2026 Curated World Travels

Jammin' in Jamaica

Welcome to Jamaica! Welcome to my Jamaica where you will experience this island like a true local in a safe and conscientious way, the Paradigm Travel Agency aka TravelwithClaudine way.

Experience the dynamism of Jamaica’s culture, history and gastronomy. Indulge in the local cuisine, explore the outdoor markets and visit world famous Bob Marley Museum. One Love. 

Jamaica is the go-to destination for sun, sand & romance, and Paradigm Travel Agency is the go-to agency for small group luxury travelers. 

Join us as we sway to the rhythm of the island while indulging in the local cuisine found way off the beaten track. Later, we explore the north coast with its beautiful beaches, lush vegetation and the smiling faces of the Jamaican people that keeps this island the top vacation destination in the Caribbean.  

Trip Profile

Destination
Jamaica
Price
$3016
Date
January 13, 2026
Duration
6 days
Arrival
Kingston
Departure
Montego Bay
Accomodation
Hotel, Resort
Group Size
Limited to 16

Trip Highlights

Trip Overview

Visit Jamaica like a local, with a local and have so much fun that you will fully understand – “Jamaica No Problem, Man”

What's Included

Daily Itinerary

You will be met on arrival by a representative holding a sign with Paradigm Travel Agency on it,  and taken to meet your private driver who will transfer you to your hotel for the next 2 nights. After check-in, you’ll have some time to relax before joining us for Cocktails and a Welcome Dinner where you will get to meet and socialize with your fellow travelers. Enjoy the delicious selection of dishes, setting the perfect tone for the start of your island adventure.
 
  • Accommodations: Pegasus Hotel
  • Meals: Dinner

After breakfast, we’ll set off on our first full day of exploration.

Begin your day at Coronation Market, one of the largest open-air markets in Jamaica. You’ll get to experience the vibrant, bustling atmosphere where locals sell fresh fruits, vegetables, spices, and traditional crafts.

  • Activity: Walk through the colorful stalls, sample fresh tropical fruits like mangoes or coconuts, and interact with the local vendors. Don’t forget to take some photos of the lively market scene!

Then we will visit the Bob Marley Museum, located at his former home at 56 Hope Road. This museum is dedicated to the life and legacy of reggae icon Bob Marley.

  • Activity: Take a guided tour of the museum, which includes rare photos, Marley’s musical instruments, memorabilia, and personal items. You’ll also see the famous room where Bob Marley lived and wrote music.

We will then drive over to bustling seaside community of Portmore for lunch at Hellshire Beach 

  • Activity: Indulge in some of the best Jamaican fried fish and festival (sweet fried dough). Hellshire Beach is known for its seafood vendors offering fresh fish right on the beach. You can also dip your toes in the warm Caribbean Sea or relax on the beach.

After lunch, we will head back to the hotel to relax or enjoy a poolside drink.

Rest of day on own.

  • Accommodations: Pegasus Hotel
  • Meals: Breakfast, Lunch

After an early breakfast, we’ll check out our hotel and say goodbye to Kingston. 

We’ll start our scenic drive by heading out of Kingston along a route that offers stunning views of the island’s lush mountains, with winding roads that give you glimpses of tropical forests and valleys. Along the way, we will stop at a few lookout points to admire the stunning landscape. The road takes you through St. Thomas and into the Portland area.

Once we arrive in Portland, it is adventure time! We will head to Reach Falls, a hidden gem in Portland. The falls are surrounded by tropical rainforest and offer a serene atmosphere, perfect for a refreshing swim or simply enjoying the natural beauty. The falls have multiple tiers, and there’s also a small cave that you can explore.

After our refreshing river experience,  we will continue the scenic drive westward to Montego Bay with a lunch stop along the way. The route will take you through Portland’s lush coastline and along the north coast of Jamaica. This leg of the trip is known for its picturesque coastal views, with dramatic cliffs, turquoise beaches, and small fishing villages dotting the landscape.

  • Accommodations: Hyatt Zilara 
  • Meals: Breakfast, Lunch, All-Inclusive Dinner

We will explore the beautiful island of Jamaica by sea over an incredible 4-hour excursion with Premium Bar, Artfully prepared light bites & DJ to keep the vibes jammin’

  • Accommodations: Hyatt Zilara
  • Meals: All-Inclusive 

Swim, raft or snorkel

High adventure zipline, ATV, horseback riding

Culture, Foodie, Rum tour

Join us for a farewell private dinner and drinks.

  • Accommodations: Hyatt Zilara
  • Meals: All-Inclusive 

Transfer to the Montego Bay airport and board your international flight home.

Essential Information

Trip Look Book