Holidays in Jamaica

Tailor-Made Holidays to Jamaica – The Soul of the Caribbean

Few places capture the spirit of the Caribbean quite like Jamaica. From golden beaches and lush mountains to reggae rhythms and world-renowned hospitality, this island has a character all its own. Jamaica offers the perfect balance of relaxation and adventure, with a warm, welcoming culture that makes every visitor feel instantly at home.

With our tailor-made holidays to Jamaica, you’re free to experience the island your way. Whether that’s unwinding in a luxury beachfront resort, discovering hidden waterfalls in the Blue Mountains, or savouring authentic jerk cuisine by the sea, we can create a bespoke itinerary that matches your vision. From the moment you step off the plane to the last sunset over Negril’s Seven Mile Beach, every detail is designed around you.

Why Choose Jamaica?

Jamaica isn’t just an island, it’s a full on experience. It’s the birthplace of reggae, the home of bold flavours and infectious rhythms, and a land of breathtaking contrasts. Here, you can spend your mornings swimming in turquoise bays, your afternoons exploring historic plantations, and your evenings dancing to live music under the stars.

Highlights include:

  • World-class beaches – from lively Montego Bay to tranquil Treasure Beach.
  • Natural wonders – Dunn’s River Falls, the Blue Hole, and the misty peaks of the Blue Mountains.
  • Cultural richness – reggae, Rastafarian heritage, and vibrant local communities.
  • Flavours of Jamaica – from roadside jerk shacks to fine dining fusions of Caribbean and international cuisine.

For visitors seeking more than just a beach holiday, Jamaica offers variety, authenticity, and a warm-hearted spirit you’ll never forget.

Tailor-Made Travel from the UK

Jamaica is one of the Caribbean’s most accessible islands, with direct flights from London Gatwick to both Montego Bay and Kingston. Once you arrive, we can arrange private or shared transfers depending on where you’re staying.

Our tailor-made approach gives you freedom to:

  • Combine different regions of the island – perhaps Montego Bay for luxury, Negril for sunsets, and Ocho Rios for adventure.
  • Add off-the-beaten-path stays in Treasure Beach or Port Antonio for a more authentic experience.
  • Pair Jamaica with another Caribbean island for a multi-centre holiday.

We’ll handle all logistics, leaving you free to immerse yourself in island life.

When to Visit

Jamaica enjoys a warm tropical climate year-round, with average temperatures around 28°C. The dry season from December to April is the most popular time to visit, offering perfect beach weather and vibrant cultural events. May to June and September to early November are quieter, with excellent value and lush scenery, though occasional tropical showers can be expected. July and August bring carnival celebrations and lively festivals, making them an excellent choice for culture-seekers.

Accommodation Options – From Luxury Resorts to Boutique Hideaways

Jamaica is famous for its outstanding hospitality, with a wide range of accommodations to suit every style. Here are some highlights we recommend:

1. Half Moon (Montego Bay)

A legendary resort set on two miles of private beach, Half Moon combines timeless elegance with modern luxury. With spacious villas, an equestrian centre, and a renowned spa, it’s a destination in itself.

Perfect for: Families and couples seeking refined luxury with endless activities.

2. Jamaica Inn (Ocho Rios)

A boutique icon, Jamaica Inn has been welcoming guests since the 1950s. Its colonial charm, quiet private beach, and outstanding service make it one of the Caribbean’s most romantic hotels.

Perfect for: Honeymooners and couples looking for understated sophistication.

3. GoldenEye (Oracabessa Bay)

Once the home of James Bond creator Ian Fleming, GoldenEye is now a chic resort offering beachfront villas and lagoon cottages. Its history and style make it truly unique.

Perfect for: Travellers who love heritage and exclusivity with a creative flair.

4. Rockhouse Hotel (Negril)

Perched on the cliffs of Negril, this boutique gem offers thatched-roof villas overlooking the sea. Its cliffside infinity pools, relaxed vibe, and eco-friendly ethos make it a favourite for those seeking something special.

Perfect for: Design lovers and adventurous couples seeking atmosphere and style.

5. Private Villas

From clifftop estates overlooking the Caribbean to beach houses with private staff, Jamaica’s villa scene is world-class. We can arrange in-villa chefs, drivers, and personalised excursions.

Perfect for: Groups, families, and celebrations wanting privacy and flexibility.

Things to Do – Beyond the Beach

Jamaica offers endless ways to explore, with experiences to suit every mood:

  • Climb Dunn’s River Falls – Jamaica’s most famous natural attraction.
  • Blue Mountains – Visit coffee plantations, hike scenic trails, or simply enjoy the cool, misty air.
  • Live Music – From reggae bars in Kingston to beachside jams in Negril, music is everywhere.
  • Rafting on the Martha Brae River – Drift along bamboo rafts through lush scenery.
  • Local Cuisine – Try jerk chicken fresh from the grill, patties from roadside stalls, and rum cocktails at sunset.
  • Cultural tours – Discover Jamaica’s rich heritage, from Maroon villages to historic plantations.

We can build these experiences into your tailor-made itinerary, balancing relaxation with unforgettable adventures.

Why a Tailor-Made Holiday Works in Jamaica

Jamaica is an island of contrasts, and a tailor-made holiday is the best way to experience it. With our tailor-made approach, you can:

  • Mix different types of stays – from five-star luxury resorts to boutique hideaways.
  • Create a multi-region itinerary, exploring the best of both north and south coasts.
  • Include remarkable experiences, from private rum tastings to guided cultural tours.
  • Travel with confidence, knowing our UK-based team has arranged every detail.

Our close partnerships in Jamaica ensure you get the best service, insider tips, and those little extras that turn a holiday into a memory you’ll treasure forever.

Start your Jamaica holiday here

Imagine watching the sun set over Negril’s Seven Mile Beach, the sound of reggae drifting through the warm evening air, and the taste of perfectly spiced jerk on your plate. When you book one of our tailor-made holidays to Jamaica, you’re not just visiting, you’re discovering its soul, in a way that’s crafted just for you. From the first call to your return flight to the UK, we’ll ensure your journey flows as smoothly as Jamaica’s famous rum.