Dozens of islands, one of them perfect for you

Caribbean Holidays

White sand, warm sea and a different island for every kind of trip. We match the right one to you, then sort the rest.

Are you on the Caribbean list? PTS member 6494. All bookings made with ATOL protected suppliers.
What it actually feels like

The moment your feet hit the sand and the rest of the world goes quiet

You walk out of the airport and the warm air wraps around you like a held breath. By the time you reach the beach the pace of home has already gone. This is what the best Caribbean holidays do in the first hour, they slow you right down. The sea is the colour the brochures promised and somehow warmer, and there’s a rum punch in your hand before you’ve worked out which way is north.

The days are yours to shape. A morning doing nothing but watching the water change colour. An afternoon on a catamaran with the sails up and the islands sliding past. For some it’s the two of you, a quiet cove and dinner with your feet near the sand. For others it’s the children shrieking in the shallows while the grandparents doze under a palm. The island bends to whoever you’ve brought.

Put your face in the water and another world opens, reefs busy with colour, a turtle gliding by without a care, a shoal parting around you. Above the surface, a steel band starts up somewhere, the smell of jerk smoke drifts down the beach, and the sun sinks fast and red the way it only does in the tropics.

The secret the islands keep is that they’re all different. Lively or barefoot, all-inclusive or hidden away, party or peace, the right one changes everything. The best Caribbean holidays start with finding the island that fits you, not booking the one everyone’s heard of, then having the flights, the resort and the details handled so all you do is arrive.

stunning view from an ocean view balcony across the Caribbean
Sixteen islands, no two the same

Find the island that fits your trip

The Caribbean isn't one place, it's dozens, each with its own character. The art is choosing the right one.

St Lucia twin peaks from the rainforest
Best for couples

St Lucia

Dramatic and romantic, with the twin Piton peaks rising straight out of the sea and rainforest tumbling down to the beaches. The honeymoon and Sandals island, all volcanic scenery and luxury hideaways. The Caribbean at its most cinematic.

Barbados town life
Lively and refined

Barbados

The most polished and British-feeling island, with a smart west coast of beach clubs and fine dining, a livelier south, and surf on the east. Easy, sophisticated and brilliantly connected. A classy first Caribbean trip.

A picture of the colourful Antigua Town
A beach for every day

Antigua

Famously 365 beaches, one for every day of the year, from buzzy to deserted. Sheltered, sailing-mad and beautiful, with a gentle pace. A favourite for couples and beach-lovers who want choice without crowds.

An iconic bus on the side of the beach in Jamaica
Culture and all-inclusive

Jamaica

Bigger, bolder and full of character, from the beaches of Negril and the resorts of Montego Bay to the reggae heartbeat and the food. Home to Sandals, Beaches and the timeless Jamaica Inn. As lively or laid-back as you make it.

White beach and blue waters of Grenada
Unspoilt and spicy

Grenada

The Spice Isle, green, fragrant and refreshingly low-key, with empty beaches, rainforest waterfalls and a working-island feel. For travellers who want the Caribbean before the crowds found it. Quietly one of the loveliest.

flamingos on the beach in Aruba
Sunshine guaranteed

Aruba

Dry, sunny and dependable, with near-constant sunshine and powder-white Eagle Beach. A Dutch island with a relaxed, happy vibe. The one to pick when you want the weather as close to a sure thing as it gets.

Crystal clear beach waters of Turks & Caicos
The top tier

Turks & Caicos

Grace Bay is regularly voted among the best beaches on earth, a flawless ribbon of white sand and impossibly clear water. Low-key, upmarket and serene. The choice for a luxury escape with nothing to prove.

Swimming with Pigs in the Bahamas
Island-hopping

The Bahamas

Hundreds of islands across turquoise shallows, from lively Nassau to the swimming pigs and pink sands of the Out Islands. Closer to Florida than the rest, and made for combining with a wider trip.

Untouched Islands of St Kitts & Nevis
Quietly luxurious

St Kitts & Nevis

A twin-island pair with rainforested peaks, a heritage railway and some of the calmest, most exclusive resorts in the region. Nevis in particular is a barefoot-luxury hideaway. For couples after somewhere genuinely peaceful.

Vintage car in Cuba
Time and character

Cuba

Less polished and all the more memorable, with classic cars in Havana, faded colonial grandeur and the long beaches of Varadero. A cultural trip with a beach finish. Go for the atmosphere as much as the sand.

Looking back on the beach from a jetty in Dominican Republic
Best value all-inclusive

Dominican Republic

Punta Cana's long palm-backed beaches and big all-inclusive resorts deliver the most holiday for your money in the region. Reliable sunshine and great value. The easy, affordable family and couples choice.

Hamock in the palm trees on the beach in the Cayman Islands
Diving and luxury

Cayman Islands

Seven Mile Beach, world-class diving and the famous Stingray City sandbar, with an upmarket, easygoing feel. A diver's and beach-lover's island with real polish. Calm, safe and beautiful.

The sea, once it casts its spell, holds one in its net of wonder forever.

Jacques Cousteau
The right resort makes the holiday

From the big all-inclusive names to a private-island hideaway

We work with the resorts across the islands and can book almost any hotel in the region. Here's how the names differ, so you land in the right one.

Full pool view of Beaches Resorts in the Caribbean
Family all-inclusive

Beaches Resorts

The family arm of the Sandals group and our go-to for an all-handled family trip. Waterparks, kids' and teens' clubs, character experiences and every meal and most activities included, in Jamaica and Turks & Caicos. Brilliant vibes, real luxury value and food that surprises people.

Ariel view of the Moon Palace
Big family all-inclusive

Moon Palace

A hugely popular all-inclusive brand from Palace Resorts and a real family favourite, with Moon Palace Jamaica on the north coast and the famous flagship on Mexico's Caribbean coast, and more sites opening. Water parks, wave pools, kids' clubs, a Sesame Street tie-in and endless dining. A standout when families want scale and value.

Bahia Principe resorts in the Caribbean
Big family value

Bahia Principe

Large, lively, great-value all-inclusive resorts, concentrated in the Dominican Republic, with huge pools, multiple restaurants and plenty for children. The choice when you want maximum holiday for the money without sacrificing the beach or the buffet.

Iberostar resorts in the Caribbean
Family plus adults-only

Iberostar

Polished all-inclusive resorts in Jamaica and the Dominican Republic, with family sections and adults-only 'Grand' wings on the same beach. A smart pick for multi-generational groups who want to be together but not on top of each other.

Over the water villas with Royalton Resorts
Modern all-inclusive

Royalton

Contemporary, well-run resorts across several islands, with family buildings and adults-only 'Hideaway' options side by side. Sports bars, water parks and a fresh feel. For families and couples who like their all-inclusive up to date.

Hard Rock hotel in Punta Cana
Lively and fun

Hard Rock, Punta Cana

A huge, music-themed all-inclusive on the Dominican Republic's east coast, with nine pools, a water park, a casino and real party energy alongside the family facilities. For those who want their beach holiday with a soundtrack.

Sandals Montego Bay
Adults-only couples

Sandals Resorts

The adults-only couples specialist, all-inclusive across St Lucia, Antigua, Jamaica, Grenada and Barbados. Over-the-water suites, candlelit beach dinners and butler service at the top tiers. The easy choice for a romantic escape done properly.

Couples Resorts in the Caribbean
Adults-only, Jamaica

Couples Resorts

Jamaica's long-running adults-only all-inclusive, smaller and more personal than the giants, with a loyal following. Relaxed, romantic and genuinely all-in, right down to the excursions. For couples who want intimacy over scale.

Picture of a couple relaxing by the pool in a Secrest Caribbean resort
Romantic adults-only

Secrets Resorts

Stylish adults-only all-inclusive across the region, built around romance, fine dining and spa days. Sophisticated without being stuffy. A strong pick for honeymooners who want polish and calm.

Excellence Resorts in the Caribbean
Adults-only luxury

Excellence Resorts

Upmarket adults-only all-inclusive in the Dominican Republic, with swim-up suites, a serious spa and standout food for the category. The grown-up, indulgent end of the DR.

Riu Resorts in the Caribbean
Great value

RIU Hotels & Resorts

Big, lively, dependable all-inclusive resorts that deliver a lot for the money, with pools, buffets, à la carte restaurants and entertainment laid on. A strong mid-range choice for families and couples who want the all-in ease without the top-tier price.

Dreams resorts in the Caribbean
Family-friendly all-inclusive

Dreams Resorts

The family-friendly sister to Secrets, all-inclusive with kids' clubs and a polished feel, plus a romantic streak that still suits couples. A comfortable middle ground that works for almost everyone.

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More than a beach, though the beaches are extraordinary

The experiences that make the trip

From saying I do on the sand to diving the reef, here's what's worth building your days around.

A picture of an over the water chapel in the Caribbean
Say I do on the sand

Island weddings

There's nowhere quite like a Caribbean beach to get married, toes in the sand, the sea behind you, the whole thing handled by people who do it weekly. From barefoot-simple to a full celebration, we'll arrange every part of the day.

Two people scuba diving on the Caribbean
Below the surface

Scuba diving

Some of the clearest, warmest, most colourful diving on the planet, wrecks, walls and reefs teeming with life. The Caymans, Tobago and Curaçao are standouts. Certified or trying it for the first time, we'll set it up.

Reef Life in the the Caribbean
No experience needed

Snorkelling and reef life

You don't need tanks to see the magic. Slip on a mask and the reef is right there, turtles, rays, parrotfish and coral in every colour, often just off the beach. The easiest way into the underwater world, and brilliant for families.

Vibrant tropical beach scene with coconut palms, turquoise water, and white sand under a clear blue sky.
The whole point

Beach days

Some of the finest beaches on earth, Grace Bay, Eagle Beach, Seven Mile Beach, the kind of sand and water that doesn't look real until you're standing in it. Sometimes the best plan is no plan at all.

People enjoying a catamaran cruise in the caribbean with a glass of bubbly
Out on the water

Sailing and catamaran trips

Spend a day under sail, snorkel stops, a beach barbecue, rum on the way home as the sun drops. From sunset cruises to full-day island sails, it's the Caribbean seen from its best angle, the water.

Island Hopping in the Caribbean
Two islands, one trip

Island-hopping

Many islands sit close enough to pair up, by short flight or ferry, so you can mix a lively island with a quiet one, or a resort week with a wilder finish. We build the logistics so it's seamless.

A couple enjoying freshly made food on the beach in the Caribbean
A taste of the islands

Rum and Caribbean food

Rum distillery tours, jerk shacks, fresh-caught fish and Friday-night fish fries. The food and drink are half the holiday, and every island has its own flavour. We'll point you to the real thing, not the tourist version.

Carnival time in the Caribbean
Feel the rhythm

Carnival and local culture

Steel bands, soca and reggae, and the explosion of colour that is carnival season. The islands' music and warmth are unforgettable, and timing a trip around a festival turns a beach holiday into something more.

Dunns River Falls in the Caribbean
The green interior

Rainforest and waterfall hikes

Most islands are far more than their beaches, St Lucia's Pitons, Grenada's waterfalls, Dominica's rainforest and hot springs. A morning inland, then back to the sand by lunch. The Caribbean's wild side is worth seeing.

turtle watching in the Caribbean
Wildlife encounters

Whale and turtle watching

Humpbacks pass through in the early months, turtles nest on quiet beaches, and dolphins ride the bow on a boat trip. Genuine, low-key wildlife moments that children and adults remember just as much as the pool.

A couple enjoying Spa Treatment in the Caribbean
Just the two of you

Couples spa and romance

Beachfront spa cabanas, private candlelit dinners, sunset sails for two. The islands are built for romance, and the resorts do it beautifully. If it's a honeymoon or an anniversary, tell us and we'll weave it in.

Make the most of your Caribbean stay with a round of golf.
Play in paradise

Golf

Championship courses with sea views on Barbados, the Dominican Republic and beyond, warm year-round and rarely crowded. An easy add for golfers, and a relaxed half-day while the rest of the family hits the beach.

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Why book your Caribbean holiday with Boullies?

Because the right island, and the right resort, change everything

We match you to the right island, not the famous one

The biggest mistake people make is booking the island they've heard of rather than the one that suits them. Lively or barefoot, all-inclusive or boutique, family or couples, every island and resort does something different. We start by understanding your trip, then point you to the one that fits. It's the difference between a good holiday and the right one.

Close relationships across the islands, and resorts we know first-hand

We work closely with the islands and the big resort groups, and we don't recommend places we haven't been. We were in Jamaica last year and rate Sandals and Beaches for their vibe, their food and their all-inclusive value. For the longer story on the islands and resorts, we go deep on The Jason Boull Travel Podcast, so you can hear the thinking before you ever pick up the phone.

Off-the-shelf or built around you, all fully protected

We can book the well-known all-inclusive packages, and often that's exactly right. But when you want a particular resort, two islands in one trip, a wedding on the beach or something tailored to the family, we build it from scratch around you. Every trip is fully package-protected, ATOL and PTS covered, so your money's safe and you've one team to call.

What our travellers say

Real reviews from real Caribbean trips

“Jason responded quickly to my enquiry. He provided me with all of the information and options for booking our trip to Lapland. The whole process was really efficient and Jason…”
Carla Lou · trustpilot
“We recently booked a trip to Barbados staying at a Sandals resort through Boullies Travel for our Honeymoon and I honestly can’t recommend Jason enough. From start to finish, everything…”
Ryan · trustpilot
“I have just booked a rugby tour to Argentina with Jason, Jason was very helpful, knowledgeable and patient, every time I rang he answered straight away and helped me with…”
Michael Hughes · trustpilot
Everything handled, nothing left to chance

What you get when you book your Caribbean holiday with Boullies

  • The right island matched to the trip you actually want
  • The right resort, with the differences between them explained
  • Flights, transfers and the resort all sorted as one
  • All-inclusive, adults-only, boutique or villa, whatever suits
  • Two islands combined into one trip if you fancy it
  • Weddings, diving and experiences arranged ahead
  • Honest advice from a team with relationships across the islands
  • One point of contact from first enquiry to coming home
  • Every trip fully package-protected, ATOL and PTS covered

All of it sorted. None of the stress.

Questions we get asked every week

Everything you want to know before you book

Which Caribbean island should I choose?

It depends entirely on the trip you want, which is exactly where we come in. Couples often love St Lucia, Antigua or Nevis, families do well in Jamaica, Barbados or the Dominican Republic, divers head for the Caymans or Tobago, and for pure luxury it’s Turks & Caicos or Anguilla. Tell us your priorities and we’ll match the island.

When is the best time to visit the Caribbean?

Peak season runs December to April, warm, dry and sunny, ideal winter sun, and the busiest and priciest time. The off-peak months from May bring better value and still-lovely weather with the odd warm shower. Carnival season in February and March is a wonderful time to go if you want the islands at their liveliest.

How much does a Caribbean holiday cost?

From around £1,052 per person, and the main factors are the island, the resort, your board basis and whether you travel in peak or off-peak season. All-inclusive often works out the best value once you add up food and drink. We price each trip around exactly what you want.

Which Caribbean islands have direct flights from the UK?

St Lucia, Barbados, Antigua, Jamaica, Grenada, Cuba, the Dominican Republic, the Caymans and the Bahamas all have direct or near-direct flights, usually around eight to nine hours. The smaller, quieter islands are reached with a short connection, which also makes island-hopping easy. We’ll sort the routing.

Is the Caribbean good for families?

Very. Family all-inclusive resorts like Beaches and Moon Palace take care of everything, the beaches are warm and calm, and there’s plenty for children of all ages. Some islands and resorts suit families better than others, so we’ll steer you to the right combination.

Is the Caribbean good for couples and honeymoons?

It’s one of the best places in the world for it, and we send more couples here than anywhere. Adults-only resorts like Sandals, romantic islands like St Lucia and Nevis, and the option of a beach wedding all make it special. Tell us what you’re celebrating.

Do you need a visa or ESTA for the Caribbean?

Most islands are visa-free for UK travellers on a holiday stay, though requirements vary by island. If your route connects through the United States you’ll usually need a US ESTA, even just to transit. We confirm exactly what’s needed for your trip.

What currency do the islands use?

It varies. Many use the East Caribbean dollar, Barbados and the Caymans have their own dollars, the US dollar is widely accepted across the region, and the French islands use the euro. Cards are accepted at resorts almost everywhere, and we’ll brief you per island.

All-inclusive or not?

All-inclusive is hugely popular here and often the best value and the most relaxing, especially for families. But if you love exploring local restaurants, a boutique or room-only base can suit better. We’ll talk you through what fits your island and your style.

Can you combine two islands, or add a wedding?

Yes to both. Many islands pair up neatly by short flight or ferry for a twin-centre trip, and beach weddings are something we arrange regularly. We can also fold the Caribbean into a bigger trip if you want.

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