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This Itinerary Begins With You

At Conte, no two itineraries are the same. Share what matters to you when you travel - your preferences and pace - and we’ll craft a journey that reflects you completely. Thoughtfully designed, expertly delivered, and entirely yours.

Jamaica Luxury Travel: A Sample Itinerary

Days 1 - 3

Your Jamaican odyssey begins in Kingston's vibrant cultural heart, birthplace of reggae music.

Day one explores the Bob Marley Museum in the reggae legend's former home where classics like "Exodus" were recorded, plus Devon House built in 1881 by Jamaica's first black millionaire. Your second day visits Trench Town, birthplace of reggae in the 1960s, walking streets that inspired "No Woman No Cry" while learning Jamaica's social history through music. Day three ascends to the Blue Mountains where coffee has grown since 1728, touring plantations above 3,000 feet that produce beans favored by Japanese connoisseurs since the 1950s, followed by a relaxing mountain lodge evening.

Days 4 - 7

Days four through seven blend natural wonders with beach culture along Jamaica's stunning coastlines.

Your fourth day brings the scenic mountain drive to Ocho Rios, climbing Dunn's River Falls' 600-foot limestone terraces that flow directly into the Caribbean Sea. Day five explores Green Grotto Caves used by Taíno people, Spanish colonists, and runaway slaves, plus a peaceful afternoon at nearby beach resorts. Your sixth day transitions to Negril's Seven Mile Beach, discovered by hippies in the 1960s who established the laid-back culture still defining this western paradise. Day seven offers cliff jumping at Rick's Café established in 1974, or simply relaxing with sunset cocktails and reggae music.

Days 8 - 12

Your final stretch explores cultural heritage and natural beauty from Port Antonio with ample relaxation time.

Day eight journeys to Port Antonio, Jamaica's original tourism capital where banana boats docked in the early 1900s, exploring Frenchman's Cove where river meets sea and Somerset Falls' natural swimming pools. Day nine features bamboo rafting on the Rio Grande - a tradition from 1940s banana farming popularized by Errol Flynn - followed by spa treatments and beach lounging. Your tenth day visits the Blue Lagoon's 180-foot deep spring-fed waters where fresh meets salt, creating stunning blue colors, plus quiet time on secluded beaches. Day eleven returns to Kingston for the Institute of Jamaica from 1879 and vibrant Coronation Market from 1937, balanced with relaxation at hotel pools and gardens. Day twelve concludes with Spanish Town's Georgian architecture from when it was capital (1534-1872), before departure carrying memories of an island where African, European, and indigenous cultures created unique Caribbean identity through music, cuisine, and warm hospitality.

BEST TIME

TAILORED TRIPS

from £2500 pp, per night

Kingston - Ochos Rios - Negril - Port Antionio

Days 1 - 3

The Birthplace of Reggae

Days 4 - 7

Natural Wonders

Days 8 - 12

Blue Lagoon & Beyond

Trip Highlights

Begin in Kingston, exploring the roots of reggae at the Bob Marley Museum and Trench Town, where music tells the story of Jamaica’s struggles and triumphs, alongside colonial landmarks like Devon House.

Ascend into the Blue Mountains, touring world-renowned coffee plantations at high altitude before relaxing in misty lodges above the Caribbean coast.

Experience Jamaica’s coastlines, from climbing Dunn’s River Falls in Ocho Rios to exploring ancient caves and unwinding on Negril’s iconic Seven Mile Beach.

Unwind in Port Antonio, where rivers meet the sea at Frenchman's Cove, bamboo rafts float down the Rio Grande, and hidden gems like the Blue Lagoon offer quiet moments in nature.

Conclude with cultural depth, from Spanish Town’s Georgian legacy to Kingston’s bustling markets and museums, reflecting a nation shaped by African, European, and indigenous roots.

Day 1

Montego Bay's historic charm introduces Jamaica's vibrant culture, where reggae music, jerk seasoning, and colonial architecture reflect the island's complex heritage shaped by Taíno, African, and European influences.

Your first day explores Montego Bay, established as a Spanish settlement in 1509 and later developed by the British as a major sugar port where Sam Sharpe led the 1831 slave rebellion that accelerated Jamaica's path to emancipation in 1838. The historic Rose Hall Great House and local markets showcase both colonial plantation history and contemporary Jamaican culture, where jerk chicken and fresh seafood demonstrate culinary traditions that blend African cooking techniques with indigenous ingredients and European influences.

Days 2 - 4

Days two through four explore Jamaica's most celebrated attractions, from world-famous beaches to natural wonders that define Caribbean adventure tourism.

Day two travels to Negril's Seven Mile Beach, actually 4 miles of white sand that became Jamaica's hippie paradise in the 1960s and remains one of the Caribbean's most beautiful coastlines. The famous Rick's Café sunset watching and cliff jumping traditions, established in 1974, celebrate the laid-back lifestyle that attracted international visitors seeking authentic Jamaican culture.

Your third day conquers Dunn's River Falls near Ocho Rios, where 600 feet of terraced limestone cascades create natural steps that allow visitors to climb waterfalls that have attracted tourists since the 1950s. Day four explores Jamaica's south coast by boat, revealing hidden beaches and fishing villages where traditional Jamaican culture thrives away from major tourist centers, while enjoying authentic Jamaican feasts featuring ackee and saltfish, the national dish that combines indigenous fruit with imported protein.

Days 5 - 6

Your final days venture into Jamaica's mountainous interior and conclude with beach relaxation, experiencing the island's agricultural heritage and musical legacy.

Day five hikes through the Blue Mountains, rising to 7,402 feet and producing some of the world's finest coffee since Japanese investment in the 1950s revitalized cultivation methods introduced in the 1720s. The cool mountain climate contrasts dramatically with coastal areas while providing insights into Jamaica's agricultural diversity beyond sugar and bananas. Your sixth day embraces final beach time while enjoying local dishes and absorbing the Jamaican vibe that has influenced global music, from reggae's birth in Kingston's Trench Town to dancehall's international impact, concluding your adventure on an island where African resilience, Caribbean creativity, and natural beauty created one of the world's most distinctive cultures.

BEST TIME

TAILORED TRIPS

from £2500 pp, per night

Discover Montego Bay

Day 1

Exploring Montego Bay

Days 2 - 4

Waterfalls Galore

Days 5 - 6

Mountains & Beaches

Trip Highlights

Best Luxury Hotels in Jamaica: Conte's Seasonal Picks for 2025

Round Hill Hotel and Villas

Montego Bay, Jamaica

Round Hill Hotel and Villas is an elegant resort nestled on the beautiful north coast of Jamaica, offering a blend of classic Caribbean charm and modern luxury. With spacious villas and oceanfront rooms designed in a contemporary Jamaican style, the resort ensures a tranquil and relaxing stay.

Guests can enjoy a range of activities such as yoga, water sports, and golfing - for guests more inclined towards tennis, the academy and facilities are outstanding. Of course, besides activities, there are excellent dining experiences throughout the resort, showcasing that whether you are relaxing by the beach, exploring the local culture, or unwinding at the spa, Round Hill is a perfect destination for those seeking an authentic Jamaican getaway.

Elegant entrance of a tropical home, featuring striped awnings, palm trees, and a beautifully lit pathway leading to the waterfront.

A charming two-story house nestled in lush tropical greenery, surrounded by tall palms and vibrant foliage.

A luxurious living room with white sofas, overlooking a serene pool and lush landscape through elegant drapes.

Aerial view of a serene swimming pool surrounded by lush greenery, lounge chairs, and clear ocean waters. Relaxing tropical paradise.

Goldeneye

Oracabessa, Jamaica

Goldeneye is a unique and luxurious resort located in the idyllic town of Oracabessa, Jamaica. Originally the home of author Ian Fleming, the resort offers a mix of private villas, cottages, and beach huts, each designed with a distinctive Caribbean charm.

Set amidst lush tropical gardens and crystal-clear waters, Goldeneye offers the perfect escape for those seeking privacy, adventure, and relaxation. With a private beach, world-class dining, and an emphasis on wellness and sustainability, Goldeneye is an exceptional destination for those looking for a more intimate and creative retreat in Jamaica.

A serene outdoor dining area with wooden tables adorned with lanterns, overlooking a tranquil ocean at dusk surrounded by lush greenery.

A charming coastal cottage with wooden doors, surrounded by greenery, overlooking serene waters and a sunny sky.

A serene waterfront cottage surrounded by lush greenery and vibrant flowers, with a person wading in the calm water.

A serene resort at dusk, featuring a glowing pool, thatched-roof restaurant, and guests enjoying dinner under string lights.

Half Moon Bay

Montego, Jamaica

Half Moon Bay is a legendary luxury resort located on the scenic north coast of Jamaica. With its stunning beachfront location, the resort offers spacious villas, suites, and cottages surrounded by lush tropical gardens. Guests can indulge in a variety of activities, including world-class golf, water sports, and horseback riding along the beach.

Half Moon Bay is renowned for its excellent service, serene atmosphere, and wide array of dining options. Whether you’re relaxing at the spa, enjoying a sunset cocktail, or exploring Jamaica’s vibrant culture, Half Moon Bay is an unforgettable destination for luxury travelers.

Tropical backyard with a small pool, lounge chairs, lush greenery, and a charming house in a serene, sunlit setting.

Bright, modern living room with high ceilings, large windows, tropical plants, and stylish furniture, featuring a staircase and light fixtures.

Tropical garden with a swimming pool, lounge chairs, and lush greenery surrounding a charming white cottage.

Modern two-story villa with large windows, luxurious outdoor seating, and a tranquil pool reflecting the tropical surroundings at dusk.