Roland Kentish

Davis, CA
Jamaica Travel Agent Professional

A trip to Jamaica is an immersion into vibrant culture, breathtaking landscapes, and warm hospitality. From the moment you step off the plane, the island’s laid-back atmosphere, known as “irie,” embraces you. Whether you’re seeking adventure, rela...
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Jamaica Travel Agent Professional

A trip to Jamaica is an immersion into vibrant culture, breathtaking landscapes, and warm hospitality. From the moment you step off the plane, the island’s laid-back atmosphere, known as “irie,” embraces you. Whether you’re seeking adventure, relaxation, or a bit of both, Jamaica offers an unforgettable experience.Arrival and First ImpressionsLanding in Montego Bay, one of Jamaica's major hubs, you're immediately greeted by the sound of reggae music and the scent of the ocean breeze. The island’s energy is palpable, from the lively chatter of locals to the colorful surroundings. After clearing customs, you’re whisked away to your chosen destination—whether it’s a luxurious all-inclusive resort in Negril, a boutique hotel in Ocho Rios, or a cozy guesthouse in the heart of Kingston.Day 1: Beach Bliss in NegrilStart your journey in Negril, famous for its Seven Mile Beach. The soft, white sand and crystal-clear waters create the perfect setting for relaxation. Spend the day soaking up the sun, swimming, or exploring the nearby coral reefs. If you’re up for a bit of adventure, try parasailing for a bird’s-eye view of the coastline.As evening falls, head to Rick’s Café, a legendary spot for cliff diving and watching the sunset. The view of the sun dipping below the horizon, accompanied by live reggae music, sets the tone for the rest of your trip.Day 2: Exploring Ocho Rios and Dunn’s River FallsA visit to Ocho Rios offers a mix of natural beauty and adventure. Begin your day at Dunn’s River Falls, one of Jamaica’s most famous attractions. Climbing the terraced, 600-foot waterfall is a thrilling experience, and the surrounding lush greenery adds to the magic. After your climb, relax on the beach at the base of the falls, where the river meets the sea.Next, explore the Blue Hole, a series of turquoise pools and waterfalls hidden in the rainforest. Whether you’re jumping into the cool waters or simply taking in the scenery, the Blue Hole is a true Jamaican gem.For lunch, try some local jerk chicken at one of the roadside stands. The spicy, smoky flavor is a must-try, and the casual, open-air setting adds to the experience.Day 3: Kingston’s Cultural RichesNo trip to Jamaica is complete without a visit to Kingston, the island’s capital and cultural heart. Start your day at the Bob Marley Museum, located in the legendary musician’s former home. The museum offers a deep dive into Marley’s life, music, and the impact he had on Jamaica and the world.After the museum, explore the bustling streets of Kingston, where you can find vibrant street art, local markets, and historic sites like Devon House, a beautifully preserved colonial mansion. Don’t miss the chance to try some Devon House I-Scream, a popular local ice cream brand.In the evening, experience Kingston’s nightlife. Whether it’s a live reggae show, a dancehall club, or a laid-back bar, the city comes alive after dark.Day 4: The Blue Mountains and Coffee TourFor a change of pace, take a day trip to the Blue Mountains, home to some of the world’s best coffee. The journey up the winding mountain roads offers stunning views of the island’s interior. Once you reach the coffee plantations, you’ll learn about the process of growing and roasting Blue Mountain coffee, followed by a tasting session.If you’re up for a hike, the Blue Mountains offer trails with panoramic views of the island. The cool, misty air is a refreshing contrast to the coastal heat, and the lush landscape is a haven for nature lovers.Day 5: Relaxation and Reflection On your final day, take some time to relax and reflect on your Jamaican adventure. Whether it’s a leisurely breakfast on the beach, a spa day, or a final swim in the ocean, savor the last moments of island life. Before you head to the airport, pick up some souvenirs—perhaps a bottle of Jamaican rum, some Blue Mountain coffee, or a handcrafted item from a local artisan.Departure As you board your flight home, the memories of Jamaica stay with you: the rhythms of reggae, the taste of jerk chicken, the warmth of the people, and the beauty of the island. Jamaica is more than a destination; it’s an experience that lingers long after you’ve left, calling you back to its shores.  4o       

My Reviews

Great Trip
It was a great experience. He found events and excursions for us also.
By  CarlyK  from  Boston, MA
Traveled to  Toronto ~ Ontario ~ Canada
I would recommend this agent to my family and friends
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Great Trip
It was an easy experience, with no problems at all.
By  MannyB  from  New York
Traveled to  Miami ~ Florida ~ USA
I would recommend this agent to my family and friends
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I can't wait till my next trip
Working with him was too easy, he fulfilled all of my requests. He's a good listener.
By  SteveC  from  Connecticut
Traveled to  Dominican Republic ~ Caribbean
I would recommend this agent to my family and friends
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One of my best trips in a long time
It was a wonderful experience. Easy too
By  TraceyB  from  Massachusetts
Traveled to  Jamaica ~ Caribbean
I would recommend this agent to my family and friends
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Had so much fun.
He's a good listener. Every question I had he answered or did the research to fulfill my needs. I appreciate his services and am looking forward to working with him again.
By  TammyTee  from  Atlanta, GA
Traveled to  Miami ~ Florida ~ USA
I would recommend this agent to my family and friends
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Destination Expert:

  • Montego Bay
  • Ocho Rios
  • Kingston (Manley)
  • Negril
  • Port Antonio

Travel Specialist:

  • Beach Vacations
  • Adult Only
  • Arts & Culture
  • Heritage
  • Bachelor Parties

Industry Affiliations:

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