially runs June to November, with peak risk August to October.

• Pirates used to rule these waters! But don’t worry, the only booty being hunted down now is sun-kissed relaxation.

• The Caribbean invented rum! So, yes, you’re literally sipping history with every mojito.

• Pink beaches are a thing! Check out Pink Sands Beach in the Bahamas – it’s like Mother Nature’s version of a Barbie Dream House.

Which are the Tip-Top Hotels in the Caribbean?

It goes without saying that Caribbean holidays are at the top of everyone's bucket lists, and with so many iconic destinations to choose from, we thought we'd give you a helping hand picking the perfect hotel. See all hotels in the Caribbean or our all-inclusive Caribbean holidays, or just browse our top picks below...

For Families 👨‍👩‍👧‍👦

• Dreams Dominicus La Romana (Dominican Republic) – A five-star jolly for the whole fam complete with lush sea views, gorgeous sandy beach and more facilities than you can shake your tail feather at. Kids' clubs, waterslides, the works.

• Moon Palace Jamaica (Jamaica) – This family-friendly spot has thought about all ages, from a teens lounge to a kids' club. There's even a FlowRider wave simulator, so what better way to vacay in Jamaica(y)?

• Bahia Principe Fantasia Punta Cana (Dominican Republic) – A perfect choice for families looking for a beachfront break with plenty to do. Aqua park, kids' club, spa and wellness facilities – everyone's sorted.

For Couples 💑

• Sandals Royal Barbados – Adults Only (Barbados) – The Sandals name speaks for itself. Rooftop pool, swim-up suites, tranquillity soaking tubs, and seven restaurants to work your way through. Pure romance.

• Jewel Paradise Cove Resort – Adults Only (Jamaica) – Escape the hustle and bustle at this lavish beachfront location where the only sounds are waves and clinking cocktail glasses.

• Couples Negril (Jamaica) – Nestled in 18 acres of tropical gardens on Bloody Bay, with catamaran cruises to pirate caves and late-night bonfires on the beach. Proper romantic stuff.

Luxury 🌟

• Sandals Ochi Beach Resort – Adults Only (Jamaica) – Sixteen restaurants, eleven bars, and a private beachfront in Ocho Rios. This is the full Sandals experience – butler service, overwater bungalows, the lot.

• Melia Punta Cana Beach – Adults Only (Dominican Republic) – Five-star luxury steps from the sand. High-class restaurants, a gorgeous spa, and the kind of service that makes you feel like royalty.

• Iberostar Selection Bella Vista Varadero (Cuba) – Luxury beachfront in Cuba's most famous resort. Japanese, Italian and Cuban restaurants, a waterpark, and an elite adults-only section if you want extra peace.

Budget-Friendly 💰

• Negril Tree House (Jamaica) – A three-star gem right on Seven Mile Beach. Pool, jacuzzi, beach bar, and proper Jamaican vibes without the massive price tag.

• Travellers Beach Resort (Jamaica) – Beachfront in Negril with a swim-up bar, gorgeous seaside restaurant, and that laid-back Jamaican atmosphere. Great value for a Caribbean escape.

• Muthu Playa Varadero (Cuba) – Right on Varadero's stunning beach with a kids' club, watersports centre, and all-inclusive options. Brilliant value for a Cuban jolly.

Local Lingo 🗣️

English is the lingua franca across most of the Caribbean, but every island has its own dialect, accent and favourite expressions. A phrase or two in the local version earns a grin wherever you land. Here's a few from a few of our favourite islands.

• "Wah gwaan?" (Jamaica) – What's going on?

• "Irie" (Jamaica) – Everything's all good.

• "Limin'" (Trinidad & Tobago) – Hanging out, chilling with mates. If someone asks "we limin'?" they're inviting you out.

• "Wunna" (Barbados) – You lot. The Bajan way of saying "all of you."

• "Que lo que?" (Dominican Republic) – What's up? Often shortened to "KLK" in texts.

• "Cuh dear" (Barbados) – Bless your heart. Said when something's either adorably sweet or adorably clueless.

All Inclusive Caribbean Holidays

The Caribbean is where all-inclusive holidays were perfected. Most resorts here run the full programme: buffet breakfast, lunch, evening meals across multiple restaurants, unlimited drinks from morning coffee to last orders, plus a watersports programme, entertainment schedule, kids' clubs and pool access all covered before you land. On a nine-hour flight with the exchange rate working against you, having everything sorted at the resort end genuinely changes the holiday. No bill shock, no currency maths, no arguments about whose round it is.

All-inclusive Caribbean holidays also tend to work out cheaper than booking flights, a hotel and eating out separately, especially in peak season when restaurant prices climb across the resort islands. The Dominican Republic is the best-value entry point for Caribbean all-inclusive, with Jamaica close behind. Every all-inclusive Caribbean holiday booked through On the Beach is ATOL protected, so your money is covered if anything goes wrong.

You can use the search bar above to look through all our all-inclusive properties, or browse some of our favourites below...

Best All-Inclusive Hotels in the Caribbean for Families

• Dreams Royal Beach Punta Cana - All-inclusive in Punta Cana with a new waterpark, swim-up bar and kids' club. On the beach, multiple restaurants, ice cream bar.

• Moon Palace Jamaica - Family all-inclusive in Ocho Rios with a FlowRider surf simulator, kids' and teens' clubs, multiple pools and a lazy river.

Best All-Inclusive Hotels in the Caribbean for Couples

• Sandals Royal Barbados - Adults-only all-inclusive in Barbados with rooftop pool, swim-up suites, seven restaurants and a spa. The Sandals formula at its best.

• Couples Negril - All-inclusive adults-only on Bloody Bay with catamaran cruises, late-night beach bonfires and 18 acres of tropical gardens.

Best All-Inclusive Hotels in the Caribbean for Groups

• Barcelo Bavaro Beach - Adults-only all-inclusive in the massive Barcelo complex with casino, golf course, spa and multiple pool areas. A solid group base with Bavaro's bars within reach.

• Iberostar Waves Dominicana - All-inclusive with an on-site escape room, sports facilities, wellness programmes and a Star Camp for any kids in the group.

Where to Stay on your Caribbean holidays

The Caribbean isn't one destination – it's dozens of dreamy islands, each with its own personality. Whether you're after party vibes or total peace, there's a spot with your name on it.

• For Couples: St Lucia – romantic beach strolls, sunsets over the Pitons, and volcanic hot springs. If you're not in love already, you will be after a couple's holiday here.

• For Families: Jamaica – the ultimate family holiday destination. Waterparks, dolphin swims, jungle adventures – the kids won't stop talking about it (and neither will you).

• For Groups: Dominican Republic – get your squad together for a group holiday filled with zip-lining, rum-tasting, and beach bar-hopping. The nightlife here is poppin', so bring your dancing shoes!

• Last Minute: Barbados – with plenty of direct flights from the UK daily, it’s the easiest island to reach on a whim. Head to the South Coast for affordable "Gap" vibes or the West Coast if you've managed to snag a late deal on last-minute holidays to the Caribbean.

What are the best beaches for your holidays to the Caribbean  2026?

Ah, the beach. Toes in the warm sand, listening to the gentle waves, soaking up the sun - a truly unmatched jolly feeling, and the best part about this scorchio destination is that no matter what time of year it is, you can enjoy some toasty temps, heck, you could even come here to chase some winter sun, so buckle up for some of the must-visit beaches in the Caribbean:

• Playa Rincón, Dominican Republic: a three-mile stretch of white sand on the Samaná peninsula, palm-backed, largely undeveloped, regularly ranked in the world's top 10

• Seven Mile Beach (Negril), Jamaica: the spine of Negril, powder-soft sand, calm water, bars running the length of it. The definitive Jamaican beach day

• Crane Beach, Barbados: pink-tinted sand, clear water, a dramatic cliff backdrop. The honeymooner favourite on an island full of beach options

• Anse Chastanet, St Lucia: black volcanic sand framed by rainforest and the Pitons rising behind. Dramatic, photogenic, excellent snorkelling just offshore

• Half Moon Bay, Antigua: crescent-shaped cove of white sand backed by palms, some of the clearest water in Antigua, naturally sheltered

• Eagle Beach, Aruba: two miles of powder-white sand, the iconic divi-divi trees bent over by the trade winds. Regularly voted one of the world's best beaches

• Pink Sands Beach, Bahamas: three miles of rose-coloured sand on Harbour Island, the pink hue comes from crushed coral and foraminifera shells

• Varadero, Cuba: 12 miles of powder-white sand on a slender peninsula, Cuba's most famous resort beach and a good one by any standard

Fancy a jolly right now? We know you do. Grab your snorkel, flip-flops and passport and throw 'em in a bag because once you see these popular spots, there's no way you don't smack the book button and slap on the out-of-office. Browse through our last-minute holidays now!

Discover Caribbean holidays:

• Dominican Republic – The Caribbean's biggest hitter for package holidays, and for good reason. Think mega resorts, endless palm-fringed beaches, and enough activities to keep everyone happy – from zip-lining through the jungle to salsa dancing 'til dawn. Punta Cana is the main event, but Samaná offers a quieter escape.

• Jamaica – The birthplace of reggae, jerk chicken and "no problem" vibes. Jamaica's got lush mountains, tumbling waterfalls, and beaches that'll make your jaw drop. Brilliant for families (Dunn's River Falls is a must) and couples alike – plus the all-inclusive resorts here are legendary.

• Barbados – A touch more refined than some of its neighbours, Barbados blends Caribbean warmth with a dash of British heritage. Expect gorgeous West Coast beaches, rum distilleries galore, and some of the best food in the region. Cricket fans, this one's for you.

• St Lucia – Those iconic Pitons aren't just for Instagram – they're the backdrop to one of the Caribbean's most romantic islands. Rainforest hikes, volcanic hot springs, and beaches framed by dramatic peaks make St Lucia the ultimate couples' escape.

• Bahamas – Just a hop from Florida, the Bahamas delivers that classic Caribbean look – think pink sand beaches, swimming pigs (yes, really), and crystal-clear waters perfect for snorkelling. Nassau's got the buzz, while the Out Islands offer total tranquillity.

• Antigua – Famous for having 365 beaches (one for every day of the year, if you're counting), Antigua is pure Caribbean postcard material. Smaller and quieter than some, it's perfect for couples and honeymooners who want to properly switch off.

• Tobago – Trinidad's quieter sister island is all about nature and authenticity. Rainforest reserves, empty beaches, and some of the Caribbean's best diving await. It's less developed than most, which is exactly the point.

• Aruba – Sitting outside the hurricane belt, Aruba's practically guaranteed sunshine. The island's got a different vibe – more desert-like with divi-divi trees and dramatic coastlines. Eagle Beach is regularly voted one of the world's best.