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Floyd's Pelican Bar

Highlights of Jamaica



13 Days

Prices Start from

£4,050pp (ex. flights)

Suitable for

Couples Romantic/Honeymoon Photographers

Striking a careful balance between exploration and relaxation, our journeys to Jamaica aim to move beyond the tourist trail and offer an in-depth and highly customisable insight into the Caribbean island.

Encompassing everything from farmland horseback rides to private beach lounging, we can curate a fully-tailored trip bursting with extraordinary experiences for solo travellers, honeymooners and families alike.

Key Highlights of this Itinerary

Manatees in Belize 1

Minerals & Manatees

Scout the waters for manatees and dip in the age-old healing mineral baths of Milk River.

Blue Mountains, Strawberry Hill, Jamaica 2

Blue Mountains

Go hiking and biking on forest trails through the pristine hills of Jamaica’s Blue Mountains.

Cave Dining 3

Dine in a Cave

Dine in a candlelit cave with spectacular views of the Caribbean sunset.

Views from The Caves, Jamaica 4

Treasure Beach

Explore sleepy fishing villages, peruse art galleries and unwind on uncrowded Treasure Beach.

Why we like it

Despite the bountiful supply of indulgent beach resorts lying in wait, a jaunt to Jamaica does not have to be a one-stop trip. Without omitting the spoiling beach properties, this journey unveils the lesser-known highlights of the tropical Caribbean island. Experience its rich colonial history and lush interior while having time to unwind with nights spent in properties on its spectacular turquoise water and white sand beaches. Unveiling the four corners of Jamaica, this classic yet immersive route utilises characterful boutique hotels and chauffeur-driven road journeys to ensure that the charm of island life is brought to the fore. With opportunities to snorkel, visit rural fishing villages, mountain bike and participate in cultural tours and activities, this highly customisable trip moves between cool mountain tops to exotic beaches in an almost complete island navigation.

Explore our suggested itinerary

  • Days 1-3
  • Day 4
    Negril - Treasure Beach
  • Days 5-6
    Treasure Beach
  • Day 7
    Treasure Beach - Blue Mountains
  • Days 8-9
    Blue Mountains
  • Day 10
    Blue Mountains - Oracabessa
  • Days 11-12
  • Day 13
    Oracabessa - Kingston

Now for the details

Lagoon Cottage, Goldeneye, Oracabessa, Jamaica
Lagoon Cottage, Goldeneye, Oracabessa, Jamaica
Strawberry Hill, Blue Mountains, Jamaica
Strawberry Hill, Blue Mountains, Jamaica

Coastal Hideaways & James Bond Villas

We prefer to use small, hand-picked properties that carefully balance island charm with a boutique feeling. While still offering the indulgent spa services that are synonymous with Caribbean Island stays, our picks go beyond the tourist trail. From properties perched on rocky outcrops to hideaways nestled on sandy coasts and colonial plantation houses in the misty Blue Mountains to glamorous private villas once owned by the author of James Bond, we know the most thrilling, the most romantic, and everything in between.

Snorkelling, Caribbean
Snorkelling, Caribbean

Snorkel Coral Reefs & Feed Hummingbirds

Situated on a seven-mile strip of white sand, lined with jerk shacks and lively watering holes, the town of Negril opens onto secluded lagoons and colourful coral reefs, making it one of the islands’ snorkelling meccas. We can arrange horseback rides across the rolling pastures and gurgling rivers of Paradise Park, expertly guided tours of the endangered swamps at the Royal Palm Reserve, and visits to hand-feed hummingbirds outside the town of Anchovy. At days’ end, perhaps frequent the laid back Rick’s Cafe to observe unrivalled views of the Jamaican sunset while watching cliff divers take to the air.

Floyd's Pelican Bar
Floyd's Pelican Bar, Treasure Beach, Jamaica

Sip Rum in the Middle of the Sea

Welcome to Treasure Beach, a place where the renowned Jamaican idiom “no problem” is most prevalent and the laid-back island vibes are infectious. From exploring wetland preserves in search of crocodiles and manatees to hours spent indulging in a natural aqua massage under the cascading YS Falls, Treasure Beach is every bit as spectacular as the name implies. From this secluded piece of coast where reggae music floats on the cool Caribbean breeze, hop on a boat for a memorable sailing to Floyd’s Pelican Bar. Sip a rum cocktail at the iconic rickety shack in the middle of the sea, and add your name to the carvings that wrap every crevice of the wooden structure.

Blue Mountains, Strawberry Hill, Jamaica
Blue Mountains, Strawberry Hill, Jamaica

Explore the Blue Mountains

It is difficult not to be beach-centric when exploring Jamaica, but the tropical island is no one-trick pony. Travel inland to the cool and rugged Blue Mountains, where we can arrange hikes to quaint villages and coffee estates that are coveted the world over. With an abundance of challenging valleys, thundering waterfalls and meandering rivers to traverse, the mountains are also an awe-inspiring location for off-the-beaten-track explorations and dips in secluded waterholes. Keeping a watchful eye out for the world’s second largest species of butterfly, spend time unwinding in the pristine hills of the Blue Mountains before taking a trip to nearby Kingston, with its diverse combination of Arawak, Spanish, British, Chinese, Indian and African influences.

Blue Hole Waterfall, Jamaica
Blue Hole Waterfall, Jamaica

Swing into the Blue Hole

When not lounging in one of the exclusive villas once owned by the author of the James Bond novels in small-town Oracabessa, perhaps visit the pristine private Laughing Waters Beach, where Ursula Andress made her unforgettable emergence from the ocean in Dr. No (the movie that launched the iconic saga). For those seeking a last look at the inland landscape, we can arrange a memorable trip to the breathtaking and little-visited Blue Hole, the tropical paradise that is even unknown to some locals. Make like Tarzan and swing by rope in to the bright blue waters of this tropical pool, or clamber down the rocks in to the cold waters below.


Below you can see some of the wonderful places we recommend you stay on your journey.

Jakes £££££

  • Jamaica
  • Beach and Island Escapes

Jakes is a charming seaside resort nestled in the quaint fishing village of Treasure Beach, offering a mix of adobe-like cottages, guestrooms and villas. Set in the relaxed beauty of Jamaica’s sandy south coast landscape, the accommodation is bright and bohemian. Deluxe rooms are typically large and have good sea views, generous double beds, air conditioning, a sun deck or terrace and an outdoor daybed. The garden cottages are surrounded by vegetation and the oceanfront options are supremely private, opening out onto wooden decks that look straight out to sea.

View Property

Strawberry Hill £££££

  • Jamaica
  • Boutique

Originally a coffee estate, Strawberry Hill is located 3,100ft. up into the Blue Mountains, offering sweeping views of the Caribbean Sea and surrounding mountain range. This tranquil property features 12 Georgian-style cottages, whose rooms are beautifully furnished with mahogany four-poster beds, Jamaican antiques and delicate muslin drapes. The hotel features an infinity pool, spa, botanical gardens and a gourmet restaurant serving contemporary Jamaican cuisine. There is an extensive local network of trails perfect for hikers, birdwatchers and mountain bikers. You can take a tour to the Blue Mountain Coffee Estate to discover how the famous Blue Mountain beans are grown, harvested and processed. The perfect hideaway for a few days before heading for the coast.

View Property

The Caves £££££

  • Jamaica
  • Boutique

The Caves are a colourful collection of 12 Cottages, Suites and a Four-bedroom Villa. There are also two main dining gazebos and ‘cave-like’ Blackwell Rum Bar. The Caves offers a Jacuzzi, sauna, Aveda Concept Spa and saltwater swimming pool. The cliff tops feature sun spots and shaded secluded areas all of which have grandstand views of the sea. A tropical reef system comes right up to the edge of the cliff and is perfect for snorkelling. Water rafts, kayaks and snorkelling equipment are all included as are bicycles and there is a wide range of excursions and activities that can be booked through reception.

View Property

Goldeneye £££££

  • Jamaica
  • Beach and Island Escapes

The former estate of James Bond author, Ian Fleming, GoldenEye is one of Jamaica’s most luxurious and exclusive coastal resorts. A series of private villas and cottages line the coast, tucked away in tropical gardens. The four original villas are spacious and beautifully decorated and have private gardens, terraces or verandas overlooking the sea or the lagoon. The Fleming Villa is the author’s original house. The living room has a state-of-the-art music system and the garage has been converted into an entertainment area with a private bar and cinema. There is a private pool and a flight of steps leads to a secluded beach where BBQs are permitted. Hotel facilities include the FieldSpa, the Gazebo Restaurant, the Bizot Bar, water sports, tennis, fishing trips and yoga.

View Property

Let’s chat

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John unveiled a side of Jamaica that we had not expected - while we knew the beaches would be spectacular, we were blown away by the opportunities to spend time in the mountains. Aside from the holiday itself, we were so impressed with the communication with John throughout.

Destination: Jamaica
Travel Expert: John

A note on price

Prices will vary depending on the time of year you are travelling. Prices do not include international flights. Please ask one of our Travel Experts for an accurate quote. Flights purchased through Steppes Travel departing from the UK are ATOL protected.

This Itinerary
From £4,050 Per person

When to travel

Jamaica in January

January and February are peak months for travel to Jamaica.  February is Carnival and Reggae Month, so a busy time.  In March, the crowds dissipate but you can still expect good weather.  April is the start of the shoulder season, and May sees the start of the rains, as well as their innovative literary festival.   By June, the humidity and rains are in full swing, and the mountain climate is cool.   In July temperatures peak and the island holds one of its best music festivals – Reggae Sumfest.   The Coffee festival is held in Kingston in the first week of October, however this is also the start of the hurricane season off the coast.  Things dry up in November and by December it is peak season once again.

Jamaica in February

The weather remains cold in the north of the country, but that doesn’t stop the Italians hosting Carnevale, a festival with confetti, masks and costumes. It is still off-season in much of the country though so some attractions remain closed and it is generally quiet. The almond blossom is beautiful in Sicily, as the first signs of spring approach.

Jamaica in March

March sees the temperatures begin to rise sharply as spring approaches. When Easter takes place then the country bursts into life, and many attractions and accommodation open again. Pleasantly mild across much of the country.

Jamaica in April

April really sees spring in full swing. Everything is open now, and wildflowers are dotting the verdant countryside. All in all, a beautiful time to visit Italy.

Jamaica in May

It’s an ideal time to visit as the country warms up, but visitors numbers remain low. The wonderful weather will make you want to be outside, exploring the historical cities or hiking in the beautiful mountains. You may even be able to catch the Giro d’Italia bicycle race if you’re lucky.

Jamaica in June

June sees the start of summer, with temperatures getting very warm now. It’s a great time to visit if you want to swim, snorkel, or relax on the beaches. Open-air concerts and events take place in many of the major cities, making the most of the long summer evenings.

Jamaica in July

July and August is peak season, with the highest visitor numbers and hottest temperatures. A great time to get out of the cities to the coast and the mountains, to find cooler air. If you are planning to travel at this time, you should book well in advance to secure the best accommodation.

Jamaica in August

July and August is peak season, with the highest visitor numbers and hottest temperatures. A great time to get out of the cities to the coast and the mountains, to find cooler air. If you are planning to travel at this time, you should book well in advance to secure the best accommodation.

Jamaica in September

Visitors disperse after the European summer holidays end, and locals return to work too. Beaches are much quieter, and the temperatures remain warm but not stifling. It’s harvest time so you can enjoy the fresh fabulous food of Italy at its best. Overall, a fantastic time to visit.

Jamaica in October

Pleasantly mild to warm temperatures prevail across the country. The harvest season continues, with delicious grapes and olives in abundance. A lovely quiet time to visit.

Jamaica in November

November and December see the start of winter and the offseason. Cities and the main sights are much quieter, although many attractions and hiking trails may be closed.

Jamaica in December

November and December see the start of winter and the off season. Cities and the main sights are much quieter, although many attractions and hiking trails may be closed.

Why Choose Steppes?

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