Our Jamaica holidays & tours

Jamaica is a large island, yet its influence is larger still. Perhaps no Caribbean island other than Cuba wields so much cultural power. It’s the birthplace of much modern music: reggae, ska, rocksteady, dancehall, and home of good coffee, rum, and jerk cuisine. You’ll need to delve a little deeper than Bob and the Wailers to hear the country’s real rhythm. We visit local boutique hotels away from the private beaches and megaresorts for a true Jamaican experience. Our holidays visit Maroon communities, providing support on their terms, and take you hiking in the Blue Mountains through mangroves rich with endemic wildlife. And, if you don’t like reggae, but love it, then you’ll learn so much on a visit to Kingston as well as meeting local musicians.

Our top trip

Jamaica small group highlights tour

Jamaica small group highlights tour

Jamaica highlights tour in 12 days

From £2385 10 days ex flights
Small group travel:
2026: 21 Jan, 18 Mar, 15 Apr, 28 Oct, 11 Nov, 25 Nov
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Small group tours in Jamaica

On our small group holidays in Jamaica you’ll travel in a group of around eight to 12 people depending on the tour operator. Often, though, tours run without every place being full, so you may be part of a group of even fewer travellers. You’ll be amongst people of all ages, from around the world, with plenty of solo travellers, too, and as you’re all there because of a love of travel, it’s easy to bond.
Our tour leaders are the key to our small group holidays. They aren’t there to herd you around, but to plan, advise and make sure that everything runs smoothly. The majority of tour leaders are Jamaicans, which not only means that they know the best spots, but can also talk you through the country's culture and history.
On a small group tour, the itinerary is fixed, but there’ll be free time thrown in too, for you to explore independently or join an optional excursion. Our small group holidays actively try to include responsible visits and strategies, too, from providing water so you don’t need to buy bottled supplies, to taking you to community projects, charities, art collectives and markets.

Accommodation is characterful and varied – a simple cabin in the mountains perhaps, followed by a night in a small, family-run hotel or guest house and then a homestay in a remote Maroon community. They are carefully chosen, not just for their comfort levels, but also for their character and relationship with both the surrounding community and their natural environment.

Where will I go?

Small group tours start and finish either in Kingston or Montego Bay and last between eight and 12 days. You’ll be able to combine popular sites – the Bob Marley Museum in Kingston, for example – with the quieter charms of towns like Black River, with its colourful wooden houses and picturesque fishing harbour, Accompong, one of the sole remaining Maroon outposts in Jamaica, and indigenous Rastafari villages where you can meet local farmers, musicians and artisans and learn some Jamaican Patois. There will also be time to explore the darker side of Jamaica’s history, in the Great Houses, plantations and slave dungeons that speak to the brutality of the transatlantic trade and its aftermath.
Wildlife plays an important role too, and you can check out the birds in the Blue Mountains, enjoy a safari in the Black River wetlands where crocodiles vie for attention with fish eagles, and swim in cool pools beneath mountain waterfalls.
For Carmel Hendry, from our small group holiday operator Explore, homestays amongst the Maroon communities of Cockpit Country are an experience that’s both genuine and memorable. “It’s really interesting because it’s totally authentic,” she says. They are autonomous, they have their own chief, they are not bound by Jamaican laws, and they’re not geared towards tourism. You have to ask them questions in order to get to see all the cool stuff that they actually do, because they haven’t been trained on the hospitality side of things as such. As we have a tour leader there, it allows you to become more involved in the community. They have communal meeting houses where they often do breakfasts and dinner together and the villagers are out in the open most of the time, pottering around each other’s houses.”
She also points to the importance of low-impact tourism, such as small group tours, in keeping these communities going. “One of the communities that we stay in dates back to the 1700s, and they try and do a lot to keep the population there, which is why they have opened themselves up to tourism. They find that a lot of young people are moving to get jobs in Kingston or Montego Bay or elsewhere on the island, and they want to retain their heritage and the lifestyle.”

Our Jamaica holidays reviews

4.5

4Jamaica holidays reviews

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Jo Turner14 Dec 2024
The highlight was the Black River safari at treasure beach and boat crossing to pelican bar where we saw wild dolphins.read more
Amanda Murphy02 Dec 2023
Met, and in some cases exceeded, our expectations. Tish was fantastic. The excursions were amazing. And everything else will stay with us forever!read more
Caroline Brawner11 Nov 2022
Very enjoyableread more
Keith Jeremiah30 Nov 2019
The thing that made the holiday successful was the wide range of activities crammed into a short period. read more
Written by Nana Luckham
Photo credits: [Page banner: pshanson] [Tour leader: Lauren] [Crocodile, Black River: Gail Frederick]